Name: 6926-58-5|4,4-Dimethyl-3-thiosemicarbazide|98%
Brand: Ambeed
SKU: A719234
Rating: 98 (25 reviews)

1
[ 3735-92-0 ]
[ 6926-58-5 ]

Yield	Reaction Conditions	Operation in experiment
	With ethanol; hydrazine hydrate

Reference： [1]Nachmias [Annales de Chimie (Cachan, France), 1952, vol. <12> 7, p. 584,599]

2
[ 131543-46-9 ]
[ 6926-58-5 ]
[ 92381-41-4 ]

Yield	Reaction Conditions	Operation in experiment
56%	With sulfuric acid In ethanol at 80℃;
	With acetic acid In ethanol

Reference： [1]Anjum, Rukhsana; Palanimuthu, Duraippandi; Kalinowski, Danuta S.; Lewis, William; Park, Kyung Chan; Kovacevic, Zaklina; Khan, Irfan Ullah; Richardson, Des R. [Inorganic Chemistry, 2019, vol. 58, # 20, p. 13709 - 13723]
[2]Gingras,B.A. et al. [Canadian Journal of Chemistry, 1962, vol. 40, p. 1053 - 1059]

3
[ 6926-58-5 ]
[ 4209-02-3 ]
[ 30120-47-9 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1970,vol. 741,p. 45 - 54

4
[ 4007-01-6 ]
[ 6926-58-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrazine
	With sodium hydroxide; hydrazine hydrate Heating;

Reference： [1]Ioffe,I.S. et al. [Pharmaceutical Chemistry Journal, 1973, vol. 7, # 8, p. 477 - 483][Khimiko-Farmatsevticheskii Zhurnal, 1973, vol. 7, # 8, p. 7 - 13]
[2]Dupin,S.; Pesson,M. [Bulletin de la Societe Chimique de France, 1963, p. 144 - 150]

5
[ 5397-03-5 ]
[ 124-40-3 ]
[ 6926-58-5 ]

Yield	Reaction Conditions	Operation in experiment
26%	In lithium hydroxide monohydrate for 4.5h; Heating;
25%	In lithium hydroxide monohydrate for 5h; Reflux;	7 Example 7: Preparation of 4,4-dimethyl-3-thiosemicarbazide The hydrazinecarbodithioic acid methyl ester (1.20 g, 10 mmol) was dissolved in 5 mL of water and added to a 25 mL three-necked flask, dimethylamine (1.35 g, 30 mmol) was added to the reaction solution, and the mixture was refluxed and stirred for 5 hours.After cooling and filtering, the dried white solid was 0.98 g, and the yield was 25.0%.
	In lithium hydroxide monohydrate

In methanol for 10h; Reflux;

Reference： [1]Mylonas, Stavros; Mamalis, Athanasios [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 7, p. 1273 - 1281]
[2]Current Patent Assignee: CHINA AGRICULTURAL UNIVERSITY - CN114105844, 2022, A Location in patent: Paragraph 0070-0072
[3]McElhinney,R.S. [Journal of the Chemical Society C: Organic, 1966, p. 950 - 955]
[4]Sugawara; Masuya; Matsuo; Miki [Chemical and Pharmaceutical Bulletin, 1980, vol. 28, # 7, p. 2116 - 2128]
[5]Location in patent: scheme or table Kang, Iou-Jiun; Wang, Li-Wen; Hsu, Tsu-An; Yueh, Andrew; Lee, Chung-Chi; Lee, Yen-Chun; Lee, Ching-Yin; Chao, Yu-Sheng; Shih, Shin-Ru; Chern, Jyh-Haur [Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 7, p. 1948 - 1952]

6
[ 6926-58-5 ]
[ 431-03-8 ]
[ 94007-80-4 ]

Yield	Reaction Conditions	Operation in experiment
68%	In ethanol; water; acetic acid at 55℃; for 0.5h;
61%	Stage #1: 4,4-dimethylthiosemicarbazide With sulfuric acid In ethanol Inert atmosphere; Reflux; Stage #2: dimethylglyoxal In ethanol for 4h; Reflux;
52%	With sulfuric acid In ethanol at 80℃;

With acetic acid In ethanol

Reference： [1]Xie, Da; King, Tyler L.; Banerjee, Arnab; Kohli, Vikraant; Que, Emily L. [Journal of the American Chemical Society, 2016, vol. 138, # 9, p. 2937 - 2940]
[2]Zilka, Omkar; Poon, Jia-Fei; Pratt, Derek A. [Journal of the American Chemical Society, 2021, vol. 143, # 45, p. 19043 - 19057]
[3]Anjum, Rukhsana; Palanimuthu, Duraippandi; Kalinowski, Danuta S.; Lewis, William; Park, Kyung Chan; Kovacevic, Zaklina; Khan, Irfan Ullah; Richardson, Des R. [Inorganic Chemistry, 2019, vol. 58, # 20, p. 13709 - 13723]
[4]Gingras,B.A. et al. [Canadian Journal of Chemistry, 1962, vol. 40, p. 1053 - 1059]

7
[ 95836-52-5 ]
[ 6926-58-5 ]
C₁₀H₁₄N₄OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With acetic acid In methanol for 1.5h; Heating;

Reference： [1]Klayman; Lin; Hoch; Scovill; Lambros; Dobek [Journal of Pharmaceutical Sciences, 1984, vol. 73, # 12, p. 1763 - 1767]

8
[ 6926-58-5 ]
[ 16214-27-0 ]
[ 120242-86-6 ]
[ 120242-74-2 ]

Reference： [1]Journal of Organic Chemistry USSR (English Translation),1988,vol. 24,p. 1648 - 1654
Zhurnal Organicheskoi Khimii,1988,vol. 24,p. 1827 - 1835

9
[ 6926-58-5 ]
[ 10111-08-7 ]
2-formylimidazole ⁴N-dimethylthiosemicarbazone [ No CAS ]

Reference： [1]Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,1993,vol. 49,p. 1809 - 1816

10
[ 6926-58-5 ]
[ 72615-22-6 ]
1-(4,4-N-dimethyl-3-thiosemicarbazone)-2-(4-N-methyl-3-thiosemicarbazone)pyruvaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With acetic acid In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;
38%	With hydrogenchloride In N,N-dimethyl-formamide at 20℃; for 5h;
	With 4 A molecular sieve In N,N-dimethyl-formamide at 60℃; for 6h;

Reference： [1]Location in patent: experimental part Buncic, Gojko; Hickey, James L.; Schieber, Christine; White, Jonathan M.; Crouch, Peter J.; White, Anthony R.; Xiao, Zhiguang; Wedd, Anthony G.; Donnelly, Paul S. [Australian Journal of Chemistry, 2011, vol. 64, # 3, p. 244 - 252]
[2]Brown, Oliver C.; Baguña Torres, Julia; Holt, Katherine B.; Blower, Philip J.; Went, Michael J. [Dalton Transactions, 2017, vol. 46, # 42, p. 14612 - 14630]
[3]Lim, John K.; Mathias, Carla J.; Green, Mark A. [Journal of Medicinal Chemistry, 1997, vol. 40, # 1, p. 132 - 136]

11
[ 1122-62-9 ]
[ 6926-58-5 ]
[ 71555-14-1 ]

Yield	Reaction Conditions	Operation in experiment
89.31%	With acetic acid In methanol at 65℃; for 8h;	2.1 (1) Dissolve 3 mmol of 4,4-dimethylaminothiourea in 25 ml of methanol, add 3 mmol of 2-acetylpyridine, add 1 ml of acetic acid dropwise, mix well; reflux at 65 ° C for 8 h, filter, and concentrate under reduced pressure at the end of the reaction , Extracted with ethyl acetate, washed with saturated sodium bicarbonate, water, and separated by silica gel column chromatography (petroleum ether: ethyl acetate volume ratio = 10: 1) to obtain the ligand L2 (89.31%, pale yellow solid)
89.31%	With acetic acid In methanol at 65℃; for 8h;	2.1 (1) Dissolve 3mmol of 4,4-dimethylthiosemicarbazide in 25ml of methanol, then add 3mmol of 2-acetylpyridine, add 1ml of acetic acid dropwise, and mix well; reflux and react at 65°C for 8h, filter after reaction, and reduce the filtrate Concentrate by pressure, extract with ethyl acetate, wash with saturated sodium bicarbonate, water, and separate by silica gel column chromatography (volume ratio of petroleum ether: ethyl acetate = 10:1) to obtain ligand L2 (89.31%, pale yellow solid);
87%	Stage #1: 4,4-dimethylthiosemicarbazide With acetic acid In water at 50℃; Stage #2: 2-acetylpyridine With acetic acid In water at 50℃; for 4.08333h; Inert atmosphere;

79.72%	With acetic acid In methanol; acetonitrile at 85℃; for 10h;	3.1 Example 3: 1) Dissolve 2-acetylpyridine (363mg, 3mmol) in a mixture of 10mL methanol and 10mL acetonitrile, add 4,4-dimethylthiosemicarbazide(357mg, 3mmol), and add 3-4 drops (about 1mL) acetic acid, reflux at 85 ° C for 10h, concentrated under reduced pressure at the end of the reaction, extracted with ethyl acetate, washed with saturated sodium bicarbonate, water, and separated by silica gel column eluent The mixture, the volume ratio of petroleum ether and ethyl acetate was 10: 1), to obtain the ligand L3 (0.531 g, 79.72%, light yellow solid);
33%	With water In ethanol for 4h; Heating;
1.2 g (26%)	In ethanol	13 (Procedure A) Example 13 2-Acetylpyridine 4,4-dimethyl-3-thiosemicarbazone (Procedure A) To a solution of 2.39 g (0.02 mol) of 4,4-dimethyl-3-thiosemicarbazide in 75 ml of EtOH was added 2.54 g (0.021 mol) of 2-acetylpyridine. After heating at reflux for eight hours, the solution was cooled and the product was collected. Recrystallization from MeOH afforded 1.2 g (26%) of 2-acetylpyridine 4,4-dimethyl-3-thiosemicarbazone, mp 149°-150° C. Analysis Calcd. for C10 H14 N4 S: C, 54.03; H, 6.35; N, 25.20; S, 14.42. Found: C, 53.83; H, 6.74; N, 25.25; S, 14.72.
1.2 g (26%)	In ethanol	13 (Procedure A) EXAMPLE 13 2-Acetylpyridine 4,4-dimethyl-3-thiosemicarbazone (Procedure A) To a solution of 2.39 g (0.02 mol) of 4,4-dimethyl-3-thiosemicarbazide in 75 ml of EtOH was added 2.54 g (0.021 mol) of 2-acetylpyridine. After heating at reflux for eight hours, the solution was cooled and the product was collected. Recrystallization from MeOH afforded 1.2 g (26%) of 2-acetylpyridine 4,4-dimethyl-3-thiosemicarbazone, mp 149°-150° C. Analysis Calcd. for C10 H14 N4 S: C, 54.03; H, 6.35; N, 25.20; S, 14.42. Found: C, 53.83; H, 6.74; N, 25.25; S, 14.72.
1.2 g (26%)	In ethanol	13 (Procedure A) EXAMPLE 13 2-Acetylpyridine 4,4-dimethyl-3-thiosemicarbazone (Procedure A) To a solution of 2.39 g (0.02 mol) of 4,4-dimethyl-3-thiosemicarbazide in 75 mL of EtOH was added 2.54 g (0.021 mol) of 2-acetylpyridine. After heating at reflux for 8 hr, the solution was cooled and the product was collected. Recrystallization from MeOH afforded 1.2 g (26%) of 2-acetylpyridine 4,4-dimethyl-3-thiosemicarbazone, mp 149°-150° C. dec. Analysis Calcd. for C10 H14 N4 S: C, 54.03; H, 6.35; N, 25.20; S, 14.42. Found: C, 53.83; H, 6.74; N, 25.25; S, 14.72.
	With acetic acid In ethanol Reflux;
	With acetic acid In ethanol for 4h; Reflux;	2.2. Synthesis and characterization of Cu(II) complexes General procedure: The ligands (L1-L3) were synthesized according to the description in our published reference[26]. 2-Acetylpyridine (1 mole equivalent) and acetic acid glacial (5 drops) wereplaced in a round-bottom flask to which ethanol (10 mL) and thiosemicarbazide(1 mM) were added. The solution was heated under refluxed for 4 h. The precipitateformed was collected by vacuum filtration, washed three times with cold ethanol anddried in a vacuum desiccator.

Reference： [1]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN110698512, 2020, A Location in patent: Paragraph 0033-0036
[2]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN112062789, 2020, A Location in patent: Paragraph 0011; 0043-0046
[3]Location in patent: experimental part Chan, Jessica; Thompson, Amber L.; Jones, Michael W.; Peach, Josephine M. [Inorganica Chimica Acta, 2010, vol. 363, # 6, p. 1140 - 1149]
[4]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN110483559, 2019, A Location in patent: Paragraph 0018; 0039-0041
[5]Bermejo, Elena; Carballo, Rosa; Castineiras, Alfonso; Dominguez, Ricardo; Liberta, Anthony E.; Maichle-Mossmer, Caecilia; West, Douglas X. [Zeitschrift fur Naturforschung, B: Chemical Sciences, 1999, vol. 54, # 6, p. 777 - 787]
[6]Current Patent Assignee: GOVERNMENT OF THE UNITED STATES - US4657903, 1987, A
[7]Current Patent Assignee: UNIVERSITY OF MICHIGAN - US4596798, 1986, A Current Patent Assignee: GOVERNMENT OF THE UNITED STATES - US4665173, 1987, A
[8]Current Patent Assignee: GOVERNMENT OF THE UNITED STATES - US4317776, 1982, A
[9]Akladios, Fady N.; Andrew, Scott D.; Parkinson, Christopher J. [BioMetals, 2016, vol. 29, # 1, p. 157 - 170]
[10]Qi, Jinxu; Wang, Xuejiao; Liu, Taichen; Kandawa-Schulz, Martha; Wang, Yihong; Zheng, Xinhua [Journal of Coordination Chemistry, 2020, vol. 73, # 7, p. 1208 - 1221]

12
[ 137-26-8 ]
[ 3291-00-7 ]
[ 6926-58-5 ]
[ 959-36-4 ]
[ 2810-66-4 ]
bis[[2-hydroxyphenyl]methylene]carbonothioic dihydrazide [ No CAS ]

Reference： [1]Russian Chemical Bulletin,2000,vol. 49,p. 344 - 347
Izvestiya Akademi Nauk, Seriya Khimicheskaya,2000,vol. 49,p. 343 - 346

13
[ 6926-58-5 ]
[ 66-72-8 ]
pyridoxal N¹,N¹-dimethylthiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	In methanol at 20℃; for 0.833333h;

Reference： [1]Belicchi Ferrari, Marisa; Bisceglie, Franco; Leporati, Enrico; Pelosi, Giorgio; Tarasconi, Pieralberto [Bulletin of the Chemical Society of Japan, 2002, vol. 75, # 4, p. 781 - 788]

14
[ 19437-26-4 ]
[ 6926-58-5 ]
di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With acetic acid; In ethanol;Reflux;	Weigh 0.552g (3mmol) bis (2-pyridyl) ketone and 0.476g (4mmol) 4,4-dimethyl-3-thiosemicarbazide, add to a 50ml single-necked bottle, add 10ml of ethanol, 1ml of glacial acetic acid, stir The reaction was heated to reflux for 2 ~ 3h to obtain bis (2-pyridyl) ketal 4,4-dimethyl-3-semithiourea (0.6g, 70%).
	In methanol; at 35 - 50℃; for 48.25h;Reflux;	1) Dissolve 10 mmol of 2-dipyridyl ketone (1833.1 mg) in 10 ml of methanol (the concentration of solvent methanol is80v/v%),Stir at 50C for 15 minutes to prepare a solution.The above solution was dropped into 20 ml of a solution of 10 mmol of 4,4'-dimethyl-3-thiosemicarbazide (1191.9 mg) in methanol (solvent methanol at a concentration of 60 v/v%) dropwise.Stir 48h at 35C to give a light yellow precipitate.The pale yellow precipitate obtained above was filtered and washed with methanol three times and dried.The ligand 2-dipyridylketone-4,4?-dimethyl-3-thiosemicarbazide.
	With acetic acid; In ethanol; at 83℃; for 0.333333h;Sealed tube; Microwave irradiation;	General procedure: Two drops of glacial acetic acid as a catalyst were added to themixtures of thiosemicarbazides (0.5 mmol) and <strong>[19437-26-4]di(2-pyridyl) ketone</strong>,2-pyridinecarboxaldehyde, 2-quinolinecarboxaldehyde, 8-hydroxy-2-quinolinecarboxaldehyde or 2-quinoxalinecarbaldehyde (0.5 mmol) in ethanol (5 ml). The glasstubes were sealed and placed into a microwave reactor at 83 C for20 min (the reactor power did not exceed 50W). The final productswere crystallized from dry methanol.

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 6510 - 6521
[2]Patent: CN104177288,2020,B .Location in patent: Paragraph 0169-0171
[3]BioMetals,2016,vol. 29,p. 157 - 170
[4]International Journal of Molecular Sciences,2016,vol. 17
[5]Patent: CN104844632,2017,B .Location in patent: Paragraph 0033; 0034; 0035; 0036; 0037; 0051-0052; 0054-0055
[6]European Journal of Medicinal Chemistry,2019,vol. 171,p. 180 - 194

15
[ 6926-58-5 ]
[ 27693-37-4 ]
2-(3-nitrobenzoyl)pyridine 4,4-dimethyl-3-thiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With acetic acid In water Heating;

Reference： [1]Kalinowski, Danuta S.; Yu, Yu; Sharpe, Philip C.; Islam, Mohammad; Liao, Yi-Tyng; Lovejoy, David B.; Kumar, Naresh; Bernhardt, Paul V.; Richardson, Des R. [Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3716 - 3729]

16
[ 91-02-1 ]
[ 6926-58-5 ]
2-benzoylpyridine 4,4-dimethyl-3-thiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With acetic acid In ethanol; water Heating;

Reference： [1]Kalinowski, Danuta S.; Yu, Yu; Sharpe, Philip C.; Islam, Mohammad; Liao, Yi-Tyng; Lovejoy, David B.; Kumar, Naresh; Bernhardt, Paul V.; Richardson, Des R. [Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3716 - 3729]

17
[ 6926-58-5 ]
[ 216529-31-6 ]
[ 216504-38-0 ]

Yield	Reaction Conditions	Operation in experiment
11%	In ethanol for 0.5h; Heating / reflux;	A-19.3 Step 3: Preparation of 5-(4-fluorophenyl)-N,N-dimethyl-4-(4-pyridinyl)-1H-pyrazol-3-amine; A mixture of 1-fluoro-4-(4'-pyridylbromoacetyl)benzene (step 2) (3.8 g, 0.01 mol) and 4,4-dimethylamino-3-thiosemicarbazide (1.2 g, 0.01 mol) in ethanol (10 mL) was heated at reflux for 30 minutes. The dark green solution was cooled and poured into water (100 mL). The aqueous phase was extracted with methylene chloride (100 mL). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated. The resulting residue was purified by chromatography (silica gel, ethyl acetate) to give 0.3 g 5-(4-fluorophenyl)-N,N-dimethyl-4-(4-pyridinyl)-1H-pyrazol-3-amine (0.3 g, 11%) as a light yellow solid: m.p.: 245-247° C. Anal. Calc'd for C16H15FN4: C, 68.07; H, 5.36; N, 19.84. Found: C, 68.00; H, 5.37; N, 19.61.

Reference： [1]Current Patent Assignee: PFIZER INC - US6979686, 2005, B1 Location in patent: Page/Page column 132

18
[ 6926-58-5 ]
[ 4755-77-5 ]
[ 50878-81-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid In ethyl acetate	15.a (a) (a) Preparation of the 3-[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]-2-pyrazolin-5-one (VIi) A solution of 4,4-dimethyl-3-thiosemicarbazide (2.0 g, 16.8 mmol) and ethyl chloro-oxo-acetate (2.3 g, 16.8 mmol) were mixed under an inert atmosphere and cooled to 0° C. in an ice bath. Sulfuric acid (2 mL) was added slowly. After the effervescence ceased, the ice bath was removed and the reaction was allowed to warm to room temperature and stirred for 3 hours. To the white heterogeneous mixture, ethyl acetate (100 mL) was added and the organic layer was washed twice with 2% sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate and evaporated. The residual solid was dissolved in ethyl acetate and the desired compound was precipitated with ether to yield the ethyl 5-(dimethylamino)-1,3,4-thiadiazole-2-carboxylate (IIIc) (1.9 g, 9.4 mmol).

Reference： [1]Current Patent Assignee: TEVA PHARMACEUTICAL INDUSTRIES LTD. - US6455525, 2002, B1

19
[ 1129-30-2 ]
[ 6926-58-5 ]
[ 344422-39-5 ]

Yield	Reaction Conditions	Operation in experiment
45.9%	In ethanol at 65℃; for 3h;
2.72 g (73%)	In ethanol; acetic acid	a 2,6-Diacetylpyridine bis-(4,4-dimethylthiosemicarbazone) 2,6-Diacetylpyridine bis-(4,4-dimethylthiosemicarbazone) A mixture of 4,4-dimethylthiosemicarbazide (2.70 g, 0.022 mol) and 2,6-diacetylpyridine (1.63 g, 0.10 mol) in 95% EtOH (45 ml) containing glacial acetic acid (0.5 ml) was heated by a steam bath for 1 h and 10 min and allowed to cool to ambient temperature. The yellow precipitate was collected by filtration, washed with 95% EtOH, and subsequently recrystallized from toluene: yield 2.72 g (73%); mp 215° (dec).
	With acetic acid In ethanol Reflux;

In ethanol at 60℃; for 12h;

4.1; 4.2 (1) Taking the 2, 6 - diacetyl pyridine (0.815 g, 5 mmol) is dissolved in 20 ml of ethanol, for 60 °C stirring 15 min, make the solution;(2) In solution made by adding 4, 4 - dimethyl thiosemicarbazide (1.19 g, 10 mmol) in 60 °C reflux stirring reaction 12 h, cooled to the room temperature after the reaction is poured into the beaker in after volatilization, after filtering the resulting light yellow precipitate, anhydrous ethanol washing 3 times, be ligand L4

Reference： [1]Li, Shanhe; Khan, Muhammad Hamid; Wang, Xiaojun; Cai, Meiling; Zhang, Juzheng; Jiang, Ming; Zhang, Zhenlei; Wen, Xiao-An; Liang, Hong; Yang, Feng [Dalton Transactions, 2020, vol. 49, # 47, p. 17207 - 17220]
[2]Current Patent Assignee: GLAXOSMITHKLINE PLC - US4719221, 1988, A
[3]Akladios, Fady N.; Andrew, Scott D.; Parkinson, Christopher J. [Journal of Biological Inorganic Chemistry, 2016, vol. 21, # 8, p. 931 - 944]
[4]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN109651414, 2019, A Location in patent: Paragraph 0048-0051

20
7-(5-phthaloylamino-5-carboxyvaleramido)-3-formyl-ceph-3-em-4-carboxylic acid [ No CAS ]
[ 6926-58-5 ]
[ 79-19-6 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium chloride In dimethyl sulfoxide	71 EXAMPLE 71 EXAMPLE 71 A solution of 5.0 g of 7-(5-phthaloylamino-5-carboxyvaleramido)-3-formyl-ceph-3-em-4-carboxylic acid and 1.3 g of 4,4-dimethylthiosemicarbazide in 30 ml of dimethylsulfoxide is stirred for 3 hours at room temperature, diluted with ice-water, and shaken with ethyl acetate. The organic layer is washed with an aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residual crystals are filtered and washed with ether to give 5.1 g of the corresponding thiosemicarbazone. IR νmaxKBr cm-1: 1780(β-lactam). NMR(DMSO-d6, ppm): 3.23(s,NMe2), 3.84, 4.08(ABq,C2 --H J=18 Hz), 5.12(d,C6 --H J=5 Hz), 5.73(q,C7 --H J=5, 9 Hz), 8.33(s,--CH=N--), 8.87(d,NH J=9 Hz).

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US4182866, 1980, A

21
[ 6926-58-5 ]
[ 74-88-4 ]
[ 1160524-80-0 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol at 20℃;	2 Example 2 - Synthesis of N-(l-[4-chlorophenyl]pyrrol-2-yl methylideneamino)- N',N',N",N"-tetramethyl guanidine.Dimethylthiocarbamoyl chloride (161 mg, 1.3 mmol) and hydrazine monohydrate (65 mg, 1.3 mmol) are mixed in ethanol (3 ml). The mixture is stirred at room temperature until the acid chloride is consumed. Methyl iodide is added (185 mg, 1.3 mmol) and the reaction mixture is stirred at room temperature. The solvent is removed in vacuo to give crude 4,4,S-trimethyl-isothiosemicarbazide hydroiodide, which is mixed with l-(4-chloro- phenyl)-pyrrole-2-carbaldehyde (206 mg, 1 mmol) in ethanol (5 ml) and heated at reflux. When the aldehyde is consumed the solvent is removed. The residue is suspended in dry toluene (5 ml) and a solution of dimethylamine (3 mmol) in dry toluene (1 ml) is added. The mixture is heated at reflux in a sealed vial until completion of the reaction. The solvent is removed and the solid residue is recrystallized to give the title product. The synthesis is illustrated in Fig. 5.

Reference： [1]Current Patent Assignee: ACTION PHARMA A/S; JONASSEN THOMAS ENGELBRECHT NO - WO2009/74157, 2009, A1 Location in patent: Page/Page column 74

22
[ 16420-13-6 ]
[ 6926-58-5 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrazine In ethanol at 20℃;	2 Example 2 - Synthesis of N-(l-[4-chlorophenyl]pyrrol-2-yl methylideneamino)- N',N',N",N"-tetramethyl guanidine.Dimethylthiocarbamoyl chloride (161 mg, 1.3 mmol) and hydrazine monohydrate (65 mg, 1.3 mmol) are mixed in ethanol (3 ml). The mixture is stirred at room temperature until the acid chloride is consumed. Methyl iodide is added (185 mg, 1.3 mmol) and the reaction mixture is stirred at room temperature. The solvent is removed in vacuo to give crude 4,4,S-trimethyl-isothiosemicarbazide hydroiodide, which is mixed with l-(4-chloro- phenyl)-pyrrole-2-carbaldehyde (206 mg, 1 mmol) in ethanol (5 ml) and heated at reflux. When the aldehyde is consumed the solvent is removed. The residue is suspended in dry toluene (5 ml) and a solution of dimethylamine (3 mmol) in dry toluene (1 ml) is added. The mixture is heated at reflux in a sealed vial until completion of the reaction. The solvent is removed and the solid residue is recrystallized to give the title product. The synthesis is illustrated in Fig. 5.

Reference： [1]Current Patent Assignee: ACTION PHARMA A/S; JONASSEN THOMAS ENGELBRECHT NO - WO2009/74157, 2009, A1 Location in patent: Page/Page column 74

23
[ 1122-62-9 ]
[ 6926-58-5 ]
(E)-2-acetylpyridine N4,N4-dimethylthiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With acetic acid In ethanol; water for 2h; Reflux;

Reference： [1]Richardson, Des R.; Kalinowski, Danuta S.; Richardson, Vera; Sharpe, Philip C.; Lovejoy, David B.; Islam, Mohammad; Bernhardt, Paul V. [Journal of Medicinal Chemistry, 2009, vol. 52, # 5, p. 1459 - 1470]

24
[ 75-15-0 ]
[ 6926-58-5 ]
[ 5122-82-7 ]
[ 1185752-96-8 ]

Yield	Reaction Conditions	Operation in experiment
54%	Stage #1: carbon disulfide; 4,4-dimethylthiosemicarbazide With triethylamine In N,N-dimethyl-formamide at 20 - 60℃; for 6h; Reflux; Stage #2: 1-adamantyl bromomethyl ketone In N,N-dimethyl-formamide at 20℃;	104 To a solution of N,N-dunethylhydrazinecarbothioamide (477 mg, 4 mmol) in DMF (6 mL) triethylamine (1 mL) was added, followed by the dropwise addition of CS2 (0.4 mL). The mixture was stirred at rt overnight and then at 60 °C for 5 h, cooled to room temperature. Adamantan-1-yl bromomethyl ketone (514 mg, 2.0 mmol) was added. The mixture was stirred at ambient temperature overnight, partitioned between ethyl acetate and brine. The organic phase was washed with brine, dried over MgSO4 and concentrated in vacuo to give the crude product. Purification with flash column (DCM-ethyl acetate; gradient elution) yielded the title compound as an off-white solid (365 mg, 54 %). mp 150-151 °C; TLC single spot at Rf. 0.31 (25 % EtOAc/DCM); 1H NMR (270 MHz, CDCl3) δ 1.65-1.82 (m, 6H, 3 x CH2), 1.85 (d, J= 2.8 Hz, 6H, 3 x CH2), 2.03 (br, 3H, 3 x CH), 3.11 (s, 6H, 2 x CH3) and 4.40 (s, 2H, CH2); LC/MS (ESI) m/z 338 (M+H)+; tr = 2.23 min in 10 % water-methanol; HRMS (ESI) calcd. for C16H24N3OS2 (M+H)+ 338.1361, found 338.1353; HPLC tr = 2.43 min (99 %) in 10% water-acetonitrile.

Reference： [1]Current Patent Assignee: IPSEN SA - WO2009/106817, 2009, A2 Location in patent: Page/Page column 107

25
[ 1121-60-4 ]
[ 6926-58-5 ]
[ 16552-98-0 ]

Yield	Reaction Conditions	Operation in experiment
85.5%	In methanol at 65℃; for 6h; Reflux;
83%	In methanol at 60℃; for 6h;	5.1. Synthesis of ligands General procedure: The L1-L5 ligands were prepared using previously published methods [78]. In brief, 2-pyridinecarboxaldehyde (10mmol) MeOH solution was added to the corresponding equimolar thiosemicarbazides (10mmol) and stirred for 6h at 60°C, and the ligands were precipitated and filtered to obtain the L1-L5 ligands. The ligands were purified by re-crystallization. All ligands were characterised by elemental analysis, infrared spectral analysis, 1H NMR and electrospray ionization-mass spectrometry (ESI-MS; Supporting Information, Figs.S6-S15).
83%	In methanol at 65℃; for 4h;	3.1 (1) 4,4-dimethyl-3-thiosemicarbazide (360 mg, 3 mmol) was dissolved in 20 ml of methanol.Additional 2-pyridinecarboxaldehyde (295 ul, 3 mmol) was added and refluxed at 65 ° C for 4 h.Filtration, the filtrate was evaporated at room temperature, and a pale yellow solid precipitated.Wash 2-3 times with absolute ethanol to obtain ligand L3

83%	In methanol at 65℃; for 4h;	3.1 The synthesis of C3 platinum complexes, the specific synthesis method is (1) 4,4-dimethyl-3-thiosemicarbazide (360 mg, 3 mmol) was dissolved in 20 ml of methanol.Additional 2-pyridinecarboxaldehyde (295 ul, 3 mmol) was added and refluxed at 65 ° C for 4 h.Filtration, the filtrate was evaporated at room temperature, and pale yellow crystals were precipitated and washed 2-3 times with absolute ethanol.Obtaining ligand L3 (light yellow crystal);
83%	In methanol at 65℃; for 4h;	3. (1) Dissolve 3 mmol of 4,4-dimethyl-3-aminothiourea in 20 ml of methanol, add 3 mmol of 2-pyridinecarboxaldehyde, reflux at 65 ° C for 4 h, filter, and evaporate the filtrate at room temperature. Wash with anhydrous ethanol 2-3 times to obtain ligand L3 (0.5204 g, 83%, pale yellow solid)
83.2%	In methanol at 65℃; for 4h;	3.1 (1) Dissolve 3mmol of 4,4-dimethyl-3thiosemicarbazide in 25ml of anhydrous methanol, then add 3mmol of 2-pyridinecarboxaldehyde, condense and reflux at 65°C for 4h, filter, and the filtrate will volatilize at room temperature, with transparent colorless crystals After precipitation, wash 2-3 times with 10ml of anhydrous methanol to obtain ligand L3 (0.5194g, 83.2%, yellow crystals);
83%	In methanol at 65℃; for 3h;
	In methanol for 5h; Reflux;

Reference： [1]Jiang, Ming; Chu, Yong; Yang, Tongfu; Li, Wenjuan; Zhang, Zhenlei; Sun, Hongbin; Liang, Hong; Yang, Feng [Journal of Medicinal Chemistry, 2021, vol. 64, # 19, p. 14587 - 14602]
[2]Deng, Jungang; Yu, Ping; Zhang, Zhenlei; Wang, Jun; Cai, Jinhua; Wu, Na; Sun, Hongbin; Liang, Hong; Yang, Feng [European Journal of Medicinal Chemistry, 2018, vol. 158, p. 442 - 452]
[3]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN109810128, 2019, A Location in patent: Paragraph 0049-0052
[4]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN109897071, 2019, A Location in patent: Paragraph 0047-0050
[5]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN110698511, 2020, A Location in patent: Paragraph 0044-0047
[6]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN111925398, 2020, A Location in patent: Paragraph 0009; 0040-0043
[7]Li, Wenjuan; Liang, Hong; Pang, Min; Sun, Hongbin; Wang, Xiaojun; Wu, Junmiao; Yang, Feng; Yang, Tongfu [Dalton Transactions, 2021, vol. 50, # 31, p. 10909 - 10921]
[8]Location in patent: experimental part Kowol, Christian R.; Trondl, Robert; Heffeter, Petra; Arion, Vladimir B.; Jakupec, Michael A.; Roller, Alexander; Galanski, Markus; Berger, Walter; Keppler, Bernhard K. [Journal of Medicinal Chemistry, 2009, vol. 52, # 16, p. 5032 - 5043]

26
[ 6926-58-5 ]
[ 116026-99-4 ]
[ 1209470-29-0 ]

Yield	Reaction Conditions	Operation in experiment
76%	With hydrogenchloride In water for 5h; Reflux;

Reference： [1]Location in patent: experimental part Kowol, Christian R.; Trondl, Robert; Heffeter, Petra; Arion, Vladimir B.; Jakupec, Michael A.; Roller, Alexander; Galanski, Markus; Berger, Walter; Keppler, Bernhard K. [Journal of Medicinal Chemistry, 2009, vol. 52, # 16, p. 5032 - 5043]

27
[ 6926-58-5 ]
diacetyl-2-(4-N-methyl-3-thiosemicarbazone) [ No CAS ]
[ 1218759-53-5 ]

Yield	Reaction Conditions	Operation in experiment
89%	With acetic acid In N,N-dimethyl-formamide at 20℃; for 48h;	2 Example 2; Diacetyl-6/s-(N'4-dimethyl, N"4-methylthiosemicarbazone) (L1H2); To a solution of the compound of example 1 (0.92 g, 5.3 mmol) in DMF (3 ml_) was added 4,4-dimethyl-3-thiosemicarbazide (0.76 g, 6.4 mmol, 1.2 eq.) and acetic acid (5 drops, glacial). The resulting solution was stirred at room temperature for 48 h. A yellow solid precipitated from solution upon addition of water (50 ml_). The suspension was cooled in an ice bath before the bright yellow solid was collected by filtration, washed with water (x1 ), ethanol (x2) and diethyl ether (x3) and dried to give the titled compound. (1.30 g, 4.7 mmol, 89 %). 1H NMR (d6-DMSO, 500 MHz): £2.15, 3H, s, CH3; £ 2.19, 3H, s, CH3; £ 3.03, 3H, d, 3JHH = 4.5 Hz, NH-CH3; £ 3.27, s, 6H, (CHs)2; £ 8.36, bq, 1 H, 3JHH = 4.5 Hz, NH-CH3; £ 9.49, bs, 1 H, NH; £ 10.16, bs, 1 H, NH. 13C NMR (125 MHz): £ 11.1 , CH3; £ 11.4, CH3; £31.2, NH-CH3; £42.3, (CH3)2; £ 148.0, C=N; £ 149.4, C=N; £ 178.5, C=S; £ 181.7, C=S. MS: (+ve ion) m/z [(L1H2) + H+]+ 275.3 (experimental), 275.1 (calculated), (-ve ion) m/z [(L1H2) - H+]" 273.3 (experimental), 273.1 (calculated). Crystals suitable for single crystal X-ray crystallography were grown from a concentrated solution in DMSO.
73%	In acetic acid; N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere;
73%	With acetic acid In N,N-dimethyl-formamide at 20℃; for 48h;

Stage #1: 4,4-dimethylthiosemicarbazide With acetic acid In tetrahydrofuran Stage #2: diacetyl-2-(4-N-methyl-3-thiosemicarbazone) In tetrahydrofuran at 20℃;

Reference： [1]Current Patent Assignee: UNIVERSITY OF MELBOURNE - WO2010/66010, 2010, A1 Location in patent: Page/Page column 52-53
[2]Xie, Da; King, Tyler L.; Banerjee, Arnab; Kohli, Vikraant; Que, Emily L. [Journal of the American Chemical Society, 2016, vol. 138, # 9, p. 2937 - 2940]
[3]Xie, Da; Kim, Seyong; Kohli, Vikraant; Banerjee, Arnab; Yu, Meng; Enriquez, José S.; Luci, Jeffrey J.; Que, Emily L. [Inorganic Chemistry, 2017, vol. 56, # 11, p. 6429 - 6437]
[4]Location in patent: experimental part Bocokic, Vladica; Lutz, Martin; Spek, Anthony L.; Reek, Joost N. H. [Dalton Transactions, 2012, vol. 41, # 13, p. 3740 - 3750]

28
[ 6926-58-5 ]
[ 149096-41-3 ]
[ 1207290-58-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	With acetic acid In N,N-dimethyl-formamide at 20℃; for 48h;

Reference： [1]Location in patent: experimental part Brett M. Paterson; John A. Karas; Denis B. Scanlon; Jonathan M. White; Donnelly, Paul S. [Inorganic Chemistry, 2010, vol. 49, # 4, p. 1884 - 1893]

29
[ 5470-96-2 ]
[ 6926-58-5 ]
[ 1035163-02-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	In isopropanol at 100℃; for 0.416667h; Irradiation;
81%	In ethanol for 1h; Reflux;
77%	In methanol at 25℃; for 6h; Reflux;

With glacial acetic acid In methanol

2.2.1. synthesis General procedure: The synthetic routes to ligands L1-8 and complexes C1-8 are briefly represented in Scheme 1 while their general structure is reported in Fig. 1. Generally, the ligands were synthesized through a condensation between the corresponding aldehyde and the various N4-substitued thiosemicarbazides. The reaction was conducted in methanol with acetic acid as a catalyst. The complexes were obtained by dissolving the ligands in a hot mixture of EtOH:MeOH 2:1 and by adding BiCl3 dissolved in the minimum possible amount of acetic acid.

Reference： [1]Location in patent: experimental part Huang, He; Chen, Qin; Ku, Xin; Meng, Linghua; Lin, Liping; Wang, Xiang; Zhu, Caihua; Wang, Yi; Chen, Zhi; Li, Ming; Jiang, Hualiang; Chen, Kaixian; Ding, Jian; Liu, Hong [Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3048 - 3064]
[2]El-Saied, Fathy A.; Salem, Tarek A.; Shakdofa, Mohamad M.E.; Al-Hakimi, Ahmed N. [Applied Organometallic Chemistry, 2018, vol. 32, # 4]
[3]Li, Shanhe; Li, Wenjuan; Liang, Hong; Sun, Hongbin; Yang, Feng; Yang, Tongfu; Zhang, Juzheng; Zhang, Zhenlei [Journal of Medicinal Chemistry, 2022, vol. 65, # 7, p. 5392 - 5406]
[4]Bacci, Cristina; Bisceglie, Franco; Giovanardi, Dario; Pelosi, Giorgio; Pinelli, Silvana; Rega, Martina; Scaccaglia, Mirco [Journal of Inorganic Biochemistry, 2022, vol. 234]

30
[ 1593-08-4 ]
[ 6926-58-5 ]
[ 1035163-05-3 ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 3048 - 3064

31
[ 6926-58-5 ]
[ 53174-98-4 ]
[ 1035162-89-0 ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 3048 - 3064

32
[ 6926-58-5 ]
[ 64379-45-9 ]
[ 1035162-97-0 ]

Yield	Reaction Conditions	Operation in experiment
89%	In isopropyl alcohol at 100℃; for 0.416667h; Irradiation;

Reference： [1]Location in patent: experimental part Huang, He; Chen, Qin; Ku, Xin; Meng, Linghua; Lin, Liping; Wang, Xiang; Zhu, Caihua; Wang, Yi; Chen, Zhi; Li, Ming; Jiang, Hualiang; Chen, Kaixian; Ding, Jian; Liu, Hong [Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3048 - 3064]

33
[ 51310-54-4 ]
[ 6926-58-5 ]
[ 1276122-61-2 ]

Reference： [1]Organic Letters,2011,vol. 13,p. 1804 - 1807

34
[ 6926-58-5 ]
[ 54-20-6 ]
[ 1276122-46-3 ]

Reference： [1]Organic Letters,2011,vol. 13,p. 1804 - 1807

35
[ 6926-58-5 ]
[ 91301-03-0 ]
[ 1332968-56-5 ]

Yield	Reaction Conditions	Operation in experiment
92%	In methanol for 0.5h; Reflux;	4.2.1. Synthesis of the ligand, 2-oxo-1,2-dihydroquinoline-3-carbaldehyde 4(N,N)-dimethylthiosemicarbazone (HL) 4,4-Dimethyl-3-thiosemicarbazide (1.19 g, 0.01 mol) dissolved in warm methanol (50 ml) was added to a methanol solution (50 ml) containing 2-oxo-1,2-dihydroquinoline-3-carbaldehyde (1.73 g, 0.01 mol). The mixture was refluxed for 30 min during which a dark yellow precipitate was formed. The reaction mixture was then cooled to room temperature and the solid compound was filtered. It was then washed with methanol and dried under vacuum. Yield: 92%. Melting point: 319-321 °C. Elemental Analysis: Found (calculated) (%) for C13H14N4OS: C, 56.78 (56.91); H, 5.19 (5.14); N, 20.32 (20.42) S, 11.71 (11.69). FAB-MS: Found m/z = 275 (M + H) (calculated m/z = 274 for M+). UV (in MeOH): λmax (nm): 379 (n → ϖ∗ & ϖ → ϖ∗). IR: νmax (cm-1): νC=O: 1648, νC=N: 1550, νC=S: 889. 1H NMR (DMSO-d6 500 MHz, s, singlet; d, doublet; t, triplet; m, multiplet): δ 12.00 (s, 1H, N(3)H); 11.13 (s, 1H, N(1)H); 8.48 (s, 1H, C(1)H); 8.33 (s, 1H, C(6)H); 7.81 (d, 1H, C(10)H); 7.52 (t, 1H, C(9)H); 7.33 (d, 1H, C(7)H); 7.20 (t, 1H, C(8)H); 2.54 (s, 6H, C(12,13)H). 13C NMR (DMSO-d6 500 MHz): δ 42.96 (C(12,13)); 116.00 (C(7)); 119.99 (C(9)); 123.24 (C(2)); 126.64 (C(7)); 129.71 (C(5)); 131.79 (C(8)); 134.75 (C(6)); 139.72 (C(4)); 139.95 (C(1)); 161.91 (C(3)); 181.26 (C(11)).

Reference： [1]Location in patent: experimental part Senthil Raja, Duraisamy; Bhuvanesh, Nattamai S.P.; Natarajan, Karuppannan [European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 4584 - 4594]

36
[ 6318-51-0 ]
[ 6926-58-5 ]
2'-(4''-chlorobenzoyl)pyridine 4,4-dimethyl-3-thiosemicarbazone hemihydrate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2011,vol. 54,p. 6936 - 6948

37
[ 18453-32-2 ]
[ 6926-58-5 ]
2'-(4''-bromobenzoyl)pyridine 4,4-dimethyl-3-thiosemicarbazone hemihydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With water; acetic acid In methanol; ethanol Reflux;

Reference： [1]Location in patent: experimental part Stefani, Christian; Punnia-Moorthy, Gaya; Lovejoy, David B.; Jansson, Patric J.; Kalinowski, Danuta S.; Sharpe, Philip C.; Bernhardt, Paul V.; Richardson, Des R. [Journal of Medicinal Chemistry, 2011, vol. 54, # 19, p. 6936 - 6948]

38
[ 6926-58-5 ]
[ 3273-44-7 ]
[ 934185-49-6 ]

Reference： [1]Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical,2011,vol. 50,p. 1334 - 1342

39
[ 5470-96-2 ]
[ 6926-58-5 ]
[ 1313215-51-8 ]

Yield	Reaction Conditions	Operation in experiment
88%	With acetic acid In ethanol at 83℃; for 0.166667h; Microwave irradiation;	2. Synthesis General procedure: The quinoline thiosemicarbazone (QT) analogs were synthesized by reacting the respective quinolinecarbaldehyde and thiosemicarbazide. Equimolar quantities of the appropriate thiosemicarbazide and aldehyde were dissolved in EtOH with the addition of 1 drop of acetic acid as catalyst. The resulting mixture was heated in a microwave reactor at 83oC/10 min (max. microwave power 50 W). After cooling, the precipitated solid was filtered and washed with ether and re-crystallized from EtOH. This methodology allowed us to obtain the final, pure compounds. The purity of all compounds was assessed by HPLC and was higher than 98%, while the yield was 69-95%. All synthesized compounds were in the E configuration, which was confirmed by 1H-NMR spectroscopy (the signal of the NH group was in the 10-11 ppm range, in comparison to Z-isomer, which possesses a characteristic NH signal in the 14-15 ppm range).
77%	With acetic acid In ethanol Reflux;	4.2 Synthesis and characterization of L1-L6 General procedure: The thiosemicarbazone ligands were synthesized by condensation reaction of the proper thiosemicarbazide with 2-quionlinecarboxaldehyde. Thiosemicarbazide (1mmol) was dissolved in warm ethanol (10mL) and added solution of 2-quionlinecarboxaldehyde (1mmol) in ethanol (10mL). Then added 4 drops of glacial acetic acid. The mixture was heated under reflux for 4-5h to form a bright yellow solution. The precipitate was subsequently filtered when the mixture solution was cooled to room temperature, washed with cold ethanol and dried under vacuum.
	With acetic acid In ethanol at 85℃; for 0.2h; Microwave irradiation;

Reference： [1]Serda, MacIej; Kalinowski, Danuta S.; Mrozek-Wilczkiewicz, Anna; Musiol, Robert; Szurko, Agnieszka; Ratuszna, Alicja; Pantarat, Namfon; Kovacevic, Zaklina; Merlot, Angelica M.; Richardson, Des R.; Polanski, Jaroslaw [Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5527 - 5531]
[2]Cao, Wanbao; Qi, Jinxu; Qian, Kun; Tian, Liang; Cheng, Zhen; Wang, Yihong [Journal of Inorganic Biochemistry, 2019, vol. 191, p. 174 - 182]
[3]Serda, Maciej; Anna, Mrozek-Wilczkiewicz; Jampilek, Josef; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Musiol, Robert; Ratuszna, Alicja; Polanski, Jaroslaw [Molecules, 2012, vol. 17, # 11, p. 13483 - 13502]

40
[ 14510-06-6 ]
[ 6926-58-5 ]
[ 1415389-80-8 ]

Yield	Reaction Conditions	Operation in experiment
82%	With acetic acid In ethanol at 83℃; for 0.166667h; Microwave irradiation;	2. Synthesis General procedure: The quinoline thiosemicarbazone (QT) analogs were synthesized by reacting the respective quinolinecarbaldehyde and thiosemicarbazide. Equimolar quantities of the appropriate thiosemicarbazide and aldehyde were dissolved in EtOH with the addition of 1 drop of acetic acid as catalyst. The resulting mixture was heated in a microwave reactor at 83oC/10 min (max. microwave power 50 W). After cooling, the precipitated solid was filtered and washed with ether and re-crystallized from EtOH. This methodology allowed us to obtain the final, pure compounds. The purity of all compounds was assessed by HPLC and was higher than 98%, while the yield was 69-95%. All synthesized compounds were in the E configuration, which was confirmed by 1H-NMR spectroscopy (the signal of the NH group was in the 10-11 ppm range, in comparison to Z-isomer, which possesses a characteristic NH signal in the 14-15 ppm range).

Reference： [1]Serda, MacIej; Kalinowski, Danuta S.; Mrozek-Wilczkiewicz, Anna; Musiol, Robert; Szurko, Agnieszka; Ratuszna, Alicja; Pantarat, Namfon; Kovacevic, Zaklina; Merlot, Angelica M.; Richardson, Des R.; Polanski, Jaroslaw [Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5527 - 5531]

41
[ 82070-00-6 ]
[ 6926-58-5 ]
[ 1397322-01-8 ]

Yield	Reaction Conditions	Operation in experiment
79%	With acetic acid In ethanol at 83℃; for 0.166667h; Microwave irradiation;	2. Synthesis General procedure: The quinoline thiosemicarbazone (QT) analogs were synthesized by reacting the respective quinolinecarbaldehyde and thiosemicarbazide. Equimolar quantities of the appropriate thiosemicarbazide and aldehyde were dissolved in EtOH with the addition of 1 drop of acetic acid as catalyst. The resulting mixture was heated in a microwave reactor at 83oC/10 min (max. microwave power 50 W). After cooling, the precipitated solid was filtered and washed with ether and re-crystallized from EtOH. This methodology allowed us to obtain the final, pure compounds. The purity of all compounds was assessed by HPLC and was higher than 98%, while the yield was 69-95%. All synthesized compounds were in the E configuration, which was confirmed by 1H-NMR spectroscopy (the signal of the NH group was in the 10-11 ppm range, in comparison to Z-isomer, which possesses a characteristic NH signal in the 14-15 ppm range).
	With acetic acid In ethanol at 85℃; for 0.2h; Microwave irradiation;

Reference： [1]Serda, MacIej; Kalinowski, Danuta S.; Mrozek-Wilczkiewicz, Anna; Musiol, Robert; Szurko, Agnieszka; Ratuszna, Alicja; Pantarat, Namfon; Kovacevic, Zaklina; Merlot, Angelica M.; Richardson, Des R.; Polanski, Jaroslaw [Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 17, p. 5527 - 5531]
[2]Serda, Maciej; Anna, Mrozek-Wilczkiewicz; Jampilek, Josef; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Musiol, Robert; Ratuszna, Alicja; Polanski, Jaroslaw [Molecules, 2012, vol. 17, # 11, p. 13483 - 13502]

42
[ 58713-02-3 ]
[ 6926-58-5 ]
[ 1408323-79-4 ]

Yield	Reaction Conditions	Operation in experiment
60.7%	Stage #1: 5-acetyl-pyrimidine-2,4,6-trione; 4,4-dimethylthiosemicarbazide With sulfuric acid In ethanol; water for 2h; Reflux; Stage #2: In ethanol; water at 20℃; for 72h;
60.7%	With sulfuric acid In ethanol at 20℃; for 74h; Reflux;	2.2. Synthesis of 5-Acetylbarbituric acid and thiosemicarbazones General procedure: 5-Acetylbarbituric acid (5Acba) was prepared according to liter- ature procedure [7] . The TSC were prepared by condensation reac- tions between 5-Acb and the unsubstituted/substituted thiosemi- carbazides [ 1 , 6 ], as follows ( Scheme 1 ): a mixture of 5Acba (0.01 mole) and of the corresponding thiosemicarbazide (0.01 mole) in 96% ethyl alcohol (45 mL) with 2 drops of conc. H 2 SO 4 was heated under reflux for 2 hours, cooled, and stirred for 3 days at room temperature. The precipitate was filtered offand recrystallized from ethanol.

Reference： [1]Castiñeiras, Alfonso; Fernández-Hermida, Nuria; García-Santos, Isabel; Gómez-Rodríguez, Lourdes [Dalton Transactions, 2012, vol. 41, # 43, p. 13486 - 13495]
[2]Castiñeiras, Alfonso; Fernández-Hermida, Nuria; Frontera, Antonio; Gómez-Rodríguez, Lourdes; García-Santos, Isabel; Gil, Diego M. [Journal of Molecular Structure, 2021, vol. 1245]

43
[ 6926-58-5 ]
[ 6334-18-5 ]
[ 1422955-02-9 ]

Yield	Reaction Conditions	Operation in experiment
69%	With acetic acid In ethanol at 85℃; for 0.2h; Microwave irradiation;

Reference： [1]Serda, Maciej; Anna, Mrozek-Wilczkiewicz; Jampilek, Josef; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Musiol, Robert; Ratuszna, Alicja; Polanski, Jaroslaw [Molecules, 2012, vol. 17, # 11, p. 13483 - 13502]

44
[ 6926-58-5 ]
[ 6287-38-3 ]
[ 1422955-07-4 ]

Yield	Reaction Conditions	Operation in experiment
79%	With acetic acid In ethanol at 85℃; for 0.2h; Microwave irradiation;

Reference： [1]Serda, Maciej; Anna, Mrozek-Wilczkiewicz; Jampilek, Josef; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Musiol, Robert; Ratuszna, Alicja; Polanski, Jaroslaw [Molecules, 2012, vol. 17, # 11, p. 13483 - 13502]

45
[ 6926-58-5 ]
[ 1122-91-4 ]
[ 63300-97-0 ]

Yield	Reaction Conditions	Operation in experiment
61%	With acetic acid In ethanol at 85℃; for 0.2h; Microwave irradiation;

Reference： [1]Serda, Maciej; Anna, Mrozek-Wilczkiewicz; Jampilek, Josef; Pesko, Matus; Kralova, Katarina; Vejsova, Marcela; Musiol, Robert; Ratuszna, Alicja; Polanski, Jaroslaw [Molecules, 2012, vol. 17, # 11, p. 13483 - 13502]

46
[ 6926-58-5 ]
[ 1207176-81-5 ]
[ 1424272-96-7 ]

Yield	Reaction Conditions	Operation in experiment
83%	With acetic acid In ethanol at 80℃; for 1h;	2.2.1 1,3-Diphenyl-4-(3-chlorobenzal)-5-hydroxypyrazole 4,4-Dimethyl-3-thiosemicarbazide (1a) General procedure: Compound 1a was prepared by refluxing 1,3-diphenyl-4-(3-chlorobenzal)-5-pyrazolone (1.1245 g, 3 mmol) and 4,4-Dimethyl-3thiosemicarbazide (0.3575 g, 3 mmol) were dissolved in EtOH (15 mL) together with a few drops of glacial acetic acid, and the mixture was stirred and refluxed for 1 h at 80 °C (Scheme 2). After cooling down to room temperature in the dark, the solid was separated by filtration and washed with ethanol to afford the yellow powders. Yield: 81%;

Reference： [1]Guo, Mingxi; Guo, Jixi; Jia, Dianzeng; Liu, Hu; Liu, Lang; Liu, Anjie; Li, Feng [Journal of Molecular Structure, 2013, vol. 1035, p. 271 - 276]

47
[ 6926-58-5 ]
[ 1228185-31-6 ]
[ 1424272-95-6 ]

Yield	Reaction Conditions	Operation in experiment
81%	With acetic acid In ethanol at 80℃; for 1h;	2.2.1 1,3-Diphenyl-4-(3-chlorobenzal)-5-hydroxypyrazole 4,4-Dimethyl-3-thiosemicarbazide (1a) General procedure: Compound 1a was prepared by refluxing 1,3-diphenyl-4-(3-chlorobenzal)-5-pyrazolone (1.1245 g, 3 mmol) and 4,4-Dimethyl-3thiosemicarbazide (0.3575 g, 3 mmol) were dissolved in EtOH (15 mL) together with a few drops of glacial acetic acid, and the mixture was stirred and refluxed for 1 h at 80 °C (Scheme 2). After cooling down to room temperature in the dark, the solid was separated by filtration and washed with ethanol to afford the yellow powders. Yield: 81%; M.p. 175.4-176.9 °C; Anal.Calcd for C25H22N5OSCl (%): C, 63.08; H, 4.65; N, 14.71. Found C, 62.98; H, 4.54; N, 14.63; MS (m/z): 476.1 [M]+; 1H NMR (400 MHz, DMSO-d6): δ 12.713 (s, 1H, Pz-OH), 12.017 (s, 1H, N4-H), 8.083-6.963 (m, 14H, phenyl-ring), 3.365-3.326 (m, 6H, CH3 + CH3); FT-IR (ν, cm-1): (before irradiation): 3123, 3063 υ(N-H), 2204 υ(N-H), 1626 υ(C=O), 1548, 1596 υ(C=N), 1494 υ(phenyl), 1532, 1455 υ(pyrazole-ring); (after irradiation): 3122, 3062 υ(N-H), 2201 υ(N-H), 1627 υ(C=O), 1547, 1596 υ(C=N), 1502 υ(phenyl), 1530, 1455 υ(pyrazole-ring).

Reference： [1]Guo, Mingxi; Guo, Jixi; Jia, Dianzeng; Liu, Hu; Liu, Lang; Liu, Anjie; Li, Feng [Journal of Molecular Structure, 2013, vol. 1035, p. 271 - 276]

48
[ 6926-58-5 ]
[ 159114-43-9 ]
[ 1569643-18-0 ]

Yield	Reaction Conditions	Operation in experiment
79%	With triethylamine In acetonitrile at 20℃; for 1.5h;	15 4.1.15 N,N-Dimethyl(4,6-dimethoxy-2,3-diphenyl-1H-indole-7-glyoxyloyl))hydrazinecarbothioamide (14a) To a solution of 7-glyoxyloyl chloride 11 23 (1.03 g, 2.46 mmol) in acetonitrile (30 mL), 4,4-dimethyl-3-thiosemicarbazide (0.306 g, 2.56 mmol) was added followed by triethylamine (7 drops). The mixture was stirred at room temperature for 1.5 h after which water was added to quench the reaction. The resulting precipitate was filtered, dried and recrystallised from dichloromethane/n-hexane to afford the title compound (0.975 g, 79%) as a yellow solid. Mp 153-155 °C. 1H NMR (300 MHz, DMSO-d6): δ 3.24 (s, 6H, Me), 3.77 (s, 3H, OMe), 3.92 (s, 3H, OMe), 6.41 (s, 1H, H5), 7.24-7.29 (m, 10H, aryl H), 9.33 (s, 1H, NH), 10.38 (s, 1H, NH), 10.91 (br s, 1H, NH). 13C NMR (75 MHz, DMSO-d6): δ 41.25 (Me), 56.18, 57.51 (OMe), 89.14 (C5), 126.74, 127.68, 127.86, 128.33, 128.76, 131.40 (aryl CH), 101.47, 112.67, 114.80, 132.06, 133.07, 135.57, 137.14, 161.54, 162.29 (aryl C), 183.38 (C=S), 165.95, 188.79 (C=O). IR (KBr): νmax 3421, 1675, 1588, 1387, 1360, 1320, 1219, 1162, 696 cm-1. UV-vis (MeOH): λmax 247 (27,250 cm-1 M-1), 331 (13,250). HRMS (+ESI): C27H26N4O4S [M+H]+ requires 503.1753, found 503.1748.

Reference： [1]Kandemir, Hakan; Ma, Cong; Kutty, Samuel K.; Black, David Stc.; Griffith, Renate; Lewis, Peter J.; Kumar, Naresh [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1672 - 1679]

49
[ 6926-58-5 ]
[ 1569644-18-3 ]
[ 1569643-24-8 ]

Yield	Reaction Conditions	Operation in experiment
75%	With triethylamine In acetonitrile at 20℃; for 1.5h;	16 4.1.16 N,N-Dimethyl(4,5,6-trimethoxy-2,3-diphenyl-1H-indole-7-glyoxyloyl))hydrazinecarbothioamide (14b) To a solution of 7-glyoxyloyl chloride 13 21 (0.185 g, 0.41 mmol) in acetonitrile (10 mL), 4,4-dimethyl-3-thiosemicarbazide (0.054 g, 0.45 mmol) was added followed by triethylamine (3 drops). The mixture was stirred at room temperature for 1.5 h after which water was added to quench the reaction. The resulting precipitate was filtered, dried and recrystallised from dichloromethane/n-hexane to afford the title compound (0.165 g, 75%) as a yellow solid. Mp 180-182 °C. 1H NMR (300 MHz, CDCl3): δ 3.37 (s, 6H, Me), 3.66 (s, 3H, OMe), 3.82 (s, 3H, OMe), 4.02 (s, 3H, OMe), 7.26-7.36 (m, 10H, aryl H), 8.21 (d, J = 7.1 Hz, 1H, NH), 9.82 (d, J = 6.4 Hz, 1H, NH), 10.28 (br s, 1H, NH). 13C NMR (75 MHz, CDCl3): δ 40.76 (Me), 61.28, 61.31, 62.59 (OMe), 126.60, 127.73, 127.98, 128.58, 131.14 (aryl CH), 106.39, 114.74, 118.78, 131.78, 133.37, 134.97, 135.07, 139.25, 155.21, 156.22 (aryl C), 178.68 (C=S), 162.06, 188.02 (C=O). IR (KBr): νmax 3427, 3188, 2936, 1685, 1623, 1572, 1448, 1378, 1324, 1260, 1052, 828, 764, 698 cm-1. UV-vis (MeOH): λmax 249 (51,350 cm-1 M-1), 363 (21,550). HRMS (+ESI): C28H28N4O5S [M+H]+ requires 533.1858, found 533.1852.

Reference： [1]Kandemir, Hakan; Ma, Cong; Kutty, Samuel K.; Black, David Stc.; Griffith, Renate; Lewis, Peter J.; Kumar, Naresh [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1672 - 1679]

50
[ 6926-58-5 ]
[ 180859-27-2 ]
[ 1569643-41-9 ]

Yield	Reaction Conditions	Operation in experiment
55%	With triethylamine In acetonitrile at 20℃; for 1.5h;	19 4.1.19 N,N-Dimethyl(3-(4-chlorophenyl)-4,6-dimethoxy-1H-indole-2-glyoxyloyl))hydrazinecarbothioamide (17a) To a solution of 2-glyoxyloyl chloride 16a 23 (0.535 g, 1.42 mmol) in acetonitrile (25 mL), 4,4-dimethyl-3-thiosemicarbazide (0.186 g, 1.56 mmol) was added followed by triethylamine (6 drops). The mixture was stirred at room temperature for 1.5 h after which water was added to quench the reaction. The resulting precipitate was filtered, dried and recrystallised from dichloromethane/n-hexane to afford the title compound (0.552 g, 55%) as a yellow solid. Mp 219-221 °C. 1H NMR (300 MHz, DMSO-d6): δ 3.21 (s, 6H, Me), 3.58 (s, 3H, OMe), 3.79 (s, 3H, OMe), 6.15 (d, J = 1.9 Hz, 1H, H5), 6.65 (d, J = 1.9 Hz, 1H, H7), 7.36 (s, 4H, aryl H), 9.35 (br s, 1H, NH), 10.80 (br s, 1H, NH), 11.91 (s, 1H, NH). 13C NMR (75 MHz, DMSO-d6): δ 41.25 (Me), 55.57, 55.76 (OMe), 86.89 (C5), 93.98 (C7), 127.06, 132.89 (aryl CH), 112.67, 126.37, 126.69, 131.90, 133.57, 139.99, 156.30, 161.29 (aryl C), 182.96 (C=S), 163.13, 178.05 (C=O). IR (KBr): νmax 3129, 1701, 1631, 1529, 1389, 1309, 1207, 809 cm-1. UV-vis (THF): λmax 226 nm (ε 27,150 cm-1 M-1), 247 (25,500), 356 (13,950). HRMS (+ESI): C21H21ClN4O4S [M+H]+ requires 461.1050, found 461.1047.

Reference： [1]Kandemir, Hakan; Ma, Cong; Kutty, Samuel K.; Black, David Stc.; Griffith, Renate; Lewis, Peter J.; Kumar, Naresh [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1672 - 1679]

51
[ 6926-58-5 ]
[ 1569644-29-6 ]
[ 1569643-47-5 ]

Yield	Reaction Conditions	Operation in experiment
62%	With triethylamine In acetonitrile at 20℃; for 1.5h;	20 4.1.20 N,N-Dimethyl(3-(4-bromophenyl)-4,6-dimethoxy-1H-indole-2-glyoxyloyl))hydrazinecarbothioamide (17b) To a solution of 2-glyoxyloyl chloride 16b 23 (0.606 g, 1.44 mmol) in acetonitrile (25 mL), 4,4-dimethyl-3-thiosemicarbazide (0.189 g, 1.58 mmol) was added followed by triethylamine (6 drops). The mixture was stirred at room temperature for 1.5 h after which water was added to quench the reaction. The resulting precipitate was filtered, dried and recrystallised from dichloromethane/n-hexane to afford the title compound (0.45 g, 62%) as a yellow solid. Mp 217-219 °C. 1H NMR (300 MHz, DMSO-d6): δ 3.21 (s, 6H, Me), 3.58 (s, 3H, OMe), 3.79 (s, 3H, OMe), 6.15 (d, J = 1.9 Hz, 1H, H5), 6.65 (d, J = 1.9 Hz, 1H, H7), 7.30, 7.49 (2d, J = 8.2 Hz, 4H, aryl H), 9.35 (br s, 1H, NH), 10.80 (br s, 1H, NH), 11.92 (s, 1H, NH). 13C NMR (75 MHz, DMSO-d6): δ 41.22 (Me), 55.59, 55.76 (OMe), 86.89 (C5), 94.0 (C7), 129.97, 133.23 (aryl CH), 112.60, 126.37, 126.66, 133.97, 140.01, 156.30, 161.30 (aryl C), 182.94 (C=S), 163.12, 178.08 (C=O). IR (KBr): νmax 3134, 1701, 1638, 1389, 1207, 1156, 809 cm-1. UV-vis (THF): λmax 226 nm (ε 35,850 cm-1 M-1), 252 (32,250), 356 (17,150). HRMS (+ESI): C21H21BrN4O4S [M+H]+ requires 505.0545, found 505.0532.

Reference： [1]Kandemir, Hakan; Ma, Cong; Kutty, Samuel K.; Black, David Stc.; Griffith, Renate; Lewis, Peter J.; Kumar, Naresh [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1672 - 1679]

52
[ 82070-00-6 ]
[ 6926-58-5 ]
[ 1537866-15-1 ]

Yield	Reaction Conditions	Operation in experiment
79%	With acetic acid In ethanol at 83℃; for 0.5h; Microwave irradiation; Sealed tube;

Reference： [1]Mrozek-Wilczkiewicz, Anna; Serda, Maciej; Musiol, Robert; Malecki, Grzegorz; Szurko, Agnieszka; Muchowicz, Angelika; Golab, Jakub; Ratuszna, Alicja; Polanski, Jaroslaw [ACS Medicinal Chemistry Letters, 2014, vol. 5, # 4, p. 336 - 339]

53
[ 5470-96-2 ]
[ 6926-58-5 ]
quinoline-2-carboxyaldehyde N4,N4-dimethylthiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39%	In ethanol for 24h; Cooling with ice;	2 2.2.2 Quinoline-2-carboxyaldehyde N⁴,N⁴-dimethylthiosemicarbazone (HL2) N4,N4-dimethyl-3-thiosemicarbazide (271 mg, 2.16 mmol) was dissolved in 120 mL of ethanol at room temperature under stirring. An equimolar amount of quinoline-2-carboxaldehyde (351 mg, 2.16 mmol) was then added. The solution obtained was clear and deep yellow. The reaction mixture was then kept under stirring and placed in an ice bath. After an hour a light yellow precipitate began to form, but the reaction was left running for 24 h. The precipitate was dried on a Buchner funnel, rinsed with ethanol, allowed to dry and eventually weighed. The product was recrystallized from acetonitrile and the crystals so formed were allowed to solve the structure by X-ray diffraction. Yield: 39%. Elemental analysis: C13H14N4S Calc: 60.44%, H 5.46% N 21.69% Exp.: C 60.68%, H 5.40%, N 21.84%. 1H NMR (300 MHz, DMSO-d6) 11.36 ppm (1H, s, NH), 8.37 ppm (1H, s, CH = N), 8.03 ppm (4H, m, CH4 arom.), 7.78 ppm (1H, t, J = 5.7 Hz, CH arom.), 7.62 ppm (1H, t, J = 5.7 Hz, CH arom.), 3.36 ppm (6H, s, N-(CH3)2). IR: 3066 cm- 1 ν N-H, 3008 cm- 1 ν C-H arom., 2921 cm- 1 ν C-H aliph., 1619 cm- 1 ν C = N, 1576 cm- 1, 1545 cm- 1 and 1499 cm- 1 ν C = C, 1104 cm- 1 and 822 cm- 1 ν C = S.

Reference： [1]Bisceglie, Franco; Musiari, Anastasia; Pinelli, Silvana; Alinovi, Rossella; Menozzi, Ilaria; Polverini, Eugenia; Tarasconi, Pieralberto; Tavone, Matteo; Pelosi, Giorgio [Journal of Inorganic Biochemistry, 2015, vol. 152, p. 10 - 19]

54
[ 6926-58-5 ]
[ 956010-87-0 ]
N,N-dimethyl-5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1,3,4-thiadiazol-2-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With sodium hydroxide; In water; at 150℃; for 0.166667h;	To compound 12 (200 mg, 1.07 mmol) and N,N-dimethylhydrazinecarbothioamide (153 mg, 1.28 mmol) was added a 1N aqueous sodium hydroxide solution (4.0mL), and the mixture was heated in a microwave oven to 150 C for 10 min. The precipitate was collected by suction filtration and washed with water to yield 106 mg (40 %) of the title compound as a tan solid. 1H NMR (400 MHz, DMSO-d6): delta 3.18 (s, 6H), 7.36 (dd, J=8.0, 4.4Hz, 1H), 8.59 (dd, J=8.0, 1.5Hz, 1H), 8.63 (dd, J=4.4, 1.5Hz, 1H), 14.08 (br s, 1H). 13C NMR (125 MHz, DMSO-d6): delta 41.1, 111.4, 118.3, 130.8, 136.3, 150.0, 151.2, 152.4, 170.4. HRMS m/z calcd for C10H10N6S: 246.0688; found: 246.0680.

Reference： [1]Tetrahedron,2015,vol. 71,p. 5597 - 5601

55
[ 6926-58-5 ]
[ 53906-49-3 ]
C₂₅H₄₁N₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid In ethanol at 60℃;	1.3; 2.3; 3.3; 4.3 step 3 In step 3, 63 mg of compound of formula (II) and 25 mg4,4-dimethylthiosemicarbazide20mL absolute ethanol dissolved,Drop two drops of acetic acid,The reaction was stopped at 60 & lt; 0 & gt; C until the reaction was complete,Separating the organic solvent,To obtain crude product.The crude product was subjected to column chromatography,To give a compound of formula (III)

Reference： [1]Current Patent Assignee: GUANGXI TEACHERS EDUCATION UNIVERSITY - CN105859821, 2016, A Location in patent: Paragraph 0032; 0050; 0068; 0086

56
[ 1121-60-4 ]
[ 6926-58-5 ]
[ 16552-98-0 ]

Yield	Reaction Conditions	Operation in experiment
63%	With acetic acid In methanol Reflux;	4.2.1. Synthesis and characterization of ligands (L1 and L2) General procedure: The ligands L1 and L2 were prepared by previous publishedmethods [35,36]. In brief, 2-pyridinecarboxaldehyde (10 mmol)was dissolved in methanol (10 mL), and thiosemicarbazide wasadded while stirred, followed by 5 drops of glacial acetic acid, andthe mixture solutionwas refluxed for 4-6 h to form a bright yellowsolution. When the mixture solution was cooled to 0 °C, the precipitatewas filtered, ice-cold water washed, and dried in a vacuumdesiccator.N,N-dimethyl-2-(2-pyridinylmethylene)hydrazinecarbothioamide(L1): yield 63%. Anal. Calcd for C9H12N4S: C, 51.90; H,5.81; N, 26.90. Found: C, 51.88; H, 5.84; N, 26.92. IR (main peaks):2919 (vs, amide), 1537 (s, pyridine), 1427 (s, C=N), 1377s, 1307s,1217s, 1156vs, 1098vs, 1054vs, 879 (m, C=S), 768vs, 720vs, 574 m.MS m/z (%) 207.08 (M - H, 100). 1H NMR (400 MHz, DMSO-d6)δ 11.20 (s, 1H, N-NH-C), 8.60-8.55 (m, 1H, Py-H), 8.24 (s, 1H, N=CH),7.90 (d, J = 8.0 Hz, 1H, Py-H), 7.87-7.82 (m, 1H, Py-H), 7.37 (d,J= 1.0 Hz, 1H, Py-H), 3.31 (s, 6H, N(CH3)2). 13C NMR (101 MHz,DMSO-d6) δ180.97 (s, C=S), 154.05 (s, C=N), 149.86 (s, Py-C),144.35 (s, Py-C), 137.19 (s, Py-C), 124.35 (s, Py-C), 119.95 (s, Py-C),42.72 (s, CH3).

Reference： [1]Qi, Jinxu; Deng, Jungang; Qian, Kun; Tian, Liang; Li, Jiaming; He, Kunhuan; Huang, Xueren; Cheng, Zhen; Zheng, Yunyun; Wang, Yihong [European Journal of Medicinal Chemistry, 2017, vol. 134, p. 34 - 42]

57
[ 6926-58-5 ]
7-hydroxy-3-(4-hydroxyphenyl)-2H-chromene-6-carbaldehyde [ No CAS ]
(E)-2-((7-hydroxy-3-(4-hydroxyphenyl)-2H-chromen-6-yl)methylene)-N,N-dimethylhydrazine-1-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With hydrogenchloride In ethanol for 6h; Reflux;	General Procedure A General procedure: Ketone (2)/aldehyde (4) (10-30 mg) and thiosemicarbazide (1.1 eq. for aldehyde, 2.2 eq. for ketone) were dissolved in ethanol (5 mL) with catalytic HCl. The reaction solution was stirred for 6 h at reflux. The resulting precipitate was filtered to attain the desired product or further purified with column chromatography (DCM: EtOAc 8:2).

Reference： [1]Yee, Eugene M.H.; Brandl, Miriam B.; Black, David StC; Vittorio, Orazio; Kumar, Naresh [Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 11, p. 2454 - 2458]

58
[ 6926-58-5 ]
1-(4-(7-(2-oxopropoxy)-2H-chromen-3-yl)phenoxy)propan-2-one [ No CAS ]
(E)-2-(1-(4-(7-((E)-2-(2-(dimethylcarbamothioyl)hydrazono)propoxy)-2H-chromen-3-yl)phenoxy)propan-2-ylidene)-N,N-dimethylhydrazine-1-carbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With hydrogenchloride In ethanol for 6h; Reflux;	General Procedure A General procedure: Ketone (2)/aldehyde (4) (10-30 mg) and thiosemicarbazide (1.1 eq. for aldehyde, 2.2 eq. for ketone) were dissolved in ethanol (5 mL) with catalytic HCl. The reaction solution was stirred for 6 h at reflux. The resulting precipitate was filtered to attain the desired product or further purified with column chromatography (DCM: EtOAc 8:2).

Reference： [1]Yee, Eugene M.H.; Brandl, Miriam B.; Black, David StC; Vittorio, Orazio; Kumar, Naresh [Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 11, p. 2454 - 2458]

59
[ 6926-58-5 ]
3-[[2-(4-methylpiperazin-1-yl)pyridine-4-carbonyl]amino]isoquinoline-6-carboxylic acid [ No CAS ]
N-(6-(5-(dimethylamino)-1,3,4-thiadiazol-2-yl)isoquinolin-3-yl)-2-(4-methylpiperazin-1-yl)isonicotinamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
26.8%	With trichlorophosphate at 80℃; for 60h;	6.3 Step 3 Step 3 A solution of 3-[[2-(4-methylpiperazin-1-yl)pyridine-4-carbonyl]amino] isoquinoline-6-carboxylic acid (LV)(45 mg, 0.110 mmol), 3-amino-1,1-dimethyl-thiourea (LVI)(20.6 mg, 0.170 mmol)in POCl3 (2.25 mL, 24.14 mmol)was heated at 80° C. for 60 h. The reaction was concentrated and quenched with ice and had the pH adjusted to >12 using 1N NaOH. The solid was collected by filtration to obtain N-[6-[5-(dimethylamino)-1,3,4-thiadiazol-2-yl]-3-isoquinolyl]-2-(4-methylpiperazin-1-yl)pyridine-4-carboxamide (428)(14.6 mg, 0.031 mmol, 26.8% yield)as a yellow solid. 1H NMR (499 MHz, DMSO-d6)δ ppm 2.32 (3H, br s), 2.52-2.67 (4H, m), 3.19 (6H, s), 3.64 (4H, br s), 7.14-7.21 (1H, m), 7.48 (1H, s), 8.07 (1H, dd, J=8.51, 1.65 Hz), 8.17 (1H, s), 8.24-8.29 (2H, m), 8.70 (1H, s), 9.24 (1H, s), 11.14 (1H, s); ESIMS found for C24H26N8OS m/z 475.2 (M+1).

Reference： [1]Current Patent Assignee: BIOSPLICE THERAPEUTICS INC - US2017/313682, 2017, A1 Location in patent: Paragraph 0742; 0745

60
[ 6926-58-5 ]
3-[(1-tert-butoxycarbonylpiperidine-4-carbonyl)amino]isoquinoline-6-carboxylic acid [ No CAS ]
tert-butyl 4-[[6-[(dimethylcarbamothioylamino)carbamoyl]-3-isoquinolyl]carbamoyl]piperidine-1-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 3-[(1-tert-butoxycarbonylpiperidine-4-carbonyl)amino]isoquinoline-6-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 4,4-dimethylthiosemicarbazide In N,N-dimethyl-formamide at 20℃; for 5h;	3.3 Step 3 Step 3 To a mixture of 3-[(1-tert-butoxycarbonylpiperidine-4-carbonyl)amino]isoquinoline-6-carboxylic acid (XXXV) (0.5 g, 1.26 mmol), HATU (0.48 g, 1.26 mmol) and N-ethyl-N-isopropyl-propan-2-amine (0.66 mL, 3.77 mmol) in DMF (10 mL) was stirred for 10 min. Then 3-amino-1, 1-dimethylthiourea (0.18 g, 1.51 mmol) was added and the mixture was stirred at room temperature for 5 h. The reaction mixture was concentrated, the residue taken in CHCl3, washed with sat. NaHCO3, H2O and brine. The organic layer was separated and dried (MgSO4) before concentration to dryness to obtain tert-butyl 4-[[6-[(dimethylcarbamothioylamino)carbamoyl]-3-isoquinolyl]carbamoyl]piperidine-1-carboxylate (XXXVI) (600 mg, 1.20 mmol, 95.4% yield) as a brown solid which was used for next step without purification. ESIMS found for C24H32N6O4S m/z 501.2 (M+1).

Reference： [1]Current Patent Assignee: BIOSPLICE THERAPEUTICS INC - US2017/313681, 2017, A1 Location in patent: Paragraph 0836; 0839

61
[ 6926-58-5 ]
1-(4-(6,7-dimethoxy-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)butyl)indoline-2,3-dione [ No CAS ]
(Z)-2-(1-(4-(6,7-Dimethoxy-1-oxo-3,4-dihydroisoquinolin-2(1H)-yl)butyl)-2-oxoindolin-3-ylidene)-N,N-dimethylhydrazinecarbothioamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
50%	In ethanol Reflux;	3 4.4. General procedure for the synthesis of final compounds 7-9 General procedure: To a solution of isatins 5 or 6 (0.68 mmol) in Ethanol (10 mL) 4,4-dimethyl-3-thiosemicarbazide (0.68 mmol) was added and theresulting mixture was refluxed overnight. Upon cooling, precipitationof the final product was achieved.

Reference： [1]Pati, Maria Laura; Niso, Mauro; Spitzer, Dirk; Berardi, Francesco; Contino, Marialessandra; Riganti, Chiara; Hawkins, William G.; Abate, Carmen [European Journal of Medicinal Chemistry, 2018, vol. 144, p. 359 - 371]

62
[ 6926-58-5 ]
[ 91-56-5 ]
[ 53013-79-9 ]

Yield	Reaction Conditions	Operation in experiment
50%	In ethanol Reflux;	1 4.4. General procedure for the synthesis of final compounds 7-9 General procedure: To a solution of isatins 5 or 6 (0.68 mmol) in Ethanol (10 mL) 4,4-dimethyl-3-thiosemicarbazide (0.68 mmol) was added and theresulting mixture was refluxed overnight. Upon cooling, precipitationof the final product was achieved. 4.4.1 (Z)-N,N-Dimethyl-2-(2-oxoindolin-3-ylidene)hydrazinecarbothioamide (7) Crystallization from H2O/EtOH afforded the title compound as orange crystals (0.084 g, 50% yield); mp = 250-250 °C; 1H NMR (500 MHz, DMSO-d6) δ 3.35 (s, 6H, CH3), 6.92-6.94 (m, 1H, aromatic), 7.06-7.09 (m, 1H, aromatic), 7.32-7.35 (m, 1H, aromatic), 7.51-7.53 (m, 1 H, aromatic), 11.28 (s, 1H, isatin NH), 13.41 (s, 1H, NHCS); 13C NMR (500 MHz, DMSO-d6) 43.75; 43.83; 117.96; 119.45; 124.34; 129.54; 131.31; 134.22; 141.23; 169.51; 177.83. LC-MS (ESI+) m/z: 271 [M+Na]+; LC-MS-MS 271: 226; LC-MS (ESI-) m/z 247 [M - H]-; LC-MS-MS 247: 204, 174; QTOF (m/z) Calcd for C11H12N4OS [M+Na]+: 271.0630, found: 271.0621.Compound was >98% pure by HPLC analysis performed with MeOH/H2O, 80: 20 v/v, at a flow rate 0.8 mL min -1

Reference： [1]Pati, Maria Laura; Niso, Mauro; Spitzer, Dirk; Berardi, Francesco; Contino, Marialessandra; Riganti, Chiara; Hawkins, William G.; Abate, Carmen [European Journal of Medicinal Chemistry, 2018, vol. 144, p. 359 - 371]

63
[ 6926-58-5 ]
[ 65-22-5 ]
pyridoxal-N3,N3-dimethylthiosemicarbazone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: pyridoxal hydrochloride With potassium hydroxide In water Stage #2: 4,4-dimethylthiosemicarbazide In ethanol at 20℃; for 0.833333h;	2.2 Synthesis of the ligands and their V^V- complexes The PxTSCm was synthesized based on Ref. [28]. 0.73 g of N4,N4-dimethyl-3-thiosemicarbazide (6.13 mmol) was added to a solution of 1.02 g of neutral pyridoxal (6.10 mmol) in 250 mL of methanol, and the mixture was let to stand at room temperature for 50 min. After evaporation of the solvent the residue was recrystallized from methanol, and dried in vacuo. 1H NMR in H2O/D2O 90-10% (v/v) [ppm]: 8.64 (s, 1H), 7.90 (s, 1H), 3.26 (s, 6H), 2.47 (s, 3H). (The signal of the pyridoxal -CH2-OH part cannot be observed, because of the water signal saturation.)

Reference： [1]Jakusch, Tamás; Kozma, Károly; Enyedy, Éva A.; May, Nóra V.; Roller, Alexander; Kowol, Christian R.; Keppler, Bernhard K.; Kiss, Tamás [Inorganica Chimica Acta, 2018, vol. 472, p. 243 - 253]

64
[ 91-02-1 ]
[ 6926-58-5 ]
[ 168003-29-0 ]

Yield	Reaction Conditions	Operation in experiment
82%	With sulfuric acid In methanol at 65℃; for 6h;	1.1 (1) Mix 3mmol of 2-benzoylpyridine and 3mmol of 4,4-dimethyl-3-thiosemicarbazide, dissolve in 20ml of methanol, add 500ul of concentrated sulfuric acid dropwise, and stir at 65 ° C After 6 hours of reaction, a pale yellow precipitate was obtained; the precipitate was filtered, washed with saturated sodium bicarbonate, and water in sequence,The eluent is petroleum ether: ethyl acetate = 10: 1, after drying to obtain ligand L1, the yield: 82%;
67%	With acetic acid In methanol; water for 4h; Reflux;
66%	With sulfuric acid In methanol at 65℃; for 6h;	4.1 The synthesis of C4 gold complex, the specific synthesis method is: (1) Mix 3mmol of 2-benzoylpyridine and 3mmol of 4,4-dimethyl-3-thiosemicarbazide, dissolve in 20ml of methanol after mixing, add 500μL of concentrated sulfuric acid dropwise and stir at 65°C under reflux After reacting for 6 hours, a pale yellow precipitate is obtained; the obtained pale yellow precipitate is filtered, filtered and washed with anhydrous methanol 3 times, washed and dried, and dried to obtain ligand L4 with a yield of 66%;

65%	With acetic acid In methanol at 65℃; for 8h;	4.1 Example 4: The synthesis of C4 platinum complex, the specific synthesis method is: (1) Weigh 2-benzoylpyridine (1.83g, 10mmol) into a round bottom flask containing 20mL methanol, stir to dissolve, Weigh 4,4-dimethylthiosemicarbazide (1.19g, 10mmol) and slowly add it to the above solution, then add 500μL of glacial acetic acid, After the dripping, the reaction was stirred for 8 hours at 65°C, and the color of the solution was orange and yellow. Then when the temperature of the solution is not much different from room temperature, it is filtered into a 50mL beaker and placed in a fume hood to slowly volatilize. A few days later, light yellow crystals precipitate out, and the solution is filtered to obtain ligand L4;
	With acetic acid In ethanol for 4h; Reflux;

Reference： [1]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN110713500, 2020, A Location in patent: Paragraph 0011; 0024; 0026-0029
[2]Qi, Jinxu; Qian, Kun; Tian, Liang; Cheng, Zhen; Wang, Yihong [New Journal of Chemistry, 2018, vol. 42, # 12, p. 10226 - 10233]
[3]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN112079851, 2020, A Location in patent: Paragraph 0010; 0051-0056
[4]Current Patent Assignee: GUANGXI NORMAL UNIVERSITY - CN112079877, 2020, A Location in patent: Paragraph 0045-0048
[5]Liu, Taichen; Qi, Jinxu; Wang, Yihong; Zhao, Wei; Zheng, Xinhua [RSC Advances, 2020, vol. 10, # 32, p. 18553 - 18559]

65
[ 6926-58-5 ]
[ 1331769-87-9 ]
12-N-p-methylbenzenesulfonyl-3'-(N,N-dimethyl-5-amino-1,3,4-thiadiazol-2-yl)matrinic propane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
24.2%	With methanesulfonic acid; phosphorus pentoxide at 70℃; for 8h;	3.2.2. General Procedure for the Synthesis of Compounds 6a-o General procedure: A mixture of 1 or 5a-d (2.5 mmol), thiosemicarbazide or N-substituted thiosemicarbazide(2.5 mmol), methanesulfonic acid (12.5 mmol) and phosphorus pentoxide (2.5 mmol) were heated at70 °C for 8 h. The reaction mixture was poured into ice water (40 mL) and neutralized with aqueousammonia to pH 8. The solution was extracted with dichloromethane (50 mL), and the organic layerwas washed by saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate,and concentrated under reduced pressure. The residue was purified by flash column chromatographyon silica gel with dichloromethane/methanol or petroleum ether/ethyl acetate as the eluent.

Reference： [1]Niu, Tianyu; Niu, Weixiao; Bao, Yunyang; Liu, Ting; Song, Danqing; Li, Yinghong; He, Hongwei [Molecules, 2018, vol. 23, # 7, p. 1 - 16]

66
[ 6926-58-5 ]
C₂₂H₂₉F₃N₂O₄S [ No CAS ]
12-N-p-trifluoromethlybenzenesulfonyl-3'-(N,N-dimethyl-5-amino-1,3,4-thiadiazol-2-yl)matrinic propane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
33.3%	With methanesulfonic acid; phosphorus pentoxide at 70℃; for 8h;	3.2.2. General Procedure for the Synthesis of Compounds 6a-o General procedure: A mixture of 1 or 5a-d (2.5 mmol), thiosemicarbazide or N-substituted thiosemicarbazide(2.5 mmol), methanesulfonic acid (12.5 mmol) and phosphorus pentoxide (2.5 mmol) were heated at70 °C for 8 h. The reaction mixture was poured into ice water (40 mL) and neutralized with aqueousammonia to pH 8. The solution was extracted with dichloromethane (50 mL), and the organic layerwas washed by saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate,and concentrated under reduced pressure. The residue was purified by flash column chromatographyon silica gel with dichloromethane/methanol or petroleum ether/ethyl acetate as the eluent.

Reference： [1]Niu, Tianyu; Niu, Weixiao; Bao, Yunyang; Liu, Ting; Song, Danqing; Li, Yinghong; He, Hongwei [Molecules, 2018, vol. 23, # 7, p. 1 - 16]

67
[ 6926-58-5 ]
[ 1252598-43-8 ]
12-N-benzyl-3'-(N,N-dimethyl-5-amino-1,3,4-thiadiazol-2-yl)matrinic propane hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
16.3%	With methanesulfonic acid; phosphorus pentoxide at 70℃; for 8h;	3.2.2. General Procedure for the Synthesis of Compounds 6a-o General procedure: A mixture of 1 or 5a-d (2.5 mmol), thiosemicarbazide or N-substituted thiosemicarbazide(2.5 mmol), methanesulfonic acid (12.5 mmol) and phosphorus pentoxide (2.5 mmol) were heated at70 °C for 8 h. The reaction mixture was poured into ice water (40 mL) and neutralized with aqueousammonia to pH 8. The solution was extracted with dichloromethane (50 mL), and the organic layerwas washed by saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate,and concentrated under reduced pressure. The residue was purified by flash column chromatographyon silica gel with dichloromethane/methanol or petroleum ether/ethyl acetate as the eluent.

Reference： [1]Niu, Tianyu; Niu, Weixiao; Bao, Yunyang; Liu, Ting; Song, Danqing; Li, Yinghong; He, Hongwei [Molecules, 2018, vol. 23, # 7, p. 1 - 16]

68
[ 6926-58-5 ]
[ 1345730-92-8 ]
12-N-p-methylbenzyl-3'-(N,N-dimethyl-5-amino-1,3,4-thiadiazol-2-yl)matrinic propane hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
21.1%	Stage #1: 4,4-dimethylthiosemicarbazide; 12-N-p-methylbenzyl matrinic acid With methanesulfonic acid; phosphorus pentoxide at 70℃; for 8h; Stage #2: With hydrogenchloride In diethyl ether	3.2.2. General Procedure for the Synthesis of Compounds 6a-o General procedure: A mixture of 1 or 5a-d (2.5 mmol), thiosemicarbazide or N-substituted thiosemicarbazide(2.5 mmol), methanesulfonic acid (12.5 mmol) and phosphorus pentoxide (2.5 mmol) were heated at70 °C for 8 h. The reaction mixture was poured into ice water (40 mL) and neutralized with aqueousammonia to pH 8. The solution was extracted with dichloromethane (50 mL), and the organic layerwas washed by saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate,and concentrated under reduced pressure. The residue was purified by flash column chromatographyon silica gel with dichloromethane/methanol or petroleum ether/ethyl acetate as the eluent.

Reference： [1]Niu, Tianyu; Niu, Weixiao; Bao, Yunyang; Liu, Ting; Song, Danqing; Li, Yinghong; He, Hongwei [Molecules, 2018, vol. 23, # 7, p. 1 - 16]

69
[ 6926-58-5 ]
[ 192819-69-5 ]
C₂₄H₂₈N₆OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	In methanol for 2h; Reflux;	2.3. Synthesis of the ligand L^pH 3-[Bis(2-pyridinylmethyl)amino]-2-hydroxybenzaldehyde was prepared from commercially available 5-methyl-2-hydroxybenzaldehyde in two steps via a previously described method [10]. To a solution of 3-[Bis(2-pyridinylmethyl)amino]-2-hydroxybenzaldehyde (1g, 2.8mmol) in methanol, a solution of 4,4-dimethyl-3-thiosemicarbazide (0.34g, 2.8mmol) in methanol (Scheme 3 ) was added and left to stir for 1 h then refluxed for another hour after which the reaction mixture was concentrated and LpH was obtained as a yellow orange solid (53%). 1H NMR (400Mz DMSO-d6) δ: 11.89 (1H, s, NH), 11.15 (1H, s, OH), 8.49 (2H, d, J=4.4Hz, H), 8.47 (1H,s, -NCH), 7.76 (2H, td, J=7.5Hz, 1.5Hz, Py-oH), 7.55 (2H, d, J=7.7, Py-pH), 7.26 (1H, s, -NCH-ArH), 7.24 (2H, dd, J=6.7Hz, 5.0Hz, Py-mH), 7.12 (1H, s, -CH2-ArH), 3.77 (4H, s, Py-CH2-N), 3.70 (2H, s, -N-CH2-Ar), 3.29 (6H, s, N-CH3), 2.25 (3H, s, CH3). 13C NMR (100MHz DMSO-d6) δ:179.8, 159.5, 153.9, 149.2, 146.4, 137.0, 132.2, 128.9, 127.5, 125.7, 122.9, 122.6, 118.5, 59.7, 52.5, 41.5, 20.6. ESI-MS: m/z: 449.1 [M+1]+. Anal. Calcd. for C24H28N6O1S1·H2O: C, 61.76; H, 6.51; N, 17.86. Found C, 61.78; H, 6.48; N, 18.01.

Reference： [1]Gennarini, Federica; Kochem, Amélie; Isaac, James; Mansour, Ali-Taher; López, Isidoro; Le Mest, Yves; Thibon-Pourret, Aurore; Faure, Bruno; Jamet, Hélène; Le Poul, Nicolas; Belle, Catherine; Simaan, A. Jalila; Réglier, Marius [Inorganica Chimica Acta, 2018, vol. 481, p. 113 - 119]

70
[ 6926-58-5 ]
[ 17754-90-4 ]
(E)-1-(4-(diethylamino)-2-hydroxybenzylidene)-4,4-dimethyl-thiosemicarbazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	In ethanol for 8h; Reflux;	2.2 Synthesis of DAHTS The compound was synthesized by condensation of an equimolar mixture of 4-(diethylamino) salicylaldehyde and 4, 4-dimethyl-3-thiosemicarbazide in the ethanolic solution as shown in Scheme 1 , following similar procedure reported elsewhere [17]. The hot ethanolic solution of both the reactants were mixed and refluxed for 8h. The progress of the reaction was monitored by TLC (Thin layer chromatography). The mixture was cooled, filtered and washed several times with cold ethanol and then product was recrystallized using ethanol. The yellowish crystalline compound was obtained as a result of slow evaporation within a week. Yield: 48%, Melting point: 162°C, 1H NMR (400MHz, CDCl3) δ (ppm): 3.3 (s, N(CH3)2, 6H), 3.4 (q,N(CH2CH3)2, 4H), 1.1-1.2 (t, N(CH2CH3)2,6H), 6-7.8 (m, Ar-H, 3H), 12.5 (s, -OH, 1H), 8.5(s, -HC=N, 1H), 10.9 (s, -NH, 1H). IR (KBr, cm-1): 1622, 3290, 2872 and 1072. MS (ESI): C14H22N4OS [M]+294.2

Reference： [1]Ganorkar, Kapil; Mukherjee, Soham; Wankar, Sneha; Joshi, Ritika; Das, Chayan; Ghosh, Sujit Kumar [Journal of Photochemistry and Photobiology A: Chemistry, 2019, vol. 371, p. 81 - 90]

71
[ 6926-58-5 ]
[ 32974-92-8 ]
C₁₁H₁₇N₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60.5%	In methanol; at 65℃; for 4h;	(1) <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> (420 ul, 3 mmol) was dissolved in methanol (20 ml).After dissolution,Add 4,4-dimethyl-3-thiosemicarbazide (360 mg, 3 mmol),well mixed,The mixed solution was refluxed at 65 C for 4 h.filter,The filtrate is volatilized at room temperature.There are pale yellow crystals,Filter again,Wash 2-3 times with absolute ethanol,Obtaining a ligand L4;
		(1) Dissolve 10 mmol of <strong>[32974-92-8]2-acetyl-3-ethylpyrazine</strong> in 20 mL of methanol and stir at 60 C for 15 min.Then, 20 mL, 10 mmol of 4,4-dimethyl-3-aminourea methanol solution was added dropwise to the above solution, and refluxed at 60 C.After the reaction was stirred for 12 h, it was cooled to room temperature, poured into a beaker and evaporated. The obtained pale yellow crystals were filtered and washed with methanol.Times, get the ligand (L4);

Reference： [1]Journal of Medicinal Chemistry,2019
[2]Patent: CN109796501,2019,A .Location in patent: Paragraph 0050-0053
[3]Patent: CN108912149,2018,A .Location in patent: Paragraph 0047; 0049

72
[ 38707-70-9 ]
[ 6926-58-5 ]
(E)-N,N-dimethyl-2-(quinolin-8-ylmethylene)hydrazinecarbothio-amide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	In methanol; at 65℃; for 2h;	By <strong>[38707-70-9]quinoline-8-formaldehyde</strong> (0.78g, 5mmol)With N,N-dimethyl-indole thiocarboxamide (0.59 g, 5 mmol)The HL ligand was prepared by condensation in methanol (50 mL).The mixed solution was heated under reflux at 65 C for 2 hours.A yellow solution was obtained.Colorless luster crystals were obtained by slowly evaporating the solution at 4 C.The yield was 0.89 g (69%).

Reference： [1]European Journal of Medicinal Chemistry,2019,vol. 164,p. 654 - 664
[2]Patent: CN108948052,2018,A .Location in patent: Paragraph 0035; 0036; 0039

73
[ 6926-58-5 ]
N-(diethylaminothiocarbonyl)-m-difluorobenzimidoyl chloride [ No CAS ]
C₁₅H₂₁F₂N₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32%	With triethylamine In tetrahydrofuran for 2h; Inert atmosphere;	5 General procedure for the preparation of 4b-4h General procedure: For the synthesis of the thiosemicarbazones, a modified literature procedure was used.3 4,4-Dimethyl-3-thiosemicarbazide (2 mmol, 1 equiv) was dissolved in dry THF (10 ml) under argon and treated with dry Et3N (6mmol, 3 equiv). The respective benzimidoyl chloride 3b-3h (2 mmol, 1 equiv) was added. The mixture was stirred until the reaction had completed (4b, 4c, 4g, 4h over night; 4d, 4e, 4f two hours). The colorless precipitate of NEt3·HCl was filtered off under argon using a syringe filter and the solvent was removed under reduced pressure. The residue was dissolved in dry diethyl ether (10 mL) and stored at -20°C over night. The deposited solid was isolated by decantation, washed with dry diethyl ether and dried under vacuum. The product can be further purified through recrystallization from a mixture of anhydrous CH2Cl2/hexane. The solid substance is stable in air for days at 25°C and can be stored for months at -20°C without significant decomposition.

Reference： [1]Salsi, Federico; Bulhões Portapilla, Gisele; Schutjajew, Konstantin; Carneiro, Zumira Aparecida; Hagenbach, Adelheid; de Albuquerque, Sérgio; da Silva Maia, Pedro Ivo; Abram, Ulrich [Journal of Fluorine Chemistry, 2018, vol. 215, p. 52 - 61]

74
[ 6926-58-5 ]
N-(diethylaminothiocarbonyl)-m-fluorobenzimidoyl chloride [ No CAS ]
C₁₅H₂₂FN₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With triethylamine In tetrahydrofuran Inert atmosphere;	6 General procedure for the preparation of 4b-4h General procedure: For the synthesis of the thiosemicarbazones, a modified literature procedure was used.3 4,4-Dimethyl-3-thiosemicarbazide (2 mmol, 1 equiv) was dissolved in dry THF (10 ml) under argon and treated with dry Et3N (6mmol, 3 equiv). The respective benzimidoyl chloride 3b-3h (2 mmol, 1 equiv) was added. The mixture was stirred until the reaction had completed (4b, 4c, 4g, 4h over night; 4d, 4e, 4f two hours). The colorless precipitate of NEt3·HCl was filtered off under argon using a syringe filter and the solvent was removed under reduced pressure. The residue was dissolved in dry diethyl ether (10 mL) and stored at -20°C over night. The deposited solid was isolated by decantation, washed with dry diethyl ether and dried under vacuum. The product can be further purified through recrystallization from a mixture of anhydrous CH2Cl2/hexane. The solid substance is stable in air for days at 25°C and can be stored for months at -20°C without significant decomposition.

Reference： [1]Salsi, Federico; Bulhões Portapilla, Gisele; Schutjajew, Konstantin; Carneiro, Zumira Aparecida; Hagenbach, Adelheid; de Albuquerque, Sérgio; da Silva Maia, Pedro Ivo; Abram, Ulrich [Journal of Fluorine Chemistry, 2018, vol. 215, p. 52 - 61]

75
[ 6926-58-5 ]
N-(diethylaminothiocarbonyl)-m-(trifluoromethyl)benzimidoyl chloride [ No CAS ]
C₁₆H₂₂F₃N₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With triethylamine In tetrahydrofuran Inert atmosphere;	7 General procedure for the preparation of 4b-4h General procedure: For the synthesis of the thiosemicarbazones, a modified literature procedure was used.3 4,4-Dimethyl-3-thiosemicarbazide (2 mmol, 1 equiv) was dissolved in dry THF (10 ml) under argon and treated with dry Et3N (6mmol, 3 equiv). The respective benzimidoyl chloride 3b-3h (2 mmol, 1 equiv) was added. The mixture was stirred until the reaction had completed (4b, 4c, 4g, 4h over night; 4d, 4e, 4f two hours). The colorless precipitate of NEt3·HCl was filtered off under argon using a syringe filter and the solvent was removed under reduced pressure. The residue was dissolved in dry diethyl ether (10 mL) and stored at -20°C over night. The deposited solid was isolated by decantation, washed with dry diethyl ether and dried under vacuum. The product can be further purified through recrystallization from a mixture of anhydrous CH2Cl2/hexane. The solid substance is stable in air for days at 25°C and can be stored for months at -20°C without significant decomposition.

Reference： [1]Salsi, Federico; Bulhões Portapilla, Gisele; Schutjajew, Konstantin; Carneiro, Zumira Aparecida; Hagenbach, Adelheid; de Albuquerque, Sérgio; da Silva Maia, Pedro Ivo; Abram, Ulrich [Journal of Fluorine Chemistry, 2018, vol. 215, p. 52 - 61]

76
[ 6926-58-5 ]
N-(diethylaminothiocarbonyl)-p-chlorobenzimidoyl chloride [ No CAS ]
C₁₅H₂₂ClN₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With triethylamine In tetrahydrofuran Inert atmosphere;	1 General procedure for the preparation of 4b-4h For the synthesis of the thiosemicarbazones, a modified literature procedure was used.3 4,4-Dimethyl-3-thiosemicarbazide (2 mmol, 1 equiv) was dissolved in dry THF (10 ml) under argon and treated with dry Et3N (6mmol, 3 equiv). The respective benzimidoyl chloride 3b-3h (2 mmol, 1 equiv) was added. The mixture was stirred until the reaction had completed (4b, 4c, 4g, 4h over night; 4d, 4e, 4f two hours). The colorless precipitate of NEt3·HCl was filtered off under argon using a syringe filter and the solvent was removed under reduced pressure. The residue was dissolved in dry diethyl ether (10 mL) and stored at -20°C over night. The deposited solid was isolated by decantation, washed with dry diethyl ether and dried under vacuum. The product can be further purified through recrystallization from a mixture of anhydrous CH2Cl2/hexane. The solid substance is stable in air for days at 25°C and can be stored for months at -20°C without significant decomposition. 4.2.6.1 N-(Diethylcarbamothioyl)-2-(2-(diethylcarbamothioyl)hydrazono)-2-(4-chlorophenyl)acetamide (4b) Greenish solid. Yield: 60%. Elemental Analysis: calc. for C15H22ClN5S2: C 48.44, H 5.96, N 18.83, S 17.24; found: C 48.44, H 5.80, N 18.78, S 15.85. m.p. 139-141 °C. 1H-NMR (CDCl3, 400 MHz): δ 9.41 (br. m, 2 H, N-H), 7.79 (d, 3JHH = 8.6 Hz, 2H, Ph), 7.33 (d, 3JHH = 8.6 Hz, 2H, Ph), 3.83 (br. m, 2H, CH2CH3), 3.47 (br. m, 2H, CH2CH3), 3.19 (s, 6H, N-CH3), 1.17 (br. m, 3H, CH2CH3), 1.00 (br. m, 3H, CH2CH3); 13C{1H}-NMR (CDCl3, 101 MHz): δ 182.33 (s, C=S), 178.91 (s, C=S), 146.87 (s, C=N), 136.40 (s, C-Cl), 130.51 (s, quart. C, Ph), 128.07 (s, Ph), 127.80 (s, Ph), 45.25 (s, CH2CH3), 44.74 (s, N-CH3), 43.88 (s, CH2CH3), 11.75 (s, CH2CH3), 11.28 (s, CH2CH3). HRMS-ESI (m/z): [M + H+] calc. for C15H23ClN5S2,: 372.1083, found: 372.1099; [M + Na+] calc. for C15H22ClN5S2Na: 394.0903, found: 394.0936; [M + K+] calc. for C15H22ClN5S2K: 410.0642, found: 410.0676.

Reference： [1]Salsi, Federico; Bulhões Portapilla, Gisele; Schutjajew, Konstantin; Carneiro, Zumira Aparecida; Hagenbach, Adelheid; de Albuquerque, Sérgio; da Silva Maia, Pedro Ivo; Abram, Ulrich [Journal of Fluorine Chemistry, 2018, vol. 215, p. 52 - 61]

Type	HazMat fee for 500 gram (Estimated)
Excepted Quantity	USD 0.00
Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	6926-58-5	MDL No. :	MFCD00041308
Formula :	C₃H₉N₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	FCPHVJQWZFNNKD-UHFFFAOYSA-N
M.W :	119.19	Pubchem ID :	2733700
Synonyms :

Num. heavy atoms :	7
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.67
Num. rotatable bonds :	2
Num. H-bond acceptors :	1.0
Num. H-bond donors :	2.0
Molar Refractivity :	32.73
TPSA :	73.38 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.24 cm/s

[ CAS No. 6926-58-5 ] {[proInfo.proName]}

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[ 6926-58-5 ] Synthesis Path-Downstream 1~76

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[ 6926-58-5 ]

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Amides

Hydrazines

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Log Po/w (iLOGP) :	1.13
Log Po/w (XLOGP3) :	-0.3
Log Po/w (WLOGP) :	-0.7
Log Po/w (MLOGP) :	-0.44
Log Po/w (SILICOS-IT) :	-0.61
Consensus Log Po/w :	-0.19

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Log S (ESOL) :	-0.26
Solubility :	65.8 mg/ml ; 0.552 mol/l
Class :	Very soluble
Log S (Ali) :	-0.78
Solubility :	19.7 mg/ml ; 0.166 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	0.21
Solubility :	195.0 mg/ml ; 1.64 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.15

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P261-P264-P270-P271-P301+P310-P304+P340-P311-P330-P403+P233-P405-P501	UN#:	2811
Hazard Statements:	H301+H331	Packing Group:	Ⅲ
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 6926-58-5 ] {[proInfo.proName]}

Quality Control of [ 6926-58-5 ]

Related Doc. of [ 6926-58-5 ]

Product Details of [ 6926-58-5 ]

Calculated chemistry of [ 6926-58-5 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 6926-58-5 ]

Application In Synthesis of [ 6926-58-5 ]

[ 6926-58-5 ] Synthesis Path-Downstream 1~76

Related Functional Groups of [ 6926-58-5 ]

Aliphatic Chain Hydrocarbons

Amides

Hydrazines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 6926-58-5 ]