[ CAS No. 31431-19-3 ] {[proInfo.proName]}

Name: 31431-19-3|(4-Amino-3-nitrophenyl)(phenyl)methanone|97%
Brand: Ambeed
SKU: A211738
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2D 3D

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Quality Control of [ 31431-19-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 31431-19-3 ]

Product Details of [ 31431-19-3 ]

CAS No. :	31431-19-3	MDL No. :	MFCD00007154
Formula :	C₁₃H₁₀N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	NGOOFAMQPUEDJM-UHFFFAOYSA-N
M.W :	242.23	Pubchem ID :	596970
Synonyms :

Calculated chemistry of [ 31431-19-3 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	69.54
TPSA :	88.91 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.97 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.5
Log Po/w (XLOGP3) :	2.55
Log Po/w (WLOGP) :	2.42
Log Po/w (MLOGP) :	1.25
Log Po/w (SILICOS-IT) :	0.47
Consensus Log Po/w :	1.64

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.24
Solubility :	0.138 mg/ml ; 0.000571 mol/l
Class :	Soluble
Log S (Ali) :	-4.06
Solubility :	0.0209 mg/ml ; 0.0000862 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-3.89
Solubility :	0.0311 mg/ml ; 0.000129 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	3.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.26

Safety of [ 31431-19-3 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 31431-19-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 31431-19-3 ]
Downstream synthetic route of [ 31431-19-3 ]

[ 31431-19-3 ] Synthesis Path-Upstream 1~17

1
[ 2243-80-3 ]
[ 31431-19-3 ]
[ 1775-95-7 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 15, p. 4878 - 4888

2
[ 56107-02-9 ]
[ 31431-19-3 ]

Reference： [1] Zeitschrift fuer Chemie (Stuttgart, Germany), 1985, vol. 25, # 4, p. 137 - 138
[2] Chemische Berichte, 1914, vol. 47, p. 2782
[3] Arzneimittel-Forschung/Drug Research, 1978, vol. 28, # 4, p. 586 - 594
[4] Journal of Organic Chemistry, 1982, vol. 47, p. 3673 - 3679
[5] Patent: WO2016/127168, 2016, A2, . Location in patent: Sheet 9/17

3
[ 53502-23-1 ]
[ 31431-19-3 ]

Reference： [1] Organic Preparations and Procedures International, 1991, vol. 23, # 5, p. 627 - 632
[2] Patent: US4118742, 1978, A,
[3] Patent: US4150028, 1979, A,

4
[ 2243-80-3 ]
[ 31431-19-3 ]
[ 1775-95-7 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 15, p. 4878 - 4888

5
[ 136023-33-1 ]
[ 31431-19-3 ]

Reference： [1] Organic Preparations and Procedures International, 1991, vol. 23, # 5, p. 627 - 632

6
[ 98-88-4 ]
[ 88-74-4 ]
[ 31431-19-3 ]

Reference： [1] Synthesis, 2003, # 18, p. 2877 - 2881

7
[ 4834-61-1 ]
[ 31431-19-3 ]

Reference： [1] Organic Preparations and Procedures International, 1991, vol. 23, # 5, p. 627 - 632

8
[ 134919-56-5 ]
[ 31431-19-3 ]

Reference： [1] Organic Preparations and Procedures International, 1991, vol. 23, # 5, p. 627 - 632

9
[ 98-07-7 ]
[ 31431-19-3 ]

Reference： [1] Organic Preparations and Procedures International, 1991, vol. 23, # 5, p. 627 - 632

10
[ 56107-03-0 ]
[ 31431-19-3 ]

Reference： [1] Chemische Berichte, 1891, vol. 24, p. 3768

11
[ 106-43-4 ]
[ 31431-19-3 ]

Reference： [1] Patent: WO2016/127168, 2016, A2,

12
[ 74-11-3 ]
[ 31431-19-3 ]

Reference： [1] Patent: WO2016/127168, 2016, A2,

13
[ 96-99-1 ]
[ 31431-19-3 ]

Reference： [1] Patent: WO2016/127168, 2016, A2,

14
[ 71-43-2 ]
[ 31431-19-3 ]

Reference： [1] Chemische Berichte, 1891, vol. 24, p. 3768
[2] Chemische Berichte, 1914, vol. 47, p. 2782

15
[ 335015-51-5 ]
[ 31431-19-3 ]

Reference： [1] Chemische Berichte, 1891, vol. 24, p. 3768

16
[ 38818-50-7 ]
[ 31431-19-3 ]

Reference： [1] Chemische Berichte, 1914, vol. 47, p. 2782

17
[ 56107-03-0 ]
[ 7664-41-7 ]
[ 31431-19-3 ]

Reference： [1] Chemische Berichte, 1891, vol. 24, p. 3768

[ 31431-19-3 ] Synthesis Path-Downstream 1~46

1
[ 56107-02-9 ]
[ 31431-19-3 ]

Reference： [1]Zeitschrift fur Chemie,1985,vol. 25,p. 137 - 138
[2]Chemische Berichte,1914,vol. 47,p. 2782
[3]Arzneimittel-Forschung/Drug Research,1978,vol. 28,p. 586 - 594
[4]Journal of Organic Chemistry,1982,vol. 47,p. 3673 - 3679
[5]Patent: WO2016/127168,2016,A2 .Location in patent: Sheet 9/17

2
[ 56107-03-0 ]
[ 31431-19-3 ]

Reference： [1]Chemische Berichte,1891,vol. 24,p. 3768

3
[ 31431-19-3 ]
[ 108-24-7 ]
[ 53502-23-1 ]

Reference： [1]Chemische Berichte,1914,vol. 47,p. 2782

4
[ 31431-19-3 ]
[ 65-85-0 ]
[ 111797-45-6 ]

Reference： [1]Chemische Berichte,1914,vol. 47,p. 2782

5
[ 31431-19-3 ]
[ 39070-63-8 ]

Yield	Reaction Conditions	Operation in experiment
98.9%	With pyrrolidine; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 60℃; for 5.0h;	In a 1-liter four-necked flask, 80.0 g of <strong>[31431-19-3]4-amino-3-nitrobenzophenone</strong>, 500 mL of xylene, 2.5 g of Pd-Li / C catalyst was added and 101.0 g of tetrahydropyrrole was added, stirred and heated to 60C,The hydrogenation was carried out for 5 h, and the catalyst was filtered off. After recovering 70% of xylene,Cooling the yellow solid, filtering, vacuum drying (70 ),3,4.3-diaminobenzophenone (69.3 g)Yield 98.9%.Melting point 117.6-118.2 C.The obtained product was analyzed by liquid chromatography-mass spectrometry,The content of each component is 3,4-diaminobenzophenone 99.85%, 4-benzylphenyl-1,2-diamine 0.05%.

Reference： [1]Patent: CN106083622,2016,A .Location in patent: Paragraph 0064-0066
[2]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632
[3]Arzneimittel-Forschung/Drug Research,1978,vol. 28,p. 586 - 594
[4]Bioorganic and Medicinal Chemistry,2003,vol. 11,p. 4615 - 4622
[5]Patent: WO2016/127168,2016,A2 .Location in patent: Sheet 9/17

6
[ 463-71-8 ]
[ 31431-19-3 ]
[ 87200-53-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1983,vol. 22,p. 311 - 312

7
[ 2754-27-0 ]
[ 31431-19-3 ]
[ 53502-23-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1987,vol. 26,p. 407 - 411

8
[ 31431-19-3 ]
[ 1937-19-5 ]
[ 146470-26-0 ]

Reference： [1]Pharmazie,1992,vol. 47,p. 758 - 764

9
[ 2243-80-3 ]
[ 31431-19-3 ]
[ 1775-95-7 ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 4878 - 4888

10
[ 53502-23-1 ]
[ 31431-19-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sulfuric acid;	Ten grams of 4-acetamido-3-nitrobenzophenone were added portionwise to 40 ml. of sulfuric acid. The reaction temperature was moderated with a water bath. After stirring about 45 minutes the reaction mixture was carefully poured over ice. The precipitated product was filtered to yield 4-amino-3-nitrobenzophenone. Analysis: C13 H10 N2 O3 MW 242.23 Calcd: C, 64.46; H, 4.16; N, 11.56; O, 19.81. Found: C, 64.19; H, 4.00; N, 11.37; O, 19.72.
	With sulfuric acid;	Ten grams of 4-acetamido-3-nitrobenzophenone was added portion-wise to 40 ml. of sulfuric acid. The reaction temperature was moderated with a water bath. After stirring about 45 minutes the reaction mixture was carefully poured over ice. The precipitated product was filtered to yield 4-amino-3-nitrobenzophenone. Analysis C13 H10 N2 O3 MW 243.23 Calcd: C, 64.16; H, 4.16; N, 11.56; O, 19.81. Found: C, 64.19; H, 4.00; N, 11.37; O, 19.72.

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632
[2]Patent: US4118742,1978,A
[3]Patent: US4150028,1979,A

11
[ 136023-33-1 ]
[ 31431-19-3 ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

13
[ 56107-03-0 ]
[ 7664-41-7 ]
[ 31431-19-3 ]

Reference： [1]Chemische Berichte,1891,vol. 24,p. 3768

14
[ 98-88-4 ]
[ 88-74-4 ]
[ 31431-19-3 ]

Reference： [1]Synthesis,2003,p. 2877 - 2881

15
[ 31431-19-3 ]
[ 130636-63-4 ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 2445 - 2454

16
[ 31431-19-3 ]
[ 89-98-5 ]
(2-(2-chlorophenyl)-1H-benzo[d]imidazol-5-yl)(phenyl)methanone [ No CAS ]

Reference： [1]Synthesis,2005,p. 47 - 56

17
[ 31431-19-3 ]
{3-[hydroxy(phenyl)methyl]-4-nitrophenyl}(phenyl)methanone [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 2445 - 2454

18
[ 31431-19-3 ]
ethyl 2-(4-benzoyl-2-nitrobenzyl)acrylate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 2445 - 2454

19
[ 31431-19-3 ]
phenyl-(2-trifluoromethyl-1<i>H</i>-benzoimidazol-5-yl)-methanone [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2003,vol. 11,p. 4615 - 4622

20
[ 4834-61-1 ]
[ 31431-19-3 ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

21
[ 2603-10-3 ]
phloroglucinoldicarboxylic acid ester [ No CAS ]
[ 31431-19-3 ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

22
[ 31431-19-3 ]
Mebendazole [ No CAS ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

23
[ 134919-56-5 ]
[ 31431-19-3 ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

24
[ 98-07-7 ]
[ 31431-19-3 ]

Reference： [1]Organic Preparations and Procedures International,1991,vol. 23,p. 627 - 632

25
[ 31431-19-3 ]
[ 87200-79-1 ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1983,vol. 22,p. 311 - 312

26
[ 335015-51-5 ]
[ 31431-19-3 ]

Reference： [1]Chemische Berichte,1891,vol. 24,p. 3768

27
[ 71-43-2 ]
[ 31431-19-3 ]

Reference： [1]Chemische Berichte,1891,vol. 24,p. 3768
[2]Chemische Berichte,1914,vol. 47,p. 2782

28
[ 38818-50-7 ]
[ 31431-19-3 ]

Reference： [1]Chemische Berichte,1914,vol. 47,p. 2782

29
6-Chloronicotinoyl chloride [ No CAS ]
[ 31431-19-3 ]
6-Chloro-N-(4-benzoyl-2-nitrophenyl)-3-pyridinecarboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 24 6-Chloro-N-(4-benzoyl-2-nitrophenyl)-3-pyridinecarboxamide The title compound was prepared from 6-chloronicotinoyl chloride and <strong>[31431-19-3]4-amino-3-nitrobenzophenone</strong> and was obtained as a yellow solid as described in Example 1. 1H NMR (CDCl3): 11.61 (bs, 1H), 9.12 (d, J=8.7, 1H), 9.06 (d, J=2.4, 1H), 8.79 (d, J=1.8, 1H), 8.28-8.25 (m, 1H), 8.23-8.19 (m, 1H), 7.82-7.81 (m, 1H), 7.80-7.79 (m, 1H), 7.67-7.64 (m, 1H), 7.58-7.53 (m, 3H).

Reference： [1]Patent: US2002/10185,2002,A1

30
[ 31431-19-3 ]
[ 824-94-2 ]
4-(4-methoxybenzylamino)-3-nitrobenzophenone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With ammonium chloride; In N,N-dimethyl-formamide; mineral oil;	EXAMPLE 26 STR121 To a solution of 2.20 g of <strong>[31431-19-3]4-amino-3-nitrobenzophenone</strong> and 1.57 g of 4-methoxybenzyl chloride in 25 ml of N,N-dimethylformamide was added at room temperature 0.40 g of 60% dispersion of sodium hydride in mineral oil, and the mixture was stirred overnight. After addition of saturated ammonium chloride aqueous solution was completed, the reaction mixture diluted with ethyl acetate was washed with brine. Removal of the solvent under reduced pressure gave the crude product, which was chromatographed on silica gel. Elution with hexane-ethyl acetate (3:1) provided 1.95 g of 4-(4-methoxybenzylamino)-3-nitrobenzophenone. Mass spectrum (m/z): 362 (M+) NMR (CDCl3) delta: 3.81 (3H, s), 4.55 (2H, d, J=5.5 Hz), 6.91 (2H, d, J=8.7 Hz), 6.95 (1H, d, J=9.0 Hz), 7.28 (2H, d, J=8.7 Hz), 7.5-7.8 (5H, m), 8.00 (1H, ddd, J=9.0, 1.8 and 0.3 Hz), 8.69 (1H, d, J=2.0 Hz), 8.8 (1H, br s).

Reference： [1]Patent: US5162318,1992,A

31
[ 31431-19-3 ]
[ 1779-49-3 ]
[ 90044-01-2 ]

Yield	Reaction Conditions	Operation in experiment
64%	With hydrogenchloride; In dimethyl sulfoxide;	EXAMPLE 1 Sodium hydride (2.4 g., 0.1 mole) was suspended in dimethyl sulfoxide (50 ml.) and heated at 70 under nitrogen until evolution of hydrogen gas ceased (approximately 1/2 hour). To this suspension at room temperature was added a solution of (methyl)triphenyl phosphonium bromide (35.7 g., 0.1 mole) in dimethyl sulfoxide (100 ml.). The greenish cloudy solution was stirred at ambient temperature for fifteen minutes. To this was added <strong>[31431-19-3](4-amino-3-nitrophenyl)phenylmethanone</strong> (12.1 g., 0.05 mole). The resulting dark red solution was heated at 90 for 18 hours under nitrogen. The reaction mixture was cooled and diluted with water (500 ml.). The pH was adjusted to 7.0 by the addition of 3 N hydrochloric acid. This solution was extracted with ethyl ether (2*150 ml.). The combined organic extracts were washed with water (500 ml.), dried over sodium sulfate and evaporated to dryness. The resulting dark oil was chromatographed over silica gel yielding an orange solid; 1-(4-amino-3-nitrophenyl)-1-phenylethylene, 7.7 g., 64% yield, m.p. 136.7.

Reference： [1]Patent: US4438135,1984,A

32
[ 90044-01-2 ]
[ 31431-19-3 ]
[ 1779-49-3 ]
1-(3,4-diaminophenyl)-1-phenylethylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium; In ethanol; water; dimethyl sulfoxide;	EXAMPLE 3 Sodium hydride (2.4 g., 0.1 mole) was suspended in dimethyl sulfoxide (50 ml.) and heated at 70 under nitrogen until evolution of hydrogen gas ceased (approximately 1/2 hour). To this suspension at room temperature was added a solution of (methyl)triphenyl-phosphonium bromide (35.7 g., 0.1 mole) in dimethyl sulfoxide (100 ml.). The greenish cloudy solution was stirred at ambient temperature for fifteen minutes. To this was, then, added <strong>[31431-19-3](4-amino-3-nitrophenyl)phenylmethanone</strong> (12.1 g., 0.05 mole). The resulting dark red solution was heated at 90 for 18 hours under nitrogen. The reaction mixture was, then, cooled and diluted with water (500 ml.). The pH was adjusted to 7.0 by the addition of 3 N hydrochloric acid. This solution was, then, extracted with ethyl ether (2*150 ml.). The combined organic extracts were washed with water (500 ml.), dried over sodium sulfate and evaporated to dryness. The resulting dark oil was chromatographed over silica gel, yielding an orange solid; 1-(4-amino-3-nitrophenyl)-1-phenylethylene: 7.7 g., 64% yield, m.p. 136-7. 1-(4-Amino-3-nitrophenyl)-1-phenylethylene (7.7 g., 0.032 mole) was dissolved in refluxing ethanol (450 ml.). To this was added, dropwise, a solution of sodium sulfhydrate (38.5 g., 0.45 mole) in water (110 ml.). The resulting solution was refluxed overnight. The solution was diluted with water (1 l.), cooled, and filtered yielding 1-(3,4-diaminophenyl)-1-phenylethylene: 5.6 g., 83% yield, m.p. 109-110.

Reference： [1]Patent: US4435418,1984,A

33
[ 31431-19-3 ]
4-amino-3-nitro-α-phenylbenzenemethanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tetrahydroborate; In methanol; water;	(a-1) To a stirred and cooled (water-bath) mixture of 48.5 parts of <strong>[31431-19-3](4-amino-3-nitrophenyl)phenylmethanone</strong> and 320 parts of methanol were added portionwise 11.4 parts of sodium tetrahydroborate. Upon completion, stirring was continued for 15 minutes at room temperature. 100 Parts of water were added and the methanol was evaporated. The precipitated product was filtered off, washed with water, dried, filtered and crystallized twice from a moisture of methanol and water, yielding 19.6 parts of 4-amino-3-nitro-alpha-phenylbenzenemethanol; mp. 125 C. (int. 124).

Reference： [1]Patent: US4859684,1989,A

34
[ 31431-19-3 ]
[ 75-36-5 ]
[ 53502-23-1 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; hydrogenchloride; In ethanol; benzene;	1st stage Preparation of 2-nitro-4-benzoyl-acetanilide SPC22 A solution of 26.1 g (0.33 mol) of acetyl chloride in 50 ml of dry benzene is added dropwise to a solution of 80.7 g (0.33 mol) of 2-nitro-4-benzoyl-aniline of melting point 143C, which is known from the literature, and 26.4 g (0.33 mol) of pyridine in 800 ml of dry benzene while stirring at room temperature. When the slightly exothermic reaction has subsided the mixture is stirred for a further 1.5 hours at room temperature and a further 2 hours at 75C. Thereafter the water-soluble pyridine hydrochloride which has separated out is filtered off hot and the 2-nitro-4-benzoylacetanilide which crystallizes out on cooling the filtrate is well stirred with dilute hydrochloric acid, filtered off, dried and purified by recrystallization from ethanol; melting point 145C, yield 70 g. The yield can be further increased by working up the mother liquor by extracting it with dilute aqueous HCl, separating off and drying the organic phase, evaporating the solvent and recrystallizing the residue from ethanol.

Reference： [1]Patent: US3968314,1976,A

35
[ 31431-19-3 ]
[ 104-15-4 ]
[ 126-30-7 ]
[ 108-88-3 ]
[ 64420-35-5 ]

Yield	Reaction Conditions	Operation in experiment
27.5 parts (55%)	In butan-1-ol;	EXAMPLE III A mixture of 31.5 parts of <strong>[31431-19-3](4-amino-3-nitrophenyl)phenylmethanone</strong>, 21 parts of 2,2-dimethyl-1,3-propanediol, 2 parts of 4-methylbenzenesulfonic acid, 40 parts of butanol and 450 parts of methylbenzene is stirred and refluxed for 16 hours with water-separator. The reaction mixture is cooled and washed with ammonium hydroxide. The organic phase is dried, filtered and evaporated. The residue is crystallized from 2,2'-oxybispropane, yielding 27.5 parts (55%) of 4-(5,5-dimethyl-2-phenyl-1,3-dioxan-2-yl)-2-nitrobenzenamine; mp. 139.8 C.

Reference： [1]Patent: US4032536,1977,A

36
[ 16477-16-0 ]
[ 31431-19-3 ]
[ 610316-84-2 ]

Yield	Reaction Conditions	Operation in experiment
34%	With triethylamine;tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20℃; for 8.0h;	Example 14; 4'-O-Demethyl-4No.-1''-[4''-(Benzoyl)]-2''-nitroanilino]-4-desoxypodophyllotoxin (4n): 4ss-Bromo-4'-O-demethyl-4-desoxypodophyllotoxin (0. 1 g, 0.21 mmol) was reacted with 4- amino-3-nitrobenzophenone (0.056g, 0.23 mmol) in presence of Et3N (0.032g, 0.32 mmol) and Bu4N+I- (0. 015g, 0.042 mmol) in dry tetrahydrofuran at room temperature for 8h. After completion of reaction solvent was removed in vacuo. The residue was subjected to silica gel column chromatography using chloroform-methanol (9.6 : 0.4) as eluent. Yield 34%, mp 170-175 C ; [a] 25D-85 (c, 1.0, CHCI3) 'H NMR (200 MHz, CDCl3) : No. 8.70 (d, 1H), 8.50 (d, 1H), 8.10 (d, 1H), 7.75 (m, 3H), 6.93 (d, 1H), 6.72 (s, 1H) 6.58 (s, 1H), 6.32 (s, 2H), 6.00 (d, 2H), 5.40 (s, 1H), 5.05 (m, 1H), 4.65 (d, 1H), 4. 35 (t, 2H), 3.90 (t, 1H), 3.80 (s, 6H), 3.10 (d, 2H) MS (m/e) 624 (M+, 15%), 467,401, 229,185 IR (KBr) cm'' : 3530 (O-H), 3450 (N-H) 2900 (aliphatic C-H), 1750 (lactone), 1650 (ketone), 1500,1480, 1410,1250 (aromatic C=C).

Reference： [1]Patent: WO2003/82876,2003,A1 .Location in patent: Page/Page column 11

37
[ 31431-19-3 ]
[ 106636-74-2 ]
[ 610316-83-1 ]

Yield	Reaction Conditions	Operation in experiment
42%	With triethylamine;tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20℃; for 8.0h;	Example 13; 4No.- 1''[2''-(Benzoyl)-2''-nitroanilino]-4-desoxypodophyllotoxin (4m) :- 4No.-Bromo-4- desoxypodophyllotoxin (O. 1g, 0.21 mmol) was reacted with 4-amino-3-nitro- benzophenone (0.056g, 0.23 mmol) in presence of Et3N (0.032g, 0.32 mmol) and Bu4N+I- (0.015g, 0.042 mmol) in dry tetrahydrofuran at room temperature for 8h. After completion of reaction solvent was removed in vacuo. The residue was subjected to silica gel column chromatography using chloroform-methanol (9.4 : 0.6) as eluent. Yield 42%, mp 163-167 C ; [a] zoo-81 (c, 0.9, CHCl3) \|NMR (200 MHz, CDC13) : 8 8.68 (d, 1H), 8.50 (d, 1H), 8.05 (d, 1H), 7.75 (d, 2H), 7.55 3H), 6.93 (d, 1H) 6.750 (s, 1H), 6.58 (s, 1H), 6.50 (d, 1H), 6.32 (s, 2H), 6.00 (d, 2H), 5.32 (d, USD1H), 5.07 (m, 1H), 4.68 (d, 1H), 4. 35 (t, 1H), 3.92 (t, 1H), 3.80 (d, 9H), 3.13 (d, 1H), MS (m/e) 638 (M+, 15%), 582,524, 428,411, 383,289. IR (KBr) cm-1 : 3400 (N-H), 2950 (aliphatic C-H), 1760 (lactone), 1640 (ketone), 1500, 1480,1410, 1300,1250 (aromatic C=C).

Reference： [1]Patent: WO2003/82876,2003,A1 .Location in patent: Page/Page column 10-11

38
[ 31431-19-3 ]
[ 78-84-2 ]
[ 1072139-12-8 ]

Reference： [1]Tetrahedron,2008,vol. 64,p. 9675 - 9684

39
[ 1666-13-3 ]
[ 31431-19-3 ]
[ 1579294-27-1 ]

Reference： [1]Organic Letters,2014,vol. 16,p. 1814 - 1817

40
[ 31431-19-3 ]
[ 616-38-6 ]
5-benzoyl-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one [ No CAS ]

Reference： [1]Green Chemistry,2015,vol. 17,p. 2480 - 2486

41
[ 106-43-4 ]
[ 31431-19-3 ]

Reference： [1]Patent: WO2016/127168,2016,A2

42
[ 74-11-3 ]
[ 31431-19-3 ]

Reference： [1]Patent: WO2016/127168,2016,A2

43
[ 96-99-1 ]
[ 31431-19-3 ]

Reference： [1]Patent: WO2016/127168,2016,A2

44
[ 82571-93-5 ]
[ 31431-19-3 ]

Yield	Reaction Conditions	Operation in experiment
45%	With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20℃; for 24.0h;	Add A29 (130 mg, 530.16 mumol), ammonia (25%, 90 muL, 583.18 mumol), N, N-diisopropylethylamine (109 muL, 636.19 mumol), and tetrahydrofuran (2 mL) to a 10 mL eggplant-shaped bottle at room temperature The reaction took 24 hours. After the reaction was detected by TLC, the reaction solvent was concentrated and removed. After adding 1 mol / L hydrochloric acid (15 mL), the mixture was extracted with ethyl acetate (10 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain Crude product. The crude product was subjected to silica gel column chromatography (petroleum ether / ethyl acetate, volume ratio 5: 1) to obtain 58 mg of a yellow solid with a yield of 45%. mp: 140-142 C

Reference： [1]Patent: CN110818609,2020,A .Location in patent: Paragraph 0094;0095; 0276; 0279; 0280

45
[ 400-94-2 ]
[ 31431-19-3 ]

Reference： [1]Patent: CN110818609,2020,A

46
[ 453-71-4 ]
[ 31431-19-3 ]

Reference： [1]Patent: CN110818609,2020,A

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Ghs Precautionary Statements

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

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 -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 31431-19-3 ] {[proInfo.proName]}

Quality Control of [ 31431-19-3 ]

Related Doc. of [ 31431-19-3 ]

Product Details of [ 31431-19-3 ]

Calculated chemistry of [ 31431-19-3 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 31431-19-3 ]

Application In Synthesis of [ 31431-19-3 ]

[ 31431-19-3 ] Synthesis Path-Upstream 1~17

[ 31431-19-3 ] Synthesis Path-Downstream 1~46

Related Functional Groups of [ 31431-19-3 ]

Aryls

Ketones

Amines

Nitroes

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 31431-19-3 ]