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CAS No. : | 154-42-7 | MDL No. : | MFCD02730136 |
Formula : | C5H5N5S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | WYWHKKSPHMUBEB-UHFFFAOYSA-N |
M.W : | 167.19 | Pubchem ID : | 2723601 |
Synonyms : |
Thioguanine;2-Amino-6-purinethiol;6Mercapto2aminopurine;6HPurine6thione 2amino17dihydro (9CI);6 Thioguanine;6 Mercaptoguanine;2Amino 6MP;WR1141;BW 5071;Tabloid;6-TG;NSC 76504;NSC 752
|
Chemical Name : | 2-Amino-3,7-dihydro-6H-purine-6-thione |
Num. heavy atoms : | 11 |
Num. arom. heavy atoms : | 0 |
Fraction Csp3 : | 0.2 |
Num. rotatable bonds : | 0 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 60.17 |
TPSA : | 107.22 Ų |
GI absorption : | Low |
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) : | -8.11 cm/s |
Log Po/w (iLOGP) : | 0.16 |
Log Po/w (XLOGP3) : | -1.11 |
Log Po/w (WLOGP) : | -2.48 |
Log Po/w (MLOGP) : | -0.32 |
Log Po/w (SILICOS-IT) : | 2.14 |
Consensus Log Po/w : | -0.32 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -0.18 |
Solubility : | 111.0 mg/ml ; 0.665 mol/l |
Class : | Very soluble |
Log S (Ali) : | -0.65 |
Solubility : | 37.3 mg/ml ; 0.223 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -0.69 |
Solubility : | 34.2 mg/ml ; 0.205 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 3.85 |
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P405 | UN#: | 2811 |
Hazard Statements: | H301-H315-H319 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With E. coli purine nucleoside phosphorylase |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With sodium hydroxide for 1h; Heating; | |
72% | With sodium hydroxide In water at 70℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With sodium hydroxide for 1h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
A method according to claim 10wherein the antimetabolite is selected from the group consisting of: mitomicyn C; methotrexate; 6-mercaptopurine; thioguanine; 5-fluorouracil; cytosine arabinoside; 5-azacytidine; hydroxyurea; | ||
Condensation product of melamine and p-aminophenol ... 14. 2,6-Diaminopurine 15. 2,8-Diaminoacridine Glycarbylamide (1H-imidazole-4,5-dicarboxamide) Thiazolsulfone (Promizole, 5-[(4-aminophenyl)sulfonyl]-2-thiazolamine) 18. Thioguanine 19. 3,5-Diamino-1,2,4-triazole 20. Piperazine 21. Tryptamine ... | ||
wherein the agent is an antimetabolite selected from the group consisting of: mitomicyn C; methotrexate; 6-mercaptopurine; thioguanine; 5-fluorouracil; cytosine arabinoside; 5-azacytidine; hydroxyurea; |
..., and R3, independently of each other, are selected from -H, -OH, -NH2, and -SH, and the groups R4, R5 and R6 are selected, independently of each other from -H, -CH3, and -CH2CH3, with the following compounds preferred: ... guanine (R1=NH2, R2=R3=R4=R5=R6=H) uric acid (R1=R2=R3=OH, R4=R5=R6=H) hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H) purinethiol (R1=SH, R2=NH2, R3=R4=R5=R6=H) 6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H) xanthine (R1=R2=OH, R3=R4=R5=R6=H) caffeine (R1=R2=OH, R3H, R4=R5=R6=CH3) theobromine (R1=R2=OH, R3=R4=H, R5=R6=H) ... | ||
...2, and R3, independently of each other, are selected from -H, -OH, NH2, -SH and the groups R4, R5, and R6, independently of each other, are selected from -H, -CH3 and -CH2CH3, with the following compounds preferred: ... guanine (R1=NH2, R2=R3=R4=R5=R6=H) uric acid (R1=R2=R3=OH, R4=R5=R6=H) hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H) 6-purinethiol (R1=SH, R2=R3=R4=R5=R6=H) 6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H) xanthine (R1=R2=OH, R3=R4=R5=R6=H) caffeine (R1=R2=OH, R3=H, R4=R5=R6=CH3) theobromine (R1=R2=OH, R3=R4=H, R5=R6=H) ... | ||
Chemotherapeutic agents that are bound to monoclonal antibodies of the present invention to drive the cytotoxic activity include the following: ... tamoxifen, taxol, testosterone propionate, thalidomide, thioguanine, thiotepa, teniposide, topotecan, ... | ||
Illustrative examples of chemotherapeutic agents which may be conjugated with the antibody of the invention and have a cytotoxic effect include: ... tamoxifen, taxol, testosterone propionate, thalidomide, thioguanine, thiotepa, teniposide, topotecan, ... | ||
... independently of one another, are selected from -H, -OH, NH2, -SH and the residues R4, R5 and R6, independently of one another, are selected from -H, -CH3 and -CH2-CH3, wherein the following compounds are preferred: ...guanine (R1=OH, R2=NH2, R3=R4=R5=R6=H)uric acid (R1=R2=R3=OH, R4=R5=R6=H)hypoxanthine (R1=OH, R2=R3=R4=R5=R6=H)6-purinethiol (R1=SH, R2=R3=R4=R5=R6=H)6-thioguanine (R1=SH, R2=NH2, R3=R4=R5=R6=H)xanthine (R1=R2=OH, R3=R4=R5=R6=H)caffeine (R1=R2=OH, R3=H, R4=R5=R6=CH3)theobromine (R1=R2=OH, R3=R4=H, R5=R6=CH3) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
24 g (48%) | With potassium carbonate; In N,N-dimethyl-formamide; | (a) 2-Amino-6-[(diphenylmethyl)thio]purine STR25 A mixture of <strong>[154-42-7]thioguanin</strong>e (25 g), bromodiphenylmethane (37.1 g) and potassium carbonate (31.1 g) in N,N-dimethylformamide (250 cm3) was stirred at ambient temperature for 66 hour. The reaction mixture was filtered and the filtrate evaporated to give a cream solid. Recrystallisation from methanol gave 24 g (48%) of the title compound, m.p. 226-227 C. 1 H n.m.r. (D6 DMSO): delta 6.35 (s, 2H, -NH2), 6.70 (s, 1H, SCH<), 7.30 (m, 6H, C6 H5 -), 7.50 (d, 4H, C6 H5 -), 7.90 (s, 1H, H-8), 12.50 (brs, 1H, >N-H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | With hydrogenchloride; In water; for 24.0h;pH 1 - 2; | A mixture of 6-ThioGH (0.050 g, 0.3 mmol) and CuCl2·H2O (0.2 g, 1.2 mmol) was stirred in 4 mL of 18% aqueous HCl for 24 h. The solid was filtered and washed with water and methanol, and dried in air (0.090 g, 0.072 mmol, 96.0% yield based on 6-ThioGH). Anal. Calc for C20H32Cl8Cu4N20O4S4: C, 18.73; H, 2.51; N, 21.84; S, 10.00. Found: C, 18.65; H, 2.58; N, 22.37; S, 10.40%. IR selected data (KBr, cm-1): 3410 (m), 3078 (m), 1601 (vs), 1230 (s), 831 (m). 1H NMR (300 MHz, DMSO-d6) delta: 12.56 (s, 1H, N(1)H), 8.80 (s, 1H, H(8)), 7.00 (s, 2H, N(2)H2). Suitable crystals for X-ray diffraction studies were obtained by slow diffusion of 6-ThioGH (0.025 g, 0.03 mmol) in 25 mL of 18% aqueous HCl into a solution of CuCl2.H2O (0.020 g, 0.12 mmol) 25 mL of 18% aqueous HCl at 20C. The purity of the crystal samples has been checked by powder X-ray diffraction. IR selected data (KBr, cm-1):3410(m), 3078(m), 1601(vs), 1230(s), 831(m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
65% | Stage #1: thioguanine With ammonium sulfate; chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; saccharin In acetonitrile for 5h; Reflux; Inert atmosphere; Stage #2: D-galactose pentaacetate With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 3h; Inert atmosphere; Reflux; | General Method for the Preparation of 6-mercapto-9-(per-Oacetyl-β-D-pyranosyl)purines (2a-e) and 2-amino-6-mercapto-9-(per-O-acetyl-β-D-pyranosyl)purines (4a-e) General procedure: A mixture of 6-mercaptopurine or 6-thioguanine (3.33 mmol, 1.3 eq), HMDS (4.13 mmol, 1.24 eq), saccharine (0.15 mmol, 0.046 eq), ammonium sulfate ((NH4)2SO4) (1.13 mmol, 0.34 eq), and trimethylsilyl chloride (TMSCl) (8.23 mmol, 2.5 eq) in anhydrous CH3CN (14 mL) was refluxed for 5 hours under nitrogen. The desired acetylated sugar 1a-e (2.56 mmol) and TMSOTf (3.58 mmol, 1.4 eq) were then added and the reaction mixture was refluxed for three more hours, cooled, neutralized with aqueous sodium bicarbonate,and extracted with ethyl acetate (EtOAc, 1000 mL). The organic extract was dried over anhydrous sodium sulfate, filtered, and evaporated to dryness. The residue was purified by flash column chromatography to give compounds 2a-e and 4a-e, in 55-68% yields as yellow oils. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dimethyl sulfoxide at 20℃; for 1.33333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In N,N-dimethyl-formamide; at 35.0℃; for 24.0h; | Add cytarabine (12.2 mg) and <strong>[154-42-7]thioguanin</strong>e (8.4 mg) to the vial.Add 5 ml of N,N'-dimethylformamide and stir at 35 C for 24 hours.Upon cooling to room temperature, an amphiphilic base conjugate is obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20.1% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: N-(2-chloroethyl)-3,4-dimethoxybenzamide In N,N-dimethyl-formamide at 20℃; | 5.4 Step 4: N-(2-((2-amino-7H-purin-6-yl)thio)ethyl)-3,4-dimethoxybenzamide Procedure: To a stirred solution of 2-amino-1,7-dihydro-6H-purine-6-thione (0.1 g, 0.59 mmol) in dimethylformamide (3 mL) was added potassium carbonate (0.165 g, 1.19 mmol) at 0 °C. After 30 minute N-(2-chloroethyl)-3,4-dimethoxybenzamide (0.159 g, 0.657 mmol) was added in to it. The reaction mixture was allowed to stir at room temperature. Progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was evaporated to dryness. The crude residue was purified by flash chromatography using dichloromethane: methanol as the eluent system. Yield: 0.045 g (20.1%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31.09% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N1-(3,4-dimethoxyphenyl)-acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
27.9% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 2-chloro-N1-(3,4-dimethoxyphenyl)-acetamide In N,N-dimethyl-formamide at 20℃; | 4.2 Step 2: 2-((2-amino-7H-purin-6-yl)thio)-N-(3,4-dimethoxyphenyl)acetamide Procedure: To a stirred solution of 2-amino-1,7-dihydro-6H-purine-6-thione (0.1 g, 0.59 mmol) in dimethylformamide (3 mL) was added potassium carbonate (0.25 g, 1.79 mmol) at 0 °C. After 30 minute 2-chloro-N-(3,4-dimethoxyphenyl)acetamide (0.15 g, 0.65 mmol) was added in to it. The reaction mixture was allowed to stir at room temperature. Progress of the reaction was monitored by TLC. After completion of the reaction, the solvent was evaporated to dryness. The crude residue was suspended in water and extracted with ethyl acetate. The organic layer was dried using anhydrous sodium sulfate and concentrated to give crude residue. The purification was done by flash chromatography using hexane:ethylacetate as the eluent system. Yield: 0.6 g (27.9%) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-amino-2-methoxyphenol With potassium carbonate In acetone at 20℃; for 0.5h; Stage #2: 2-halobutanoyl chloride In acetone at 0 - 20℃; for 3h; Stage #3: thioguanin Further stages; | 5.1.1 General procedures for Scheme 1 General procedure: Step 1. To the stirred solution of Aniline (1.0 equiv) in acetone was added K2CO3 (1.2 equiv.) at RT and stirred for 30min. Chloroacetyl chloride/substituted acetylchloride (1.1 equiv.) was then added at 0°C and stirred for additional 3h at room temperature. After completion of the reaction (monitored by TLC), volatiles were removed on rotary evaporator and ethyl acetate was added. Organic layer were washed with water, aq NaHCO3, brine. Organic layer was dried over sodium sulfate and evaporated on rotary evaporator and the crude residue was purified by flash chromatography to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53.7% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.75h; Stage #2: N-(2-bromoethyl)-3,4-dimethoxyaniline In N,N-dimethyl-formamide at 80℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
32.7% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-ethoxy-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: N-chloroacetyl-aniline In N,N-dimethyl-formamide at 20℃; for 3h; | Step-2: Synthesis of 2-((2-Amino-7H-purin-6-yl)thio)-N-phenylacetamide (1) To the stirred solution of 6-Thioguanine (0.1 g, 1.0 equiv., 0.60 mmol) in DMF (2 mL) was added K2CO3 (0.25 g, 3.0equiv., 1.97 mmol) and stirred for 45 min. I-1 (0.1 g, 1.0 equiv., 0.60 mmol) was then added and the reaction mixturewas then stirred for additional 3 h at RT. After completion of the reaction (monitored by TLC), ethyl acetate (10 mL)was added and washed with cold water (5 mL). Combined organic layer was then dried over sodium sulfate, filteredand volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography usingDCM: Methanol (97:03) as the eluent to give the desired product as off white solid; Yield 67.0%; m.p. 217-219 °C; 1HNMR (400 MHz, DMSO) δ 12.61 (s, 1H), 10.20 (s, 1H), 7.94 (s, 1H), 7.58 (d, J = 8.0 Hz, 2H), 7.30 (t, J = 7.8 Hz, 2H),7.05 (t, J = 7.4 Hz, 1H), 6.49 (s, 2H), 4.13 (s, 2H); HPLC-Purity: 99.27%; LC-MS (m/z): 301.1 (M+H)+; calcd forC13H13N6OS m/z = 301.09; IR: 3322, 3197, 1649 cm-1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43.03% | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56.1% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: N-(4-methoxyphenyl)-2-chloroacetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-fluorophenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-chlorophenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-fluorophenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-chlorophenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
27.77% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-methoxy-3-propoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
39% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3,4-diethoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
14.39% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-fluoro-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45.02% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-chloro-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54.49% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: N-(3-bromo-4-methoxyphenyl)-2-chloroacetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48.6% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-methoxy-3-methylphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
43.68% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-cyano-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: methyl 5-(2-chloroacetamido)-2-methoxybenzoate In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-(hydroxymethyl)-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75.6% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-methoxy-3-(trifluoromethyl)phenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63.76% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3-hydroxy-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
27.15% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-hydroxy-3-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74.5% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(2-fluoro-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40.25% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: N-(2-bromo-4-methoxyphenyl)-2-chloroacetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
13% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(2-hydroxy-4-methoxyphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
32.66% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-methoxy-2-methylphenyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41.32% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-[(2-Chloracetyl)-amino]-4,5-dimethoxy-benzoesaeuremethylester In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87.8% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(2,3-dihydrobenzo[β][1,4]dioxin-6-yl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
6.6% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
14.6% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: [(3,4,5-trimethoxyphenyl)aminocarbonylmethyl]chloride In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: methyl 5-chloroacetamidosalicylate | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63.41% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(4-methoxybenzyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59.19% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 2-chloro-N-(3,4-dimethoxybenzyl)acetamide In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44.8% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: C10H12BrNO3 In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25.57% | Stage #1: thioguanin With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.75h; Stage #2: 5-(2-chloroacetamido)-2-methoxyphenyl methanesulfonate In N,N-dimethyl-formamide at 20℃; for 3h; | General procedure: Step 2. To the stirred solution of 6-Thioguanine (1.0 equiv.) in DMF was added K2CO3 (3.0 equiv.) and stirred for 45min. Substituted 2-chloro-N-phenylacetamide (1.0 equiv.) was then added and the reaction mixture was then stirred at RT, until the completion of the reaction. After completion of the reaction (monitored by TLC), ethyl acetate was added and washed with cold water. Combined organic layer was then dried over sodium sulfate, filtered and volatiles were removed at rotary evaporator. The crude residue was purified by flash chromatography using DCM: Methanol (97:03) as the eluent to give the desired product. |
Tags: 154-42-7 synthesis path| 154-42-7 SDS| 154-42-7 COA| 154-42-7 purity| 154-42-7 application| 154-42-7 NMR| 154-42-7 COA| 154-42-7 structure
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 |
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 |
Sorry,this product has been discontinued.
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