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| CAS No.: | 446-86-6 |
|---|---|
| Name: | Azathioprine |
| Molecular Structure: | |
|
|
|
| Formula: | C9H7N7O2S |
| Molecular Weight: | 277.266 |
| Synonyms: | 1H-Purine,6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]- (9CI);Purine,6-[(1-methyl-4-nitroimidazol-5-yl)thio]- (6CI,8CI);6-(1-Methyl-4-nitroimidazol-5-yl)thiopurine;6-(1-Methyl-4-nitromidazol-5-ylthio)purine;Azamune;Azanin;Azathioprin;Azoran;BW 57-322;Imuran;Imurek;Imurel;Muran;NSC 39084; |
| EINECS: | 207-175-4 |
| Density: | 1.9 g/cm3 |
| Melting Point: | 243-244 °C |
| Boiling Point: | 685.7 °C at 760 mmHg |
| Flash Point: | 368.5 °C |
| Solubility: | <0.1 g/100 mL at 23 °C in water |
| Appearance: | Yellow solid |
| Hazard Symbols: |
 Xn,  T,  Xi
|
| Risk Codes: | 45-22-36/37/38-20/21/22 |
| Safety: | 53-22-26-36/37-45-36 |
| PSA: | 143.40000 |
| LogP: | 1.66900 |
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Chemistry
Product Name: Azathioprine (CAS NO.446-86-6)
Molecular Formula: C9H7N7SO2
Molecular Weight: 277.26
EINECS: 207-175-4
Melting point: 243-244°C
Storage temp.: Freezer
Water Solubility: <0.1 g/100 mL at 23 °C
Merck: 902
Index of Refraction: 1.923
Molar Refractivity: 68.88 cm3
Surface Tension: 98.3 dyne/cm
Density: 1.9 g/cm3
Flash Point: 368.5 °C
Enthalpy of Vaporization: 96.93 kJ/mol
Boiling Point: 685.7 °C at 760 mmHg
Vapour Pressure: 7.1E-18 mmHg at 25°C
Structure Descriptors of Product Name: Azathioprine (CAS NO.446-86-6):
IUPAC Name: 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine
Canonical SMILES: CN1C=NC(=C1SC2=NC=NC3=C2NC=N3)[N+](=O)[O-]
InChI: InChI=1S/C9H7N7O2S/c1-15-4-14-7(16(17)18)9(15)19-8-5-6(11-2-10-5)12-3-13-8/h2-4H,1H3,(H,10,11,12,13)
InChIKey: LMEKQMALGUDUQG-
Uses
Azathioprine (CAS NO.446-86-6) is an immunosuppressant which is commonly used in organ transplantation, autoimmune disease or Inflammatory Bowel Disease (IBD). It is also used in multiple sclerosis, autoimmune hepatitis and restrictive lung disease. It's also active as disease modifying antirheumatic drug (DMARD).
Toxicity Data With Reference
| 1. | mma-sat 300 µmol/L | EXPEAM Experientia. 40 (1984),370. | ||
| 2. | cyt-hmn-unr 1074 mg/kg/4Y | MUREAV Mutation Research. 94 (1982),501. | ||
| 3. | orl-wmn TDLo:273 mg/kg/13 W-C:CAR,BLD | BMJOAE British Medical Journal. 4 (1972),235. | ||
| 4. | orl-wmn TD:3 g/kg/3.5Y-C:CAR,KID | JAMAAP JAMA, Journal of the American Medical Association. 237 (1977),152. | ||
| 5. | orl-wmn TD:5460 mg/kg/6Y-I:CAR,BLD | AMSVAZ Acta Medica Scandinavica. 207 (1980),315. | ||
| 6. | orl-man TD:728 mg/kg/43 W-C:CAR,BLD | AJMSA9 American Journal of the Medical Sciences. 273 (1977),335. | ||
| 7. | orl-man TD:1565 mg/kg/4Y-C:CAR,BLD | AJMEAZ American Journal of Medicine. 57 (1974),885. | ||
| 8. | orl-man TD:3266 mg/kg/3Y-C:CAR,BLD | AJMEAZ American Journal of Medicine. 57 (1974),885. | ||
| 9. | orl-wmn TD:2 g/kg/3Y-C:CAR,BLD | PGMJAO Postgraduate Medical Journal. 53 (1977),173. | ||
| 10. | orl-man LDLo:395 mg/kg/56 W-I:SYS | GASTAB Gastroenterology. 90 (1986),446. | ||
| 11. |
RTECS: UO8925000
Consensus Reports
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 1 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 119.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 26 (1981),p. 47.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 26 (1981),p. 47.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Studies (ipr); No Evidence: rat CANCAR Cancer. 40 (1977),1935. ; Clear Evidence: mouse CANCAR Cancer. 40 (1977),1935. . EPA Genetic Toxicology Program.
Safety Profile
Confirmed human carcinogen producing bladder tumors and leukemia. Poison by subcutaneous, intradermal, and intraperitoneal routes. Moderately toxic by ingestion. Human systemic effects: liver changes, hypermotility, diarrhea, nausea or vomiting, increased body temperature, BP lowering, decreased urine volume or anuria, normocytic anemia, bone marrow changes. An experimental teratogen. Other experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx. An immunosuppressant.
Hazard Codes: Xi
,T
,Xn
Risk Statements: 45-22-36/37/38-20/21/22
R45:May cause cancer.
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 53-22-26-36/37-45-36
S53:Avoid exposure - obtain special instructions before use.
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36:Wear suitable protective clothing.
Hazard Note: Irritant
Specification
Azathioprine (CAS NO.446-86-6) is also named as 6-((1-Methyl-4-nitro-1h-imidazol-5-yl)thio)-1h-purin ; 6-((1-Methyl-4-nitroimidazol-5-yl)thio)-purin ; 6-(1'-Methyl-4'-nitro-5'-imidazolyl)-mercaptopurine ; 6-(1-Methyl-4-nitro-5-imidazolythio)-9H-pur-ine ; 6-(1-Methyl-4-nitroimidazol-5-ylthio)purin ; 6-(1-Methyl-p-nitro-5-imidazolyl)-thiopurine ; Azamun and so on.