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Azathioprine structure, CAS 446-86-6

Azathioprine

CAS Number446-86-6

SynonymsMFCD00069203; imurek; Azathioprin; Azanin; 6-[(1-Methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-1H-purine; 6-[(1-Methyl-4-nitroimidazol-5-yl)thio]purine; Imuran; Azasan; Azathiopurine; azatihoprine; imurel; 6-(1-methyl-4-nitro-imidazol-5-ylthio)purine; 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine; Azamun; 6-((1-Methyl-4-nitro-1H-imidazol-5-yl)thio)-9H-purine; Ccucol; EINECS 207-175-4; azothioprine; Azathioprine; Azatioprin; 6-(1-Methyl-4-nitroimidazol-5-yl)thiopurine

Molecular FormulaC9H7N7O2S

Molecular Weight277.26

Purity≥98%

Density1.9±0.1 g/cm3

Boiling Point685.7±55.0 °C at 760 mmHg

Melting Point243-244°C

Flash Point

Appearancepowder

EINECS207-175-4

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Cat. No.: 2A-9009278 Purity: ≥98%
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Quality Control of [ 446-86-6 ] Purity: ≥98% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number446-86-6
Catalog No.2A-9009278
Chinese Name硫唑嘌呤
SynonymsMFCD00069203; imurek; Azathioprin; Azanin; 6-[(1-Methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-1H-purine; 6-[(1-Methyl-4-nitroimidazol-5-yl)thio]purine; Imuran; Azasan; Azathiopurine; azatihoprine; imurel; 6-(1-methyl-4-nitro-imidazol-5-ylthio)purine; 6-(3-methyl-5-nitroimidazol-4-yl)sulfanyl-7H-purine; Azamun; 6-((1-Methyl-4-nitro-1H-imidazol-5-yl)thio)-9H-purine; Ccucol; EINECS 207-175-4; azothioprine; Azathioprine; Azatioprin; 6-(1-Methyl-4-nitroimidazol-5-yl)thiopurine
Molecular FormulaC9H7N7O2S
Molecular Weight277.26
Purity≥98
Density1.9±0.1 g/cm3
Boiling Point685.7±55.0 °C at 760 mmHg
Melting Point243-244°C
Appearancepowder
Water Solubility<0.1 g/100 mL at 23 ºC
Storage ConditionStore in a sealed and refrigerated store in a vent
ApplicationAzathioprine (Azasan, Imuran; BW 57-322) is an immunosuppressant.
EINECS207-175-4
HTC2933990090
PubChem ID57653853
MDL NumberMFCD00069203
SMILESCn1cnc(c1Sc2ncnc3[nH]cnc23)[N+]([O-])=O
InChI1S/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)
InChI KeyLMEKQMALGUDUQG-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352202
Hazard SymbolsTransport
MSDSmsds/9278_1_446_86_6.pdf
BioactivityAzathioprine(Azasan, Imuran; BW 57-322) is a drug that suppresses the immune system and is used in organ transplantation and autoimmune disease. Target: Azathioprine is an immunosuppressive antimetabolite pro-drug. It is an imidazolyl derivative of 6-mercaptopurine and many of its biological effects are similar to those of the parent compound. Azathioprine is converted into 6-mercaptopurine in the body where it blocks purine metabolism and DNA synthesis. Thus it most strongly affects proliferating cells, such as the T cells and B cells of the immune system. The main adverse effect of azathioprine is bone marrow suppression, which can be life-threatening, especially in people with a genetic deficiency of the enzyme thiopurine S-methyltransferase. It is also listed by the International Agency for Research on Cancer as a Group 1 carcinogen (carcinogenic to humans) [1-3]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology References [1]. Patel, A.A., R.A. Swerlick, and C.O. McCall, Azathioprine in dermatology: the past, the present, and the future. J Am Acad Dermatol, 2006. 55(3): p. 369-89. [2]. Maltzman, J.S. and G.A. Koretzky, Azathioprine: old drug, new actions. J Clin Invest, 2003. 111(8): p. 1122-4. [3]. Dubinsky, M.C., Azathioprine, 6-mercaptopurine in inflammatory bowel disease: pharmacology, efficacy, and safety. Clin Gastroenterol Hepatol, 2004. 2(9): p. 731-43. Chemical & Physical Properties Density 1.9±0.1 g/cm3 Boiling Point 685.7±55.0 °C at 760 mmHg Melting Point 243-244°C Molecular Formula C9H7N7O2S Molecular Weight 277.263 Flash Point 368.5±31.5 °C Exact Mass 277.038177 PSA 143.40000 LogP 0.67 Vapour Pressure 0.0±2.1 mmHg at 25°C Index of Refraction 1.924 InChIKey LMEKQMALGUDUQG-UHFFFAOYSA-N SMILES Cn1cnc([N+](=O)[O-])c1Sc1ncnc2nc[nH]c12 Stability Stable. Incompatible with strong oxidizing agents, strong bases. Water Solubility <0.1 g/100 mL at 23 ºC
Use ofProperties Articles130 Name azathioprine Synonym More Synonyms Azathioprine Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Inflammation/Immunology References [1]. Patel, A.A., R.A. Swerlick, and C.O. McCall, Azathioprine in dermatology: the past, the present, and the future. J Am Acad Dermatol, 2006. 55(3): p. 369-89. [2]. Maltzman, J.S. and G.A. Koretzky, Azathioprine: old drug, new actions. J Clin Invest, 2003. 111(8): p. 1122-4. [3]. Dubinsky, M.C., Azathioprine, 6-mercaptopurine in inflammatory bowel disease: pharmacology, efficacy, and safety. Clin Gastroenterol Hepatol, 2004. 2(9): p. 731-43. Chemical & Physical Properties Molecular Formula C9H7N7O2S Exact Mass 277.038177 PSA 143.40000 Index of Refraction 1.924 InChIKey LMEKQMALGUDUQG-UHFFFAOYSA-N Stability Stable. Incompatible with strong oxidizing agents, strong bases.
Tax Rebate13.0%
SupervisionNone. MFN tariff: 6.5%. Ordinary tariff: 20.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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