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CAS 446-86-6

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Azathioprine

Description:
Azathioprine is an immunosuppressive medication primarily used to prevent organ rejection in transplant patients and to treat autoimmune diseases such as rheumatoid arthritis and Crohn's disease. Its chemical formula is C7H10N4OS, and it features a thiazole ring, which is integral to its mechanism of action. Azathioprine is a prodrug that is metabolized into 6-mercaptopurine, which interferes with nucleic acid synthesis, thereby inhibiting the proliferation of lymphocytes. This action helps to suppress the immune response. The substance is typically administered orally and is known for its potential side effects, including bone marrow suppression, gastrointestinal disturbances, and increased susceptibility to infections. Due to its immunosuppressive properties, careful monitoring of blood counts is essential during treatment. Azathioprine is classified as a hazardous substance, and appropriate precautions should be taken when handling it in a laboratory or clinical setting. Its use requires a thorough understanding of the patient's medical history and potential drug interactions.
Formula:C9H7N7O2S
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)
InChI key:InChIKey=LMEKQMALGUDUQG-UHFFFAOYSA-N
SMILES:S(C1=C2C(N=CN2)=NC=N1)C3=C(N(=O)=O)N=CN3C
Synonyms:
  • 1H-Purine, 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-
  • 6-((1-Methyl-4-Nitroimidazol-5-Yl)Thio)Purine
  • 6-(1-Methyl-4-Nitroimidazol-5-Ylthio)Purine
  • 6-(1-Methyl-4-nitroimidazol-5-yl)thiopurine
  • 6-(1-Methyl-4-nitromidazol-5-ylthio)purine
  • 6-(Methyl-P-Nitro-5-Imidazolyl)-Thiopurine
  • 6-[(1-Methyl-4-Nitro-1H-Imidazol-5-Yl)Thio]-1H-Purine
  • 6-[(1-Methyl-4-nitro-1H-imidazol-5-yl)thio]-9H-purine
  • 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-5H-purine
  • 6-[(1-methyl-4-nitro-1H-imidazol-5-yl)sulfanyl]-7H-purine
  • See more synonyms
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