An immunosuppressive purine analog
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Azathioprine

Item No. 13987

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-[(1-methyl-4-nitro-1H-imidazol-5-yl)thio]-9H-purine
CAS Number
446-86-6
Synonyms
  • Azamune
  • Azoran
  • BW 57-322
  • Imuran
  • NSC 39084
Molecular Formula
C9H7N7O2S
Formula Weight
277.3
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 12.5 mg/ml
λmax
207, 276 nm
SMILES
CN1C(SC2=NC=NC3=C2NC=N3)=C([N+]([O-])=O)N=C1
InChi Code
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
LMEKQMALGUDUQG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $46

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    1 g

    $86

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    Cayman Chemical
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    Product Description

    Azathioprine is a purine analog with immunosuppressive effects.1 It serves as a prodrug for 6-mercaptopurine, which alters purine processing and DNA synthesis, interfering with the proliferation of lymphocytes and other myeloid cells.1,2 Its immunomodulating actions are used to benefit inflammatory bowel disease, as well as a wide range of additional diseases with immunological or autoimmunological components, including rheumatoid arthritis and lupus nephritis.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nielsen, O.H., Vainer, B., and Rask-Madsen, J. Review article: The treatment of inflammatory bowel disease with 6-mercaptopurine or azathioprine. Aliment. Pharmacol. Ther. 15, 1699-1708 (2001).

    2. Clunie, G.P.R., and Lennard, L. Relevance of thiopurine methyltransferase status in rheumatology patients receiving azathioprine. Rheumatology 43(1), 13-18 (2004).

    3. Appel, G.B. New and future therapies for lupus nephritis. Cleve. Clin. J. Med. 79(2), 134-140 (2012).