Azathioprine

Chemical formula: C₉H₇N₇O₂S  Molecular mass: 277.263 g/mol  PubChem compound: 2265

Active ingredient description

Azathioprine is a pro-drug of 6-mercaptopurine (6-MP). 6-MP is inactive but acts as a purine antagonist and requires cellular uptake and intracellular anabolism to thioguanine nucleotides (TGNs) for immunosuppression. The TGNs and other metabolites (e.g. 6-methyl-mecaptopurine ribonucleotides) inhibit de novo purine synthesis and purine nucleotide interconversions.

Medicine classification

This medicinal substance has been classified in the anatomical therapeutic chemical (ATC) classification according to its main therapeutic use as follows:

ATC code Group title Classification
L04AX01 Azathioprine L Antineoplastic and immunomodulating agents → L04 Immunosuppressants → L04A Immunosuppressants → L04AX Other immunosuppressants
Discover more medicines within L04AX01

Product monographs

Competent medicine agencies globally have authorized commercialization of this active ingredient according to these medication package inserts (MPIs):

Title Information Source Document Type  
AZATHIOPRINE / SANDOZ Film-coated tablets Medicines & Healthcare Products Regulatory Agency (GB) MPI, EU: SmPC
IMUPRIN Film-coated tablet Υπουργείο Υγείας (CY) MPI, EU: SmPC
IMURAN Tablet Medicines & Healthcare Products Regulatory Agency (GB) MPI, EU: SmPC

Structural formula

Graphic representation of the active ingredient's molecular structure

3D molecular structure

3D representation of the active ingredient's molecular structure

External identifiers

CAS Substance: 446-86-6
DrugBank Drug: DB00993
KEGG Drug: D00238
PubChem Compound: 2265
RxNorm Ingredient: 1256
SNOMED-CT Concept: 372574004
Azathioprine (substance)
UNII Identifier: MRK240IY2L
AZATHIOPRINE

Medicines

Azathioprine is an active ingredient of these brands:

United States (US)

Australia (AU)

Austria (AT)

Brazil (BR)

Canada (CA)

Croatia (HR)

Cyprus (CY)

Ecuador (EC)

Estonia (EE)

Finland (FI)

France (FR)

Germany (DE)

Hong Kong (HK)

Ireland (IE)

Israel (IL)

Italy (IT)

Japan (JP)

Lithuania (LT)

Malta (MT)

Mexico (MX)

Netherlands (NL)

New Zealand (NZ)

Poland (PL)

Romania (RO)

Singapore (SG)

South Africa (ZA)

Spain (ES)

Tunisia (TN)

Turkey (TR)

United Kingdom (UK)

Note the following: The list of brand names is continuously updated, and thus does not include the total of products circulating worldwide.

 
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