- Molecular NameAzathioprine
- SynonymAzathioprin; Azathioprine Sodium; Azatioprin; Azothioprine
- Weight277.268
- Drugbank_IDDB00993
- ACS_NO446-86-6
- Show 3D model
- LogP (experiment)0.1
- LogP (predicted, AB/LogP v2.0)-0.14
- pka8.2
- LogD (pH=7, predicted)-0.18
- Solubility (experiment)0.101 mg/ml
- LogS (predicted, ACD/Labs)(ph=7)-2.17
- LogSw (predicted, AB/LogsW2.0)0.33
- Sw (mg/ml) (predicted, ACD/Labs)1.81
- No.of HBond Donors1
- No.of HBond Acceptors9
- No.of Rotatable Bonds3
- TPSA146.41
- StatusFDA approved
- AdministrationN/A
- PharmacologyA drug that suppresses the immune system.
- Absorption_valueN/A
- Absorption (description)Absorbed after oral administration and distributed throughout the body.
- Caco_2N/A
- Bioavailability60.0
- Protein binding30.0
- Volume of distribution (VD)0.81 L/kg
- Blood/Plasma Partitioning ratio (D_blood)N/A
- MetabollsmBy xanthine oxidase. It is readily metabolised to mercaptopurine, which is the major active metabolite, and to 1-methyl-4-nitro-5-(S-glutathionyl)-imidazole; other metabolites include 1-methyl-4-nitroimidazole, 1-methyl-4-nitro-5-thioimidazole, and 6-thiouric acid; mercaptopurine is further metabolised to its ribonucleotide, thioinosinic acid, which is the active moiety.
- Half life3 h (azathioprine); 0.5~1.5 h (mercaptopurine)
- ExcretionAbout 50% of a dose is excreted in the urine in 24 h, mainly as thiouric acid and other metabolites, with about 10% consisting of unchanged drug; about 12% of a dose is eliminated in the faeces in 48 h.
- Urinary Excretion<2
- Clerance57 ml/min/kg
- ToxicityThe oral LD50 for single doses of azathioprine in mice and rats are 2500 mg/kg and 400 mg/kg, respectively. Very large doses of this antimetabolite may lead to marrow hypoplasia, bleeding, infection, and death.
- LD50 (rat)N/A
- LD50 (mouse)N/A