Azathioprine


Entry
D00238                      Drug                                   
Name
Azathioprine (JP18/USP/INN);
Azasan (TN);
Imuran (TN);
Jayempi (TN)
Product
IMURAN (Sebela Pharmaceuticals)
  Generic
AZATHIOPRINE (American Health Packaging), AZATHIOPRINE (Amneal Pharmaceuticals NY LLC), AZATHIOPRINE (Aphena Pharma Solutions - Tennessee), AZATHIOPRINE (Aphena Pharma Solutions - Tennessee), AZATHIOPRINE (Ascend Laboratories), AZATHIOPRINE (AvKARE), AZATHIOPRINE (Glenmark Pharmaceuticals), AZATHIOPRINE (Golden State Medical Supply), AZATHIOPRINE (PD-Rx Pharmaceuticals), AZASAN (Salix Pharmaceuticals), AZATHIOPRINE (Zydus Lifesciences Limited), AZATHIOPRINE (Zydus Lifesciences Limited), AZATHIOPRINE (Zydus Pharmaceuticals (USA)), AZATHIOPRINE (Zydus Pharmaceuticals (USA))
Formula
C9H7N7O2S
Exact mass
277.0382
Mol weight
277.2626
Structure
Simcomp
Class
Anti-inflammatory
 DG01985  Disease modifying anti-rheumatic drug (DMARD)
Remark
Same as: C06837
Therapeutic category: 3999
ATC code: L04AX01
Chemical structure group: DG00743
Product (DG00743): D00238<JP/US> D03033<US>
Efficacy
Immunosuppressant, Nucleic acid biosynthesis inhibitor
  Disease
Prevention of rejection in renal homotransplantation [DS:H00083]
Rheumatoid arthritis [DS:H00630]
Comment
Azathioprine is metabolized to 6-mercaptopurine (6-MP) [DR:D04931]
Interaction
Structure map
map07046  Immunosuppressive agents
map07050  Antirheumatics - DMARDs and biological agents
Other map
map00983  Drug metabolism - other enzymes
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AX Other immunosuppressants
     L04AX01 Azathioprine
      D00238  Azathioprine (JP18/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Immunological Agents
  Immunosuppressants
   Antimetabolites, Purine
    Azathioprine
     D00238  Azathioprine (JP18/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 3  Agents affecting metabolism
  39  Other agents affecting metabolism
   399  Miscellaneous
    3999  Others
     D00238  Azathioprine (JP18/USP/INN)
Drug groups [BR:br08330]
 Anti-inflammatory
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   DG00743  Azathioprine
    D00238  Azathioprine
Drug classes [BR:br08332]
 Antirheumatic agent
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   D00238  Azathioprine
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00238  Azathioprine
  D00238  Azathioprine tablets
New drug approvals in Europe [br08329.html]
 European public assessment reports (EPAR) authorised medicine
  D00238
Pharmacogenomic biomarkers [br08341.html]
 Polymorphisms and mutations affecting drug response
  D00238
Drug groups [BR:br08330]
 Anti-inflammatory
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   DG00743  Azathioprine
Other DBs
CAS: 446-86-6
PubChem: 7847305
ChEBI: 2948
LigandBox: D00238
NIKKAJI: J2.047H
KCF data

ATOM        19
            1   C8y C    22.2600  -23.0300
            2   C8y C    21.0700  -23.7300
            3   S2a S    22.2600  -21.6300
            4   N5x N    23.4500  -23.7300
            5   C8y C    21.0700  -25.1300
            6   N4x N    19.7400  -23.2400
            7   C8y C    21.0700  -20.9300
            8   C8x C    23.4500  -25.1300
            9   N5x N    19.7400  -25.5500
            10  N5x N    22.2600  -25.8300
            11  C8x C    18.9000  -24.4300
            12  C8y C    21.0700  -19.5300
            13  O3a O    23.5200  -19.5300 #-
            14  N2b N    22.2600  -18.8300 #+
            15  N5x N    19.7400  -19.1100
            16  C8x C    18.9000  -20.2300
            17  N4y N    19.7400  -21.3500
            18  O3a O    22.2600  -17.4300
            19  C1a C    18.5276  -22.0500
BOND        21
            1     1   2 1
            2     1   3 1
            3     1   4 2
            4     2   5 2
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     5   9 1
            9     5  10 1
            10    6  11 1
            11    8  10 2
            12    9  11 2
            13    7  12 2
            14   13  14 1
            15   12  14 1
            16   12  15 1
            17   15  16 2
            18   16  17 1
            19    7  17 1
            20   14  18 2
            21   17  19 1