KEGG   DRUG: Azathioprine
Entry
D00238                      Drug                                   
Name
Azathioprine (JP18/USP/INN);
Azasan (TN);
Imuran (TN);
Jayempi (TN)
Product
IMURAN (Sebela Pharmaceuticals)
  Generic
AZASAN (Salix Pharmaceuticals), AZATHIOPRINE (American Health Packaging), AZATHIOPRINE (Amneal Pharmaceuticals NY LLC), AZATHIOPRINE (Amneal Pharmaceuticals NY LLC), AZATHIOPRINE (Aphena Pharma Solutions - Tennessee), AZATHIOPRINE (Ascend Laboratories), AZATHIOPRINE (AvKARE), AZATHIOPRINE (AvKARE), AZATHIOPRINE (Glenmark Pharmaceuticals), AZATHIOPRINE (Golden State Medical Supply), AZATHIOPRINE (Oceanside Pharmaceuticals), AZATHIOPRINE (PD-Rx Pharmaceuticals), AZATHIOPRINE (REMEDYREPACK), AZATHIOPRINE (Rising Pharma Holdings), AZATHIOPRINE (Zydus Lifesciences Limited), AZATHIOPRINE (Zydus Lifesciences Limited), AZATHIOPRINE (Zydus Pharmaceuticals USA), AZATHIOPRINE (Zydus Pharmaceuticals USA)
Formula
C9H7N7O2S
Exact mass
277.0382
Mol weight
277.27
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]
 Antineoplastics
  Antimetabolites
   Azathioprine
    D00238  Azathioprine (JP18/USP/INN)
 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
LinkDB
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

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KEGG   DRUG: Azathioprine sodium
Entry
D03033                      Drug                                   
Name
Azathioprine sodium (USP);
Imuran (TN)
Product
  Generic
AZATHIOPRINE SODIUM (Hikma Pharmaceuticals USA)
Formula
C9H7N7O2S. Na
Exact mass
300.0280
Mol weight
300.26
Structure
Simcomp
Class
Anti-inflammatory
 DG01985  Disease modifying anti-rheumatic drug (DMARD)
Remark
ATC code: L04AX01
Chemical structure group: DG00743
Product (DG00743): D00238<JP/US> D03033<US>
Efficacy
Immunosuppressant
Interaction
Structure map
map07046  Immunosuppressive agents
map07050  Antirheumatics - DMARDs and biological agents
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 L ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
  L04 IMMUNOSUPPRESSANTS
   L04A IMMUNOSUPPRESSANTS
    L04AX Other immunosuppressants
     L04AX01 Azathioprine
      D03033  Azathioprine sodium (USP) <US>
USP drug classification [BR:br08302]
 Antineoplastics
  Antimetabolites
   Azathioprine
    D03033  Azathioprine sodium (USP)
 Immunological Agents
  Immunosuppressants
   Antimetabolites, Purine
    Azathioprine
     D03033  Azathioprine sodium (USP)
Drug groups [BR:br08330]
 Anti-inflammatory
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   DG00743  Azathioprine
    D03033  Azathioprine sodium
Drug classes [BR:br08332]
 Antirheumatic agent
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   D03033  Azathioprine sodium
Drug groups [BR:br08330]
 Anti-inflammatory
  DG01985  Disease modifying anti-rheumatic drug (DMARD)
   DG00743  Azathioprine
Other DBs
CAS: 55774-33-9
PubChem: 17397188
LigandBox: D03033
LinkDB
KCF data

ATOM        20
            1   Z   Na   22.1200  -19.1100
            2   C8y C    18.8426  -17.5830
            3   C8y C    17.6519  -18.2834
            4   S2a S    18.8426  -16.1822
            5   N5x N    20.0333  -18.2834
            6   C8y C    17.6519  -19.6842
            7   N4x N    16.3211  -17.7931
            8   C8y C    17.6519  -15.4818
            9   C8x C    20.0333  -19.6842
            10  N5x N    16.3211  -20.1044
            11  N5x N    18.8426  -20.3846
            12  C8x C    15.4807  -18.9838
            13  C8y C    17.6519  -14.0810
            14  O3a O    20.1033  -14.0810 #-
            15  N2b N    18.8426  -13.3806 #+
            16  N5x N    16.3211  -13.6608
            17  C8x C    15.4807  -14.7814
            18  N4y N    16.3211  -15.9021
            19  O3a O    18.8426  -11.9798
            20  C1a C    15.1080  -16.6025
BOND        21
            1     2   3 1
            2     2   4 1
            3     2   5 2
            4     3   6 2
            5     3   7 1
            6     4   8 1
            7     5   9 1
            8     6  10 1
            9     6  11 1
            10    7  12 1
            11    9  11 2
            12   10  12 2
            13    8  13 2
            14   14  15 1
            15   13  15 1
            16   13  16 1
            17   16  17 2
            18   17  18 1
            19    8  18 1
            20   15  19 2
            21   18  20 1

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