KEGG   DRUG: D00252Help
Entry
D00252                      Drug                                   

Name
Carbamazepine (JP16/USP/INN);
Equetro (TN);
Tegretol (TN)
Product
  Generic
CARBAMAZEPINE (A-S Medication Solutions LLC), CARBAMAZEPINE (Actavis Elizabeth LLC), CARBAMAZEPINE (Aidarex Pharmaceuticals LLC), CARBAMAZEPINE (American Health Packaging), CARBAMAZEPINE (American Health Packaging), CARBAMAZEPINE (Apotex Corp.), CARBAMAZEPINE (Apotex Corp.), CARBAMAZEPINE (Bryant Ranch Prepack), CARBAMAZEPINE (Cardinal Health), CARBAMAZEPINE (Cardinal Health), CARBAMAZEPINE (Cardinal Health), CARBAMAZEPINE (Cardinal Health), CARBAMAZEPINE (Clinical Solutions Wholesale), CARBAMAZEPINE (Contract Pharmacy Services-PA), CARBAMAZEPINE (Golden State Medical Supply), CARBAMAZEPINE (Golden State Medical Supply), CARBAMAZEPINE (Golden State Medical Supply), CARBAMAZEPINE (Major Pharmaceuticals), CARBAMAZEPINE (McKesson Contract Packaging), CARBAMAZEPINE (McKesson Contract Packaging), CARBAMAZEPINE (Morton Grove Pharmaceuticals), CARBAMAZEPINE (Mylan Institutional), CARBAMAZEPINE (NCS HealthCare of KY), CARBAMAZEPINE (NCS HealthCare of KY), CARBAMAZEPINE (Nostrum Laboratories), CARBAMAZEPINE (Nostrum Laboratories), CARBAMAZEPINE (PD-Rx Pharmaceuticals), CARBAMAZEPINE (Physicians Total Care), CARBAMAZEPINE (Prasco Laboratories), CARBAMAZEPINE (Precision Dose), CARBAMAZEPINE (Preferred Pharmaceuticals), CARBAMAZEPINE (Preferred Pharmaceuticals), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (REMEDYREPACK), CARBAMAZEPINE (Rebel Distributors Corp), CARBAMAZEPINE (STAT RX USA LLC), CARBAMAZEPINE (Sandoz), CARBAMAZEPINE (State of Florida DOH Central Pharmacy), CARBAMAZEPINE (State of Florida DOH Central Pharmacy), CARBAMAZEPINE (TYA Pharmaceuticals), CARBAMAZEPINE (Taro Pharmaceuticals U.S.A.), CARBAMAZEPINE (Taro Pharmaceuticals U.S.A.), EPITOL (Teva Pharmaceuticals USA), CARBAMAZEPINE (Teva Pharmaceuticals USA), CARBAMAZEPINE (Teva Pharmaceuticals USA), CARBAMAZEPINE (Torrent Pharmaceuticals Limited), CARBAMAZEPINE (Unit Dose Services), CARBAMAZEPINE (Upsher-Smith Laboratories), CARBAMAZEPINE (CHEWABLE) (American Health Packaging)
Formula
C15H12N2O
Exact mass
236.095
Mol weight
236.2686
Structure
Mol fileKCF fileDB searchJmolKegDraw
Activity
Analgesic;
Anticonvulsant [DS:H00808]
Remark
Same as: 
Therapeutic category: 
ATC code: 
Drug group: 
Comment
There is a strong association between the risk of developing SJS/TEN with carbamazepine treatment and the presence of an inherited variant of the HLA-B gene, HLA-B*1502.
Target
voltage-gated sodium channel (SCN1A) blocker [HSA:6323] [KO:K04833];
voltage-gated sodium channel (SCN2A) blocker [HSA:6326] [KO:K04834];
voltage-gated sodium channel (SCN3A) blocker [HSA:6328] [KO:K04836];
voltage-gated sodium channel (SCN4A) blocker [HSA:6329] [KO:K04837];
voltage-gated sodium channel (SCN5A) blocker [HSA:6331] [KO:K04838];
voltage-gated sodium channel (SCN8A) blocker [HSA:6334] [KO:K04840];
voltage-gated sodium channel (SCN9A) blocker [HSA:6335] [KO:K04841]
Metabolism
Enzyme: CYP3A4 [HSA:1576], CYP2C8 [HSA:1558], CYP2B6 [HSA:1555]
Interaction
Genomic biomarker: HLA-B [HSA:3106], HLA-A [HSA:3105]
CYP induction: CYP3A4 [HSA:1576], CYP3A5 [HSA:1577], CYP3A7 [HSA:1551], CYP2C19 [HSA:1557]
Transporter induction: ABCB1 [HSA:5243]
Drug interaction
Structure map
Anticonvulsants
Sodium channel blocking drugs
Other map
Drug metabolism - cytochrome P450
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AF Carboxamide derivatives
     N03AF01 Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
USP drug classification [BR:br08302]
 Anticonvulsants
  Sodium Channel Agents
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
 Bipolar Agents
  Mood Stabilizers
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   113  Antiepileptics
    1139  Others
     D00252  Carbamazepine (JP16/USP/INN)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Voltage-gated cation channels
   Na+ channel, SCN alpha, NaV1.x
    voltage-gated sodium channel (SCN1A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN2A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN3A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN4A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN5A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN8A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
    voltage-gated sodium channel (SCN9A)
     Carbamazepine
      D00252  Carbamazepine (JP16/USP/INN)
Cytochrome P450 interactions [BR:br08309]
 Substrates
  CYP2B6
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP2C8
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP3A4
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
 Inhbitors
  CYP2C19
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
 Inducers
  CYP2C9
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP2C19
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP3A4
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP3A5
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP3A7
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
  CYP3A
   Carbamazepine
    D00252  Carbamazepine (JP16/USP/INN)
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00252  Carbamazepine
BRITE hierarchy
Other DBs
CAS: 
298-46-4
PubChem: 
DrugBank: 
LigandBox: 
NIKKAJI: 
LinkDB All DBs
KCF data Show

ATOM        18
            1   C8y C    25.8138  -16.0918
            2   N1y N    27.0678  -15.4768
            3   C8y C    28.3384  -16.0677
            4   C8y C    28.6645  -17.4200
            5   C8y C    25.5184  -17.4703
            6   C2x C    27.8109  -18.5337
            7   C2x C    26.4089  -18.5521
            8   C8x C    24.7745  -15.1529
            9   C8x C    23.4416  -15.5834
            10  C8x C    23.1462  -16.9619
            11  C8x C    24.1856  -17.9009
            12  C8x C    30.0176  -17.7825
            13  C8x C    31.0080  -16.7920
            14  C8x C    30.6455  -15.4389
            15  C8x C    29.2925  -15.0764
            16  C5a C    27.1234  -14.0772
            17  O5a O    25.8856  -13.3793
            18  N1a N    28.3126  -13.3740
BOND        20
            1     3   4 1
            2     1   5 1
            3     4   6 1
            4     2   3 1
            5     5   7 1
            6     1   2 1
            7     6   7 2
            8     1   8 2
            9     8   9 1
            10    9  10 2
            11   10  11 1
            12    5  11 2
            13    4  12 2
            14   12  13 1
            15   13  14 2
            16   14  15 1
            17   15   3 2
            18    2  16 1
            19   16  17 2
            20   16  18 1

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