Topiramate


Entry
D00537                      Drug                                   
Name
Topiramate (JAN/USP/INN);
Topamax (TN);
Trokendi xr (TN)
Product
EPRONTIA (Azurity Pharmaceuticals), TOPAMAX (Janssen Pharmaceuticals), TOPAMAX (REMEDYREPACK), TROKENDI XR (Supernus Pharmaceuticals), QUDEXY (Upsher-Smith Laboratories)
  Generic
TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (A-S Medication Solutions), TOPIRAMATE (Advanced Rx Pharmacy of Tennessee), TOPIRAMATE (American Health Packaging), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), TOPIRAMATE (Aphena Pharma Solutions - Tennessee), TOPIRAMATE (Ascent Pharmaceuticals), TOPIRAMATE (Aurobindo Pharma Limited), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Bryant Ranch Prepack), TOPIRAMATE (Cadila Healthcare Limited), TOPIRAMATE (Cadila Healthcare Limited), TOPIRAMATE (Cadila Healthcare Limited), TOPIRAMATE (Camber Pharmaceuticals), TOPIRAMATE (Cardinal Health), TOPIRAMATE (Cipla USA), TOPIRAMATE (Cipla USA), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DIRECT RX), TOPIRAMATE (DOH CENTRAL PHARMACY), TOPIRAMATE (DOH CENTRAL PHARMACY), TOPIRAMATE (Denton Pharma), TOPIRAMATE (Denton Pharma), TOPIRAMATE (Denton Pharma), TOPIRAMATE (Denton Pharma), TOPIRAMATE (Denton Pharma), TOPIRAMATE (DirectRX), TOPIRAMATE (Direct_Rx), TOPIRAMATE (Direct_Rx), TOPIRAMATE (Direct_Rx), TOPIRAMATE (Direct_Rx), TOPIRAMATE (Direct_Rx), TOPIRAMATE (EXELAN PHARMACEUTICALS), TOPIRAMATE (Glenmark Pharmaceuticals), TOPIRAMATE (Glenmark Pharmaceuticals), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Lake Erie Medical DBA Quality Care Products LLC), TOPIRAMATE (Major Pharmaceuticals), TOPIRAMATE (NCS HealthCare of KY), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (Northwind Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (NuCare Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (PD-Rx Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Preferred Pharmaceuticals), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Proficient Rx LP), TOPIRAMATE (Quality Care Products LLC), TOPIRAMATE (Quality Care Products), TOPIRAMATE (Quality Care Products), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (REMEDYREPACK), TOPIRAMATE (Rising Pharma Holdings), TOPIRAMATE (St. Mary's Medical Park Pharmacy), TOPIRAMATE (St. Mary's Medical Park Pharmacy), TOPIRAMATE (St. Mary's Medical Park Pharmacy), TOPIRAMATE (St. Mary's Medical Park Pharmacy), TOPIRAMATE (Sun Pharmaceutical Industries), TOPIRAMATE (Sun Pharmaceutical Industries), TOPIRAMATE (Teva Pharmaceuticals USA), TOPIRAMATE (Torrent Pharmaceuticals Limited), TOPIRAMATE (Unichem Pharmaceuticals (USA)), TOPIRAMATE (Upsher-Smith Laboratories), TOPIRAMATE (Zydus Pharmaceuticals (USA)), TOPIRAMATE (Zydus Pharmaceuticals (USA)), TOPIRAMATE (Zydus Pharmaceuticals (USA)), TOPIRAMATE (medsource pharmaceuticals)
Formula
C12H21NO8S
Exact mass
339.0988
Mol weight
339.362
Structure
Simcomp
Class
Cardiovascular agent
 DG01575  Calcium channel blocker
  DG01496  Calcium channel L type blocker
Neuropsychiatric agent
 DG03199  Antiepileptic agent
  DG01569  AMPA receptor antagonist
Metabolizing enzyme substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Remark
Same as: C07502
Therapeutic category: 1139
ATC code: N03AX11
Product: D00537<JP/US>
Product (mixture): D11710<US>
Efficacy
Anticonvulsant, Antiepileptic, Antimigraine, AMPA receptor antagonist
  Disease
Lennox-Gastaut syndrome [DS:H01813]
Target
GRIA [HSA:2890 2891 2892 2893] [KO:K05197 K05198 K05199 K05200]
GRIK [HSA:2897 2898 2899 2900 2901] [KO:K05201 K05202 K05203 K05204 K05205]
CACNA1-L [HSA:775 776 778 779] [KO:K04850 K04851 K04853 K04857]
SCN1A [HSA:6323] [KO:K04833]
SCN2A [HSA:6326] [KO:K04834]
SCN3A [HSA:6328] [KO:K04836]
SCN4A [HSA:6329] [KO:K04837]
SCN5A [HSA:6331] [KO:K04838]
SCN8A [HSA:6334] [KO:K04840]
SCN9A [HSA:6335] [KO:K04841]
SCN10A [HSA:6336] [KO:K04842]
SCN11A [HSA:11280] [KO:K04843]
GABR [HSA:2554 2555 2556 2557 2558 2559 2560 2561 2562 2563 2564 2565 2566 2567 2568 55879] [KO:K05175 K05181 K05184 K05185 K05186 K05189 K05192]
CA2 [HSA:760] [KO:K18245]
CA4 [HSA:762] [KO:K18246]
  Pathway
hsa04020  Calcium signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04724  Glutamatergic synapse
hsa04727  GABAergic synapse
Metabolism
Enzyme: CYP3A4 [HSA:1576]
Interaction
Structure map
map07033  Anticonvulsants
map07231  Sodium channel blocking drugs
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N03 ANTIEPILEPTICS
   N03A ANTIEPILEPTICS
    N03AX Other antiepileptics
     N03AX11 Topiramate
      D00537  Topiramate (JAN/USP/INN) <JP/US>
USP drug classification [BR:br08302]
 Anticonvulsants
  Anticonvulsants, Other
   Topiramate
    D00537  Topiramate (JAN/USP/INN)
 Antimigraine Agents
  Antimigraine Agents, Other
   Topiramate
    D00537  Topiramate (JAN/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
     D00537  Topiramate (JAN/USP/INN)
Drug groups [BR:br08330]
 Cardiovascular agent
  DG01575  Calcium channel blocker
   DG01496  Calcium channel L type blocker
    D00537  Topiramate
 Neuropsychiatric agent
  DG03199  Antiepileptic agent
   DG01569  AMPA receptor antagonist
    D00537  Topiramate
 Metabolizing enzyme substrate
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    D00537  Topiramate
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   GABA (ionotropic)
    GABR
     D00537  Topiramate (JAN/USP/INN) <JP/US>
   Glutamate (ionotropic), non-NMDA
    GRIA
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    GRIK
     D00537  Topiramate (JAN/USP/INN) <JP/US>
  Voltage-gated ion channels
   Sodium channels
    SCN1A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN2A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN3A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN4A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN5A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN8A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN9A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN10A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    SCN11A
     D00537  Topiramate (JAN/USP/INN) <JP/US>
   Calcium channels
    CACNA1-L
     D00537  Topiramate (JAN/USP/INN) <JP/US>
 Enzymes
  Lyases (EC4)
   Aldehyde-lyases
    CA2
     D00537  Topiramate (JAN/USP/INN) <JP/US>
    CA4
     D00537  Topiramate (JAN/USP/INN) <JP/US>
New drug approvals in Japan [br08318.html]
 Drugs with new active ingredients
  D00537
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00537
Other DBs
CAS: 97240-79-4
PubChem: 7847603
ChEBI: 63631
PDB-CCD: TOR[PDBj]
LigandBox: D00537
NIKKAJI: J345.989F
KCF data

ATOM        22
            1   C1z C    25.3046  -17.3949
            2   C1y C    24.0984  -18.0942
            3   O2x O    26.3475  -18.3213
            4   O2x O    25.3046  -15.9906
            5   C1y C    22.8865  -17.3949
            6   O2x O    24.3957  -19.4576
            7   C1z C    25.9282  -19.6733
            8   C1x C    24.0925  -15.2856
            9   C1y C    22.8806  -15.9906
            10  O2x O    21.5521  -17.8260
            11  O2x O    21.5462  -15.5595
            12  C1z C    20.7247  -16.6957
            13  C1a C    19.7225  -15.6876
            14  C1a C    19.7225  -17.6803
            15  C1b C    26.6914  -17.3949
            16  O2a O    27.3906  -16.1829
            17  S4a S    28.7831  -16.1829
            18  O3c O    28.7774  -17.5813
            19  C1a C    25.5659  -21.0256
            20  C1a C    27.3282  -19.6733
            21  O3c O    30.1831  -16.1829
            22  N1a N    28.7831  -14.7829
BOND        24
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 1
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     5   9 1
            9     5  10 1
            10    9  11 1
            11   10  12 1
            12   12  13 1
            13   12  14 1
            14    6   7 1
            15    8   9 1
            16   11  12 1
            17   15  16 1
            18   16  17 1
            19   17  18 2
            20    1  15 1 #Down
            21    7  19 1
            22    7  20 1
            23   17  21 2
            24   17  22 1