OralDosed ingredientTherapeutic flag Cosmetic cross-reference

Topiramate

CAS 97240-79-4

Topiramate (CAS 97240-79-4) is a Phase 4 pharmaceutical compound with 28 bioactivity targets and 7,885 adverse event associations.

SOURCE NLM DailyMed
Label records
0
SOURCE EMBL-EBI ChEMBL
Bioactivity
44
SOURCE DrugCentral
Adverse signals
7,885
SOURCE IUPHAR/BPS
PubMed IDs
9
SOURCE EMBL-EBI ChEMBL B25820EEF0F0

Compound Identity

Matched identifiers and naming fields for the pharmaceutical compound record.

Primary Name
Topiramate
CAS Number
97240-79-4
UNII
0H73WJJ391
InChIKey
KJADKKWYZYXHBB-XBWDGYHZSA-N
ChEMBL ID
CHEMBL220492
Molecule Type
Small molecule
Source Match
EMBL-EBI ChEMBL (INCHIKEY)
Synonyms and normalized names
Topamax
dosed ingredientnatural productoraltherapeutic flag
SOURCE EMBL-EBI ChEMBL B25820EEF0F0

Clinical Development Phase

Highest clinical development phase rendered from the matched compound identifier rows.

Phase 4 (Approved)
Approved or marketed human pharmaceutical use is represented in the source phase field.
ChEMBL CHEMBL220492 | Small molecule
SOURCE Ingredients table / CosIng profile same-CAS cross-reference

Cross-Reference to Cosmetics

Same-CAS ingredient record found in the cosmetics vertical.

SOURCE EMBL-EBI ChEMBL 44 bioactivity rows

Bioactivity & Target Interactions

Target-level activity records with assay counts, activity type, and measured value where present.

TargetActivity ValueAssaysOrganism
- Ki 3808.1211869436206 nM 335 -
- AC50 20711.5168 nM 125 -
- IC50 16773.624705882354 nM 16 -
- Kd 154.8 nM 4 -
- Potency 2.8 nM 1 -
Sodium channel protein type 5 subunit alpha
Ion channel
BLOCKER - - Homo sapiens
Sodium channel protein type 1 subunit alpha
Ion channel
BLOCKER - - Homo sapiens
Nuclear receptor subfamily 1 group I member 2
Nuclear hormone receptor
- - - Homo sapiens
Carbonic anhydrase 2
Enzyme
Ki 8.3 - Homo sapiens
Carbonic anhydrase 1
Enzyme
Ki 6.6 - Homo sapiens
Carbonic anhydrase 4
Enzyme
Ki 5.31 - Homo sapiens
Carbonic anhydrase 9
Enzyme
Ki 7.24 - Homo sapiens
Carbonic anhydrase 12
Enzyme
Ki 8.42 - Homo sapiens
Carbonic anhydrase 5A, mitochondrial
Enzyme
Kd 7.6 - Homo sapiens
Carbonic anhydrase 5B, mitochondrial
Enzyme
Ki 7.52 - Homo sapiens
Carbonic anhydrase 7
Enzyme
Ki 9.06 - Homo sapiens
Carbonic anhydrase
Enzyme
Ki 6.76 - Helicobacter pylori (strain ATCC 700392 / 26695)
Carbonic anhydrase 6
Enzyme
Ki 7.35 - Homo sapiens
Carbonic anhydrase 14
Enzyme
Ki 5.84 - Homo sapiens
Carbonic anhydrase 13
Enzyme
Ki 7.33 - Mus musculus
Carbonic anhydrase 4
Enzyme
Ki 7.27 - Bos taurus
Sodium channel protein type 2 subunit alpha
Ion channel
IC50 4.01 - Rattus norvegicus
Carbonic anhydrase 2
Enzyme
IC50 5.85 - Rattus norvegicus
Carbonic anhydrase
Enzyme
Ki 6.92 - Methanosarcina thermophila
Carbonic anhydrase
Enzyme
Ki 4.63 - Methanothermobacter thermautotrophicus (strain ATCC 29096 / DSM 1053 / JCM 10044 / NBRC 100330 / Delta H)
Carbonic anhydrase 13
Enzyme
Ki 7.33 - Homo sapiens
Carbonic anhydrase 15
Enzyme
Ki 7.11 - Mus musculus
Carbonic anhydrase
Enzyme
Ki 6.96 - Saccharomyces cerevisiae (strain ATCC 204508 / S288c)
Carbonic anhydrase
Enzyme
Ki 8 - Candida albicans (strain SC5314 / ATCC MYA-2876)
Probable transmembrane carbonic anhydrase (Carbonate dehydratase) (Carbonic dehydratase); Transmembrane carbonic anhydrase
Enzyme
Ki 5.52 - Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Carbonic anhydrase
Enzyme
Ki 6.96 - Candida glabrata (strain ATCC 2001 / CBS 138 / JCM 3761 / NBRC 0622 / NRRL Y-65)
Alpha carbonic anhydrase
Enzyme
Ki 7.54 - Stylophora pistillata
Carbonic anhydrase
Enzyme
Ki 6.44 - Stylophora pistillata
Carbonic anhydrase 2
Enzyme
Ki 6.43 - Cryptococcus neoformans var. grubii
Astrosclerin-3
Enzyme
Ki 7.42 - Astrosclera willeyana
Beta-carbonic anhydrase 1
Enzyme
Ki 6.21 - Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
Delta carbonic anhydrase
Unclassified
Ki 6.41 - Thalassiosira weissflogii
Carbonic anhydrase 2
Enzyme
Ki 6.32 - Mycobacterium tuberculosis (strain ATCC 25618 / H37Rv)
GABA-A receptor alpha-1/beta-2/gamma-2
Ion channel
POSITIVE MODULATOR - - Homo sapiens
Carbonic anhydrase V
Enzyme
Ki 7.6 - Homo sapiens
Glutamate receptor ionotropic kainate
Ion channel
ANTAGONIST - - Homo sapiens
Glutamate receptor ionotropic AMPA
Ion channel
ANTAGONIST - - Homo sapiens
Carbonic anhydrase, alpha family
Unclassified
Ki 6.11 - Hydrogenovibrio crunogenus (strain XCL-2)
Carbonate dehydratase
Enzyme
Ki 8.18 - Sulfurihydrogenibium sp. (strain YO3AOP1)
SOURCE DrugCentral 80 associations

Adverse Event Associations

DrugCentral / FAERS disproportionality signal rows matched to this compound.

Reaction PTDrug AE LLRMedDRA
Seizure 2436 2469.945 10039906
Angle closure glaucoma 463 1607.877 10002500
Migraine 1025 882.747 10027599
Multiple-drug resistance 340 692.505 10048723
Myopia 228 668.155 10028651
Status epilepticus 458 657.464 10041962
Product substitution issue 441 630.261 10069326
Choroidal effusion 152 593.833 10063970
Nephrolithiasis 626 544.912 10029148
Epilepsy 513 533.439 10015037
Drug ineffective for unapproved indication 565 528.13 10051118
Drug ineffective 4215 520.829 10013709
Completed suicide 1147 500.632 10010144
Somnolence 1288 481.522 10041349
Intentional self-injury 396 401.951 10022524
Generalised tonic-clonic seizure 440 397.103 10018100
Suicidal ideation 629 389.431 10042458
Aggression 479 377.796 10001488
Renal tubular acidosis 165 372.118 10038535
Foetal exposure during pregnancy 659 367.377 10071404
Sedation 470 360.11 10039897
Visual perseveration 64 337.171 10073653
Memory impairment 715 328.066 10027175
Paraesthesia 914 317.764 10033775
Hyperammonaemic encephalopathy 152 309.011 10067327
Cognitive disorder 516 305.987 10057668
Hyperammonaemia 210 305.39 10020575
Intentional overdose 622 302.802 10022523
Heat stroke 112 294.226 10019345
Joint swelling 142 286.979 10023232
Depression 1059 285.858 10012378
Febrile neutropenia 44 279.145 10016288
Anaemia 261 277.324 10002034
Pemphigus 13 274.017 10034280
Metabolic acidosis 494 271.145 10027417
Petit mal epilepsy 157 268.105 10034759
Abortion spontaneous 345 259.335 10000234
Disturbance in attention 401 253.669 10013496
Synovitis 30 239.736 10042868
Irritability 361 232.668 10022998
Toxicity to various agents 1378 224.163 10070863
Hand deformity 17 221.301 10061194
Flat anterior chamber of eye 53 219.622 10016760
Exposure during pregnancy 703 217.44 10073513
Infusion related reaction 130 217.428 10051792
Product use in unapproved indication 1059 216.229 10076476
Acute kidney injury 364 215.98 10069339
Headache 2125 203.315 10019211
Acidosis hyperchloraemic 70 201.491 10000489
Glossodynia 38 201.316 10018388

Association rows are source-linked signal records, not incidence rates or clinical causality claims.

SOURCE IUPHAR/BPS 4 interactions

IUPHAR Ligand-Target Data

Curated ligand-target interaction rows with action, affinity, and literature identifiers.

TargetAction AffinityPubMed
carbonic anhydrase 1
CA1
Inhibition 6.599999904632568 pKi 15686894
carbonic anhydrase 12
CA12
Inhibition 8.420000076293945 pKi 15686894
carbonic anhydrase 4
CA4
Inhibition 7.369999885559082 pKi 16039848
carbonic anhydrase 7
CA7
Inhibition 9.050000190734863 pKi 23965175
SOURCE PharmGKB 19 phenotype rows

Pharmacogenomics

Drug-gene phenotype annotations and evidence levels from PharmGKB-mapped rows.

SCN2A (PA35004) rs2304016
Allele A is associated with drug resistance when treated with carbamazepine, lamotrigine, oxcarbazepine, phenytoin or topiramate in people with Epilepsy as compared to allele G.
Evidence: -; PMID 18784617
GRIK1 (PA28973) rs2832407
Genotypes AA + AC is associated with decreased response to topiramate in people with Alcohol-Related Disorders as compared to genotype CC.
Evidence: -; PMID 19331489
GRIK1 (PA28973) rs2832407
Genotypes AA + AC is associated with increased concentrations of topiramate in people with Alcohol-Related Disorders as compared to genotype CC.
Evidence: -; PMID 19331489
CA12 (PA25987) rs2306719
Genotype TT is associated with decreased serum bicarbonate levels when treated with topiramate and zonisamide as compared to genotype CT.
Evidence: -; PMID 21278619
CA12 (PA25987) rs4984241
Genotype AA is associated with decreased serum bicarbonate levels when treated with topiramate and zonisamide as compared to genotype GG.
Evidence: -; PMID 21278619
GABRA1 (PA28489) rs6892782
Genotype CC is not associated with response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype TT.
Evidence: -; PMID 24236484
GABRA1 (PA28489) rs1157122
Genotype CC is not associated with response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype TT.
Evidence: -; PMID 24236484
GABRA1 (PA28489) rs10068980
Genotype AA is not associated with response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype GG.
Evidence: -; PMID 24236484
GABRA3 (PA28491) rs1112122
Genotype GG is not associated with response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype TT.
Evidence: -; PMID 24236484
GABRA3 (PA28491) rs4828696
Genotype TT is not associated with increased response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype CC.
Evidence: -; PMID 24236484
INSR (PA202) rs2396185
Allele C is associated with increased response to topiramate as compared to genotype AA.
Evidence: -; PMID 26524290
GABRA1 (PA28489) rs6883877
Genotype CT is not associated with increased response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype CC.
Evidence: -; PMID 24236484
- rs511310
Genotype GG is not associated with decreased response to carbamazepine, gabapentin, lamotrigine, oxcarbazepine, phenytoin, topiramate or valproic acid in people with Epilepsy as compared to genotype AA.
Evidence: -; PMID 24236484
INSR rs2396185
-
Evidence: 3; PMID 1
SCN2A rs2304016
Epilepsy
Evidence: 3; PMID 1
CA12 rs4984241
-
Evidence: 3; PMID 1
CA12 rs2306719
-
Evidence: 3; PMID 1
GRIK1 rs2832407
Alcohol-Related Disorders
Evidence: 3; PMID 1
ABCB1 rs1045642
Migraine with Aura;Migraine without Aura
Evidence: 3; PMID 1
SOURCE NLM RxNorm 4 name rows

Drug Names / RxNorm

Normalized drug-name vocabulary rows, RxCUIs, and source abbreviations.

NameRxCUI TypeSource
TOPIRAMATE 38404 SU MTHSPL
Topiramate 38404 SU MTHSPL
topiramate 38404 IN RXNORM
Topamax 220343 BN RXNORM
SOURCE SIDER 80 side-effect rows

Side Effects

SIDER side-effect terms mapped to the drug or same-CAS compound identity.

Side EffectDrug Name MedDRA TypeConcept ID
Abdominal discomfort topiramate LLT C0232487
Abdominal discomfort topiramate PT C0232487
Abdominal discomfort topiramate PT C0232487
Abdominal distension topiramate LLT C0000731
Abdominal distension topiramate PT C0000731
Abdominal distension topiramate PT C0000731
Abdominal pain topiramate LLT C0000737
Abdominal pain topiramate PT C0000737
Abdominal pain lower topiramate LLT C0232495
Abdominal pain lower topiramate PT C0232495
Abdominal pain upper topiramate LLT C0232492
Abdominal pain upper topiramate PT C0232492
Abdominal tenderness topiramate LLT C0232498
Abdominal tenderness topiramate PT C0232498
Abnormal behaviour topiramate LLT C0233514
Abnormal behaviour topiramate PT C0233514
Abnormal sensation in eye topiramate LLT C0497201
Abnormal sensation in eye topiramate PT C0497201
Abnormal vision topiramate LLT C3665386
Accommodation disorder topiramate LLT C0152198
Accommodation disorder topiramate PT C0152198
Acidosis topiramate LLT C0001122
Acidosis topiramate PT C0001122
Acidosis hyperchloraemic topiramate LLT C0085569
Acidosis hyperchloraemic topiramate PT C0085569
Acne topiramate LLT C0702166
Acne topiramate PT C0702166
Action tremor topiramate LLT C0234376
Action tremor topiramate PT C0234376
Administration site reaction topiramate LLT C0851536
Administration site reaction topiramate PT C0851536
Affect lability topiramate PT C0233472
Affect lability topiramate LLT C0233472
Affect lability topiramate PT C0233472
Ageusia topiramate LLT C2364111
Ageusia topiramate PT C2364111
Aggression topiramate LLT C0001807
Aggression topiramate PT C0001807
Aggression topiramate PT C0001807
Aggressive reaction topiramate LLT C1457883
Agitation topiramate LLT C0085631
Agitation topiramate PT C0085631
Agitation topiramate PT C0085631
Agranulocytosis topiramate LLT C0001824
Agranulocytosis topiramate PT C0001824
Akinesia topiramate LLT C0085623
Akinesia topiramate PT C0085623
Alanine aminotransferase increased topiramate LLT C0151905
Alanine aminotransferase increased topiramate PT C0151905
Albuminuria topiramate LLT C0001925
Albuminuria topiramate PT C0001925
Alcohol intolerance topiramate LLT C0151474
Alcohol intolerance topiramate PT C0151474
Alkaline phosphatase serum increased topiramate LLT C0750857
Allergic oedema topiramate LLT C0847033
Allergic oedema topiramate PT C0847033
Alopecia topiramate LLT C0002170
Alopecia topiramate PT C0002170
Altered state of consciousness topiramate PT C0150450
Altered visual depth perception topiramate LLT C1096444
Altered visual depth perception topiramate PT C1096444
Amblyopia topiramate LLT C0002418
Amblyopia topiramate PT C0002418
Amenorrhoea topiramate LLT C0002453
Amenorrhoea topiramate PT C0002453
Amnesia topiramate LLT C0002622
Amnesia topiramate PT C0002622
Anaemia topiramate LLT C0002871
Anaemia topiramate PT C0002871
Anger topiramate LLT C0002957
Anger topiramate PT C0002957
Angina pectoris topiramate LLT C0002962
Angina pectoris topiramate PT C0002962
Angiopathy topiramate LLT C0042373
Angiopathy topiramate PT C0042373
Angle closure glaucoma topiramate LLT C0017605
Angle closure glaucoma topiramate PT C0017605
Anhidrosis topiramate LLT C0003028
Anhidrosis topiramate PT C0003028
Anorexia topiramate LLT C0003123
SOURCE Rendered pharma page rows FAQPage JSON-LD

Frequently Asked Questions

Short answers generated only from the same visible source-linked rows on this page.

What is Topiramate used for in pharmaceutical contexts?

Topiramate (CAS 97240-79-4) is rendered as a pharmaceutical compound from the matched source rows; no DailyMed product-name rows are present in this page query.

What are the known adverse events for Topiramate?

Topiramate has 7,885 DrugCentral/FAERS adverse event associations. Rendered reaction terms include Seizure, Angle closure glaucoma, Migraine, Multiple-drug resistance, Myopia. Signal rows are source-linked records and should not be read as incidence rates or causality conclusions.

Is Topiramate also used in cosmetics?

Yes. The ingredients table has a same-CAS cosmetic profile for Topiramate with EU status "permitted".

What clinical phase is Topiramate in?

Topiramate is rendered with ChEMBL max phase 4 (approved).

What bioactivity targets are documented for Topiramate?

Topiramate has 44 bioactivity rows in this page query. Rendered target entries include Sodium channel protein type 5 subunit alpha, Sodium channel protein type 1 subunit alpha, Nuclear receptor subfamily 1 group I member 2, Carbonic anhydrase 2, Carbonic anhydrase 1.