TOPIRAMATE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H21NO8S
Molecular Weight	339.362
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of TOPIRAMATE

Structure Search

SMILES

[H][C@@]12CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@]3([H])[C@]1([H])OC(C)(C)O2

InChI

InChIKey=KJADKKWYZYXHBB-XBWDGYHZSA-N

InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C12H21NO8S
Molecular Weight	339.362
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:17 UTC 2023` Edited by `admin` on `Fri Dec 15 15:06:17 UTC 2023`
Record UNII	0H73WJJ391
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

TOPIRAMATE

Official Name

English

TOPIRAMATE [USP-RS]

Common Name

English

USL-255

Code

English

TOPIRAMATE [USP MONOGRAPH]

Common Name

English

TPM

Common Name

English

TOPINA

Brand Name

English

TOPOMAX

Brand Name

English

TOPAMAX

Brand Name

English

TOPIRAMATE [USAN]

Common Name

English

TOPIRAMATE [JAN]

Common Name

English

QUDEXY

Brand Name

English

Topiramate [WHO-DD]

Common Name

English

TOPIRAMATE [EP MONOGRAPH]

Common Name

English

EPITOMA

Brand Name

English

TOPIRAMATE [VANDF]

Common Name

English

TOPIMAX

Brand Name

English

EPITOMAX

Brand Name

English

SINCRONIL

Brand Name

English

TOPIRAMATE [MART.]

Common Name

English

TOPIRAMATE COMPONENT OF QSYMIA

Brand Name

English

TOPIRAMATE [INCI]

Common Name

English

TOPIRAMATE [MI]

Common Name

English

USL255

Code

English

.BETA.-D-FRUCTOPYRANOSE, 2,3:4,5-BIS-O-(1-METHYLETHYLIDENE)-, SULFAMATE

Common Name

English

TOPIRAMATE [HSDB]

Common Name

English

topiramate [INN]

Common Name

English

EPRONTIA

Brand Name

English

RWJ-17021-000

Code

English

TOPIRAMATE [USP IMPURITY]

Common Name

English

MCN-4853

Code

English

RWJ-17021

Code

English

QSYMIA COMPONENT TOPIRAMATE

Brand Name

English

TOPIRAMATE [ORANGE BOOK]

Common Name

English

(-)-TOPIRAMATE

Common Name

English

2,3:4,5-DI-O-ISOPROPYLIDENE-.BETA.-D-FRUCTOPYRANOSE SULFAMATE

Common Name

English

TOPAMAC

Brand Name

English

Classification Tree Code System Code

NCI_THESAURUS

C264

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

WHO-ATC

N03AX11

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

FDA ORPHAN DRUG

283909

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

NDF-RT

N0000008486

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

NDF-RT

N0000175753

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

WHO-VATC

QN03AX11

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

LIVERTOX

NBK548632

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

FDA ORPHAN DRUG

70792

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

EMA ASSESSMENT REPORTS

QSIVA (REFUSED: OBESITY)

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

Code System Code Type Description

NDF-RT

N0000182140

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

Cytochrome P450 2C19 Inhibitors [MoA]

CAS

97240-79-4

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

USAN

Y-25

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

HSDB

7531

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

DRUG CENTRAL

2706

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

FDA UNII

0H73WJJ391

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

WIKIPEDIA

TOPIRAMATE

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

LACTMED

Topiramate

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

CHEBI

63631

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

ChEMBL

CHEMBL220492

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

RS_ITEM_NUM

1672206

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

MERCK INDEX

m10976

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

Merck Index

SMS_ID

100000092536

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

DAILYMED

0H73WJJ391

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

IUPHAR

6849

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

NDF-RT

N0000185506

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

Cytochrome P450 3A4 Inducers [MoA]

INN

6099

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

EPA CompTox

DTXSID8023688

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

PUBCHEM

5284627

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

NCI_THESAURUS

C47764

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

MESH

C052342

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

RXCUI

38404

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

RxNorm

EVMPD

SUB11190MIG

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

DRUG BANK

DB00273

Created by admin on Fri Dec 15 15:06:17 UTC 2023 , Edited by admin on Fri Dec 15 15:06:17 UTC 2023

PRIMARY

Related Record Type Details


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> INHIBITOR

Amount:


					6D53G0FD0Z

PLASMA PROTEIN FRACTION (HUMAN)

BINDER->LIGAND

Comments:

decreases as concentration increases

Interaction Type:

BINDING

Amount:


					FUG1HPD3DP

GAMMA-AMINOBUTYRIC ACID RECEPTOR SUBUNIT ALPHA-1

TARGET -> AGONIST

Amount:


					C11I0OB162

CARBONIC ANHYDRASE 2

OFF-TARGET->INHIBITOR

Comments:

Believed to be responsible for adverse events.

Qualification:

Ki

Amount:


					PIV978KC1N

SODIUM CHANNEL PROTEIN TYPE 1 SUBUNIT ALPHA

TARGET -> INHIBITOR

Amount:


					I5N61W32BT

CARBONIC ANHYDRASE 4

OFF-TARGET->INHIBITOR

Amount:


					3P5S0PG688

TOPIRAMATE SODIUM TRIHYDRATE

SALT/SOLVATE -> PARENT

Amount:


					0H73WJJ391

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (HPLC)

Qualification:

USP

Amount:


					0H73WJJ391

EXCRETED UNCHANGED

Qualification:

URINE

Amount:

Related Record Type Details


					S8RVF7MS5R

S-HYDROXY TOPIRAMATE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

URINE

Amount:


					SFN8AL5KYK

2,3-DESISOPROPYLIDENE TOPIRAMATE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

URINE

Amount:


					0KP2WFO28K

4,5-DESISOPROPYLIDENE TOPIRAMATE

METABOLITE -> PARENT

Interaction Type:

MINOR

Qualification:

URINE

Amount:

Related Record Type Details


					SQ9F5005S8

2,3:4,5-DI-O-ISOPROPYLIDENE-.BETA.-D-FRUCTOPYRANOSE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

USP

Amount:

Related Record Type Details


					0H73WJJ391

ACTIVE MOIETY

Amount:

Name	Property Type	Amount	Referenced Substance	Defining	Parameters	References
Biological Half-life	PHARMACOKINETIC

Tmax	PHARMACOKINETIC