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Topiramate

United States Pharmacopeia (USP) Reference Standard

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Synonym(s):
2,3:4,5-Bis-O-(1-methylethylidene)-36-D-fructo-pyranose sulfamate, McN 4853, RWJ 17021, Topamax
Empirical Formula (Hill Notation):
C12H21NO8S
CAS Number:
97240-79-4
Molecular Weight:
339.36
MDL number:
MFCD00865320
UNSPSC Code:
41116107
PubChem Substance ID:
329751353
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

topiramate

manufacturer/tradename

USP

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

NS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O

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

InChI key

KJADKKWYZYXHBB-XBWDGYHZSA-N

Gene Information

human ... CA2(760) , CA4(762) , GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879) , GRIA1(2890) , GRIA2(2891) , GRIA3(2892) , GRIA4(2893) , GRIK1(2897) , GRIK2(2898) , GRIK3(2899) , GRIK4(2900) , GRIK5(2901) , SCN10A(6336) , SCN11A(11280) , SCN1A(6323) , SCN2A(6326) , SCN3A(6328) , SCN4A(6329) , SCN5A(6331) , SCN7A(6332) , SCN8A(6334) , SCN9A(6335)

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Topiramate USP Reference standard reference standard suitable for use in specified USP compendial quality tests and assays.

Also used to prepare standard and system suitability solution during the assay, performance test, and impurity analysis by using liquid chromatography coupled with UV detectors in accordance with the given below monographs of United States Pharmacopeia (USP):

  • Topiramate
  • Topiramate Capsules
  • Topiramate Tablets
  • Topiramate Compounded Oral Suspension

Biochem/physiol Actions

Kainate GluR5 receptor antagonist; anticonvulsant.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Topiramate Tablets
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 34(5), 4434-4434 (2020)
Topiramate
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 42(6), 4429-4429 (2020)
Topiramate Compounded Oral Suspension
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 39(4), 4436-4436 (2014)
Topiramate Capsules
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 39(1), 4432-4432 (2020)
Mattias Linde et al.
The Cochrane database of systematic reviews, 6(6), CD010610-CD010610 (2013-06-26)
Some antiepileptic drugs but not others are useful in clinical practice for the prophylaxis of migraine. This might be explained by the variety of actions of these drugs in the central nervous system. The present review is part of an
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