Topiramate

SIGMA/T0575 - ≥98% (HPLC), solid

Synonym: 2,3:4,5-Bis-O-(1-methylethylidene)-36-D-fructo-pyranose sulfamate; McN 4853; RWJ 17021; Topamax

CAS Number: 97240-79-4
Empirical Formula (Hill Notation): C₁₂H₂₁NO₈S
Molecular Weight: 339.36
MDL Number: MFCD00865320
Linear Formula: C₁₂H₂₁NO₈S
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-T0575-10MG	10 mg	$146.00 1/EA	Add To Favorites
45-T0575-50MG	50 mg	$496.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T0575-50MG

Properties
Descriptions
Safety Info.
Basic Data

assay	≥98% (HPLC)
color	white
form	solid
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
originator	Johnson & Johnson
Quality Level	200
SMILES string	NS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O
solubility	DMSO: 40 mg/mL
storage temp.	2-8°C

Application:	Topiramate has been used: • to study the antiaggressive effects of topiramate in mice. • to study of the effect of topiramate in promoting neurite outgrowth post nerve injury in fetal rat cortical and hippocampal tissues. • as a mitochondrial carbonic anhydrase inhibitor to block the effects of high glucose or glucotoxicity. • to reduce cell death and mitochondrial dysfunction induced by the administration of kainic acid.
Biochem/physiol Actions:	Kainate GluR5 receptor antagonist; anticonvulsant.
Biochem/physiol Actions:	Topiramate is a derivative of suphamate fructopyranose that inhibits the release of mesocorticolimbic dopamine. It facilitates GABA activity and inhibits glutamate function to alleviate the rewarding effects of alcohol. It modulates the trigeminovascular signaling that is effective in migraine prevention. Topiramate is structurally similar to fructose- 1,6-diphosphate and has the ability to inhibit the enzyme fructose 1,6-bisphosphatase, thereby preventing gluconeogenesis. It is found to inhibit the AMPA/kainate receptor-mediated signaling pathway in cultured neurons.
Features and Benefits:	This compound was developed by Johnson & Johnson . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here .
General description:	Topiramate has a molar mass of 339, with 40% of this mass being that of oxygen atoms. These oxygen atoms serve as proton acceptors and the amide group functions as a donor for the formation of hydrogen bond. Topiramate is an antiepileptic drug (AED) and is structurally quite distinct from other AEDs as it is derived from D-fructose, a naturally occurring sugar moiety, and has sulfamate functionality. Topiramate crosses the cell membranes and blood-brain barrier readily.
Packaging:	10, 50 mg in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319 - H335
Precautionary statements	P302 + P352 - P305 + P351 + P338
Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥98% (HPLC)
Storage Temp.	2-8°C
UNSPSC	12352200

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