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S6826

Sigma-Aldrich

Stiripentol

≥98% (HPLC)

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Synonym(s):
4,4-dimethyl-1-[3,4(methylenedioxy)-phenyl]-1-penten-3-ol, Diacomit
Empirical Formula (Hill Notation):
C14H18O3
CAS Number:
49763-96-4
Molecular Weight:
234.29
EC Number:
256-480-9
MDL number:
MFCD00869310
PubChem Substance ID:
329824570
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥20 mg/mL

storage temp.

−20°C

SMILES string

CC(C)(C)C(O)\C=C\c1ccc2OCOc2c1

InChI

1S/C14H18O3/c1-14(2,3)13(15)7-5-10-4-6-11-12(8-10)17-9-16-11/h4-8,13,15H,9H2,1-3H3/b7-5+

InChI key

IBLNKMRFIPWSOY-FNORWQNLSA-N

Application

Stiripentol has been used in pharmacokinetic analysis and as a reference standard in fluorescence spectra analysis.
Stiripentol may be used in GABAA receptor-mediated cell signaling studies.

Biochem/physiol Actions

Anti-convulsant drug

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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HIGHLY SENSITIVE SYNCHRONOUS SPECTROFLUORIMETRIC METHOD FOR DETERMINATION OF STIRIPENTOL IN CAPSULES AND HUMAN URINE: APPLICATION TO IN-VITRO DRUG RELEASE AND WEIGHT VARIATION TEST.
Darwish HW, et al.
Digest Journal of Nanomaterials and Biostructures, 9(2), 819-829 (2014)
Mohamed N Aboul-Enein et al.
European journal of medicinal chemistry, 47(1), 360-369 (2011-11-29)
A series of stiripentol (STP) analogues namely, 2-[(1E)-1-(1,3-benzodioxol-5-yl)-4,4-dimethylpent-1-en-3-ylidene]-N-(aryl/H)hydrazinecarboxamides 7a-h, (±)-(5RS)-N-(aryl/H)-(1,3-benzodioxol-5-yl)-3-tert-butyl-4,5-dihydro-1H-pyrazole-1-carboxamides (±)-8a-h, and (±)-[(5RS)-(1,3-benzodioxol-5-yl)-3-tert-butyl-4,5-dihydro-1H-pyrazol-1-yl](aryl)methanones (±)-13a-f was synthesized by adopting appropriate synthetic routes and was pharmacologically evaluated in the preliminary anticonvulsant screens. The selected bioactive new chemical entities were subjected to ED(50)
Catherine Chiron
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 4(1), 123-125 (2007-01-03)
Stiripentol (STP) is a new antiepileptic compound made by Biocodex. It recently proved to increase the GABAergic transmission in vitro in an experimental model of immature rat. Clinical studies were based on the fact that STP also acts as an
M Bebin et al.
Drugs, 48(2), 153-171 (1994-08-01)
In the past decade, several new antiepileptic drugs have been tested. Most recently, 5 new antiepileptic drugs have been launched onto European and US markets. These include vigabatrin, oxcarbazepine and lamotrigine in Europe, and felbamate and gabapentin in the US.
Behrouz Kassaï et al.
Epilepsia, 49(2), 343-348 (2007-11-22)
Severe myoclonic epilepsy in infancy (SMEI) is a rare, but severe disorder with seizures typically resistant to conventional antiepileptic drugs. The objective of the present study was to systematically review the literature on the available treatments for SMEI. Databases searched
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