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Key Documents

S6826

Sigma-Aldrich

Stiripentol

≥98% (HPLC)

Synonym(s):

4,4-dimethyl-1-[3,4(methylenedioxy)-phenyl]-1-penten-3-ol, Diacomit

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About This Item

Empirical Formula (Hill Notation):
C14H18O3
CAS Number:
Molecular Weight:
234.29
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

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


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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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
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)
C Chiron et al.
Lancet (London, England), 356(9242), 1638-1642 (2000-11-23)
Stiripentol is an inhibitor of cytochrome P450 that showed antiepileptic efficacy in severe myoclonic epilepsy in infancy (SMEI) in association with clobazam and valproate in an open study. To confirm these results, 41 children with SMEI were included in a
Stéphane Auvin et al.
Epilepsia, 54(12), 2082-2090 (2013-10-15)
After the first positive experimental data in rodents in the early 1970s demonstrating the anticonvulsant effect of stiripentol (STP), in vitro studies showed that STP acts directly on γ-aminobutyric acid A (GABAA ) receptors. Chloride influx is higher when these

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