49763-96-4

Basic information

• Product Name: STIRIPENTOL
• Synonyms: Diacomit;(RS)-(E)-4,4-dimethyl-1-[3,4(methylenedioxy)-phenyl]-1-penten-3-ol;1-(Benzo[d][1,3]dioxol-5-yl)-4,4-dimethylpent-1-en-3-ol;1-(1,3-BENZODIOXOL-5YL)-4,4-DIMETHYL-1-PENTEN-3-OL;STIRIPENTOL;1-(1,3-benzodioxol-5-yl)-4,4-dimethyl-1-penten-3-o;4,4-dimethyl-1-(3,4-methylenedioxyphenyl)-1-penten-3-o;4,4-dimethyl-1-(3,4-methylenedioxyphenyl)-1-penten-3-ol
• CAS NO: 49763-96-4
• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29
• EINECS: 256-480-9
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycles
• Mol File: 49763-96-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 73-74°C
• Boiling Point: 365.4 °C at 760 mmHg
• Flash Point: 174.8 °C
• Appearance: white to beige/
• Density: 1.139 g/cm³
• Vapor Pressure: 5.54E-06mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: -20°C Freezer
• Solubility: DMSO: ≥20mg/mL
• PKA: 14.45±0.20(Predicted)
• CAS DataBase Reference: STIRIPENTOL(CAS DataBase Reference)
• NIST Chemistry Reference: STIRIPENTOL(49763-96-4)
• EPA Substance Registry System: STIRIPENTOL(49763-96-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• RTECS: SB3393000
• Hazardous Substances Data: 49763-96-4(Hazardous Substances Data)

Usage

Description

Stiripentol is a third-generation antiepileptic compound characterized as a white solid. It functions as a positive allosteric modulator of GABAA receptors, enhancing GABA-mediated activation, particularly in receptors with α3 subunits. Additionally, Stiripentol inhibits GABA reuptake and increases GABA release in neonatal rat hippocampal slices. It also exhibits inhibitory effects on lactate dehydrogenase (LDH), blocking both lactate-to-pyruvate and pyruvate-to-lactate conversions by human LDH1 and LDH5.

Uses

Used in Pharmaceutical Industry:
Stiripentol is used as an antiepileptic drug for the adjunctive treatment of seizures associated with Dravet syndrome. It has been employed as co-therapy in the treatment of epilepsy, providing significant benefits when combined with other medications.
Used in Research and Analysis:
Stiripentol has been utilized in pharmacokinetic analysis and serves as a reference standard in fluorescence spectra analysis, contributing to the advancement of scientific understanding and development of new treatments in the field of epilepsy.

Biochem/physiol Actions

Anti-convulsant drug

InChI:InChI=1/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+

Downstream Products

• 2419-68-3 2,2-dimethyl-5-(3,4-methylenedioxyphenyl)4-ene-3-pentanone 

Relevant articles and documents

Central nervous system agents: new α ethylenic alcohols

The study of the sedative and anticonvulsive properties of a series of 1-alkoxyaryl 3-alkyl 1-alkene 3-ol and of the ketones from which they originate enabled us to select five compounds whose psychopharmacological effects were further studied. One of these compounds, 4,4-dimethyl 1-(3,4-methylene dioxy phenyl) 1-pentene 3-ol owns important anticonvulsive and sedative properties.