STIRIPENTOL
- Product Name
- STIRIPENTOL
- CAS No.
- 49763-96-4
- Chemical Name
- STIRIPENTOL
- Synonyms
- Diacomit;bcx2600;RCX-2600;Slipperto;STIRIPENTOL;Stiripentol >BCX2600|||Diacomit;Stiripentol, ≥ 98.0%;Stiripentol(BCX 2600);STIRIPENTOL USP/EP/BP
- CBNumber
- CB2150457
- Molecular Formula
- C14H18O3
- Formula Weight
- 234.29
- MOL File
- 49763-96-4.mol
STIRIPENTOL Property
- Melting point:
- 73-74°C
- Boiling point:
- 365.4±11.0 °C(Predicted)
- Density
- 1.139±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- DMSO: ≥20mg/mL
- pka
- 14.45±0.20(Predicted)
- form
- powder
- color
- white to beige
- InChI
- 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
- InChIKey
- IBLNKMRFIPWSOY-FNORWQNLSA-N
- SMILES
- C(C1=CC=C2OCOC2=C1)=CC(O)C(C)(C)C
- CAS DataBase Reference
- 49763-96-4
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- S6826
- Product name
- Stiripentol
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $96.5
- Updated
- 2026/03/19
- Product number
- S6826
- Product name
- Stiripentol
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $390
- Updated
- 2026/03/19
- Product number
- S0905
- Product name
- Stiripentol
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $220
- Updated
- 2026/03/19
- Product number
- S0905
- Product name
- Stiripentol
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $761
- Updated
- 2026/03/19
- Product number
- 17781
- Product name
- Stiripentol
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $68
- Updated
- 2024/03/01
STIRIPENTOL Chemical Properties,Usage,Production
Description
Stiripentol is a third-generation antiepileptic compound. It is a positive allosteric modulator of GABAA receptors, potentiating GABA-mediated activation to a greater extent in receptors expressing α3 subunits and to a lower extent in those containing β1 or ε subunits. It also inhibits GABA reuptake in vitro and increases the release of GABA in neonatal rat hippocampal slices. Stiripentol (500 μM) inhibits lactate dehydrogenase (LDH), blocking both lactate-to-pyruvate and pyruvate-to-lactate conversions by human LDH1 and LDH5. Formulations containing stiripentol have been used in the adjunctive treatment of seizures associated with Dravet syndrome.
Chemical Properties
White Solid
Uses
An antiepileptic drug
Uses
Stiripentol has been used in pharmacokinetic analysis and as a reference standard in fluorescence spectra analysis.
Uses
Stiripentol is an epilepsy drug, it has been used as co-therapy for treatment of epilepsy.
Definition
ChEBI: 1-(1,3-benzodioxol-5-yl)-4,4-dimethyl-1-penten-3-ol is a phenylpropanoid.
Biochem/physiol Actions
Anti-convulsant drug
Synthesis
A method for the preparation of Stiripentol comprising the steps of:
(1) 120g of piperonal was put into a mixed solvent of 0.2L of ethanol and 2.4L of distilled water, 160g of solid NaOH, 2.6g of benzyltributylammonium chloride and 120g of methyl tert-butyl ketone were added, and the reaction was stirred at 40C. The reaction was detected by TLC (unfolding reagent: petroleum ether- ethyl acetate (6:1)), and the reaction was complete after 16h. The reaction solution was cooled to room temperature, filtered under reduced pressure, and the filter cake was recrystallized with 0.12 L of anhydrous ethanol and dried to obtain yellow needle-like crystals of 4,4-dimethyl-1-[(3,4-methylenedioxy)-phenyl] -1-penten-3-one (172.5 g, 93.2%), m.p. 93.7-95.1 C. ESI-MS (m/z): 233.1 [M +H]+, 255.1 [M+Na]+.
(2) The 4,4-dimethyl-1-[(3,4-methylenedioxy)-phenyl]-1-pentene obtained in step (1) was -3-ketone into 0.8L of ethanol, stirring at 25 ~ 40 , within 10 minutes to add sodium borohydride 14.8g in batches, adding sodium borohydride in batches can be avoided to local concentration caused by the reaction is not uniform, and then add 0.08L of acetone and 0.12L of distilled water, stirring at 50 for 5 minutes, bubbles generated , after the bubbles disappeared, continue to add water, there is solid precipitation, after the solid precipitation is complete, cooled to room temperature, filtration under reduced pressure, the filter cake was recrystallized with 0.15L of anhydrous ethanol, drying, to obtain white crystals of stiripentol total (91.1g, 93.7%).
References
[1] USZCZKI J J. Third-generation antiepileptic drugs: mechanisms of action, pharmacokinetics and interactions[J]. Pharmacological Reports, 2009, 61 2: Pages 197-216. DOI: 10.1016/s1734-1140(09)70024-6
[2] FISHER J L. The anti-convulsant stiripentol acts directly on the GABAA receptor as a positive allosteric modulator[J]. Neuropharmacology, 2009, 56 1: Pages 190-197. DOI: 10.1016/j.neuropharm.2008.06.004
[3] PASCALE P. QUILICHINI. Stiripentol, a Putative Antiepileptic Drug, Enhances the Duration of Opening of GABAA-Receptor Channels[J]. Epilepsia, 2006, 47 4: 704-716. DOI: 10.1111/j.1528-1167.2006.00497.x
[4] NAGISA SADA. Targeting LDH enzymes with a stiripentol analog to treat epilepsy[J]. Science, 2015, 347 6228. DOI: 10.1126/science.aaa1299
STIRIPENTOL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from STIRIPENTOL manufacturers
- Product
- STIRIPENTOL 49763-96-4
- Price
- US $714.30/Kg/Bag
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500kg
- Release date
- 2021-06-02
- Product
- STIRIPENTOL 49763-96-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.9%
- Supply Ability
- 100 Tons min
- Release date
- 2021-08-17
- Product
- Stiripentol 49763-96-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-26