V4629

(±)-Verapamil hydrochloride

≥99% (titration), powder, α1-adrenoceptor antagonist

• Sinónimos: 5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride
• Fórmula lineal: (CH₃O)₂C₆H₃CH₂CH₂N(CH₃)(CH₂)₃C[C₆H₃(OCH₃)₂][CH(CH₃)₂]CN · HCl
• Número de CAS: 152-11-4
• Peso molecular: 491.06
• Beilstein: 3647093
• Número CE: 205-800-5
• Número MDL: MFCD00055208
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24277881
• NACRES: NA.77

Propiedades

• Nombre del producto: (±)-Verapamil hydrochloride, ≥99% (titration), powder
• Nivel de calidad: 100
• Ensayo: ≥99% (titration)
• Formulario: powder
• color: white
• mp: 142 °C (dec.) (lit.)
• solubilidad: methanol: 50 mg/mL; ethanol: soluble
• cadena SMILES: Cl.COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC
• InChI: 1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H
• Clave InChI: DOQPXTMNIUCOSY-UHFFFAOYSA-N
• Información sobre el gen: human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146) , CACNA1C(775) , CACNA1D(776) , CACNA1F(778) , CACNA1S(779)

Descripción

Aplicación

Verapamil hydrochloride has been used:

• to inhibit calcium oscillation in fertilized oocyte
• to block calcium channel, thereby blocking the action of IL-1β (interleukin-1β), resulting in membrane depolarization
• to investigate the effect of verapamil on cytotoxicity of 1,3-dilinoleoylglycerol (DLG)

Acciones bioquímicas o fisiológicas

α₁-adrenoceptor antagonist; L-type calcium channel blocker.

α₁-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca²⁺ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Características y beneficios

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Información de seguridad

• Pictogramas: GHS06,GHS09
• Palabra de señalización: Danger
• Frases de peligro: H301,H411
• Consejos de prudencia: P264 - P273 - P301 + P310 - P391 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 3 Oral - Aquatic Chronic 2
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges