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 CAS: 152-11-4
• Peso molecular: 491.06
• NACRES: NA.77
• PubChem Substance ID: 24277881
• UNSPSC Code: 12352200
• EC Number: 205-800-5
• MDL number: MFCD00055208
• Beilstein/REAXYS Number: 3647093
• Assay: ≥99% (titration)
• Form: powder

Propiedades

• Nombre del producto: (±)-Verapamil hydrochloride, ≥99% (titration), powder
• Quality Segment: 100
• assay: ≥99% (titration)
• form: powder
• color: white
• mp: 142 °C (dec.) (lit.)
• solubility: methanol: 50 mg/mL, ethanol: soluble
• SMILES string: 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
• InChI key: DOQPXTMNIUCOSY-UHFFFAOYSA-N
• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)

Descripción

Application

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)

Biochem/physiol Actions

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.

Features and Benefits

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 advertencia: Danger
• Códigos de peligro: H301,H411
• Indicaciones de precaución: P264 - P273 - P301 + P310 - P391 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Aquatic Chronic 2
• Clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Punto de inflamación (°F): Not applicable
• Punto de inflamación (°C): Not applicable
• EPI (equipos de protección individual): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges