Merck
All Photos(3)

V4629

Sigma-Aldrich

(±)-Verapamil hydrochloride

≥99% (titration), powder

Synonym(s):
5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride
Linear Formula:
(CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl
CAS Number:
Molecular Weight:
491.06
Beilstein:
3647093
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

100

ensayo

≥99% (titration)

formulario

powder

color

white

mp

142 °C (dec.) (lit.)

solubilidad

methanol: 50 mg/mL
ethanol: soluble

emisor

Pfizer

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

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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)

Envase

1, 5, 10 g in glass bottle

Acciones bioquímicas o fisiológicas

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 featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Pfizer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
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.

pictogramas

Skull and crossbonesEnvironment

Palabra de señalización

Danger

Frases de peligro

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

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

Certificate of Analysis

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Certificate of Origin

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