94837

(±)-Verapamil hydrochloride

≥99.0% (TLC)

• 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: 152-11-4
• Molecular Weight: 491.06
• EC Number: 205-800-5
• UNSPSC Code: 12352203
• PubChem Substance ID: 24890064
• Beilstein/REAXYS Number: 3647093
• MDL number: MFCD00055208

Properties

• assay: ≥99.0% (TLC)
• mp: 142 °C (dec.) (lit.)
• solubility: methanol: 50 mg/mL, clear, colorless
• 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

Description

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.