M5644

(±)-Methoxyverapamil hydrochloride

≥98%

• Synonym(s): (±)-α-[3-[(2-(3,4-Dimethoxyphenyl)ethyl)methylamino]propyl]-3,4,5-trimethoxy-α-(1-methylethyl)benzeneacetonitrile hydrochloride, D 600, Gallopamil
• Empirical Formula (Hill Notation): C₂₈H₄₀N₂O₅ · HCl
• CAS Number: 16662-47-8
• Molecular Weight: 521.09
• NACRES: NA.77
• PubChem Substance ID: 24277852
• UNSPSC Code: 12352200
• MDL number: MFCD00058000
• Assay: ≥98%
• Quality level: 200

Properties

• Quality Level: 200
• assay: ≥98%
• SMILES string: Cl[H].COc1ccc(CCN(C)CCCC(C#N)(C(C)C)c2cc(OC)c(OC)c(OC)c2)cc1OC
• InChI: 1S/C28H40N2O5.ClH/c1-20(2)28(19-29,22-17-25(33-6)27(35-8)26(18-22)34-7)13-9-14-30(3)15-12-21-10-11-23(31-4)24(16-21)32-5;/h10-11,16-18,20H,9,12-15H2,1-8H3;1H
• InChI key: OKCRIUNHEQSXFD-UHFFFAOYSA-N

Description

General description

Methoxyverapamil is a calmodulin antagonist. It controls flagellar glycoprotein redistribution by modulating calcium signalling. Methoxyverapamil impacts the effect of intracellular calcium levels and affects the sperm capacitation function.

Application

(±)-Methoxyverapamil hydrochloride has been used:

• as calcium channel antagonist in Schistosoma mansoni parasite[1]
• as calcium entry blocker in cultured macrophages
• in the inhibition of L-type voltage gated Ca₂⁺-channels[2]

Biochem/physiol Actions

Blocks L-type Ca²⁺ channels

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)