ChemicalBook CAS DataBase List 16662-46-7

16662-46-7

Name	METHOXYVERAPAMIL HYDROCHLORIDE
CAS	16662-46-7
EINECS(EC#)	240-704-7
Molecular Formula	C28H41ClN2O5
MDL Number	MFCD00058000
Molecular Weight	521.09
MOL File	16662-46-7.mol

Synonyms

D600 D600, HCL GALLOPAMIL GALLOPAMIL HCL (S)-Gallopamil D 600 HYDROCHLORIDE GALLOPAMIL HYDROCHLORIDE (+/-)-METHOXYVERAPAMIL HCL METHOXYVERAPAMIL HYDROCHLORIDE (+/-)-METHOXYVERAPAMIL, HYDROCHLORIDE (+/-)-VERAPAMIL, METHOXY-, HYDROCHLORIDE VERAPAMIL, (+/-)-METHOXY-, HYDROCHLORIDE [3-cyano-3-(3,4,5-trimethoxyphenyl)hex-6-yl]-(5,6-dimethoxyphenethyl)methylammonium chloride (αS)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-α-isopropyl-3,4,5-trimethoxybenzeneacetonitrile 5-((3,4-dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride (S)-2-(3,4,5-Trimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)ethyl]methylamino]-2-(1-methylethyl)pentanenitrile (αS)-α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4,5-trimethoxy-α-(1-methylethyl)benzeneacetonitrile (+/-)-ALPHA-(3-[(2-[3,4-DIMETHOXYPHENYL]ETHYL)METHYLAMINO]PROPYL)-3,4,5-TRIMETHOXY-ALPHA-(1-METHYLETHYL)-BENZENEACETONITRILE HYDROCHLORIDE

Chemical Properties

Melting point	145-148°
storage temp.	Store at -20°C
solubility	DMF: 16.7 mg/ml; DMSO: 10 mg/ml; Ethanol: 10 mg/ml; PBS (pH 7.2): 0.25 mg/ml
form	A crystalline solid
color	White to off-white

Safety Data

WGK Germany

Hazard Information

Description

Gallopamil hydrochloride is a somewhat more potent methoxy analog of calcium channel blocker verapamil with a similar profile. It is useful in the treatment of angina and auricular arrhythmia.

Originator

Knoll (W. Germany)

Uses

Gallopamil hydrochloride (Methoxyverapamil hydrochloride), a methoxy derivative of Verapamil, is a phenylalkylamine calcium antagonist[1]. Gallopamil hydrochloride inhibits acid secretion in a concentration-dependent manner with an IC50 of 10.9 μM[2]. Gallopamil hydrochloride is a potent antiarrhythmic and vasodilator agent[3].

Brand name

Benpredil;Corapamil;PROCORUM.

in vivo

Gallopamil hydrochloride (Methoxyverapamil hydrochloride; i.v.; 0.2 mg/kg; for 5 min) markedly reduces ventricular tachycardia (VT) and totally prevents fibrillation (VF). Gallopamil significantly reduces systolic and diastolic blood pressure measured 5 min after injection without markedly influencing heart rate^[3].

Animal Model:	Male Wistar rats weighing 290-370 g^[3]
Dosage:	0.2 mg/kg
Administration:	i.v.; 5 min
Result:	Markedly reduced VT and totally prevented VF.

References

[1] Brogden RN, et al. Gallopamil. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in ischaemic heart disease. Drugs. 1994 Jan;47(1):93-115. DOI:10.2165/00003495-199447010-00007
[2] Sewing KF, et al. Calcium channel antagonists verapamil and gallopamil are powerful inhibitors of acid secretion in isolated and enriched guinea pig parietal cells. Pharmacology. 1983;27(1):9-14. DOI:10.1159/000137824
[3] Kirchengast M, et al. Reperfusion arrhythmias in closed-chest rats: the effect of myocardial noradrenaline depletion and Ca2(+)-antagonism. Clin Exp Pharmacol Physiol. 1991 Apr;18(4):217-21. DOI:10.1111/j.1440-1681.1991.tb01434.x

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