Title: Gallopamil
CAS Registry Number: 16662-47-8
CAS Name: a-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4,5-trimethoxy-a-(1-methylethyl)benzeneacetonitrile
Additional Names: 5-[(3,4-dimethoxyphenethyl)methylamino]-2-isopropyl-2-(3,4,5-trimethoxyphenyl)valeronitrile; a-isopropyl-a-[(N-methyl-N-homoveratryl)-g-aminopropyl]-3,4,5-trimethoxyphenylacetonitrile; methoxyverapamil
Manufacturers' Codes: D-600
Molecular Formula: C28H40N2O5
Molecular Weight: 484.63
Percent Composition: C 69.39%, H 8.32%, N 5.78%, O 16.51%
Literature References: Calcium channel blocking agent; methoxy analog of verapamil, q.v. Prepn: F. Dengel, BE 615861; idem, US 3261859 (1962, 1966 to Knoll). Stereoselective synthesis of enantiomers: L. J. Theodore, W. L. Nelson, J. Org. Chem. 52, 1309 (1987). Pharmacology: H. Haas, E. Busch, Arzneim.-Forsch. 17, 257 (1967); eidem, ibid. 18, 401 (1968); A. Fleckenstein, ibid. 20, 1317 (1970). Clinical trial in stable angina pectoris: N. S. Khurmi et al., Am. J. Cardiol. 53, 684 (1984). Symposium on pharmacology and clinical efficacy: J. Cardiovasc. Pharmacol. 20, Suppl. 7, S1-S95 (1992). Review of pharmacokinetics and therapeutic potential in ischemic heart disease: R. N. Brogden, P. Benfield, Drugs 47, 93-115 (1994).
Properties: Pale yellow viscous oil. nD25 1.5402.
Index of refraction: nD25 1.5402
Derivative Type: Hydrochloride
CAS Registry Number: 16662-46-7
Trademarks: Algocor (Ravizza); Procorum (Knoll)
Molecular Formula: C28H40N2O5.HCl
Molecular Weight: 521.09
Percent Composition: C 64.54%, H 7.93%, N 5.38%, O 15.35%, Cl 6.80%
Properties: mp 145-148°.
Melting point: mp 145-148°
Derivative Type: d-Form hydrochloride
CAS Registry Number: 38176-09-9
Properties: White crystalline solid from propanol/cyclohexane, mp 160.5-161.5°. [a]D25 +11.7° (c = 5.02 in ethanol).
Melting point: mp 160.5-161.5°
Optical Rotation: [a]D25 +11.7° (c = 5.02 in ethanol)
Derivative Type: l-Form hydrochloride
CAS Registry Number: 36222-39-6
Properties: White crystalline solid from propanol/cyclohexane, mp 160.5-161.5°. [a]D23 -11.7° (c = 5.04 in ethanol).
Melting point: mp 160.5-161.5°
Optical Rotation: [a]D23 -11.7° (c = 5.04 in ethanol)
Therap-Cat: Antianginal.
Keywords: Antianginal; Calcium Channel Blocker; Arylalkylamines. |