Title: Pirmenol
CAS Registry Number: 68252-19-7
CAS Name: cis-(±)-a-[3-(2,6-Dimethyl-1-piperidinyl)propyl]-a-phenyl-2-pyridinemethanol
Synonyms: (±)-
cis-2,6-dimethyl-a-phenyl-a-2-pyridyl-1-piperidinebutanol; (±)-1-phenyl-1-(2-pyridyl)-4-(
cis-2,6-dimethyl-1-piperidyl)butanol
Molecular Formula: C22H30N2O
Molecular Weight: 338.49
Percent Composition: C 78.06%, H 8.93%, N 8.28%, O 4.73%
Literature References: Prepn: R. W. Fleming,
DE 2806654;
idem, US 4112103 (both 1978 to Parke, Davis). Anti-arrhythmic profile in dogs: T. E. Mertz, T. J. Steffe,
J. Cardiovasc. Pharmacol. 2, 527 (1980). Toxicology study: J. L. Schardein
et al., Toxicol. Appl. Pharmacol. 56, 294 (1980). HPLC determn in biological fluids: E. L. Johnson, L. A. Pachla,
J. Pharm. Sci. 73, 754 (1984). Pharmacokinetics in humans: S. C. Hammill
et al., Circulation 65, 369 (1982); S. W. Sanders
et al., J. Clin. Pharmacol. 23, 113 (1983). Hemodynamic effects in cardiac patients: M. S. Nieminen
et al., Eur. Heart J. 7, 150 (1986). Clinical evaluations in ventricular arrhythmias: L. K. Toivonen
et al., J. Cardiovasc. Pharmacol. 8, 156 (1986); E. M. Hampton
et al., Eur. J. Clin. Pharmacol. 31, 15 (1986). Chronic toxicity study: J. R. Watkins
et al., Drug Invest. 3, 141 (1991). Evaluation of carcinogenicity: G. E. Macallum
et al., ibid. 278. Symposium on pharmacology and clinical efficacy:
Am. J. Cardiol. 59, Suppl., 1H-57H (1987).
Properties: Crystals from petroleum ether, mp 70-71°.
Melting point: mp 70-71°
Derivative Type: Monohydrochloride
Manufacturers' Codes: CI-845
Molecular Formula: C22H30N2O.HCl
Molecular Weight: 374.95
Percent Composition: C 70.47%, H 8.33%, N 7.47%, O 4.27%, Cl 9.46%
Properties: mp 171-172°. LD50 in mice, rats, dogs (mg/kg): 20.8, 23.6, >7.0 i.v.; 215.5, 359.9, >40.0 orally (Schardein).
Melting point: mp 171-172°
Toxicity data: LD50 in mice, rats, dogs (mg/kg): 20.8, 23.6, >7.0 i.v.; 215.5, 359.9, >40.0 orally (Schardein)
Therap-Cat: Antiarrhythmic (class IA).
Keywords: Antiarrhythmic.
