1150. Bepridil

Nomenclature

CAS number: 64706-54-3
β-[(2-Methylpropoxy)methyl]-N-phenyl-N-(phenylmethyl)-1-pyrrolidineethanamine; 1-[2-(N-benzylanilino)-1-(isobutoxymethyl)ethyl]pyrrolidine; 1-isobutoxy-2-pyrrolidino-3-N-benzylanilinopropane; 3-isobutoxy-2-pyrrolidino-N-phenyl-N-benzylpropylamine.
C24H34N2O; mol wt 366.54.
C 78.64%, H 9.35%, N 7.64%, O 4.36%.

Description and references

Calcium channel blocker with antianginal and antiarrhythmic properties. Prepn: R. Y. Mauvernay et al., DE 2310918; eidem, US 3962238; reissued with structure correction: N. Busch et al., US RE 30577 (1973, 1976, 1981 all to CERM). See also: R. Y. Mauvernay et al., DE 2802864 (1978 to CERM), C.A. 89, 179852s (1978). Cardiovascular pharmacology in dogs: M.-T. Michelin et al., Therapie 32, 485 (1977). Mechanism of action studies: S. Vogel et al., J. Pharmacol. Exp. Ther. 210, 378 (1979); C. Labrid et al., ibid. 211, 546 (1979). Clinical comparison of hemodynamic and coronary changes: J. P. Merillon et al., Therapie 36, 123 (1981). Clinical evaluation in angina: M. K. Sharma et al., Am. J. Cardiol. 61, 1210 (1988).

Chemical structure

Properties

Viscous liquid, bp0.1 184°, bp0.5 192°. nD20 1.5538.

Derivative

Hydrochloride monohydrate.

Nomenclature

CAS number: 74764-40-2
CERM-1978; Cordium (Riom); Vascor (Ortho); Unicordium (Riom).
C24H34N2O.HCl.H2O; mol wt 421.02.
C 68.47%, H 8.86%, N 6.65%, O 7.60%, Cl 8.42%.

Properties

Crystals, mp 91 ±2°. LD50 in mice (mg/kg): 1955 orally, 23.5 i.v. (Mauvernay, 1978).

Therapeutic Category

Antianginal.

Keywords

Antianginal; Calcium Channel Blocker; Arylalkylamines