4937. Indecainide

Nomenclature

CAS number: 74517-78-5
9-[3-[(1-Methylethyl)amino]propyl]-9H-fluorene-9-carboxamide; 9-carbamoyl-9-(3-isopropylaminopropyl)fluorene; 9-[3-(isopropylamino)propyl]-9-(aminocarboyl)fluorene; ricainide.
C20H24N2O; mol wt 308.42.
C 77.89%, H 7.84%, N 9.08%, O 5.19%.

Description and references

Prepn: W. B. Lacefield, R. L. Simon, US 4197313 and US 4452745 (1980, 1984 both to Lilly). Pharmacokinetics in animals: T. L. Lindstrom, G. W. Whitaker, Drug Metab. Dispos. 12, 683 (1984). Metabolism: eidem, ibid. 691. LC determn in biological fluids: K. Z. Farid et al., J. Chromatogr. 337, 329 (1985). Toxicological studies: G. E. Sandusky, Jr., D. B. Meyers, Fundam. Appl. Toxicol. 5, 175 (1985). Clinical evaluation in cardiac arrhythmias: P. F. Nestico et al., Am. J. Cardiol. 59, 1332 (1987); P. J. Podrid et al., ibid. 61, 764 (1988).

Chemical structure

Properties

Crystals from Skelly B, mp 94-95°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 73681-12-6
LY-135837; Decabid (Lilly).
C20H24N2O.HCl; mol wt 344.88.
C 69.65%, H 7.31%, N 8.12%, O 4.64%, Cl 10.28%.

Properties

Crystals from chloroform, mp 216.5-217°; also reported as crystals from fresh ethanol and diethyl ether, mp 203-204°. LD50 orally in male, female mice, rats: 100, 96, 103, 82 mg/kg (Sandusky, Meyers).

Therapeutic Category

Antiarrhythmic (cardiac depressant).

Keywords

Antiarrhythmic