5580. Lorcainide

Nomenclature

CAS number: 59729-31-6
N-(4-Chlorophenyl)-N-[1-(1-methylethyl)-4-piperidinyl]benzeneacetamide; 4′-chloro-N-(1-isopropyl-4-piperidyl)-2-phenylacetanilide.
C22H27ClN2O; mol wt 370.92.
C 71.24%, H 7.34%, Cl 9.56%, N 7.55%, O 4.31%.

Description and references

Prepn: S. Sanczuk, H. K. F. Hermans, DE 2642856 (1977 to Janssen), C.A. 87, 53094 (1977); eidem, US 4126689 (1978 to Janssen). Determn of lorcainide and its metabolites by GLC: R. Woestenborghs et al., J. Chromatogr. 164, 169 (1979). Disposition and anti-arrhythmic effects: U. Klotz et al., Int. J. Clin. Pharmacol. Biopharm. 17, 152 (1979). Pharmacokinetics and tissue distribution: U. Klotz, E. Golbs, Arzneim.-Forsch. 30, 619 (1980). Clinical study: P. Somani, S. di Giorgi, Chest 78, 658 (1980). Toxicology: G. J. Barton, R. Marsboom, “A Brief Summary of Animal Toxicology Studies on Lorcainide”, in Prognosis and Pharmacotherapy of Life-Threatening Arrhythmias, Jhnchen et al., Eds. (Royal Soc. Med. London, 1981) pp 23-25. Review of pharmacology and efficacy: C. E. Eriksson, R. N. Brogden, Drugs 27, 279-300 (1984). Symposium: Am. J. Cardiol. 54, 1B-54B (1984).

Chemical structure

Properties

LD50 in male mice, male and female rats (mg/kg): 18.8, 19.3, 18.6 i.v.; 483, 395, 435 orally (Barton, Marsboom).

Derivative

Hydrochloride.

Nomenclature

CAS number: 58934-46-6
R-15889; Ro-13-1042; Lopantrol (Janssen); Lorivox (Srbolek); Remivox (Janssen).
C22H27ClN2O.HCl; mol wt 407.38.
C 64.86%, H 6.93%, Cl 17.41%, N 6.88%, O 3.93%.

Properties

Crystals from 2-propanone and 2-propanol, mp 263°.

Therapeutic Category

Antiarrhythmic (class IC).

Keywords

Antiarrhythmic