Structural Formula Vector Image
Title: Lofepramine
CAS Registry Number: 23047-25-8
CAS Name: 1-(4-Chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]ethanone
Additional Names: 4¢-chloro-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]acetophenone; N-methyl-N-(4-chlorobenzoylmethyl)-3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propylamine; lopramine
Molecular Formula: C26H27ClN2O
Molecular Weight: 418.96
Percent Composition: C 74.54%, H 6.50%, Cl 8.46%, N 6.69%, O 3.82%
Literature References: Psychotropic drug related to imipramine, q.v. Prepn: E. Eriksoo et al., GB 1177525; eidem, US 3637660 (1970, 1972 both to AB Leo). Chemistry and pharmacology: E. Eriksoo, O. Rohte, Arzneim.-Forsch. 20, 1561 (1970). Absorption and metabolism: J. R. Tulic et al., Acta Pharmacol. Toxicol. 32, 304 (1973). Distribution and excretion: G. Plym Forshell, Xenobiotica 5, 73 (1975). Pharmacokinetics: G. Plym Forshell et al., Eur. J. Clin. Pharmacol. 9, 291 (1976). Clinical study: S. Wright, L. Herrmann, Arzneim.-Forsch. 26, 1167 (1976).
Properties: Crystals from methanol or acetone, mp 104-106°. Easily oxidized by air and other oxidizing agents to desipramine and p-chlorobenzoic acid.
Melting point: mp 104-106°
Derivative Type: Hydrochloride
CAS Registry Number: 26786-32-3
Manufacturers' Codes: Leo 640
Trademarks: Amplit (Daiichi); Gamanil (Merck KGaA); Gamonil (Merck KGaA); Timelit (UCB); Tymelyt (Lundbeck)
Molecular Formula: C26H27ClN2O.HCl
Molecular Weight: 455.42
Percent Composition: C 68.57%, H 6.20%, Cl 15.57%, N 6.15%, O 3.51%
Properties: Crystals from butanone, mp 152-154°. Sol in methanol, ethanol, chloroform. Practically insol in water. LD50 in mice, rats (mg/kg): >2500, >1000 orally; 920, >1000 i.p.; >1000, >1000 s.c. (Eriksoo, Rohte).
Melting point: mp 152-154°
Toxicity data: LD50 in mice, rats (mg/kg): >2500, >1000 orally; 920, >1000 i.p.; >1000, >1000 s.c. (Eriksoo, Rohte)
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Tricyclics.

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