N-(2-Chloroethyl)dibenzylamine Hydrochloride
Title: N-(2-Chloroethyl)dibenzylamine Hydrochloride
CAS Registry Number: 55-43-6
CAS Name: N-(2-Chloroethyl)-N-(phenylmethyl)benzenemethanamine hydrochloride
Additional Names: N,N-dibenzyl-b-chloroethylamine hydrochloride; N,N-dibenzylaminoethyl chloride hydrochloride
Trademarks: Dibenamine hydrochloride (SK & F)
Molecular Formula: C16H19Cl2N
Molecular Weight: 296.23
Percent Composition: C 64.87%, H 6.46%, Cl 23.94%, N 4.73%
Line Formula: (C6H5CH2)2NCH2CH2Cl.HCl
Literature References: a-Adrenergic blocker. Prepn: Rabald, Dimroth, DE 824208 (1951 to Boehringer, Mann.), C.A. 47, 2206 (1953). Pharmacology and toxicity: M. Nickerson, G. M. Nomaguchi, J. Pharmacol. Exp. Ther. 101, 379 (1951). Use in adrenergic receptor differentiation: R. F. Furchgott, ibid. 111, 265 (1954); in specific receptor labelling: R. D. Green et al., ibid. 187, 524 (1973). In vivo studies of protection against hepatotoxic agents: H. M. Maling et al., Toxicol. Appl. Pharmacol. 27, 380 (1974); E. K. Weisburger et al., ibid. 28, 477 (1974); H. M. Maling et al., Biochem. Pharmacol. 23, 1479 (1974).
Properties: Crystals, mp 192°, also given as 180-181° (the free base is an oily liquid). Practically insol in water near neutrality. Sol in dil acids (2% at pH 2.1, 1% at pH 2.4 and 0.5% at pH 2.7), in 95% alcohol and in propylene glycol. Stable in acid soln, but rapidly loses activity in neutral or alkaline solns. LD50 s.c. in mice: 800 mg/kg (Nickerson, Nomaguchi).
Melting point: mp 192°, also given as 180-181°
Toxicity data: LD50 s.c. in mice: 800 mg/kg (Nickerson, Nomaguchi)

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