9373. Thonzylamine Hydrochloride

Nomenclature

CAS number: 63-56-9
N-[(4-Methoxyphenyl)methyl]-N′,N′-dimethyl-N-2-pyrimidinyl-1,2-ethanediamine monohydrochloride; 2-[(2-dimethylaminoethyl)(p-methoxybenzyl)amino]pyrimidine hydrochloride; N,N-dimethyl-N′-(p-methoxybenzyl)-N′-(2-pyrimidyl)ethylenediamine hydrochloride; Anahist (Warner-Lambert); Tonamil (Ecobi).
C16H23ClN4O; mol wt 322.83.
C 59.53%, H 7.18%, Cl 10.98%, N 17.35%, O 4.96%.

Description and references

Histamine H1-receptor antagonist. Prepd by treating the sodium salt of 2-(p-methoxybenzyl)aminopyrimidine with N,N-dimethyl-2-chloroethylamine: Friedman, Tolstoouhov, US 2465865 (1949). Toxicity study: Reinhard, Seudi, Proc. Soc. Exp. Biol. Med. 66, 512 (1947). Spectroscopic determn in nasal drops: S. M. Sabry et al., J. Pharm. Biomed. Anal. 22, 257 (2000).

Chemical structure

Properties

Crystals, mp 173-176° (free base, oily liq, bp2.2 185-187°). Freely sol in water; sol in alcohol, chloroform. Practically insol in ether. pH 5.1-5.7 (2% aq solution). LD50 orally in guinea pigs: 493 mg (base)/kg (Reinhard, Seudi).

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic; Ethylenediamine Derivatives