12-06026. Methaphenilene [Archived]

Nomenclature

CAS number: 493-78-7
N,N-Dimethyl-N′-phenyl-N′-(2-thienylmethyl)-1,2-ethanediamine; N,N-dimethyl-N′-phenyl-N′-(2-thenyl)ethylenediamine; 00836; RP-2740; W-50 base; Diatrin base (Warner-Chilcott).
C15H20N2S; mol wt 260.40.
C 69.19%, H 7.74%, N 10.76%, S 12.31%.

Description and references

Prepd by a sodamide condensation of N,N-dimethyl-N′-phenylethylenediamine with 2-thenyl chloride in dry toluene: Leonard, Solmssen, J. Am. Chem. Soc. 70, 2066 (1948). Pharmacology and toxicology: N. Ercoli et al., J. Pharmacol. Exp. Ther. 93, 210 (1948).

Chemical structure

Properties

Dark yellow oil. bp7 183-185°. nD25 1.5902.

Derivative

Hydrochloride.

Nomenclature

CAS number: 7084-07-3
Diatrin; Enstamine; Nilhistin.
C15H20N2S.HCl; mol wt 296.86.
C 60.69%, H 7.13%, N 9.44%, S 10.80%, Cl 11.94%.

Properties

Crystals from ethanol, mp 186-187°. Freely soluble in water. Soluble in alc. LD50 in mice, guinea pigs (mg/kg): 45, 30 i.v.; 160, 140 s.c.; 550, 900 orally; in rabbits (mg/kg): 30 i.v. (Ercoli).

Therapeutic Category

Antihistaminic.

Therapeutic Category (Veterinary)

Antihistaminic.

Keywords

Antihistaminic; Ethylenediamine Derivatives

Status

This monograph has been retired and is no longer subject to revision or update.