12-04013. Fenethazine [Archived]

Nomenclature

CAS number: 522-24-7
N,N-Dimethyl-10H-phenothiazine-10-ethanamine; 10-(β-dimethylaminoethyl)phenothiazine; RP-3015; SC-1627; Anergan; Anergen; Ethysine; Etisine; Lisergan; Lysergan; Phenethazinum; Rutergan.
C16H18N2S; mol wt 270.39.
C 71.07%, H 6.71%, N 10.36%, S 11.86%.

Description and references

Prepd by the condensation of phenothiazine with dimethylaminoethyl chloride: Charpentier, US 2519886 (1950 to Rhne-Poulenc). Pharmacology: C. A. Winter, J. Pharmacol. Exp. Ther. 90, 224 (1947); A. von Schlichtegroll, Arzneim.-Forsch. 8, 489 (1958).

Chemical structure

Properties

bp1 183-187°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 5934-20-3
C16H18N2S.HCl; mol wt 306.85.
C 62.63%, H 6.24%, N 9.13%, S 10.45%, Cl 11.55%.

Properties

mp 201-201.5°. LD50 i.p. in mice: 140 ±13 mg/kg (Winter). LD50 orally in mice: 364 ±30 mg/kg (von Schlichtegroll).

Therapeutic Category

Antihistaminic.

Keywords

Antihistaminic; Tricyclics; Phenothiazines

Status

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