3445. Drofenine

Nomenclature

CAS number: 1679-76-1
α-Cyclohexylbenzeneacetic acid 2-(diethylamino)ethyl ester; α-phenylcyclohexaneacetic acid 2-(diethylamino)ethyl ester; 2-diethylaminoethyl α-phenylcyclohexaneacetate; hexahydroadiphenine.
C20H31NO2; mol wt 317.47.
C 75.67%, H 9.84%, N 4.41%, O 10.08%.

Description and references

Prepn: Miescher, Hoffman, US 2265184; US 2265185 (both 1941 to Ciba). Pharmacology and toxicity: Fleisch et al., Arzneim.-Forsch. 11, 1119 (1961).

Chemical structure

Properties

bp0.15 158°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 548-66-3
C20H31NO2.HCl; mol wt 353.93.
C 67.87%, H 9.11%, N 3.96%, O 9.04%, Cl 10.02%.

Properties

Crystals from alc + petr ether, mp 145-147°. Freely sol in water; very sparingly sol in alc, ether. A 5% aq soln is neutral to litmus. LD50 i.v. in mice: 65.6 mg/kg (Fleisch).

Therapeutic Category

Antispasmodic.

Keywords

Antispasmodic