3632. Eprazinone

Nomenclature

CAS number: 10402-90-1
3-[4-(2-Ethoxy-2-phenylethyl)-1-piperazinyl]-2-methyl-1-phenyl-1-propanone; 3-[4-(β-ethoxyphenethyl)-1-piperazinyl]-2-methylpropiophenone.
C24H32N2O2; mol wt 380.52.
C 75.75%, H 8.48%, N 7.36%, O 8.41%.

Description and references

Prepn of the dihydrochloride: R. Y. Mauvernay, NL 6602581; idem, US 3448192 (1966, 1969 both to Riom). Pharmacodynamics: J. Vacher et al., Arch. Int. Pharmacodyn. Ther. 165, 1 (1967). Pharmacological study: Y. Kase et al., Nippon Yakurigaku Zasshi 73, 605 (1977), C.A. 88, 15657 (1978). Efficacy: W. Spitzer, Fortschr. Med. 98, 871 (1980). Metabolism: P. Toffel-Nadolny, W. Gielsdorf, Arzneim.-Forsch. 31, 719 (1981).

Chemical structure

Derivative

Dihydrochloride.

Nomenclature

CAS number: 10402-53-6
746-CE; Eftapan (Merckle); Mucitux (Riom).
C24H32N2O2.2HCl; mol wt 453.44.
C 63.57%, H 7.56%, N 6.18%, O 7.06%, Cl 15.64%.

Properties

White, bitter-tasting crystalline powder, mp 201° (Toffel-Nadolny, Gielsdorf); also reported as crystals from methanol, mp 160° (Mauvernay). LD50 in mice (mg/kg): 729 orally, 38 i.v. (Vacher).

Therapeutic Category

Antitussive.

Keywords

Antitussive