2290. Cinepazet

Nomenclature

CAS number: 23887-41-4
4-[1-Oxo-3-(3,4,5-trimethoxyphenyl)-2-propenyl]-1-piperazineacetic acid ethyl ester; 4-(3,4,5-trimethoxycinnamoyl)-1-piperazineacetic acid ethyl ester; ethyl 4-(3,4,5-trimethoxycinnamoyl)-1-piperazineacetate; 4-(3′,4′,5′-trimethoxycinnamoyl)-1-(ethoxycarbonylmethyl)piperazine; cinepazic acid ethyl ester; ethyl cinepazate.
C20H28N2O6; mol wt 392.45.
C 61.21%, H 7.19%, N 7.14%, O 24.46%.

Description and references

Prepn: C. Fauran et al., GB 1168108; eidem, US 3590034 (1969, 1971 both to Delalande). Synthesis and structure-activity studies of the hydrochloride: Fauran, Turin, Chim. Ther. 4, 290 (1969); Huguet et al., ibid. 293. Pharmacology and toxicology: Pourrias et al., Therapie 26, 845, 859 (1971). Metabolic data: Chasseaud et al., Arzneim.-Forsch. 22, 2003 (1972).

Chemical structure

Properties

Solid from isopropyl ether, mp 96°.

Derivative

Hydrochloride.

Properties

mp 200° (dec). LD50 in mice (mg/kg): 300 i.v., 1300 orally (Fauran, 1969).

Derivative

Maleate.

Nomenclature

CAS number: 50679-07-7
MD-6753; Vascoril (Delalande).
C20H28N2O6.C4H4O4; mol wt 508.52.
C 56.69%, H 6.34%, N 5.51%, O 31.46%.

Properties

Crystals, mp 130°.

Therapeutic Category

Antianginal.

Keywords

Antianginal