12-08409. Rolicyprine [Archived]

Nomenclature

CAS number: 2829-19-8
5-Oxo-N-(2-phenylcyclopropyl)-2-pyrrolidinecarboxamide; d-N-(trans-2-phenylcyclopropyl)-l-5-pyrrolidone-2-carboxamide; rolicypram; EX-4883; RMI-83027.
C14H16N2O2; mol wt 244.29.
C 68.83%, H 6.60%, N 11.47%, O 13.10%.

Description and references

Prepn: (isomer obtained not specified) GB 961313 (1964 to Lakeside Labs.); GB 1000895 (1965 to Colgate-Palmolive); Biel, US 3192229 (1965 to Colgate-Palmolive). Prepn of other stereoisomers: Biel, loc. cit. Toxicity study: E. I. Goldenthal, Toxicol. Appl. Pharmacol. 18, 185 (1971).

Chemical structure

Properties

Crystals from water, mp 144-147°. [α]D25 +104.28° (DMF). LD50 orally in rats: 96±8 mg/kg (Goldenthal).

Therapeutic Category

Antidepressant.

Keywords

Antidepressant; Pyrrolidones

Status

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