13-02774. Cyclopentobarbital [Archived]

Nomenclature

CAS number: 76-68-6
5-(2-Cyclopenten-1-yl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-allyl-5-(2-cyclopenten-1-yl)barbituric acid; Cyclopal (Kytta-Siegfried).
C12H14N2O3; mol wt 234.25.
C 61.53%, H 6.02%, N 11.96%, O 20.49%.

Description and references

Prepd by condensing the ethyl ester of cyclopentenylmalonic acid with urea: Compagnie de Bethune: DE 589947 (1930), Frdl. 19, 1198; GB 349455; FR 38680.

Chemical structure

Properties

Crystals, mp 139-140°. Bitter taste. Slightly sol in cold water; moderately sol in hot water. Freely sol in alcohol, organic solvents.

Note

This is a controlled substance (depressant): 21 CFR, 1308.13.

Therapeutic Category

Sedative, hypnotic.

Keywords

Sedative/Hypnotic; Barbituric Acid Derivatives

Status

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