9036. Talbutal

Nomenclature

CAS number: 115-44-6
5-(1-Methylpropyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-allyl-5-sec-butylbarbituric acid; 5-allyl-5-(1-methylpropyl)barbituric acid; Lotusate (Winthrop).
C11H16N2O3; mol wt 224.26.
C 58.91%, H 7.19%, N 12.49%, O 21.40%.

Description and references

Prepn: Volwiler, J. Am. Chem. Soc. 47, 2236 (1925). Acute toxicity: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972).

Chemical structure

Properties

Crystals from water or dil alcohol, mp 108-110°. Slightly bitter taste. Practically insol in water and petr ether. Sol in alcohol, chloroform, ether, acetone, glacial acetic acid, also in solns of fixed alkali hydroxides. A satd aq soln is acid to litmus. LD50 orally in rats: 57.5 mg/kg (Schafer).

Note

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

Therapeutic Category

Sedative, hypnotic.

Keywords

Sedative/Hypnotic; Barbituric Acid Derivatives