13-10043. Vinbarbital Sodium [Archived]

Nomenclature

CAS number: 125-44-0
5-Ethyl-5-(1-methyl-1-butenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione sodium salt; 5-ethyl-5-(1-methyl-1-butenyl)barbituric acid sodium salt; sodium 5-ethyl-5-(1-methyl-1-butenyl)barbiturate; Delvinal Sodium (Merck & Co.).
C11H15N2NaO3; mol wt 246.24.
C 53.65%, H 6.14%, N 11.38%, Na 9.34%, O 19.49%.

Description and references

Prepn: Cope, Hancock, J. Am. Chem. Soc. 61, 776 (1939); Cope, US 2187703 (1940 to Sharp & Dohme). Pharmacology and toxicity: J. P. Hendrix, J. Pharmacol. Exp. Ther. 68, 22 (1940).

Chemical structure

Properties

Hygroscopic crystals, bitter taste. Slightly sol in ether and chloroform. A 1% aq soln is alkaline to phenolphthalein and has a pH between 8.5 and 9.5. Unbuffered aq solns are unstable. LD50 orally in rats: 130 mg/kg (Hendrix).

Derivative

Free acid.
C11H15N2O3; mol wt 223.25.
C 59.18%, H 6.77%, N 12.55%, O 21.50%.

Properties

mp 161-163°.

Note

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

Therapeutic Category

Sedative, hypnotic.

Therapeutic Category (Veterinary)

Sedative, hypnotic.

Keywords

Sedative/Hypnotic; Barbituric Acid Derivatives

Status

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