8420. Secobarbital Sodium

Nomenclature

CAS number: 309-43-3
5-(1-Methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione monosodium salt; sodium 5-allyl-5-(1-methylbutyl)barbiturate; 5-allyl-5-(1-methylbutyl)barbituric acid sodium salt; 5-allyl-5-(1-methylbutyl)malonylurea sodium salt; meballymal sodium; quinalbarbitone sodium; Barbosec (Rowell); Immenoctal (Houdé); Pramil (H"assle); Quinalspan (Pharmax); Sedutain (Key); Seconal Sodium (Lilly); Seotalnatrium (Lilly).
C12H17N2NaO3; mol wt 260.26.
C 55.38%, H 6.58%, N 10.76%, Na 8.83%, O 18.44%.

Description and references

Prepn: US 1954429 (1934). Comprehensive description: I. Comer, Anal. Profiles Drug Subs. 1, 343-365 (1972). Toxicity data: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972).

Chemical structure

Properties

White, hygroscopic powder. Bitter taste. Very sol in water. Sol in alc. Practically insol in ether. Aq solns are alkaline to litmus. The soly in elixirs is increased by the presence of methenamine. LD50 orally in rats: 125 mg/kg (Schafer).

Derivative

Free acid.
C12H18N2O3; mol wt 238.28.
C 60.49%, H 7.61%, N 11.76%, O 20.14%.

Properties

mp 100°.

Note

This is a controlled substance (depressant): 21 CFR, 1308.12 and 1308.13.

Therapeutic Category

Sedative; hypnotic.

Therapeutic Category (Veterinary)

Short-acting hypnotic; sedative. Pre-anesthetic.

Keywords

Sedative/Hypnotic; Barbituric Acid Derivatives