570. Amobarbital
Nomenclature
CAS number: 57-43-2
5-Ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-ethyl-5-isopentylbarbituric acid; 5-ethyl-5-isoamylbarbituric acid; barbamil; amylobarbitone; 5-isoamyl-5-ethylbarbituric acid; pentymal; Amal (Knoll); Amasust (Knoll); Amytal (Flynn); Eunoctal (Houdé); Isomytal (Nippon Shinyaku); Mylodorm (G.P.); Sednotic (Dista); Stadadorm (Stada). C11H18N2O3; mol wt 226.27.
C 58.39%, H 8.02%, N 12.38%, O 21.21%.
Description and references
Prepn: US 1514573 (1924). Metabolism: Frey, Magnussen, Arzneim.-Forsch. 16, 612 (1966). Toxicity data: K. Irrgang, ibid. 15, 688 (1965). Comprehensive description: N. A. A. Mian et al., Anal. Profiles Drug Subs. 19, 27-58 (1990).
Properties
Slightly bitter crystals, mp 156-158°. One gram dissolves in 1300 ml water, in 5 ml alc, in 17 ml chloroform, in 6 ml ether. Freely sol in benzene; sol in alkaline solns. Insol in petr ether, aliphatic hydrocarbons. A satd aq soln is acid to litmus paper. Dissolves in aq solns of alkali hydroxides and carbonates. pH of a saturated soln in water about 5.6. pKa (25°C) 8.0. LD50 in mice (mg/kg): 212 s.c. (Irrgang).Derivative
Sodium salt.Nomenclature
CAS number: 64-43-7
Sodium Amytal (Flynn). C11H17N2NaO3; mol wt 248.25.
C 53.22%, H 6.90%, N 11.28%, Na 9.26%, O 19.33%.
Properties
Hygroscopic, friable granules of powder. Slightly bitter taste. Very soluble in water; sol in alcohol (1:1). Practically insol in ether, chloroform.Note
This is a controlled substance (depressant): 21 CFR, 1308.12 and 1308.13.Therapeutic Category
Sedative, hypnotic.
Therapeutic Category (Veterinary)
Sedative, hypnotic.Keywords
Sedative/Hypnotic; Barbituric Acid Derivatives