Hexobarbital
Title: Hexobarbital
CAS Registry Number: 56-29-1
CAS Name: 5-(1-Cyclohexen-1-yl)-1,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
Additional Names: 5-(1-cyclohexen-1-yl)-1,5-dimethylbarbituric acid; 5-cyclohexenyl-3,5-dimethylbarbituric acid; methylhexabital; methexenyl; enhexymal; hexobarbitone
Trademarks: Citodon; Citopan; Cyclonal; Dorico; Evipal (Winthrop); Evipan (Bayer); Hexanastab Oral; Noctivane; Sombucaps; Sombulex (3M Pharma); Somnalert (Warren-Teed)
Molecular Formula: C12H16N2O3
Molecular Weight: 236.27
Percent Composition: C 61.00%, H 6.83%, N 11.86%, O 20.31%
Literature References: Prepd by condensation of monomethylurea with methyl cyclohexenylmethylcyanoacetate in abs alcohol in the presence of sodium: US 1947944; cf. DE 595175; FR 753178. Comparative clinical trial in anesthesia: D. W. Barron et al., Br. J. Anaesth. 38, 802 (1966). GC determn in human plasma: D. D. Breimer, J. M. Van Rossum, J. Chromatogr. 88, 235 (1974). Pharmacokinetics: N. P. E. Vermeulen et al., Br. J. Clin. Pharmacol. 15, 459 (1983); M. Van der Graaff et al., Biopharm. Drug Dispos. 7, 265 (1986).
Properties: Prismatic crystals, practically tasteless, mp 145-147°. Practically insol in water. One gram dissolves in about 3 liters of water. Sol in methanol, hot ethanol, ether, chloroform, acetone, benzene, aq solns of alkali hydroxides, but not carbonates.
Melting point: mp 145-147°
 
Derivative Type: Sodium salt
CAS Registry Number: 50-09-9
Additional Names: Hexobarbital soluble
Trademarks: Cyclonal Sodium; Dorico Soluble; Evipal Sodium (Winthrop); Evipan Sodium (Bayer); Hexanastab; Hexenal; Methexenyl Sodium; Noctivane Sodium; Narcosan Soluble; Privenal
Molecular Formula: C12H15N2NaO3
Molecular Weight: 258.25
Percent Composition: C 55.81%, H 5.85%, N 10.85%, Na 8.90%, O 18.59%
Properties: White, bitter, very hygroscopic powder. Very sol in water, freely sol in alcohol, methanol, acetone. Practically insol in chloroform, ether, benzene. A soln in water absorbs carbon dioxide from the air, causing precipitation of the insol free acid. Aq and alcoholic solns are alkaline to litmus and phenolphthalein. The pH of a 10% w/v soln of hexobarbital soluble is about 11.5.
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.13.
Therap-Cat: Sedative, hypnotic. Anesthetic (intravenous).
Therap-Cat-Vet: Sedative, hypnotic.
Keywords: Anesthetic (Intravenous); Sedative/Hypnotic; Barbituric Acid Derivatives.

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