Barbital
Title: Barbital
CAS Registry Number: 57-44-3
CAS Name: 5,5-Diethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
Additional Names: 5,5-diethylbarbituric acid; barbitone; diethylmalonylurea
Trademarks: Veronal
Molecular Formula: C8H12N2O3
Molecular Weight: 184.19
Percent Composition: C 52.17%, H 6.57%, N 15.21%, O 26.06%
Literature References: Prototype of the barbiturate hypnotics. Prepn: M. Conrad, M. Guthzeit, Ber. 15, 2841 (1882); E. Fischer, A. Dilthey, Ann. 335, 334 (1904). Use as physiological buffer: L. Michaelis, J. Biol. Chem. 87, 33 (1930); in enzyme determn: J. Bergerman, Clin. Chem. 12, 797 (1966).
Properties: Faintly bitter needles (trigonal in the stable phase) from water, mp 188-192°. Can be sublimed in vacuo. pK (25°) 7.43. One gram dissolves in about 130 ml water, 13 ml boiling water, 14 ml alcohol, 75 ml chloroform, 35 ml ether. Sol in acetone, ethyl acetate, alkalies, petr ether, acetic acid, amyl alcohol, pyridine, aniline, nitrobenzene.
Melting point: mp 188-192°
pKa: pK (25°) 7.43
 
Derivative Type: Sodium salt
CAS Registry Number: 144-02-5
Additional Names: Barbital sodium; sodium 5,5-diethylbarbiturate; barbitone sodium; soluble barbital; sodium diethylmalonylurea
Trademarks: Veronal sodium; Medinal
Molecular Formula: C8H11N2NaO3
Molecular Weight: 206.17
Percent Composition: C 46.61%, H 5.38%, N 13.59%, Na 11.15%, O 23.28%
Properties: Bitter crystals or powder. One gram dissolves in 5 ml water, 2.5 ml boiling water, 400 ml alc. Aq soln is alkaline to litmus and phenolphthalein. pH of 0.1 molar aq soln, 9.4.
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Use: Biological buffer.
Therap-Cat: Sedative, hypnotic.
Therap-Cat-Vet: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Barbituric Acid Derivatives.

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