Methitural
Title: Methitural
CAS Registry Number: 467-43-6
CAS Name: Dihydro-5-(1-methylbutyl)-5-[2-(methylthio)ethyl]-2-thioxo-4,6(1H,5H)-pyrimidinedione
Additional Names: 5-(1-methylbutyl)-5-[2-(methylthio)ethyl]-2-thiobarbituric acid; 5-(2-methylthioethyl)-5-(2-pentyl)-2-thiobarbituric acid
Molecular Formula: C12H20N2O2S2
Molecular Weight: 288.43
Percent Composition: C 49.97%, H 6.99%, N 9.71%, O 11.09%, S 22.23%
Literature References: Prepn: Zima, Von Werder, US 2802827 (1957 to E. Merck).
 
Derivative Type: Sodium salt
CAS Registry Number: 730-68-7
Additional Names: Methioturiate
Manufacturers' Codes: AM-109; Sch-3132
Trademarks: Neraval (Schering); Thiogenal
Molecular Formula: C12H19N2NaO2S2
Molecular Weight: 310.41
Percent Composition: C 46.43%, H 6.17%, N 9.02%, Na 7.41%, O 10.31%, S 20.66%
Properties: Very hygroscopic, yellow crystals. Slight odor of mercaptans. Freely sol in water. pH of a 10% aq soln ~9.5. Water solns are unstable as evidenced by a deepening of color and formation of a cloudy precipitate upon autoclaving and exposure to light. The addition of sodium carbonate has a stabilizing effect and prevents precipitation for about 24 hrs: Irwin et al., J. Pharmacol. Exp. Ther. 116, 317 (1956).
 
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.13.
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic; Barbituric Acid Derivatives.

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