Clomethiazole
Title: Clomethiazole
CAS Registry Number: 533-45-9
CAS Name: 5-(2-Chloroethyl)-4-methylthiazole
Additional Names: 4-methyl-5-(b-chloroethyl)thiazole; chlorethiazol; chlormethiazole; S.C.T.Z.
Molecular Formula: C6H8ClNS
Molecular Weight: 161.65
Percent Composition: C 44.58%, H 4.99%, Cl 21.93%, N 8.66%, S 19.84%
Literature References: Prepd by condensation of thioformamide with chloroacetopropyl alcohol: Buchman, J. Am. Chem. Soc. 58, 1803 (1936); by chlorination of 4-methyl-5-(b-ethoxyethyl)thiazole: Clarke, Gurin, ibid. 57, 1876 (1935); by treating 5-(2-hydroxyethyl)-4-methylthiazole with thionyl chloride: Sawa, Ishida, J. Pharm. Soc. Jpn. 76, 337 (1956); by H2O2 oxidation of 2-mercapto-4-methyl-5-(b-chloroethyl)thiazole: CH 200248 (1938 to Hoffmann-La Roche). Prepn of methane and ethanedisulfonate: Charonnat et al., US 3031457 (1962).
Properties: Oily, viscous liquid. d425 1.233. Characteristic disagreeable odor of thiazole compds. bp7 92°.
Boiling point: bp7 92°
Density: d425 1.233
 
Derivative Type: Hydrochloride
CAS Registry Number: 6001-74-7
Molecular Formula: C6H8ClNS.HCl
Molecular Weight: 198.11
Percent Composition: C 36.38%, H 4.58%, Cl 35.79%, N 7.07%, S 16.19%
Properties: Crystals from abs ethanol + ether, mp 130°. Sol in water, alcohol.
Melting point: mp 130°
 
Derivative Type: Methanedisulfonate
Molecular Formula: C13H20Cl2N2O6S4
Molecular Weight: 499.47
Percent Composition: C 31.26%, H 4.04%, Cl 14.20%, N 5.61%, O 19.22%, S 25.68%
Properties: Crystals from methanol + ether, mp 120°.
Melting point: mp 120°
 
Derivative Type: Ethanedisulfonate
CAS Registry Number: 1867-58-9
Trademarks: Distraneurin (AstraZeneca); Hemineurin (AstraZeneca); Heminevrin (AstraZeneca)
Molecular Formula: C14H22Cl2N2O6S4
Molecular Weight: 513.50
Percent Composition: C 32.75%, H 4.32%, Cl 13.81%, N 5.46%, O 18.69%, S 24.98%
Properties: Crystals from methanol + ether, mp 124°.
Melting point: mp 124°
 
Use: Intermediate in some processes of vitamin B1 manufacture.
Therap-Cat: Sedative, hypnotic, anticonvulsant.
Keywords: Anticonvulsant; Sedative/Hypnotic.

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