Thiocolchicine
Title: Thiocolchicine
CAS Registry Number: 2730-71-4
CAS Name: N-[(7S)-5,6,7,9-Tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]acetamide
Molecular Formula: C22H25NO5S
Molecular Weight: 415.50
Percent Composition: C 63.59%, H 6.06%, N 3.37%, O 19.25%, S 7.72%
Literature References: Prepn: Velluz, Muller, Bull. Soc. Chim. Fr. 1954, 755; Muller, Velluz, US 2820029 (1958 to UCLAF). Prepn of 2-glucoside analog: Velluz, Muller, Bull. Soc. Chim. Fr. 1955, 194; Muller, Velluz, loc. cit.
Properties: Yellow cubic crystals from ethyl acetate, mp 192-194°. [a]D20 -221°. Sol in ethanol, acetone, chloroform. Practically insol in water, ether.
Melting point: mp 192-194°
Optical Rotation: [a]D20 -221°
 
Derivative Type: 2-Glucoside analog
CAS Registry Number: 602-41-5
Additional Names: Thiocolchicoside; 2-demethoxy-2-glucosidoxythiocolchicine
Trademarks: Coltramyl (Roussel Diamant); Coltrax (HMR); Miorel (Lederle); Musco-Ril (Inverni)
Molecular Formula: C27H33NO10S
Molecular Weight: 563.62
Percent Composition: C 57.54%, H 5.90%, N 2.49%, O 28.39%, S 5.69%
Properties: Crystals from ethanol + 1N NaOH, dec 220°. [a]D -609° (water), -240° (ethanol).
Optical Rotation: [a]D -609° (water), -240° (ethanol)
 
Therap-Cat: Thiocolchicoside as muscle relaxant (skeletal).

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