9324. Thiocolchicine

Nomenclature

CAS number: 2730-71-4
N-[(7S)-5,6,7,9-Tetrahydro-1,2,3-trimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]acetamide.
C22H25NO5S; mol wt 415.50.
C 63.59%, H 6.06%, N 3.37%, O 19.25%, S 7.72%.

Description and 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.

Chemical structure

Properties

Yellow cubic crystals from ethyl acetate, mp 192-194°. [α]D20 221°. Sol in ethanol, acetone, chloroform. Practically insol in water, ether.

Derivative

2-Glucoside analog.

Nomenclature

CAS number: 602-41-5
Thiocolchicoside; 2-demethoxy-2-glucosidoxythiocolchicine; Coltramyl (Roussel Diamant); Coltrax (HMR); Miorel (Lederle); Musco-Ril (Inverni).
C27H33NO10S; mol wt 563.62.
C 57.54%, H 5.90%, N 2.49%, O 28.39%, S 5.69%.

Properties

Crystals from ethanol + 1N NaOH, dec 220°. [α]D 609° (water), 240° (ethanol).

Therapeutic Category

Thiocolchicoside as muscle relaxant (skeletal).

Keywords

Thiocolchicoside: Muscle Relaxant (Skeletal)