602-41-5

Usage

Uses

Used in Pharmaceutical Industry:
THIOCOLCHICOSIDE is used as a muscle relaxant for the treatment of muscle spasms and pain. Its GABA receptor antagonist properties help in reducing muscle tension and providing relief from discomfort.
Used in Pain Management:
As an analgesic, THIOCOLCHICOSIDE is employed to alleviate pain associated with muscle spasms and other muscle-related conditions. Its ability to relax muscles and reduce pain makes it a valuable component in pain management therapies.

InChI:InChI=1/C27H33NO10S/c1-12(30)28-16-7-5-13-9-18(37-27-24(34)23(33)22(32)19(11-29)38-27)25(35-2)26(36-3)21(13)14-6-8-20(39-4)17(31)10-15(14)16/h6,8-10,16,19,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)/t16-,19+,22+,23-,24+,27+/m0/s1

Upstream product

• 477-29-2 3-de-O-methylcolchicine-3-O-β-Dglucopyranoside 
• 5188-07-8 sodium thiomethoxide 
• 87424-25-7 3-O-demethylthiocolchicine 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 80-70-6 N,N,N',N'-tetramethylguanidine 
• 492-61-5 β-D-glucose 
• 2730-71-4 thiocolchicine 
• 439-03-2 2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose 
• 163956-01-2 3-demethyl-3-(2,3,4,5-tetra-O-acetyl-β-D-glucopyranosyl)thiocolchicine 

Downstream Products

• 939373-68-9 6'-tosylthiocolchicoside 
• 87424-25-7 3-O-demethylthiocolchicine 
• 939373-74-7 6'-thioacetylthiocolchicoside triacetate 
• 939373-71-4 6'-iodothiocolchicoside triacetate 
• 939373-69-0 6'-tosylthiocolchicoside triacetate 

Relevant academic research and scientific papers

PROCESS FOR THE CONVERSION OF COLCHICINOIDS TO THEIR 3-GLYCOSYLATED DERIVATIVES VIA THEIR RESPECTIVE 3-DEMETHYL ANALOGUES

The present invention relates to a bioprocess for the preparation of glycosylated Colchicine, its analogs and derivatives of formula (I) wherein X represents O or S, and R1 represents C1-C6 alkyl, R2 is a glycoside residue, R represents hydrogen, C1-C6 alkyl, formyl or acetyl.

"Process for the glycosidation of colchicine and thiocolchicine"

A process for the preparation of compounds having formula I is disclosed, wherein: - R1 is a methoxy or methylthio group; - R2 is a O-glycosyloxy residue. Compounds having formula I are prepared by reacting the corresponding precursor having R2 = OH and the suitably protected 1-acetyl-glycose.

Novel 3-O-glycosyl-3-demethylthiocolchicines as ligands for glycine and γ-aminobutyric acid receptors

New 3-O-glycosyl-3-demethylthiocolchicines containing natural and unnatural sugar moieties were prepared and tested on γ-aminobutyric acid (GABA) and strychnine-sensitive glycine receptors present in rat brain and spinal cord. Two different synthetic approaches were used with the readily available 3-O-demethylthiocolchicine (1b) and thiocolchicoside (2a). Glycosyl compounds 2a-g were obtained from 1b and 1-fluorosugars 4. 6′-Heterosubstituted glycosyl compounds 6-12 and the 6′-desoxy derivative 2h were prepared from 2a.

Process for the glycosidation of colchicine derivatives and the products obtained thereby

A process for the preparation of compounds having the formula STR1 wherein: R is a methoxy or thiomethyl group; R1 is a β-D-glycopyranosyloxy or 6-deoxygalactopyranosyloxy residue; and R2 is a C1 -C7 alkyl group which process comprises reacting a protected material selected from the group consisting of derivatives of 1-fluoroglucose and 1-fluorofucose with a compound having the formula STR2 wherein R and R2 are as defined above to form a crude reaction product containing at least one compound of formula (I).

A process for the glycosidation of colchicine derivatives and products obtained

The present invention relates to a process for the preparation of colchicine or thiocolchicine glycosides or derivatives thereof.