Thiocolchicoside

Base Information

• Chemical Name: Thiocolchicoside
• CAS No.: 602-41-5
• Molecular Formula: C27H33 N O10 S
• Molecular Weight: 563.626
• European Community (EC) Number: 210-017-7
• UNII: T1X8S697GT
• DSSTox Substance ID: DTXSID5045330
• Nikkaji Number: J6.805E
• Wikipedia: Thiocolchicoside
• Wikidata: Q106055287
• NCI Thesaurus Code: C152589
• Metabolomics Workbench ID: 152726
• ChEMBL ID: CHEMBL213907
• Mol file: 602-41-5.mol

Synonyms:2,14-di-(demethoxy)-2-glucosidoxy-14- methylthiocolchicine;Coltramyl;Miorel;Myoplège;thiocolchicoside

Chemical Property of Thiocolchicoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 190-198oC
• Refractive Index: 1.6550 (estimate)
• Boiling Point: 929.624oC at 760 mmHg
• PKA: 12.74±0.70(Predicted)
• Flash Point: 516.018oC
• PSA: 189.31000
• Density: 1.462g/cm3
• LogP: 1.14590
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 563.18251742
• Heavy Atom Count: 39
• Complexity: 1010

Purity/Quality:

98% ^*data from raw suppliers

Thiocolchicoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC4C(C(C(C(O4)CO)O)O)O
• Isomeric SMILES: CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)SC)OC)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• Recent ClinicalTrials: Evaluation of the Efficacy of Different Drugs in the Treatment of the Pain in Patients With Temporomandibular Disorder
• Recent EU Clinical Trials: NSAID USED IN MESOTHERAPY VS NSAID INTRAMUSCOLAR INJECTION IN algodistrophy TREATMENT: A RANDOMIZED, CONTROLLED STUDY
• Uses: A GABA receptor antagonist which is prescribed as a muscle relaxant having analgesic effects.

Technology Process of Thiocolchicoside

There total 8 articles about Thiocolchicoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

3-demethyl-3-(2,3,4,5-tetra-O-acetyl-β-D-glucopyranosyl)thiocolchicine (163956-01-2) → thiocolchicoside (602-41-5)

Guidance literature:

With sodium hydroxide; In ethanol; at 25 ℃; for 3h;

DOI:10.1021/jm061056s

Reference yield:

β-D-glucose (492-61-5) + thiocolchicine (2730-71-4) → thiocolchicoside (602-41-5)

Guidance literature:

With sodium chloride; In water; at 30 ℃; for 36h; pH=7.2; Enzymatic reaction;

Reference yield:

MeOH-CH2 Cl2 + 3-O-demethylthiocolchicine (87424-25-7) + N,N,N',N'-tetramethylguanidine (80-70-6) → thiocolchicoside (602-41-5)

Guidance literature:

With ether BF₃; potassium hydrogencarbonate; In acetonitrile;

upstream raw materials:

3-de-O-methylcolchicine-3-O-β-Dglucopyranoside

sodium thiomethoxide

3-O-demethylthiocolchicine

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

6'-tosylthiocolchicoside

3-O-demethylthiocolchicine

6'-thioacetylthiocolchicoside triacetate

6'-iodothiocolchicoside triacetate

Refernces

• 1、 -. ""Process for the glycosidation of colchicine and thiocolchicine"". Page/Page column 3-4. . Retrieved 2009/12/23.
• 2、 -. "Process for the glycosidation of colchicine derivatives and the products obtained thereby". . . Retrieved 2008/06/13.