Thiocolchicine

Base Information

• Chemical Name: Thiocolchicine
• CAS No.: 2730-71-4
• Molecular Formula: C22H25 N O5 S
• Molecular Weight: 415.51
• European Community (EC) Number: 220-346-8
• NSC Number: 186301
• UNII: 47541468FI
• DSSTox Substance ID: DTXSID90181751
• Nikkaji Number: J7.902B
• Wikidata: Q27259007
• NCI Thesaurus Code: C1252
• ChEMBL ID: CHEMBL18981
• Mol file: 2730-71-4.mol

Synonyms:thiocholchicine;thiocolchicine

Chemical Property of Thiocolchicine

Chemical Property:

• Vapor Pressure: 4.12E-21mmHg at 25°C
• Melting Point: 193℃
• Boiling Point: 729.1°Cat760mmHg
• PKA: 14.75±0.40(Predicted)
• Flash Point: 394.7°C
• PSA: 99.16000
• Density: 1.27g/cm³
• LogP: 3.97580
• Storage Temp.: ?20°C
• Solubility.: DMSO: soluble10mg/mL, clear
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 415.14534407
• Heavy Atom Count: 29
• Complexity: 744

Purity/Quality:

99.9% ^*data from raw suppliers

Thiocolchicine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

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)OC
• Isomeric SMILES: CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)SC)OC)OC)OC
• Uses: A muscle relaxant.

Technology Process of Thiocolchicine

There total 10 articles about Thiocolchicine 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: 95.0%

colchicine (64-86-8,54192-66-4) + sodium thiomethoxide (5188-07-8) → thiocolchicine (2730-71-4)

Guidance literature:

In water; for 1h; Heating;

DOI:10.2174/15701808113106660086

Reference yield: 93.5%

deacetylthiocolchicine (2731-16-0) + acetic anhydride (108-24-7) → thiocolchicine (2730-71-4)

Guidance literature:

With pyridine; for 4h; Ambient temperature;

DOI:10.1016/S0968-0896(97)00171-5

Reference yield: 80.0%

colchicine (64-86-8,54192-66-4) → thiocolchicine (2730-71-4)

Guidance literature:

With methylthiol; toluene-4-sulfonic acid; at -80 - -20 ℃;

DOI:10.1021/jp035507l

upstream raw materials:

methylthiol

colchicine

sodium thiomethoxide

deacetylthiocolchicine

Downstream raw materials:

3-O-demethylthiocolchicine

N-(3',4',5'-trimethoxybenzoyl)deacetylthiocolchicine

N-(4'-nitrobenzoyl)deacetylthiocolchicine

N-(3'-nitrobenzoyl)deacetylthiocolchicine

Refernces

• 1、 Shen, Li Hong,Zhang, Le,Wang, Hai Xian,Wang, Xin,Zhang, Gai Jiao. "Synthesis and antitumour activity of novel colchicine C-10 derivatives". . p. 7475 - 7476. Retrieved 2014.
• 2、 Rapoport et al.. "-". . p. 670,673. Retrieved 1955.
• 3、 Bussotti, Laura,Cacelli, Ivo,D'Auria, Maurizio,Foggi, Paolo,Lesma, Giordano,Silvani, Alessandra,Villani, Vincenzo. "Photochemical Isomerization of Colchicine and Thiocolchicine". . p. 9079 - 9085. Retrieved 2003.
• 4、 Majcher, Urszula,Klejborowska, Greta,Moshari, Mahshad,Maj, Ewa,Wietrzyk, Joanna,Bartl, Franz,Tuszynski, Jack A.,Huczyński, Adam. "Antiproliferative activity and molecular docking of novel double-modified colchicine derivatives". . . Retrieved 2018.
• 5、 -. "METHODS AND USES OF COLCHICINE DERIVATIVES". Page/Page column 53. . Retrieved 2020/01/24.