87424-25-7

Basic information

• Product Name: 3-demethylthiocolchicine
• Synonyms: 3-demethylthiocolchicine;(7S)-1,2-Dimethoxy-3-hydroxy-10-(methylthio)-7α-(acetylamino)-5,6,7,9-tetrahydrobenzo[a]heptalene-9-one;(S)-1-Methoxy-2-methyloxy-3-hydroxy-7-acetylamino-10-methylthio-6,7-dihydrobenzo[a]heptalen-9(5H)-one;3-Demthylthiocolchicine;3-Desmethylthiocolchicine;3-O-DeMethylthiocolchicine;N-[(7S)-5,6,7,9-Tetrahydro-3-hydroxy-1,2-diMethoxy-10-(Methylthio)-9-oxobenzo[a]heptalen-7-yl]acetaMide;NSC 361792
• CAS NO: 87424-25-7
• Molecular Formula: C₂₁H₂₃NO₅S
• Molecular Weight: 401.481
• Product Categories: Glucuronide;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 87424-25-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: >240?C (dec.)
• Boiling Point: 769°C at 760 mmHg
• Flash Point: 418.9°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 1.68E-24mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: -20°C Freezer
• PKA: 9.48±0.40(Predicted)
• CAS DataBase Reference: 3-demethylthiocolchicine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-demethylthiocolchicine(87424-25-7)
• EPA Substance Registry System: 3-demethylthiocolchicine(87424-25-7)

Safety Data

• Hazardous Substances Data: 87424-25-7(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

Uses

3-demethylthiocolchicine is a Thiocolchicine metabolite, used in therapy as an antitunor, antiinflammatory and immunosuppressive agent.

InChI:InChI=1/C21H23NO5S/c1-11(23)22-15-7-5-12-9-17(25)20(26-2)21(27-3)19(12)13-6-8-18(28-4)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1

Upstream product

• 74-93-1 methylthiol 
• 7336-35-8 3-Demethyl-3-acetylcolchicine 
• 602-41-5 thiocolchicoside 
• 2730-71-4 thiocolchicine 
• 64-86-8 colchicine 
• 51296-12-9 2,3-didemethylthiocolchicine 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 7336-33-6 3-demethylcolchicine 
• 5188-07-8 sodium thiomethoxide 

Downstream Products

• 602-41-5 thiocolchicoside 
• 1256600-75-5 C₄₀H₄₈N₂O₁₀S 
• 939373-74-7 6'-thioacetylthiocolchicoside triacetate 
• 939373-71-4 6'-iodothiocolchicoside triacetate 
• 939373-69-0 6'-tosylthiocolchicoside triacetate 
• 939373-68-9 6'-tosylthiocolchicoside 
• 163956-01-2 3-demethyl-3-(2,3,4,5-tetra-O-acetyl-β-D-glucopyranosyl)thiocolchicine 
• 123417-80-1 3-benzoyl-3-demethylthiocolchicine 

Relevant articles and documents

Antitumor agents. Part 236: Synthesis of water-soluble colchicine derivatives

Water-soluble colchicine derivatives were synthesized from 2-demethylcolchicine and 2-demethylthiocolchicine and evaluated in vitro against human tumor cell replication and for inhibition of tubulin polymerization. The glycinate esters (4, 5) and their ta

NOVEL COLCHICINE DERIVATIVES, METHODS AND USES THEREOF

The invention relates to colchicine derivatives, methods and uses thereof for treatment of cancer. In certain embodiments, the colchicine derivative comprises a compound of formula (I), wherein Z is O or S; R1 is selected fro H, a halo group, a substituted or unsubstituted hydrocarbon group, or a substituted or unsubstituted heterogeneous group; R2 and R3 are each independently selected from H, a halo group, a substituted or unsubstituted hydrocarbon group, a substituted or unsubstituted heterogeneous group, a substituted or unsubstituted carbocyclic group, a substituted or unsubstituted heterocyclic group, substituted or unsubstituted aromatic, or a substituted or unsubstituted heteroaromatic; R is selected from H or a substituted or unsubstituted hydrocarbon group, with the proviso that when R, R2 and R3 are methyl groups, R1 is not -COCH3.

Tricyclic compounds

Novel tricyclic compounds of formula I as defined in the specification, a process for their preparation and their use for the preparation of optically active or racemic colchicine and thiocolchicine derivatives.