3-Demethyl thiocolchicine

CAS: 87424-25-7

Ref. 3D-FD21016

Product Information

• Name: 3-Demethyl thiocolchicine
• Synonyms: N-[(7S)-3-Hydroxy-1,2-Dimethoxy-10-(Methylthio)-9-Oxo-6,7-Dihydro-5H-Benzo[D]Heptalen-7-Yl]AcetamideN-[(7S)-3-Hydroxy-9-Keto-1,2-Di methoxy-10-(Methylthio)-6,7-Dihydro-5H-Benzo[D]Heptalen-7-Yl]Acetamide, 3-Demethylthiocolchicine, 3-Desmethylthiocolchicine, 3-O-Demethylthiocolchicine, Acetamide, N-[(7S)-5,6,7,9-tetrahydro-3-hydroxy-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-, Acetamide, N-[5,6,7,9-tetrahydro-3-hydroxy-1,2-dimethoxy- 10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]-, (S)-, Benzo[a]heptalene, acetamide deriv., Colchicine, 2-demethylthio-, N-[(7S)-5,6,7,9-Tetrahydro-3-hydroxy-1,2-dimethoxy-10-(methylthio)-9-oxobenzo[a]heptalen-7-yl]acetamide, NSC 361792

Description

3-Demethyl thiocolchicine is a potent inhibitor of the bacterial enzyme thiocolchicoside synthase. It inhibits the synthesis of thiocolchicoside, an intermediate in the biosynthesis of the cell wall component peptidoglycan. 3-Demethyl thiocolchicine has been shown to be active against L1210 murine leukemia cells and human leukemia cells in vitro. In addition, this compound has a strong inhibitory effect on tumor growth in mice. The mechanism may be due to its ability to induce apoptosis by inhibiting DNA synthesis and protein synthesis. 3-Demethyl thiocolchicine also has anti-inflammatory properties, which may be due to its inhibition of prostaglandin synthesis.

• Brand: Biosynth

Chemical properties

• Molecular weight: 401.48 g/mol
• Formula: C₂₁H₂₃NO₅S
• Purity: Min. 95%
• InChI: InChI=1S/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
• InChI key: InChIKey=PKYOHQGXPPVIGD-HNNXBMFYSA-N
• SMILES: COc1c(O)cc2c(c1OC)-c1ccc(SC)c(=O)cc1[C@@H](NC(C)=O)CC2