CAS 87424-25-7

3-Demethylthiocolchicine

Description:

3-Demethylthiocolchicine, identified by its CAS number 87424-25-7, is a chemical compound that belongs to the class of alkaloids derived from the plant Colchicum autumnale, commonly known as autumn crocus. This compound is structurally related to colchicine, a well-known anti-inflammatory and anti-mitotic agent. 3-Demethylthiocolchicine exhibits characteristics such as a complex molecular structure, which includes a phenanthrene core and a methoxy group, contributing to its biological activity. It is primarily studied for its potential therapeutic applications, particularly in the treatment of gout and other inflammatory conditions, due to its ability to inhibit microtubule polymerization. The compound's solubility, stability, and reactivity can vary based on environmental conditions and the presence of other substances. As with many alkaloids, it may also exhibit cytotoxic properties, making it a subject of interest in cancer research. However, due to its potent biological effects, careful handling and consideration of safety protocols are essential when working with this substance in a laboratory setting.

Formula: C₂₁H₂₃NO₅S

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

InChI key: InChIKey=PKYOHQGXPPVIGD-HNNXBMFYSA-N

SMILES: O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(O)=C1OC)=CC(=O)C(SC)=CC3

Synonyms:

• 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
• (S)-1-Methoxy-2-methyloxy-3-hydroxy-7-acetylamino-10-methylthio-6,7-dihydrobenzo[a]heptalen-9(5H)-one
• Thiocolchicoside EP Impurity C
• Thiocolchicoside EP Impurity C (3-O-Demethyl Thiocolchicine)
• (7S)-1,2-Dimethoxy-3-hydroxy-10-(methylthio)-7α-(acetylamino)-5,6,7,9-tetrahydrobenzo[a]heptalene-9-one
• 3-Demthylthiocolchicine
• N-[(7S)-3-hydroxy-1,2-dimethoxy-10-methylsulfanyl-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide

3-O-demethyl Thiocolchicine

CAS: 87424-25-7

Purity: 98%

Ref: IN-DA00GWCJ

3-Demethyl Thiocolchicine

CAS: 87424-25-7

Formula: C₂₁H₂₃NO₅S

Color and Shape: Yellow Solid

Molecular weight: 401.48

Ref: 4Z-T-593

3-O-Demethylthiocolchicine

CAS: 87424-25-7

Color and Shape: Neat

Ref: 86-MM3276.04

3-Demethyl Thiocolchicine

Controlled Product

CAS: 87424-25-7

Stability Hygroscopic
Applications A Thiocolchicine metabolite, used in therapy as an antitunor, antiinflammatory and immunosuppressive agent.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Trellu, M., et al.: Fund. Clin. Pharmacol., 18, 493 (2004), Nakagawa-Goto, K., et al.: Bioorg. Med. Chem. Lett., 15, 235 (2005), Gelmi, M., et al.: J. Med. Chem., 50, 2245 (2007),

Formula: C₂₁H₂₃NO₅S

Color and Shape: Neat

Molecular weight: 401.48

Ref: TR-D231330

3-Demethylthiocolchicine

CAS: 87424-25-7

3-Demethylthiocolchicine, a colchicine analog, exhibits broad-spectrum antitumor activity and shares similar properties and activities with colchicine in inhibiting casein-induced amyloidosis, microtubule binding, and anti-inflammatory effects. Notably, it has significantly lower toxicity compared to colchicine.

Formula: C₂₁H₂₃NO₅S

Molecular weight: 401.48

Ref: TM-T200775

Thiocolchicoside EP Impurity C

CAS: 87424-25-7

Formula: C₂₁H₂₃NO₅S

Molecular weight: 401.48

Ref: ST-EA-CP-T44003