CAS 7336-33-6

3-Demethylcolchicine

Description:

3-Demethylcolchicine is a chemical compound derived from colchicine, a well-known alkaloid primarily extracted from the plant Colchicum autumnale. This compound is characterized by its structural modifications that result in the removal of a methyl group from the colchicine molecule. It exhibits properties typical of alkaloids, including a complex ring structure and the presence of multiple functional groups that contribute to its biological activity. 3-Demethylcolchicine is recognized for its potential use in research, particularly in studies related to cell division and cancer treatment, as it can inhibit microtubule formation, thereby affecting mitosis. The compound is typically a white to off-white solid and is soluble in organic solvents. Its pharmacological profile is of interest in medicinal chemistry, although it may also exhibit toxicity, necessitating careful handling and usage in laboratory settings. As with many alkaloids, the specific interactions and effects of 3-Demethylcolchicine are subjects of ongoing research, particularly in the context of its therapeutic applications.

Formula: C₂₁H₂₃NO₆

InChI: InChI=1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-17(25)20(27-3)21(28-4)19(12)13-6-8-18(26-2)16(24)10-14(13)15/h6,8-10,15,25H,5,7H2,1-4H3,(H,22,23)/t15-/m0/s1

InChI key: InChIKey=JRRUSQGIRBEMRN-HNNXBMFYSA-N

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

Synonyms:

• Acetamide, N-(5,6,7,9-tetrahydro-3-hydroxy-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
• Colchicine, O3-demethyl-
• Benzo[a]heptalene, acetamide deriv.
• Colchicine, 2-demethyl-
• Acetamide, N-[(7S)-5,6,7,9-tetrahydro-3-hydroxy-1,2,10-trimethoxy-9-oxobenzo[a]heptalen-7-yl]-

3-Demethylcolchicine

CAS: 7336-33-6

3-Demethylcolchicine

Purity: 98%

Molecular weight: 385.41g/mol

Ref: 54-OR1023287

Colchicine EP Impurity E

CAS: 7336-33-6

Formula: C₂₁H₂₃NO₆

Color and Shape: Yellow Solid

Molecular weight: 385.42

Ref: 4Z-C-157

3-demethylcolchicine

CAS: 7336-33-6

3-demethylcolchicine

Purity: ≥98%

Molecular weight: 385.41g/mol

Ref: 54-BUP02180

(-)-3-Demethylcolchicine

CAS: 7336-33-6

Formula: C₂₁H₂₃NO₆

Purity: 95%~99%

Molecular weight: 385.416

Ref: BP-BP4588

N-[(7S,12aRa)-3-Hydroxy-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide (3-O-Demethylcolchicine)

Controlled Product

CAS: 7336-33-6

Formula: C₂₁H₂₃NO₆

Color and Shape: Neat

Molecular weight: 385.41

Ref: 86-MM1083.05

3-demethylcolchicine

CAS: 7336-33-6

3-demethylcolchicine is a natural product isolated from Gloriosa superba.Inhibitory effect on the polymerization of purified bovine brain tubulin.

Formula: C₂₁H₂₃NO₆

Purity: 98.24% - 99.03%

Color and Shape: Solid

Molecular weight: 385.41

Ref: TM-TN6706

Colchicine EP Impurity E-13C-d3

CAS: 7336-33-6

Formula: C₂₀₁₃CH₂₀D₃NO₆

Molecular weight: 389.43

Ref: 4Z-C-159

Colchicine EP Impurity E-d3

CAS: 7336-33-6

Formula: C₂₁H₂₀NO₆D₃

Molecular weight: 388.44

Ref: 4Z-C-158

Colchicine EP Impurity E

CAS: 7336-33-6

Formula: C₂₁H₂₃NO₆

Molecular weight: 385.41

Ref: ST-EA-CP-C33005

3-Demethyl Colchicine

CAS: 7336-33-6

Applications A metabolite of Colchicine (C640000). Has shown anti-tumor activity.
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 Martinez, M., et al.: J. Appl. Toxicol., 15, 49 (1995), De Vincenzo, R., et al.: Oncol. Res., 11, 145(1999), Das, D., et al.: Biochim. Biophys. Acta., 1502, 351 (2000), Wagner, B., et al.: J. Biol. Chem., 275, 22461(2000),

Formula: C₂₁H₂₃NO₆

Color and Shape: Neat

Molecular weight: 385.41

Ref: TR-D230885

(-)-3-Demethylcolchicine

CAS: 7336-33-6

(-)-3-Demethylcolchicine is a natural compound, which is an analog of demecolcine. It has been shown to be toxic to cancer cells in vitro and has been used in the treatment of colon cancer. (-)-3-Demethylcolchicine appears to inhibit the activity of gamma-aminobutyric acid (GABA) receptors and inhibits the proliferation of hl-60 cells in culture. (-)-3-Demethylcolchicine also has hemolytic activity, which may be due to its ability to bind to red blood cells.

Formula: C₂₁H₂₃NO₆

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 385.41 g/mol

Ref: 3D-FD20991