CAS 3482-37-9

trimethylcolchicinic acid

Description:

Trimethylcolchicinic acid, with the CAS number 3482-37-9, is a chemical compound derived from colchicine, a well-known alkaloid. This substance is characterized by its complex structure, which includes multiple methyl groups attached to a colchicine backbone. It is primarily recognized for its potential biological activity, particularly in the field of medicinal chemistry, where it may exhibit anti-inflammatory and anticancer properties. The compound is typically a white to off-white solid and is soluble in organic solvents, but its solubility in water is limited. Trimethylcolchicinic acid is often studied for its interactions with cellular processes, particularly in relation to microtubule dynamics, which are crucial for cell division and intracellular transport. As with many alkaloids, it may also possess toxicological properties, necessitating careful handling and usage in laboratory settings. Overall, trimethylcolchicinic acid represents an interesting subject of study due to its structural complexity and potential therapeutic applications.

Formula: C₁₉H₂₁NO₅

InChI: InChI=1/C19H21NO5/c1-23-16-8-10-4-6-13(20)12-9-15(22)14(21)7-5-11(12)17(10)19(25-3)18(16)24-2/h5,7-9,13H,4,6,20H2,1-3H3,(H,21,22)/t13-/m0/s1

InChI key: InChIKey=IRVWPZRYDQROLU-ZDUSSCGKSA-N

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

Synonyms:

• (7S)-7-Amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxybenzo[a]heptalen-9(5H)-one
• (7S)-7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo[a]heptalen-9(5H)-one
• (S)-7-Amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo[a]heptalen-9(5H)-one
• (S)-7-Amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxybenzo(a)heptalen-9(5H)-one
• 7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo[a]heptalen-9(5H)-one
• Benzo(a)heptalen-9(5H)-one, 7-amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-, (S)- (9CI)
• Benzo[a]heptalen-9(5H)-one, 7-amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-, (7S)-
• Benzo[a]heptalen-9(5H)-one, 7-amino-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy-, (S)-
• Brn 3008992
• Colchiceine, N-deacetyl-
• Colchiceine, N-deacetyl- (8CI)
• Colchiceine, N-deacetyl- (VAN) (8CI)
• Colchicinic acid, O,O′,O′′-trimethyl-
• Colchicinic acid, trimethyl-
• Deacetylcholchiceine
• Deacetylcolchiceine
• Desacetylcholchiceine
• Desacetylcolchiceine
• N-Deacetylcolchiceine
• Nsc 36796
• Skf 284
• 4-14-00-00937 (Beilstein Handbook Reference)
• Trimethylcolchicinic acid
• Aids002892
• trimethyl-colchicinicaci
• (7S)-7-AMino-6,7-dihydro-10-hydroxy-1,2,3-triMethoxy-benzo[a]heptalen-9(5H)-one
• Aids-002892
• n-deacetyl-colchicein

Trimethylcolchicinic acid

CAS: 3482-37-9

Trimethylcolchicinic acid is an orally available colchicine analog that binds to tubulin and inhibits its polymerization into microtubules,potential antitumor.

Formula: C₁₉H₂₁NO₅

Purity: >99.99%

Color and Shape: Soild

Molecular weight: 343.37

Ref: TM-T204087

Trimethylcolchicinic acid

CAS: 3482-37-9

Trimethylcolchicinic acid

Purity: ≥98%

Molecular weight: 343.37g/mol

Ref: 54-BUP20975

N-Deacetyl 10-Demethyl Colchicine

CAS: 3482-37-9

Formula: C₁₉H₂₁NO₅

Molecular weight: 343.38

Ref: 4Z-C-1524

N-Deacetyl Colchiceine

Controlled Product

CAS: 3482-37-9

Applications An antimitotic agent that disrupts microtubles by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.
References Lunduena, R.F., et al.: Curr. Opin. Cell Biol., 4, 53 (1992), Ceccatelli, S., et al.: Neuroreport, 8, 3779 (1997), Want, T.H., et al.: J. Biol. Chem., 273, 4928 (1998), Andreu, J.M., et al.: Biochemistry, 37, 8356 (1998), Jordan, A., et al.: Med. Res. Rev., 18, 259 (1998), Tanaka, H., et al.: Canc. Res., 69, 6978 (2009), D'Elia, M., et al.: Chem. Biol., 16, 548 (2009),

Formula: C₁₉H₂₁NO₅

Color and Shape: Neat

Molecular weight: 343.37

Ref: TR-D198900