477-29-2

Basic information

• Product Name: COLCHICOSIDE
• Synonyms: 3-Demethylcolchicine glucoside;(S)-7-Acetylamino-6,7-dihydro-3-(β-D-glucopyranosyloxy)-1,2,10-trimethoxybenzo[a]heptalen-9(5H)-one;Aids012001;Aids-012001;N-[3-(Hexopyranosyloxy)-1,2,10-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[A]heptalen-7-yl]acetamide;Nsc32992;Nsc624672;(S)-N-[3-(β-D-Glucopyranosyloxy)-5,6,7,9-tetrahydro-1,2,10-triMethoxy-9-oxobenzo[a]heptalen-7-yl]acetaMide
• CAS NO: 477-29-2
• Molecular Formula: C27H33NO11
• Molecular Weight: 547.554
• EINECS: 207-513-0
• Product Categories: Miscellaneous Natural Products;Carbohydrates & Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 477-29-2.mol

Chemical Properties

• Melting Point: 194-197°C
• Boiling Point: 620.17°C (rough estimate)
• Flash Point: 515.6°C
• Appearance: /
• Density: 1.3430 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Refrigerator
• PKA: 12.74±0.70(Predicted)
• CAS DataBase Reference: COLCHICOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: COLCHICOSIDE(477-29-2)
• EPA Substance Registry System: COLCHICOSIDE(477-29-2)

Safety Data

• Hazardous Substances Data: 477-29-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
COLCHICOSIDE is used as a therapeutic agent for its potent effects on specific conditions. Due to its toxicity, it is crucial to carefully manage its dosage and application to ensure safety and efficacy.
Used in Research Applications:
In the field of scientific research, COLCHICOSIDE serves as a valuable tool for studying the mechanisms of action and potential interactions with various biological systems. Its toxicity makes it an interesting subject for understanding the effects of similar compounds on cellular processes.

Purification Methods

Purify colchicoside by chromatography through alumina and eluting with CHCl3, then recrystallising from Me2CO, m 275-280o (after releasing solvent at 180o). It also crystallises from EtOH; see colchicine. The tetraacetate has m 175-177o, [] D 15 -57o (c 1, CHCl3). [Bellet et al. Ann Pharm Fr 10 241 1952, Chem Abstr 47 3323 1953, Beilstein 14 IV 946 for colchicine.]

InChI:InChI=1/C27H33NO11/c1-12(30)28-16-7-5-13-9-19(38-27-24(34)23(33)22(32)20(11-29)39-27)25(36-3)26(37-4)21(13)14-6-8-18(35-2)17(31)10-15(14)16/h6,8-10,16,20,22-24,27,29,32-34H,5,7,11H2,1-4H3,(H,28,30)

Downstream Products

• 7336-33-6 3-demethylcolchicine 
• 135792-57-3 6'-O-benzoylcolchicoside 
• 38838-23-2 (S)-7-acetylamino-10-amino-3-β-D-glucopyranosyloxy-1,2-dimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one 
• 7336-34-7 3-demethylcolchiceine 
• 122541-46-2 (S)-7-acetylamino-10-benzhydrylamino-3-β-D-glucopyranosyloxy-1,2-dimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one 
• 124100-65-8 (S)-7-acetylamino-3-β-D-glucopyranosyloxy-1,2-dimethoxy-10-(N'-phenyl-hydrazino)-6,7-dihydro-5H-benzo[a]heptalen-9-one 
• 602-41-5 thiocolchicoside 
• 122272-57-5 (S)-7-acetylamino-3-β-D-glucopyranosyloxy-1,2-dimethoxy-10-((Ξ)-1-methyl-2-phenyl-ethylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one 

Relevant articles and documents

PROCESS FOR THE CONVERSION OF COLCHICINOIDS TO THEIR 3-GLYCOSYLATED DERIVATIVES VIA THEIR RESPECTIVE 3-DEMETHYL ANALOGUES

The present invention relates to a bioprocess for the preparation of glycosylated Colchicine, its analogs and derivatives of formula (I) wherein X represents O or S, and R1 represents C1-C6 alkyl, R2 is a glycoside residue, R represents hydrogen, C1-C6 alkyl, formyl or acetyl.