COLCHICEINE, CAS No. 477-27-0

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477-27-0

Catalog No. EBD3056412

CAS 477-27-0

Name COLCHICEINE

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Basic Information

Synonyms: NSC3341 NSC33411 COLCHICEINE O10-DEMETHYLCOLCHICINE (S)-7-ACETYLAMINO-10-HYDROXY-1,2,3-TRIMETHOXY-6,7-DIHYDROBENZO[A]HEPTALEN-9(5H)-ONE N-[(7S)-5,6,7,9-TETRAHYDRO-10-HYDROXY-1,2,3,-TRIMETHOXY-9-OXOBENZO[A]HEPTALEN-7-YL]ACETAMIDE 4-14-00-00943(BeilsteinHandbookReference) 7-Acetamido-10-hydroxy-1,2,3-trimethoxy-6,7-dihydrobenzo(a)heptalen-9(5H)-one BRN2824078 Benzo(a)heptalen-10(5H)-one,7-acetamido-6,7-dihydro-9-hydroxy-1,2,3-trimethoxy- Benzo(a)heptalen-9(5H)-one,7-acetamido-6,7-dihydro-10-hydroxy-1,2,3-trimethoxy- N-Acetyltrimethylcolchicinicacid NSC123396 O(sup10)-Demethylcolchicine Acetamide,N-(5,6,7,9-tetrahydro-10-hydroxy-1,2,3-trimethoxy-9-oxobenzo(a)heptalen-7-yl)-,(S)-(9CI) Colchiceine(VAN)(8CI) O-Demethylcolchicine N-(10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide N-[(7S)-10-hydroxy-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide

Molecular Formula: C21H23NO6

Molecular Weight: 385.41

Categories: Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products

Product Description:

Colchicine is a naturally occurring alkaloid derived from plants of the genus *Colchicum*, such as the autumn crocus. Its chemical structure is based on a tricyclic ring system comprising a tropolone ring fused to a benzocycloheptane moiety. It is a well-known and potent microtubule-targeting agent. The primary and most significant application of colchicine is as an active pharmaceutical ingredient (API) for the treatment of acute gout flares and familial Mediterranean fever. Its mechanism of action involves binding to tubulin, thereby inhibiting microtubule polymerization and disrupting cellular processes like mitosis and neutrophil chemotaxis. Beyond these established uses, colchicine has been extensively investigated as an anti-cancer agent due to its antimitotic properties, placing it firmly within the category of anti-tumor drugs. It serves as a classic tool compound in cell biology research for studying the cytoskeleton and cell division. As a plant-derived natural product, it is also a key subject of study in phytochemistry and natural product research. Due to its narrow therapeutic index and high toxicity, its clinical use requires careful dosage management.

Physical Properties

Melting Point: 172-1740C

Boiling Point: 731.5°Cat760mmHg

Flash Point: 396.2°C

Density: 1.31g/cm3