Colchicine - CAS 64-86-8
Catalog number:
64-86-8
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C22H25NO6
Molecular Weight:
399.44
COA:
Inquire
Targets:
Microtubule/Tubulin
Description:
Colchicine, a toxic plant-derived alkaloid extracted from plants of the genus Colchicum, inhibits microtubule polymerization (IC50 = 3.2 μM).
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Brife Description:
Tubulin Modulators (IC50 = 3.2 μM); Gout Suppressants
Appearance:
White solid
Synonyms:
N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-6,7-dihydro-5H-benzo[a]heptalen-7-yl]acetamide; Colchicine; Colchicine, (+-)-Isomer; Colchicine, (R)-Isomer
Solubility:
Soluble to 100 mM in water and to 100 mM in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -51℃ for long term (months to years).
MSDS:
Inquire
Melting Point:
142-150ºC
InChIKey:
IAKHMKGGTNLKSZ-INIZCTEOSA-N
InChI:
1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
Canonical SMILES:
CC(=O)NC1CCC2=CC(=C(C(=C2C3=CC=C(C(=O)C=C13)OC)OC)OC)OC
1.Colchicine Therapy in Acute Coronary Syndrome Patients acts on Caspase-1 to Suppress NLRP3 Inflammasome Monocyte Activation.
Robertson S1, Martinez GJ2, Payet CA3, Barraclough JY4, Celermajer DS4, Bursill C3, Patel S4. Clin Sci (Lond). 2016 Apr 21. pii: CS20160090. [Epub ahead of print]
Rationale<: Inflammasome activation, with subsequent release of pro-inflammatory cytokines IL-1β and IL-18, has recently been implicated in atherosclerosis-associated inflammation.
2.Colchicine aggravates coxsackievirus B3 infection in mice.
Smilde BJ1, Woudstra L2, Fong Hing G1, Wouters D3, Zeerleder S4, Murk JL5, van Ham M3, Heymans S6, Juffermans LJ7, van Rossum AC7, Niessen HW8, Krijnen PA2, Emmens RW9. Int J Cardiol. 2016 Apr 19;216:58-65. doi: 10.1016/j.ijcard.2016.04.144. [Epub ahead of print]
BACKGROUND: There is a clinical need for immunosuppressive therapy that can treat myocarditis patients in the presence of an active viral infection. In this study we therefore investigated the effects of colchicine, an immunosuppressive drug which has been used successfully as treatment for pericarditis patients, in a mouse model of coxsackievirus B3(CVB3)-induced myocarditis.
3.Pyridine Based Antitumour Compounds Acting at the Colchicine Site.
Álvarez R, Aramburu L, Puebla P, Caballero E, González M, Vicente A, Medarde M, Peláez R1. Curr Med Chem. 2016;23(11):1100-30.
Antimitotics binding at the colchicine site of tubulin are important antitumour and vascular disrupting agents. Pyridines and azines are privileged scaffolds in medicinal chemistry and in recent years many colchicine site ligands (CSL) have incorporated them into their structures with the aim of improving their pharmacokinetic and pharmacodynamics properties. CSL have been classified according to their chemical structures and the chemical structures of the pyridine and azine containing antimitotic compounds are described. The designed principles behind the structural modifications and the achieved effect on the biological activity upon inclusion of these heterocycles are also discussed. Lessons from the achievements and failures have been extracted and future perspectives delineated.
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CAS 64-86-8 Colchicine

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