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CAS 64-86-8

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Colchicine

Description:
Colchicine is a potent alkaloid derived from the plant Colchicum autumnale, commonly known as the autumn crocus. It is characterized by its ability to inhibit microtubule polymerization, which disrupts cellular mitosis and is primarily used in the treatment of gout and familial Mediterranean fever. Colchicine appears as a white to off-white crystalline powder and is soluble in water, alcohol, and chloroform, but poorly soluble in ether. Its chemical formula is C22H25NO6, and it has a molecular weight of approximately 399.44 g/mol. Colchicine exhibits anti-inflammatory properties and is also studied for its potential effects in various diseases, including cardiovascular conditions and certain cancers. However, it has a narrow therapeutic window, meaning that the difference between an effective dose and a toxic dose is small, necessitating careful monitoring during use. Adverse effects can include gastrointestinal disturbances, bone marrow suppression, and peripheral neuropathy, making it essential for patients to be under medical supervision when using this compound.
Formula:C22H25NO6
InChI: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
InChI key:InChIKey=IAKHMKGGTNLKSZ-INIZCTEOSA-N
SMILES:O(C)C1=C2C=3C([C@@H](NC(C)=O)CCC2=CC(OC)=C1OC)=CC(=O)C(OC)=CC3
Synonyms:
  • (-)-Colchicine
  • (S)-N-(1,2,3,10-Tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl)acetamide
  • (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
  • Acetamide, N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-, (S)-
  • Benzo[a]heptalene, acetamide deriv.
  • Colchicin
  • Colchicina
  • Colchicine Fu
  • Colchineos
  • Colchisol
  • See more synonyms
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