Use of colchinol derivatives as vascular damaging agents

Details Use of colchinol derivatives as vascular damaging agents Use of colchinol derivatives as vascular damaging agents

C - Chemistry, Metallurgy

07

F

C07F 9/12 (2006.01) A61K 31/135 (2006.01) A61K 31/165 (2006.01) A61K 31/17 (2006.01) A61K 31/18 (2006.01) A61K 31/196 (2006.01) A61K 31/216 (2006.01) A61K 31/27 (2006.01) A61K 31/66 (2006.01) C07C 217/74 (2006.01) C07C 233/23 (2006.01) C07C 271/24 (2006.01) C07C 307/08 (2006.01) C07C 311/07 (2006.01)

Patent

CA 2292549

Colchinol derivatives of formula (I) wherein R1, R2, R3 and R6 are each independently H, optionally substituted alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, alkanoyl, PO3H2; X is carbonyl (CO), thiocarbonyl (CS), methylene (CH2) or a group CHR4; R4 is OH, O-alkyl or NR8R9; R5 and R7 are each independently H, alkyl, halogen, hydroxy, alkoxy, nitro or amino; R8 is H, optionally substituted alkyl, cycloalkyl, alkanoyl, thioalkanoyl, aryl, heteroaryl, arylcarbonyl, heteroarylcarbonyl, alkoxycarbonyl, aryloxycarbonyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl, alkylsulfonyl, arylsulfonyl, aminosulfonyl, alkylaminosulfonyl, dialkylaminosulfonyl or arylaminosulfonyl; and R9 is H, alkyl or cycloalkyl and the pharmaceutically acceptable salts, solvates, and hydrates thereof have been found to be useful for treatment of diseases involving angiogenesis. Some of these compounds are novel. Particularly preferred are those compounds in which R6 is PO3H2.

On décrit des dérivés de colchinol de la formule (I) dans laquelle R1, R2, R3 et R6 sont chacun, indépendamment, H, alkyle éventuellement substitué, cycloalkyle, alcényle, alkynyle, aralkyle, alcanoyle PO3H2; X est carbonyle (CO), thiocarbonyle (CS), méthylène (CH2) ou un groupe CHR4; R4 est OH, O-alkyle ou NR8R9; R5 et R7 sont chacun, indépendamment, H, alkyle, halogène, hydroxy, alcoxy, azote ou amino; R8 est H, alkyle éventuellement substitué, cycloalkyle, alcanoyle, thioalcanoyle, aryle, hétéroaryle, arylcarbonyle, hétéroarylcarbonyle, alcoxycarbonyle, aryloxycarbonyle, aminocarbonyle, alkylaminocarbonyle, dialkylaminocarbonyle, arylaminocarbonyle, alkylesulfonyle, arylsulfonyle, aminosulfonyle, alkylaminosulfonyle, dialkylaminosulfonyle ou arylaminosulfonyle; et R9 est H, alkyle ou cycloalkyle. Les sels pharmaceutiquement acceptables, les solvates et les hydrates desdits dérivés conviennent pour le traitement de maladies associées à l'angiogenèse. Certains de ces composés sont nouveaux et les composés particulièrement préférés sont ceux dans lesquels R6 est PO3H2.

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