C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 209/72 (2006.01) A61K 31/40 (2006.01) A61K 31/41 (2006.01) A61K 31/44 (2006.01) A61K 31/675 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 417/12 (2006.01) C07F 9/572 (2006.01)
Patent
CA 2224414
Novel products of general formula (I), preparation thereof and pharmaceutical compositions containing said products are disclosed. In general formula (I), R is a radical of general formula -(CH¿2?)¿m?-X¿1?-(CH¿2?)¿n?-Z, where X¿1? is a simple bond or O or S, n is 0 or 1 and n is 0, 1 or 2, the CH¿2? radicals being optionally substituted by carboxy, alkoxycarbonyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, amino, alkylamino or dialkylamino, and Z is carboxy, COOR¿4?, where R¿4? is alkyl, or CON(R¿5?)(R¿6?), where R¿5? is hydrogen or alkyl and R¿6? is hydrogen or optionally substituted alkyl, or else R¿5? is hydrogen or alkyl and R¿6? is hydroxy, optionally substituted alkyloxy or amino, or PO(OR¿7?)¿2?, where R¿7? is hydrogen or alkyl; or a radical -NH-CO-T where T is hydrogen or optionally substituted alkyl; or else a radical (a); R¿1? and R¿2? are hydrogen or halogen or optionally substituted alkyloxy or alkyl, or else R¿1? and R¿2? in ortho positions form a heterocyclic ring containing 1 or 2 optionally substituted heteroatoms, or R¿1? is hydrogen or halogen or optionally substituted alkyloxy or alkyl, and R¿2? is thioalkyl; R¿3? is hydrogen or halogen or alkyl, alkenyl, alkyloxy, alkylthio, carboxy or alkyloxycarbonyl; X is O or S or -NH-, -CO-, methylene, ethylene, alkylidene or 1,1-cycloalkyl; and Y is O or S. The novel products of general formula (I) are farnesyl transferase inhibitors having remarkable antitumoral and antineoplastic properties.
Nouveaux produits de formule générale (I), leur préparation et les compositions pharmaceutiques qui les contiennent. Dans la formule générale (I), R représente un radical de formule générale -(CH2)m-X1-(CH2)n-Z dans lequel X1 = simple liaison ou O ou S, m = 0 ou 1 et n = 0, 1 ou 2, les radicaux CH2 pouvant être substitués par carboxy, alcoxycarbonyle, carbamoyle, alcoylcarbamoyle, dialcoylcarbamoyle, amino, alcoylamino, dialcoylamino et Z représente carboxy, COOR4,(R4 = alcoyle) ou CON(R5)(R6) (R5 = hydrogène ou alcoyle, R1 = hydrogène ou alcoyle éventuellement substitué, ou bien R5 = hydrogène ou alcoyle et R6 = hydroxy, alcoyloxy éventuellement substitué, ou amino, ou PO(OR7)2(R7 = hydrogène ou alcoyle), ou un radical -NH-CO-T (T = hydrogène ou alcoyle) éventuellement substitué, ou bien un radical (a). R1 et R2 = hydrogène ou halogène ou alcoyle, alcoyloxy éventuellement substitué, ou bien R1 et R2, en ortho l'un par rapport à l'autre, forment un hétérocycle contenant 1 ou 2 hétéroatomes éventuellement substitué, ou bien R1 = hydrogène ou halogène ou alcoyle, alcoyloxy éventuellement substitué, et R2 = thioalcoyle; R3 = hydrogène ou halogène ou alcoyle, alcényle, alcoyloxy, alcoylthio, carboxy ou alcoyloxycarbonyle; X = O ou S ou -NH-, -CO-, méthylène, éthylène, alcoylidène ou 1,1-cycloalcoyle, et Y = O ou S. Les nouveaux produits de formule générale (I) sont des inhibiteurs de farnésyl transférase qui présentent des propriétés antitumorales et antileucémiques remarquables.
Commercon Alain
Le Brun Alain
Mailliet Patrick
Peyronel Jean-Francois
Sounigo-Thompson Fabienne
Rhone-Poulenc Rorer S.a.
Robic
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