Tricyclic compounds having activity as ras-fpt inhibitors

Details Tricyclic compounds having activity as ras-fpt inhibitors Tricyclic compounds having activity as ras-fpt inhibitors

C - Chemistry, Metallurgy

07

D

C07D 491/044 (2006.01) A61K 31/44 (2006.01) A61K 31/55 (2006.01) A61P 35/00 (2006.01) C07D 401/02 (2006.01) C07D 471/04 (2006.01) C07D 491/04 (2006.01) C07D 495/04 (2006.01)

Patent

CA 2267800

Compounds of formula (I), wherein: X1 is hydrogen, halogen, CF3, nitro, NH2 or lower alkyl; each X2 is independently selected from the group consisting of hydrogen, halogen, lower alkoxy and lower alkyl; n is 1 or 2; Y is selected from the group consisting of S(O)p, O, and NR5, wherein p is 0, 1 or 2, and R5 is hydrogen, alkyl, aryl, cycloalkyl, loweralkoxycarbonyl, aminocarbonyl or acyl; R1 and R2, which may be the same or different, are selected from the group consisting of hydrogen and lower alkyl groups, or taken together can form an oxygen atom when Y is NR5; A(See Formula I) is C=, CH- or N-; R is -CZ-Y1-Y2-R3, wherein: Z is O, =CH-CN, or =N-CN; one of Y1 and Y2 is a bond, -CO-, O, S, or -NR4- and the other is (CH2)m, where m is 0 or an integer of 1 to 4, and R4 is H or alkyl, with the previso that when Z is O and m is 0 then Y1 or Y2 is selected form -CO-, O, S, or -NR4; R3 is aryl, heteroaryl or heterocycloalkyl, with proviso that R3 can also be lower alkyl when Z is =N-CN; and their pharmaceutically acceptable acid additions salts; have activity as Ras-FPT inhibitors. They can be used, e.g., in pharmaceutical compositions, for inhibiting the abnormal growth of cells and for inhibiting proliferative diseases. Processes for their preparation, and useful intermediates, are also disclosed.

L'invention porte sur des composés de formule (I) dans laquelle: X<1> est H, halogène, CF3, nitro, NH2, ou alkyle inférieur; chacun des X<2> est choisi indépendamment parmi H, alkoxy inférieur, ou alkyle inférieur; n est 1 ou 2; Y est choisi parmi S(O)p, O et NR<5>, p étant 0, 1 ou 2, et R<5> étant H, alkyle, aryle, cycloalkyle, alkoxy inférieur carbonyle, aminocarbonyle ou acyle; R<1> et R<2> qui peuvent être identiques ou différents sont choisis parmi des groupes H ou alkyle inférieur, ou peuvent former ensemble un atome d'oxygène lorsque Y est NR<5>; A<o>.....</o> est C=, CH- ou N-; R est -CZ-Y<1>-Y<2>-R<3>, où Z est O, =CH-CN, ou =N-CN; l'un des Y<1> et Y<2> est une liaison, -CO-, O, S, ou -NR<4>-, et l'autre est (CH2)m, m étant = ou un entier de 1 à 4, et R<4> étant H ou alkyle sous réserve que si Z est O, et m est 0, Y<1> et Y<2> soient choisis parmi -CO-, O, S, ou -NR<4>; R<3> est aryle, hétéroaryle ou hétérocycloalkyle, sous réserve que R<3> puisse également être alkyle inférieur lorsque Z est =N-CN. L'invention porte également sur leurs sels acidifiants pharmacocompatibles qui peuvent être utilisés par exemple dans des préparations pharmaceutiques pour inhiber la croissance cellulaire anormale et les maladies proliférantes; elle porte en outre sur leur préparation et sur des intermédiaires utiles.

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