Patent ID: 6413957
Filing Date: 2002-07-02
Classification: A61P,C07D

Abstract:
A method of inhibiting the division of a cell which comprises contacting the cell with a composition comprising a pharmaceutically acceptable carrier and an effective amount of a compound of the formula (I): or a stereoisomer or pharmaceutically acceptable salt form thereof, wherein:X is selected from the group: O, S, and NR; R is selected from the group: H, C1-4 alkyl, and NR5R5a; R1 is selected from the group: H, C1-10 alkyl substituted with 0-3 RC, C2-10 alkenyl substituted with 0-3 Rc, C2-10 alkynyl substituted with 0-3 Rc, â€”NHR4, C3-10 carbocycle substtuted with 0-5 Ra, and 3-10 membered heterocycle containing from 1-4 heteroatoms selected from O, N, and S and substituted with 0-5 Rb; Ra is independently at each occurrence selected from the group: halo, â€”CN, N3, NO2, C1-4 alkyl, C1-4 haloalkyl, NR3R3a, &boxH;O, OR3, COR3, CO2R3, CONR3R3a, NHC(O)NR3R3a, NHC(S)NR3R3a, NR3C(O)OR3, NR3C(O)R3, SO2NR3R3a, SO2R3b, and 5-10 membered heterocycle containing from 1-4 heteroatoms selected from O, N, and S; alternatively, when two Ra's are present on adjacent carbon atoms they combine to form â€”OCH2Oâ€” or â€”OCH2CH2Oâ€”; Rb is independently at each occurrence selected from the group: halo, â€”CN, NO2, C1-4 alkyl, C1-4 haloalkyl, NR3R3a, NR3C(O)OR3, NR3C(O)R3, OR3, COR3, CO2R3, CONR3R3a, NHC(O)NR3R3a, NHC(S)NR3R3a, SO2NR3R3a, and SO2R3b; Rc is independently at each occurrence selected from the group: halo, â€”CN, NO2, C1-4 alkyl, C1-4 haloalkyl, NR3R3a, NR5NR5R5a, NR3C(O)OR3, NR3C(O)R3,&boxH;O, OR3, COR3, CO2R3, CONR3R3a, NHC(O)NR3R3a, NHC(S)NR3R3a, SO2N3R3a, SO2R3b, C3-10 carbocycle substituted with 0-5 Ra, and 5-10 membered heterocycle containing from 1-4 heteroatoms selected from O, N, and S, substituted with 0-3 R3; R2 is selected from the group: H, C1-10 alkyl substituted with 0-3 Rc, C2-10 alkenyl substituted with 0-3 Rc, C2-10 alkynyl substituted with 0-3 Rc, â€”(CF2)mCF3, C3-10 carbocycle substituted with 0-5 Ra, and 3-10 membered heterocycle containing from 1-4 heteroatoms selected from O, N, and S and substituted with 0-5 Rb; R3 is selected from the group: H, halo, â€”CN, N3, NO2, C1-4 haloalkyl, NR5R5a, NR5NR5R5a, NR5C(O)OR5, NR5C(O)R5,&boxH;O, OR5, COR5, CO2R5, CONR5R5a, NHC(O)NR5R5a, NHC(S)NR5R5a, SO2NR5R5a, SO2R5b, C1 alkyl, phenyl, and benzyl; R3a is selected from the group: H, C1-4 alkyl, phenyl, and benzyl; alternatively, R3 and R3a, together with the nitrogen atom to which they are attached, form a heterocycle having 4-8 atoms in the ring and containing an additional 0-1 N, S, or O atom; R3b is selected from the group: H, C1-4 alkyl, phenyl, and benzyl; R4 is independently at each occurrence selected from the group: H, â€”CN, C1-4 alkyl, C1-4 haloalkyl, NR3R3a, NR3C(O)OR3, NR3C(O)R3, OR3, COR3, CO2R3, CONR3R3a, NHC(O)NR3R3a, NHC(S)NR3R3a, SO2NR3R3a, SO2R3b, C3-10 carbocycle substituted with 0-5 Ra, and 5-10 membered heterocycle containing from 1-4 heteroatoms selected from O, N, and S, substituted with 0-3 R3; R5 is independently selected from the group: H, C1-4 alkyl, phenyl and benzyl; R5a is independently selected from the group: H, C1-4 alkyl, phenyl and benzyl; R5b is independently selected from the group: H, C1-4 alkyl, phenyl and benzyl; and m is selected from 0, 1, 2, and 3., provided that R2 my not be an unsubstituted branched alkyl group when R1 is CH3.