C - Chemistry – Metallurgy – 07 – K
Patent
C - Chemistry, Metallurgy
07
K
C07K 5/00 (2006.01) A61K 31/415 (2006.01) A61K 31/47 (2006.01) A61K 38/04 (2006.01) C07D 233/54 (2006.01) C07D 233/64 (2006.01) C07D 401/12 (2006.01) C07D 401/14 (2006.01) C07D 409/14 (2006.01) C07K 5/02 (2006.01) C07K 5/117 (2006.01) A61K 38/00 (2006.01)
Patent
CA 2146059
Inhibition of farnesyl transferase, which is an enzyme involved in ras oncogene expression, is effected by compounds of the formula Image their enantiomers, diastereomers, and pharmaceutically acceptable salts, prodrugs, and solvates, wherein: G is Image , Image , Image or Image ; G1 is Image or Image ; G2 is Image , Image or -NR10-CH(Q1)-; J, K and L are each, independently, N, NR9, O, S or CR10 with the provisos that only one of the groups J, K and L can be O or S, and at least one of the groups J or L must be N, NR9, O or S to form a fused five-membered heteroring; the bond between J and K or K and L may also form one side of a phenyl ring fused to the fused five-membered heteroring; Q is aryl; Q1, A1 and A2 are each, independently, H, alkyl, substituted alkyl, phenyl or substituted phenyl; G3 is R11, -C(O)OR11, -C(O)NR11R12, 5- tetrazolyl, -C(O)N(R13)OR11, -C(O)NHSO2R14 or -CH2OR11; G4 is Image attached at the 1, 2, 4 or 5 position and optionally substituted, at any of the available position or positions on the ring, with halo, alkyl or substituted alkyl having 1 to 20 carbon atoms, alkoxy, aryl, aralkyl, hydroxy, alkanoyl, alkanoyloxy, amino, alkylamino, dialkylamino, alkanoylamino, thiol, alkylthio, alkylthiono, alkylsulfonyl, sulfonamido, nitro, cyano, carboxy, carbamyl, N-hydroxycarbamyl, N-alkylcarbamyl, N-dialkylcarbamyl, alkoxycarbonyl, phenyl, substituted phenyl, or a combinaton of these groups; Y and Z are each, independently, -CH2- or -C(O)-; R1 - R14 are each, independently, H or alkyl having 1 to 20 carbon atoms; R7, R8 and R14 may also be aryl or aralkyl, and R3, R9, R11, R12 and R13 may also be aralkyl; m, n and p are each, independently, 0 or an integer from 1 to 2; q is 0 or an integer from 1 to 4; and the dotted line represents an optional double bond.
Hunt John T.
Osler Hoskin & Harcourt Llp
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