Patent ID: 6489338
Filing Date: 2002-12-03
Classification: A61P,C07D

Abstract:
A compound of Formula I, and pharmaceutically acceptable salts thereof, wherein:W is O or S; R1 is -(CRâ€²Râ€³)n-X; X is H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, each of said alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl being optionally substituted with one to six of the same or different halogen atoms; halogen, CN, ORâ€², OCORâ€³â€³, NRâ€²Râ€³, NRâ€²CORâ€³, NRâ€²CONRâ€³Râ€²â€³, NRâ€²SO2Râ€³, NRâ€²COORâ€³, NRâ€²COORâ€³, CORâ€², CRâ€²â€³NNRâ€²Râ€³, CRâ€²NORâ€³, COORâ€², CONRâ€²Râ€³, SOmRâ€², PO(ORâ€²)2, aryl, heteroaryl or non-aromatic heterocycle; m is 0-2; n is 2-6; R2 is (i) H, C1-12 alkyl, C2-12 alkenyl, C2-12 alkynyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, -(CH2)t C3-7 cycloalkyl, -(CH2)t C4-7 cycloalkenyl, each of said alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl being optionally substituted with one to six of the same or different halogen atoms; SO2Râ€³, SO2NRâ€²Râ€³ or CN; wherein t is 1-6; (ii) -(CRâ€²Râ€³)nâ€²-Y, wherein Y is CN, ORâ€²,OCONRâ€²Râ€³, NRâ€²Râ€³, NCORâ€², NRâ€²SO2Râ€³, NRâ€²COORâ€³, NRâ€²CONRâ€³Râ€²â€³, CORâ€², CRâ€²â€³NNRâ€²Râ€³, CRâ€²NORâ€³, COORâ€², CONRâ€²Râ€³, SOmRâ€², SO2NRâ€²Râ€³ or PO(ORâ€²)2; wherein m is -2 and nâ€² is 1-6; (iii) -(CRâ€²Râ€³)nâ€³-C6H4-Z, wherein the Z group may be in the ortho, meta or para position relative to the -(CH2)nâ€³ group; Z is CN, ORâ€², OCONRâ€²Râ€³, NO2, NCORâ€², NRâ€²SO2Râ€³, NRâ€²COORâ€³, NRâ€²CONRâ€³Râ€²â€³, CORâ€², CRâ€²â€³NNRâ€²Râ€³, CRâ€²NORâ€³, COORâ€², CONRâ€²Râ€³, SOmRâ€², SO2NRâ€²Râ€³ or PO(ORâ€²)2; m is 0-2; nâ€³ is 0-6; or (iv) -(CRâ€²Râ€³)Nâ€²â€³-heteroaryl, wherein nâ€²â€³ is 0-6; (v) -(CRâ€²Râ€³)nâ€²â€³-non-aromatic heterocycle, wherein n40 â€³ is 0-6; R3, R4, R5 and R6 are each independently hydrogen, halogen, C1-6 alkyl, C1-6 alkyl substituted with one to six of the same or different halogen atoms, ORâ€², CN, CORâ€², COORâ€², CONâ€²Râ€³, or NO2; A, B, E, D are each independently Câ€”H, Câ€”Qâ€”, N, or Nâ€”O; provided only one of A, B, E or D is not Câ€”H or Câ€”Q; wherein Q is halogen, C1-3 alkyl or C1-3 alkyl substituted with one to three of the same or different halogen atoms; Râ€², Râ€³, Râ€²â€³ are each independently H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, each of said alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl being optionally substituted with one to six of the same or different halogen atoms; or Râ€² and Râ€³ taken together form a cyclic alkyl group having 3 to 7 carbon atoms; benzyl, or aryl; Râ€³â€³ is C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, NRâ€²Râ€³, CRâ€²NRâ€³Râ€²â€³, aryl, heteroaryl, non-aromatic hetercycle; and Non-aromatic heterocycle is a 3-7 membered non-aromatic ring containing at least one and up to 4 non-carbon atoms selected from the group consisting of O, S, N, and NRâ€²; Aryl is phenyl, naphthyl, indenyl, azulenyl, fluorenyl and anthracenyl; Heteroaryl is a 4-7 membered aromatic ring which contains one to five heteroatoms independently selected from the group consisting of O, S, N and NRâ€², wherein sadi aromatic ring is optionally fused to group Bâ€²; Bâ€² is an aromatic group selected from the group consisting of phenyl, 1-naphthyl, 2-naphthyl, idenyl, azulenyl, flurenyl, and anthracenyl; Aryl, Bâ€², said 4-7 membered aromatic ring, and said 3-7 membered non-aromatic ring may each independently contain one to five substituents which are each independently selected from R7, R8, R9, R10 or R11; and R7, R8, R9, R10 and R11 are each independently (i) H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C3-7 cycloalkyl, C4-7 cycloalkenyl, each of said alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, being optionally substituted with one to six of the same or different halogen atoms; and (ii) halogen, CN, NO2, ORâ€², NRâ€²Râ€³, CORâ€², COORâ€², CONRâ€²Râ€³, OCORâ€², NRâ€²CORâ€³, SOmRâ€², SO2NRâ€²Râ€³, PO(ORâ€²)2.