Patent ID: 6057319
Filing Date: 2000-05-02
Classification: C07C,C07D

Abstract:
A compound of Formula I ##STR65## or a pharmaceutically acceptable salt thereof wherein: Y is C(R.sup.6)(R.sup.7);R.sup.1 is selected from the group consisting of:(a) S(O).sub.2 CH.sub.3 and(b) S(O).sub.2 NH.sup.8 ;R.sup.2 is selected from the group consisting of:(a) NR.sup.10 R.sup.11,(b) SR.sup.11,(c) OR.sup.11,(d) R.sup.11,(e) C1-10alkenyl,(f) C1-10alkynyl,(g) unsubstituted, mono-, di-, tri- or tetra-substituted C.sub.3 -C.sub.10 cycloalkenyl wherein the substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-6 alkoxy,(3) C.sub.1-6 alkylthio,(4) CN,(5) CF.sub.3,(6) C.sub.1-10 alkyl,(7) N.sub.3,(8) --CO.sub.2 H,(9) --CO.sub.2 --C.sub.1-10 alkyl,(10) --C(R.sup.12)(R.sup.13)--OH,(11) --C(R.sup.12)(R.sup.13)--O--C.sub.1-4 alkyl,(12) --C.sub.1-10 alkyl-CO.sub.2 --R.sup.12,(13) benzyloxy,(14) --O--(C.sub.1-10 alkyl)--CO.sub.2 R.sup.12, and(15) --O--(C.sub.1-10 alkyl)--NR.sup.12 R.sup.13,(h) a mono-, di-, tri- or tetra-substituted heterocycloalkyl group of 5, 6 or 7 members or a benzoheterocycle wherein said heterocycloalkyl or benzoheterocycle contains 1 or 2 heteroatoms selected from O, S, or N and optionally contains a carbonyl group or a sulfonyl group, and wherein said substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkyl,(3) C.sub.1-10 alkoxy,(4) C.sub.1-10 alkylthio,(5) CN,(6) CF.sub.3,(7) N.sub.3,(8) --C(R.sup.12)(R.sup.13)--OH, and(9) --C(R.sub.12)(R.sup.13)--O--C.sub.1-10 alkyl,(i) styryl or mono or di-substituted styryl wherein the substituent are independently selected from the group consisting of:(1) halo,(2) C.sub.1-6 alkoxy,(3) C.sub.1-6 alkylthio,(4) CN,(5) CF.sub.3,(6) C.sub.1-10 alkyl,(7) N.sub.3,(8) --CO.sub.2 H,(9) --CO.sub.2 --C.sub.1-10 alkyl,(10) --C(R.sup.12)(R.sup.13)--OH,(11) --C(R.sup.12)(R.sup.13)--O--C.sub.1-4 alkyl,(12) --C.sub.1-10 alkyl-CO.sub.2 --R.sup.12,(13) benzyloxy,(14) --O--(C.sub.1-10 alkyl)--CO.sub.2 R.sup.12, and(15) --O--(C.sub.1-10 alkyl)--NR.sup.12 R.sup.13,(j) phenylacetylene or mono- or di-substituted phenylacetylene wherein the substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-6 alkoxy,(3) C.sub.1-6 alkylthio,(4) CN,(5) CF.sub.3,(6) C.sub.1-10 alkyl,(7) N.sub.3,(8) --CO.sub.2 H,(9) --CO.sub.2 --C.sub.1-10 alkyl,(10) --C(R.sup.12)(R.sup.13)--OH,(11) --C(R.sup.12)(R.sup.13)--O--C.sub.1-4 alkyl,(12) --C.sub.1-10 alkyl-CO.sub.2 --R.sup.12,(13) benzyloxy,(14) --O--(C.sub.1-10 alkyl)--CO.sub.2 R.sup.12,(15) --O--(C.sub.1-10 alkyl)--NR.sup.12 R.sup.13,(k) C.sub.1-10 fluoroalkenyl, and(l) mono- or di-substituted bicyclic heteroaryl of 8, 9 or 10 members, containing 2, 3, 4 or 5 heteroatoms, wherein at least one heteroatom resides on each ring of said bicyclic heteroaryl, said heteroatoms independently selected from O, S and N and said substituents are independently selected from the group consisting of:(1) hydrogen,(2) halo,(3) C.sub.1-10 alkyl,(4) C.sub.1-10 alkoxy,(5) C.sub.1-6 alkylthio,(6) CN,(7) C.sub.1-6 fluoroalkyl, including CF.sub.3,(8) N.sub.3,(9) --C(R.sup.5)(R.sup.6)--OH,(10) --C(R.sup.5)(R.sup.6)--O--C.sub.1-10 alkyl;R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen and C.sub.1-10 alkyl;R.sup.5 is OR.sup.17 ;R.sup.6 and R.sup.7 are independently(a) hydrogen,(b) unsubstituted or mono- or di-substituted phenyl or unsubstituted or mono- or di-substituted benzyl or unsubstituted or mono- or di-substituted heteroaryl or mono- or di-substituted heteroarylmethyl, wherein said substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkyl,(3) C.sub.1-10 alkoxy,(4) C.sub.1-10 alkylthio,(5) CN,(6) CF.sub.3,(7) N.sub.3,(8) --C(R.sup.14)(R.sup.15)--OH, and(9) --C(R.sup.14)(R.sup.15)--O--C.sub.1-10 alkyl, and(c) C.sub.1-10 alkyl, CH.sub.2 OR.sup.8, CN, CH.sub.2 CN, C.sub.1-10 fluoroalkyl, CONR.sup.8.sub.2, F or OR.sup.8,or R.sup.6 and R.sup.7 together with the carbon to which they are attached form a saturated monocyclic carbon ring of 3, 4, 5, 6 or 7 atoms;each R.sup.8 is independently selected from the group consisting of:(a) hydrogen and(b) R.sup.9 ;each R.sup.9 is independently selected from the group consisting of:(a) C.sub.1-10 alkyl,(b) --C.sub.1-10 alkyl-CO.sub.2 H,(c) C.sub.1-10 alkyl--NH.sub.2,(d) phenyl or mono-, di- or tri-substituted phenyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, C.sub.1-10 alkylNH.sub.2, CN, CO.sub.2 H and CF.sub.3,(e) benzyl or mono-, di- or tri-substituted benzyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, C.sub.1-10 alkylNH.sub.2, CN, CO.sub.2 H and CF.sub.3,(f) C.sub.3-10 cycloalkyl,(g) C.sub.1-10 alkanoyl, and(h) benzoyl or mono-, di-, or trisubstituted benzoyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, --C.sub.1-10 alkylNH.sub.2, CN, CO.sub.2 H and CF.sub.3,each R.sup.10 is independently selected from the group consisting of:(a) hydrogen and(b) R.sup.11 ;R.sup.11 is selected from the group consisting of:(a) C.sub.1-10 alkyl,(b) C.sub.3-10 cycloalkyl,(c) unsubstituted, mono-, di- or tri-substituted phenyl or naphthyl wherein the substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkoxy,(3) C.sub.1-10 alkylthio,(4) CN,(5) CF.sub.3,(6) C.sub.1-10 alkyl,(7) N.sub.3,(8) --CO.sub.2 H,(9) --CO.sub.2 --C.sub.1-10 alkyl,(10) --C(R.sup.12)(R.sup.13)--OH,(11) --C(R.sup.12)(R.sup.13)--O--C.sub.1-4 alkyl,(12) --C.sub.1-6 alkyl-CO.sub.2 --R.sup.12,(13) benzyloxy,(14) --O--(C.sub.1-10 alkyl)--CO.sub.2 R.sup.12, and(15) --O--(C.sub.1-10 alkyl)--NR.sup.12 R.sup.13,(d) unsubstituted mono-, di- or tri-substituted heteroaryl wherein the heteroaryl is a monocyclic aromatic ring of 5 atoms, said ring having one hetero atom which is S, O, or N, and optionally 1, 2, or 3 additional N atoms; or said heteroaryl is a monocyclic ring of 6 atoms, said ring having one hetero atom which is N, and optionally 1, 2, or 3 additional N atoms, and wherein said substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkyl,(3) C.sub.1-10 alkoxy,(4) C.sub.1-10 alkylthio,(5) CN,(6) CF.sub.3,(7) N.sub.3,(8) --C(R.sup.12)(R.sup.13)--OH, and(9) --C(R.sup.12)(R.sup.13)--O--C.sub.1-10 alkyl,(e) unsubstituted, mono- or di-substituted benzoheterocycle in which the benzoheterocycle is a 5, 6, or 7-membered ring which contains 1 or 2 heteroatoms independently selected from O, S, or N and optionally a carbonyl group or a sulfonyl group, wherein said substituents are selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkyl,(3) C.sub.1-10 alkoxy,(4) C.sub.1-10 alkylthio,(5) CN,(6) CF.sub.3,(7) N.sub.3,(8) --C(R.sup.12)(R.sup.13)--OH, and(9) --C(R.sup.12)(R.sup.13)--O--C.sub.1-10 alkyl,(f) unsubstituted, mono- or di-substituted benzocarbocycle in which the carbocycle is a 5, 6, or 7-membered ring which optionally contains a carbonyl group, wherein said substituents are independently selected from the group consisting of:(1) halo,(2) C.sub.1-10 alkyl,(3) C.sub.1-10 alkoxy,(4) C.sub.1-10 alkylthio,(5) CN,(6) CF.sub.3,(7) N.sub.3,(8) --C(R.sup.12)(R.sup.13)--OH, and(9) --C(R.sup.12)(R.sup.13)--O--C.sub.1-10 alkyl;each R.sup.12 or R.sup.13 is independently selected from the group consisting of:(a) hydrogen, and(b) C.sub.1-10 alkyl,or R.sup.12 and R.sup.13 together with the atom to which they are attached form a saturated monocyclic ring of 3, 4, 5, 6 or 7 atoms;R.sup.14 and R.sup.15 are independently selected from the group consisting of:(a) hydrogen, and(b) C.sub.1-10 alkyl, orR.sup.14 and R.sup.15 together with the carbon to which they are attached form a carbonyl, --C(.dbd.S)--, or a saturated monocyclic carbon ring of 3, 4, 5, 6, or 7 atoms;each R.sup.17 is independently selected from the group consisting of:(a) hydrogen and(b) R.sup.18 ; andeach R.sup.18 is independently selected from the group consisting of:(a) C.sub.1-10 alkyl,(b) --C.sub.1-10 alkyl-CO.sub.2 H,(c) C.sub.1-10 alkyl-NH.sub.2,(d) phenyl or mono-, di- or tri-substituted phenyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, C.sub.1-10 alkylNH.sub.2, CN, CO.sub.2 H and CF.sub.3,(e) benzyl or mono-, di- or tri-substituted benzyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, C.sub.1-10 alkylNH.sub.2 CN, CO.sub.2 H and CF.sub.3,(f) C.sub.3-10 cycloalkyl,(g) H-(oxyethyl)n wherein n is 1 to 6,(h) C.sub.1-10 alkanoyl, and(i) benzoyl or mono-, di-, or trisubstituted benzoyl wherein the substituents are independently selected from halo, C.sub.1-10 alkyl, C.sub.1-10 alkoxy, C.sub.1-10 alkylthio, C.sub.1-10 alkylCO.sub.2 H, --C.sub.1-10 alkylNH.sub.2, CN, CO.sub.2 H and CF.sub.3.