Patent ID: 6492385
Filing Date: 2002-12-10
Classification: C07D

Abstract:
A compound of formula I: or pharmaceutically acceptable salts thereof, whereinR1 is selected from â€”H, alkyl, cycloalkyl, halogenated alkyl, or aryl; Alkyl is both straight and branched-chain moieties having from 1-6 carbon atoms; Halogenated alkyl is an alkyl moiety having from 1-6 carbon atoms and having 1 to (2n+1) substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I where n is the maximum number of carbon atoms in the moiety; Cycloalkyl is a cyclic alkyl moiety having from 3-6 carbon atoms; Aryl is phenyl, substituted phenyl, naphthyl, or substituted naphthyl; Substituted phenyl is a phenyl either having 1-4 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, or having 1 substituent selected from â€”R12 and 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I; Substituted naphthyl is a naphthalene moiety either having 1-4 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, or having 1 substituent selected from â€”R12 and 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, where the substitution can be independently on either the same ring or different rings of said napthalene moiety; R2 is â€”H, alkyl, halogenated alkyl, substituted alkyl, cycloalkyl, benzyl, substituted benzyl, or aryl; Substituted alkyl is an alkyl moiety having from 1-6 carbon atoms and having 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, and further having 1 substituent selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”NO2, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)R10, phenyl, or substituted phenyl; Substituted benzyl is a benzyl either having 1-4 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, or having 1 substituent selected from â€”R12 and 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I; X is O or S; W is a cyclic heteroaromatic moiety where the heteroatoms can be from 1-3 atoms selected from oxygen, sulfur, or nitrogen of the following structures: â€ƒwherein U is â€”Oâ€”, â€”Sâ€”, or â€”N(R3)â€”; V and Y are independently selected from &boxH;Nâ€”, or &boxH;C(R5)â€”; Z is &boxH;Nâ€”, or &boxH;CHâ€”, provided that when both V and Y are &boxH;C(R5)â€” and Z is &boxH;CHâ€”, only one &boxH;C(R5)â€” can be &boxH;CHâ€”, and further provided that when U is â€”Oâ€”, Y is &boxH;C(R5)â€” and Z is &boxH;C(H)â€”, V cannot be &boxH;Nâ€”; R3 is â€”H, alkyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated cycloalkyl, halogenated heterocycloalkyl, substituted alkyl, substituted cycloalkyl, substituted heterocycloalkyl, or aryl, and provided that when W is (b) and Z is &boxH;Nâ€” and U is N(R3), R3 cannot be phenyl, substituted phenyl, or benzyl substituted with methyl on the phenyl ring of the benzyl; Alkenyl is straight and branched-chain moieties having from 2-6 carbon atoms and having at least one carbon-carbon double bond; Halogenated alkenyl is an unsaturated alkenyl moiety having from 2-6 carbon atoms and having 1 to (2nâˆ’1) substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I where n is the maximum number of carbon atoms in the moiety; Substituted alkenyl is an unsaturated alkenyl moiety having from 2-6 carbon atoms and having 0-3 substituents independently selected from â€”F, or â€”Cl, and further having 1 substituent selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl; Alkenyl is straight and branched-chain moieties having from 2-6 carbon atoms and having at least one carbon-carbon triple bond; Halogenated Alkenyl is an unsaturated Alkenyl moiety having from 3-6 carbon atoms and having 1 to (2nâˆ’3) substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I where n is the maximum number of carbon atoms in the moiety; Substituted Alkenyl is an unsaturated Alkenyl moiety having from 3-6 carbon atoms and having 0-3 substituents independently selected from â€”F, or â€”Cl, and further having 1 substituent selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”CN, â€”C(O)NR10R10, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl; Halogenated cycloalkyl is a cyclic moiety having from 3-6 carbon atoms and having 1-4 substituents independently selected from â€”F, or â€”Cl; Substituted cycloalkyl is a cyclic moiety having from 3-6 carbon atoms and having 0-3 substituents independently selected from â€”F, or â€”Cl, and further having 1 substituent selected from â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, â€”NO2, phenyl, or substituted phenyl; Heterocycloalkyl is a cyclic moiety having 4-7 atoms with 1-2 atoms within the ring being â€”Sâ€”, â€”N(R3)â€”, or â€”Oâ€”; Halogenated heterocycloalkyl is a cyclic moiety having from 4-7 atoms with 1-2 atoms within the ring being â€”Sâ€”, â€”N(R3)â€”, or â€”Oâ€”, and having 1-4 substituents independently selected from â€”F, or â€”Cl; Substituted heterocycloalkyl is a cyclic moiety having from 4-7 atoms with 1-2 atoms within the ring being â€”Sâ€”, â€”N(R3)â€”, or â€”Oâ€” and having 0-3 substituents independently selected from â€”F, or â€”Cl, and further having 1 substituent selected from â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”NO2, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl; R5 is independently selected from the group consisting of â€”H, alkyl, alkenyl, Alkenyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated alkenyl, halogenated Alkenyl, halogenated cycloalkyl, halogenated heterocycloalkyl, substituted alkyl, substituted alkenyl, substituted Alkenyl, substituted cycloalkyl, substituted heterocycloalkyl, aryl, â€”OR8, â€”SR8, â€”F, â€”Cl, â€”Br, â€”I, â€”NR8R8, â€”C(O)R8, â€”C(O)NR8R8, â€”CN, â€”NR8C(O)R11, â€”S(O)2NR8R8, â€”OS(O)2R11, â€”S(O)2R8, â€”NR8S(O)2R8, â€”N(H)C(O)N(H)R8, â€”NO2, â€”R7, and â€”R9; R7 is 5-Membered heteroaromatic mono-cyclic moieties containing within the ring 1-3 heteroatoms independently selected from the group consisting of â€”Oâ€”, &boxH;N&boxH;, â€”N(R3)â€”, and â€”Sâ€”, and having 0-1 substituent selected from â€”RI2 and 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, or R7 is a 9-Membered fused-ring moiety having a 6-Membered ring fused to a 5-Membered ring and having the formula â€ƒwherein E is O, S, or NR3, â€ƒwherein E and G are independently selected from CR18, O, S, or NR3, and A is CR18 or N, or â€ƒwherein E and G are independently selected from CR18, O, S, or NR3, and A is CR18 or N, each 9-Membered fused-ring moiety having 0-1 substituent selected from â€”R12 and 0-3 substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I, and having a bond directly or indirectly attached to the core molecule where valency allows in either the 6-Membered or the 5-Membered ring of the fused-ring moiety; Each R8 is independently selected from â€”H, alkyl, halogenated alkyl, substituted alkyl, cycloalkyl, halogenated cycloalkyl, substituted cycloalkyl, heterocycloalkyl, halogenated heterocycloalkyl, substituted heterocycloalkyl, â€”R7, â€”R9, phenyl, or substituted phenyl; R9 is 6-Membered heteroaromatic mono-cyclic moieties containing within the ring 1-3 heteroatoms selected from &boxH;Nâ€” and having 0-1 substituent selected from â€”R12 and 0-3 substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I, or 10-Membered heteroaromatic bi-cyclic moieties containing within one or both rings 1-3 heteroatoms selected from &boxH;Nâ€”, including quinolinyl or isoquinolinyl, each 10-Membered fused-ring moiety having 0-1 substituent selected from â€”R12 and 0-3 substituent(s) independently selected from â€”F, â€”Cl, â€”Br, or â€”I and having a bond directly or indirectly attached to the core molecule where valency allows; Each R10 is independently selected from â€”H, alkyl, cycloalkyl, heterocycloalkyl, alkyl substituted with I substituent selected from R13, cycloalkyl substituted with 1 substituent selected from R13, heterocycloalkyl substituted with 1 substituent selected from R3, halogenated alkyl, halogenated cycloalkyl, halogenated heterocycloalkyl, phenyl, substituted phenyl, â€”R7, or â€”R9; Each R11 is independently selected from â€”H, alkyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated cycloalkyl, or halogenated heterocycloalkyl; R12 is selected from â€”OR11, â€”SR11, alkyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated cycloalkyl, halogenated heterocycloalkyl, substituted alkyl, substituted cycloalkyl, substituted heterocycloalkyl, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR11C(O)R11, â€”S(O)2NR11R11, or â€”NR11S(O)2R11; R13 is selected from â€”OR11, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”C(O)NR11R11, â€”CN, â€”NR11C(O)R11, â€”S(O)2NR11R11, â€”NR11S(O)2R11, â€”CF3, or â€”NO2; R14 is independently selected from â€”H, alkyl, halogenated alkyl, limited substituted alkyl, cycloalkyl, halogenated cycloalkyl, substituted cycloalkyl, heterocycloalkyl, halogenated heterocycloalkyl, substituted heterocycloalkyl; Each R18 is independently selected from â€”H, alkyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated cycloalkyl, halogenated heterocycloalkyl, substituted alkyl, substituted cycloalkyl, substituted heterocycloalkyl, â€”OR11, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR11C(O)R11, â€”S(O)2NR11R11, or â€”NR11S(O)2R11, â€”F, â€”Cl, â€”Br, or â€”I, or a bond directly or indirectly attached to the core molecule, provided that there is only one said bond to the core molecule within the 9-Membered fused-ring moiety, further provided that the fused-ring moiety has 0-1 substituent selected from alkyl, cycloalkyl, heterocycloalkyl, halogenated alkyl, halogenated cycloalkyl, halogenated heterocycloalkyl, substituted alkyl, substituted cycloalkyl, substituted heterocycloalkyl, â€”OR11, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR11C(O)R11, â€”S(O)2NR11R11, or â€”NR11S(O)2R11, and further provided that the fused-ring moiety has 0-3 substituent(s) selected from â€”F, â€”Cl, â€”Br, or â€”I; Limited substituted alkyl is a substituted alkyl having from 1-6 carbon atoms and having 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, and further having 1 substituent on either only the c carbon and selected from â€”OR1, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR10C(O)R11, â€”S(O)2NR10R10, or â€”NR10S(O)2R10, or on any carbon with sufficient valency but not on the &ohgr; carbon and selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”NO2, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl; Limited substituted alkenyl is a substituted alkenyl having from 1-6 carbon atoms and having 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, and further having 1 substituent on either only the e) carbon and selected from â€”OR11, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR10C(O)R11, â€”S(O)2NR10R10, or â€”NR10S(O)2R10, or on any carbon with sufficient valency but not on the &ohgr; carbon and selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”NO2, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl; and Limited substituted alkynyl is a substituted alkynyl having from 1-6 carbon atoms and having 0-3 substituents independently selected from â€”F, â€”Cl, â€”Br, or â€”I, and further having 1 substituent on either only the &ohgr; carbon and selected from â€”OR11, â€”SR11, â€”NR11R11, â€”C(O)R11, â€”NO2, â€”C(O)NR11R11, â€”CN, â€”NR10C(O)R11, â€”S(O)2NR10R10, or â€”NR10S(O)2R10, or on any carbon with sufficient valency but not on the &ohgr; carbon and selected from â€”R7, â€”R9, â€”OR10, â€”SR10, â€”NR10R10, â€”C(O)R10, â€”NO2, â€”C(O)NR10R10, â€”CN, â€”NR10C(O)R10, â€”S(O)2NR10R10, â€”NR10S(O)2R10, phenyl, or substituted phenyl.