Indole, azaindole and related heterocyclic 4-alkenyl piperidine amides

A method for treating mammals infected with HIV, comprising administering to said mammal an antiviral effective amount of a compound of Formula I, including pharmaceutically acceptable salts thereof,

• wherein:
• Z is
• Q is selected from the group consisting of:
• —W— is
• R1, R2, R3, R4 and R5, are independently selected from the group consisting of hydrogen, halogen, cyano, nitro, COOR8, XR9, and B;
• R6 is O or does not exist;
• R7 is (CH2)nR10;
• n is 0-6;
• R10 is selected from the group consisting of H, (C1-6)alkyl, —C(O)—(C1-6)alkyl, C(O)-phenyl and CONR11R12;
• R11 and R12 are each independently H, (C1-6)alkyl or phenyl;
• -- represents a carbon-carbon bond or does not exist;
• D is selected from the group consisting of hydrogen, (C1-6)alkyl, (C1-6)alkynyl, (C3-6) cycloalkyl, halogen, cyano, —CONR32R33, —SO2R32, COR32, COOR8, tetrahydrofuryl, pyrrolidinyl, phenyl and heteroaryl;
• wherein said (C1-6)alkyl, (C1-6)alkynyl, phenyl and heteroaryl are each independently optionally substituted with one to three same or different members selected from the group G;
• heteroaryl is selected from the group consisting of furanyl, thienyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, triazolyl, pyridinyl, pyrazinyl, pyridazinyl, and pyrimidinyl;
• A is selected from the group consisting of phenyl and heteroaryl;
• wherein said phenyl and heteroaryl are each independently optionally substituted with one to three same or different members selected from the group K;
• and heteroaryl is selected from the group consisting of pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, furanyl, thienyl, benzothienyl, thiazolyl, isothiazolyl, oxazolyl, benzooxazolyl, isoxazolyl, imidazolyl, benzoimidazolyl, 1H-imidazo[4,5-b]pyridin-2-yl, 1H-imidazo[4,5-c]pyridin-2-yl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, tetrazinyl, triazinyl and triazolyl;
• with the proviso that when m is 1 and A is benzoimidazolyl, 1H-imidazo[4,5-b]pyridin-2-yl or 1H-imidazo[4,5-c]pyridin-2-yl, D is not —H;
• R15, R16, R17, R18, R19, R20, R21, R22 are each independently selected from the group consisting of H and (C1-6)alkyl;
• wherein (C1-6)alkyl is optionally substituted with one to three same or different halogen, amino, OH, CN or NO2;
• B is selected from the group consisting of (C1-6)alkyl, (C3-6)cycloalkyl, C(O)NR23R24, phenyl and heteroaryl;
• wherein said (C1-6)alkyl, phenyl and heteroaryl are independently optionally substituted with one to three same or different halogens or from one to three same or different substituents selected from F;
• heteroaryl is selected from the group consisting of pyridinyl, pyrazinyl, pyridazinyl, pyrimidinyl, furanyl, thienyl, benzothienyl, thiazolyl, isothiazolyl, oxazolyl, benzooxazolyl, isoxazolyl, imidazolyl, benzoimidazolyl, 1H-imidazo[4,5-b]pyridin-2-yl, 1H-imidazo[4,5-c]pyridin-2-yl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, tetrazinyl, triazinyl and triazolyl;
• F is selected from the group consisting of (C1-6)alkyl, (C3-6)cycloalkyl cyano, phenyl, heteroaryl, heteroalicyclic, hydroxy, (C1-6)alkoxy, halogen, benzyl, —NR25C(O)—(C1-6)alkyl, —NR26R27, morpholino, nitro, —S(C1-6)alkyl, —SPh, NR25S(O)2—R26, piperazinyl, N-Me piperazinyl, C(O)H, (CH2)nCOOR28 and —CONR29R30;
• wherein said (C1-6)alkyl, heteroaryl, or phenyl is optionally substituted with one to three same or different halogens or one to three methyl groups;
• heteroaryl is selected from the group consisting of furanyl, thienyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, triazolyl, pyridinyl, pyrazinyl, pyridazinyl, and pyrimidinyl;
• heteroalicyclic is selected from the group consisting of aziridine, azetidine, pyrrolidine, piperazine, N-methyl piperazine, piperidine, tetrahydrofuran, tetrahydropyran, azepine and morpholine;
• G is selected from the group consisting of (C1-6)alkyl, (C3-6)cycloalkyl cyano, trimethylsilyl, phenyl, heteroaryl, heteroalicyclic, hydroxy, (C1-6)alkoxy, halogen, benzyl, —NR25C(O)—(C1-6)alkyl, —NR26R27, —C(O)NR26R27, morpholino, nitro, —S(C1-6)alkyl, —SPh, NR25S(O)2—R26, piperazinyl, N-Me piperazinyl, (CH2)nCOOR28 and —CONR29R30;
• wherein said (C1-6)alkyl, heteroaryl, or phenyl is optionally substituted with one to three same or different halogens or one to three methyl groups;
• heteroaryl is selected from the group consisting of furanyl, thienyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, triazolyl, pyridinyl, pyrazinyl, pyridazinyl, and pyrimidinyl;
• heteroalicyclic is selected from the group consisting of aziridine, azetidine, pyrrolidine, piperazine, N-methyl piperazine, piperidine, tetrahydrofuran, tetrahydropyran, azepine and morpholine;
• K is selected from the group consisting of (C1-3)alkyl, hydroxy, (C1-3)alkoxy, halogen and —NR26R27;
• wherein said (C1-6)alkyl is optionally substituted with one to three same or different halogens;
• R8, R9 and R28 are selected from the group consisting of hydrogen and (C1-6)alkyl;
• X is selected from the group consisting of NR31, O and S;
• R23, R24, R25, R26, R27, R29, R30, R31 are independently selected from the group consisting of hydrogen, (C1-6)alkyl, (C1-6)alkoxy, phenyl and heteroaryl;
• wherein said (C1-6)alkyl, phenyl, and heteroaryl are independently optionally substituted with one to three same or different group J;
• heteroaryl is selected from the group consisting of furanyl, thienyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, triazolyl, pyridinyl, pyrazinyl, pyridazinyl, and pyrimidinyl;
• J is selected from the group consisting of (C1-6)alkyl, phenyl, heteroaryl, hydroxy, (C1-6)alkoxy, halogen, benzyl, —NR32C(O)—(C1-6)alkyl, —NR32R33, morpholino, nitro, —S(C1-6)alkyl, —SPh, NR32S(O)2—R33, piperazinyl, N-Me piperazinyl, (CH2)nCOOR28 and —CONR32R33;
• wherein said (C1-6)alkyl, heteroaryl, or phenyl is optionally substituted with one to three same or different halogens, amino, or methyl groups;
• heteroaryl is selected from the group consisting of furanyl, thienyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyl, imidazolyl, oxadiazolyl, thiadiazolyl, pyrazolyl, tetrazolyl, triazolyl, pyridinyl, pyrazinyl, pyridazinyl, and pyrimidinyl;
• and
• R32 and R33 are independently selected from the group consisting of hydrogen and (C1-6)alkyl;
• wherein said (C1-6)alkyl is optionally substituted with one to three same or different halogen, methyl, or CF3 groups.