Indole, azaindole and related heterocyclic sulfonylureido piperazine derivatives

A compound of Formula I, including pharmaceutically acceptable salts thereof,

• 126
• wherein:
• Z is
• 127
• Q is selected from the group consisting of:
• 128
• —W— is
• 129
• R1, R2, R3, R4, and R5, are independently selected from the group consisting of hydrogen, halogen, cyano, nitro, COOR8, XR9 and B;
• R15, R16, R17, R18, R19, R20, R21 and R22 are each independently H or (C1-6)alkyl;
• wherein (C1-6)alkyl is optionally substituted with one to three same or different members selected from the group consisting of halogen, amino, OH, CN and NO2;
• m is 1 or 2;
• R6 is O or does not exist;
• R7 is (CH2)nR10 , SO2NH2, SO2NHMe or SO2NMe2;
• 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;
• A is NR13R14;
• R13 and R14 are independently selected from the group consisting of hydrogen, (C1-6)alkyl, (C1-6)alkenyl, (C1-6)alkynyl, (C1-6)alkoxy, (C1-6)cycloalkyl, 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;
• or R13 and R14 taken together with the nitrogen atom to which they are attached forms a heteroalicyclic ring containing 3 to 6 atoms;
• heteroalicyclic is selected from the group consisting of azetidinyl, piperidinyl, piperazinyl, pyrrolidinyl, morpholinyl, thiomorpholinyl, tetrahydrofuranyl and tetrahydropyranyl;
• 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;
• 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;
• 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 aziridinyl, azetidinyl, pyrrolidinyl, piperazinyl, N-methyl piperazinyl, piperidinyl, tetrahydrofuranyl, tetrahydropyranyl, azepinyl and morpholinyl;
• R8, R9 and R28 are independently 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, hydroxy, (C1-6)alkoxy, halogen, benzyl, —NR32C(O)—(C1-6)alkyl, —NR32R33, —S(C1-6)alkyl, -SPh, (CH2)nCOOR28 and —CONR32R33;
• wherein said (C1-6)alkyl is optionally substituted with one to three same or different halogens;
• 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.