Chemical compounds

A compound of formula (Ia″):

• 97
• wherein:
• T is C(O), C(S), S(O)2 or CH2;
• n is 0, 1, 2, 3, 4 or 5;
• m and p are, independently, 0, 1 or 2 (but are especially both 1);
• R50 is hydrogen, cyano, S(O)2(C1-4 alkyl), S(O)2(C1-4 haloalkyl), halogen, C1-4 alkyl, C1-4 haloalkyl, C1-4 alkoxy or phenyl (optionally substituted by one or two halogen atoms or by one C(O)NR12′R13′, NR9′OC(O)R10′, S(O)2R15′, S(O)2NR42R43 or NR44S(O)2R45 group);
• R51 and R52 are, independently, hydrogen, halogen, C1-4 alkyl or C1-4 alkoxy;
• R3 is C1-6 alkyl {optionally substituted by halogen, CO2R4 or phthalimide}, C3-7 cycloalkyl {optionally substituted by C1-4 alkyl or oxo}, aryl or heterocyclyl;
• wherein, unless stated otherwise, the foregoing aryl and heterocyclyl moieties are optionally substituted by:
• halogen, OH, SH, NO2, oxo, C1-6 alkyl (itself optionally substituted by halogen, OC(O)C1-6 alkyl, phenyl (itself optionally substituted by halo or C1-6 alkyl), naphthyloxy (itself optionally substituted by halo or C2-6 alkenyl) or NR4C(O)OCH2(fluoren-9-yl)), C1-6 alkoxy (itself optionally substituted by halogen, CO2R4, NR5R6 or phenyl (itself optionally substituted by halogen or NO2)), C1-6 alkylthio, nitro, C3-7 cycloalkyl, NR7R8, NR9C(O)R10, CO2R11, C(O)NR12R13, C(O)R14, S(O)2R15, phenyl (itself optionally substituted by NO2 or C1-6 alkoxy (itself optionally substituted by OH or pyridinyl)), phenoxy, SCN, CN, SO3H (or an alkali metal salt thereof) or methylenedioxy;
• when aryl is phenyl adjacent substituents may join to form, together with the phenyl ring a dihydrophenanthrene moiety;
• R4, R5, R6, R7, R8, R9, R9′, R10, R10′, R11, R12, R12′, R13, R13′, R14, R42, R43, and R44 are, independently, hydrogen, C1-6 alkyl or phenyl;
• R15, R15′ and R45 are, independently, C1-6 alkyl or phenyl;
• or a pharmaceutically acceptable salt thereof.

The use of a compound of a formula (I):

• 105
• wherein:
• q, s and t are, independently, 0 or 1;
• n and r are, independently, 0, 1, 2, 3, 4 or 5;
• m and p are, independently, 0, 1 or 2;
• X is CH2, C(O), O, S, S(O), S(O)2 or NR37;
• provided that when m and p are both 1 then X is not CH2;
• Y is NHR2 or OH;
• T is C(O), C(S), S(O)2 or CH2;
• R1 is hydrogen, C1-6 alkyl, aryl or heterocyclyl;
• R2 and R47 are, independently, hydrogen, C1-6 alkyl, aryl(C1-4)alkyl or CO(C1-6 alkyl);
• R3 is C1-6 alkyl {optionally substituted by halogen, CO2R4 or phthalimide}, CR3aR3bR3c, C2-4 alkenyl {optionally substituted by aryl or heterocyclyl}, C3-7 cycloalkyl {optionally substituted by C1-4 alkyl, aryl or oxo}, C3-7 cycloalkenyl {optionally substituted by oxo, C1-6 alkyl or aryl}, aryl, heterocyclyl, thioaryl or thioheterocyclyl;
• R3a is hydrogen, C1-6 alkyl, C1-6 alkoxy or C3-7 cycloalkyl;
• R3b is aryl, heterocyclyl, S(O)2aryl or S(O)2heterocyclyl;
• and R3c is C1-6 alkyl, C1-4 haloalkyl, hydroxy, heterocyclyl(C1-4 alkyl) or aryl;
• wherein, unless stated otherwise, the foregoing aryl and heterocyclyl moieties are optionally substituted by:
• halogen, OH, SH, NO2, oxo, C1-6 alkyl {itself optionally substituted by halogen, OC(O)C1-6 alkyl, S(O)2R48, phenyl (itself optionally substituted by halogen (such as one or two chlorine or fluorine atoms), C1-6 alkyl, S(O)2R38 or C(O)NR39R40), naphthyloxy (itself optionally substituted by halo or C2-6 alkenyl), C3-10 cycloalkyl (itself optionally substituted by C1-4 alkyl or oxo) or NR4OC(O)OCH2(fluoren-9-yl)}, NR41C(O)OCH2(fluoren-9-yl), C1-6 alkoxy {itself optionally substituted by halogen, C1-6 alkoxy, NHCO2(C1-6 alkyl), CO2R4, NR5R6 or phenyl (itself optionally substituted by halogen or NO2)}, C1-6 alkylthio, C1-6 haloalkylthio, C3-10 cycloalkyl, NR7R8, NR9C(O)R10, CO2R11, C(O)NR12R13, C(O)R14, S(O)dR15, S(O)2NR42R43, NR44S(O)2R45, phenyl {itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy (itself optionally substituted by halogen, OH or pyridinyl), phenyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy) or heterocyclyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy)}, heterocyclyl {itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy, C1-6 haloalkoxy, phenyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy) or heterocyclyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy)}, phenoxy {itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy, C1-6 haloalkoxy, phenyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy) or heterocyclyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy)}, SCN, CN, SO3H (or an alkali metal salt thereof), methylenedioxy or difluoromethylenedioxy;
• when aryl is phenyl adjacent substituents may join to form, together with the phenyl ring to which they are attached, a dihydrophenanthrene moiety;
• d is 0, 1 or 2;
• R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R37, R39, R40, R41, R42, R43 and R44 are, independently, hydrogen, C1-6 alkyl, aryl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy) or heterocyclyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy);
• R15, R38, R45 and R48 are, independently, C1-6 alkyl (optionally substituted by halogen, hydroxy or C3-10 cycloalkyl), C3-6 alkenyl, aryl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy) or heterocyclyl (itself optionally substituted by halogen, C1-6 alkyl, C1-6 haloalkyl, CN, NO2, C1-6 alkoxy or C1-6 haloalkoxy);
• or an N-oxide thereof;
• or a pharmaceutically acceptable salt thereof;
• or a solvate thereof;
• in the manufacture of a medicament for use in modulating chemokine receptor activity or H1 antagonising activity in a warm blooded animal.