HIV replication inhibitors

A compound of formula

• 122
• a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine and a stereochemically isomeric form thereof, wherein
• -a1=a2-a3=a4—represents a bivalent radical of formula
• —CH═CH—CH═CH— (a-1);
• —N═CH—CH═CH— (a-2);
• —N═CH—N═CH— (a-3);
• —N═CH—CH═N— (a-4);
• —N═N—CH═CH— (a-5);
• n is 0, 1, 2, 3 or 4;
• and in case -a1=a2-a3=a4—is (a-1), then n may also be 5;
• R1 is hydrogen;
• aryl;
• formyl;
• C1-6alkylcarbonyl;
• C1-6alkyl;
• C1-6alkyloxycarbonyl;
• C1-6alkyl substituted with formyl, C1-6alkylcarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxy;
• C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl;
• each R2 independently is hydroxy, halo, C1-6alkyl optionally substituted with cyano or —C(═O)R6, C3-7cycloalkyl, C2-6alkenyl optionally substituted with one or more halogen atoms or cyano, C2-6alkynyl optionally substituted with one or more halogen atoms or cyano, C1-6alkyloxy, C1-6alkyloxycarbonyl, carboxyl, cyano, nitro, amino, mono- or di(C1-6alkyl)amino, polyhalomethyl, polyhalomethyloxy, polyhalomethylthio, —S(═O)pR6, —NH—S(═O)pR6, —C(═O)R6, —NHC(═O)H, —C(═O)NHNH2, —NHC(═O)R6, —C(═NH)R6 or a radical of formula
• 123
• wherein
• each A1 independently is N, CH or CR6;
• and
• A2 is NH, O, S or NR6;
• L is C1-10alkyl, C2-10alkenyl, C2-10alkynyl, C3-7cycloalkyl, whereby each of said groups may be substituted with one or two substituents independently selected from
• C3-7cycloalkyl,
• indolyl or isoindolyl, each optionally substituted with one, two, three or four substituents each independently selected from halo, C1-6alkyl, hydroxy, C1-6alkyloxy, cyano, aminocarbonyl, nitro, amino, polyhalomethyl, polyhalomethyloxy and C1-6alkylcarbonyl,
• phenyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl, wherein each of said aromatic rings may optionally be substituted with one, two, three, four or five substituents each independently selected from the substituents defined in R2;
• or
• L is —X1—R3 or —X2—Alk-R4 wherein
• Alk is C1-4alkanediyl;
• R3 or R4 each independently are phenyl, pyridyl, pyrimidinyl, pyrazinyl or pyridazinyl, wherein each of said aromatic rings may optionally be substituted with one, two, three, four or five substituents each independently selected from the substituents defined in R2;
• and
• X1 or X2 each independently are —NR7—, —NH—NH—, —N═N—, —O—, —C(═O)—, —CHOH—, —S—, —S(═O)p—;
• Q represents cyano, hydroxy, mercapto, carboxyl, formyl, halo, cyanoC1-6alkyl, hydroxyC1-6alkyl, mercaptoC1-6alkyl, aminoC1-6alkyl, mono- or di(C1-4alkyl)-aminoC1-6alkyl, aminocarbonyl, mono- or di(C1-4alkyl)aminocarbonyl, C1-6alkyloxy, C1-6alkylthio, C1-6alkylS(═O)p, C1-6alkylcarbonyl, C1-6alkylcarbonyloxy, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxyC1-6alkyl, C2-6alkenyl, C2-6alkenyloxyamino, R5—C(═O)-C1-6alkyloxyamino, C2-6alkynyl, polyhaloC1-6alkyl, hydroxy-polyhaloC1-6alkyl, Het or C1-6alkyloxyC1-6alkyl wherein each hydrogen atom may optionally be substituted with C1-6alkyloxy;
• Z is C—Y or N wherein
• Y represents hydrogen, hydroxy, halo, C1-6alkyl, C3-7cycloalkyl, C2-6alkenyl optionally substituted with one or more halogen atoms, C2-6alkynyl optionally substituted with one or more halogen atoms, C1-6alkyl substituted with cyano or —C(═O)R8, C1-6alkyloxy, C1-6alkyloxycarbonyl, carboxyl, cyano, nitro, amino, mono- or di(C1-6alkyl)amino, polyhalomethyl, polyhalomethyloxy, polyhalomethylthio, —S(═O)pR8, —NH—S(═O)pR8, —C(═O)R8, —NHC(═O)H, —C(═O)NHNH2, —NHC(═O)R8,—C(═NH)R8 or aryl;
• R5 is hydrogen or a radical of formula
• 124
• with
• A1 being CH2 or O;
• R6 is methyl, amino, mono- or dimethylamino or polyhalomethyl;
• R7 is hydrogen;
• aryl;
• formyl;
• C1-6alkylcarbonyl;
• C1-6alkyl;
• C1-6alkyloxycarbonyl;
• C1-6alkyl substituted with formyl, C1-6alkylcarbonyl, C1-6alkyloxycarbonyl, C1-6alkylcarbonyloxy;
• C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl;
• R8 is methyl, amino, mono- or dimethylamino or polyhalomethyl;
• p is 1 or 2;
• aryl is phenyl or phenyl substituted with one, two, three, four or five substituents each independently selected from halo, C1-6alkyl, C3-7cycloalkyl, C1-6alkyloxy, cyano, nitro, polyhaloC1-6alkyl, polyhaloC1-6alkyloxy, aminocarbonyl, tetrazolyl;
• Het is imidazolyl, thiazolyl, oxazolyl, pyrazolyl, isothiazolyl, isoxazolyl, triazolyl, tetrazolyl optionally substituted with imino, a radical of formula (c) as described hereinabove, imidazolidinyl, pyrazolidinyl, thiazolidinyl, isothiazolidinyl, oxazolidinyl, isoxazolidinyl optionally substituted with hydroxy, isoxazolidinone, or a radical of formula
• 125
• with
• A2 being O, CH2 or a direct bond;
• A3 being CH2 or NH;
• A4 being CH2 or a direct bond;
• or
• A3-A4 representing CH═CH;
• R9 being hydrogen or C1-4alkylcarbonyl;
• provided that when Q is halo then Z is N;
• or when Q is polyhaloC1-6alkyl then Y is hydrogen or C1-6alkyl.