Respiratory syncytial virus replication inhibitors

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C514S253060, C514S299000, C514S300000, C514S302000, C514S303000, C514S307000, C514S312000, C514S314000, C514S322000, C544S253000, C544S254000, C544S356000, C544S363000, C546S112000, C546S115000, C546S118000, C546S122000, C546S148000, C546S153000, C546S157000, C546S167000, C546S174000, C546S175000, C546S176000, C546S199000

Reexamination Certificate

active

07071192

ABSTRACT:
The present invention concerns compounds of formula (I), prodrugs, N-oxides, addition salts, quaternary amines, metal complexes and stereochemically isomeric forms thereof wherein -a1=a2-a3=a4-represents a radical of formula —CH═CH—CH═CH—; —N—CH—CH═CH—; —CH═N—CH═CH—; —CH═CH—N═CH—; —CH═CH—CH═N—; wherein each hydrogen atom may optionally be substituted; Q is a radical of formulae (b-1), (b-2), (b-3), (b-4), (b-5), (b-6), (b-7) and (b-8), wherein Alk is C1-6alkanediyl; Y1is a bivalent radical of formula —NR2— or —CH(NR2R4)—; X1is NR4, S, S(═O), S(═O)2, O, CH2, C(═O), CH(═CH2), CH(OH), CH(CH3), CH(OCH3), CH(SCH3), CH(NR5aR5b), CH2—NR4or NR4—CH2; X2is a direct bond, CH2, C(═O), NR4, C1-4alkyl-NR4, NR4—C1-4alkyl, t is 2 to 5; u is 1 to 5; v is 2 or 3; and whereby each hydrogen in Alk and in (b-3), (b-4), (b-5), (b-6), (b-7) and (b-8), may optionally be replaced by R3: provided that when R3is hydroxy or C1-6alkyloxy, then R3cannot replace a hydrogen atom in the a position relative to a nitrogen atom; G is a direct bond or optionally substituted C1-10alkanediyl; R1is an optionally substituted bicyclic heterocycle; R2is hydrogen, formyl, C1-6alkylcarbonyl, Hetcarbonyl, pyrrolidinyl, piperidinyl, homopiperidinyl, C3-7cycloalkyl or C1-10alkyl substituted with N(R6)2and optionally with another substituent; R3is hydrogen, hydroxy, C1-6alkyl, C1-6alkyloxy, aryl C1-6alkyl or aryl C1-6alkyloxy, R4is hydrogen, C1-6alkyl or aryl C1-6alkyl; R5a, R5b, R5cand R5dare hydrogen or C1-6alkyl; or R5aand R5b, or R5cand R5dtaken together from a bivalent radical of formula —(CH2)5- wherein S is 4 or 5; R6is hydrogen, C1-4alkyl, formyl, hydroxy C1-6alkyl, C1-6alkylcarbonyl or C1-6alkyloxycarbonyl; aryl is optionally substituted phenyl; Het is pyridyl, pyrimidinyl, pyridazinyl, pyridazinyl; as respiratory syncytial virus replication inhibitors; their preparation, compositions containing them and their use as a medicine.

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