US 5,288,730 AGranted

Azabicyclic compounds, pharmaceutical compositions containing them and their use in therapy

AssigneeMerck Sharp & Dohme Corp.

InventorsRaymond Baker, Christopher J. Swain, Martin R. Teall, Brian J. Williams

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Abstract

Compounds of formula (I), and salts and prodrugs thereof: ##STR1## wherein Q is the residue of an optionally substituted azabicyclic ring system; X represents oxa or thia; Y represents H or hydroxy; R.sup.1 represents phenyl or thienyl, either of which groups may be optionally substituted by halo, trifluoromethyl or C.sub.1-3 alkoxy, or C.sub.5-7 cycloalkyl; R.sup.2 represents benzyl which may be substituted in the benzyl ring by halo, trifluoromethyl or C.sub.1-3 alkoxy, or C.sub.5-7 cycloalkyl; and R.sup.3, R.sup.4 and R.sup.5 independently represent H, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, --OR.sup.a, SCH.sub.3, SOCH.sub.3, S0.sub.2 CH.sub.3, --NR.sup.a R.sup.b, --NR.sup.a COR.sup.b, --NR.sup.a C0.sub.2 R.sup.b, --C0.sub.2 R.sup.a or --CONR.sup.a R.sup.b ; and R.sup.a and R.sup.b independently represent H, C.sub.1-6 alkyl, phenyl or trifluoromethyl, are tachykinin receptor antagonists. They and compositions thereof are useful in therapy.

Claims11

Dependent claims

A compound of formula (IC), or a salt or prodrug thereof:

##STR10## wherein X is selected from oxa and thia;
Y is selected from H and hydroxy;
R.sup.1 is selected from phenyl, thienyl or C.sub.5-7 cycloalkyl;
wherein either phenyl or thienyl can be unsubstituted or substituted by a substituent selected from halo, trifluoromethyl or C.sub.1-3 alkoxy;
R.sup.2 is selected from benzyl or C.sub.5-7 cycloalkyl, wherein benzyl can be substituted on the benzyl ring by a substituent selected from halo, trifluoromethyl or C.sub.1-3 alkoxy;
and
R.sup.3, R.sup.4 and R.sup.5 are independently selected from H, C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.2-6 alkynyl, halo, cyano, nitro, trifluoromethyl, trimethylsilyl, --OR.sup.a, SCH.sub.3, SOCH.sub.3, SO.sub.2 CH.sub.3, --NR.sup.a R.sup.b, --NR.sup.a COR.sup.b, --NR.sup.a CO.sub.2 R.sup.b, --CO.sub.2 R.sup.a and --CONR.sup.a R.sup.b ;
where R.sup.a and R.sup.b are independently selected from H, C.sub.1-6 alkyl, phenyl and trifluoromethyl;
and
R.sup.6 and R.sup.7 independently represent H,C.sub.1-4 alkyl, C.sub.2-4 alkynyl, halo, hydroxy, C.sub.1-4 alkoxy, carboxy or (C.sub.1-4 alkoxy) carbonyl;
or R.sub.6 and R.sub.7 together represent carbonyl.

8 more elements

Dependencies are inferred from the claim text.