Pyrrolyl-4h-pyranoisoquinolines

Details Pyrrolyl-4h-pyranoisoquinolines Pyrrolyl-4h-pyranoisoquinolines

1995-06-05

1996-11-05

Jordan, Charles T.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

A61K 3144

Patent

active

055718183

ABSTRACT:
The invention provides pharmaceutical compounds of the formula: ##STR1## in which A-B is CH.sub.2 --CH.sub.2 or CH.dbd.CH; X is a pyridine or benzene ring;
when X is pyridine n is 0;
when X is benzene n is 0, 1 or 2 and when A-B is CH.sub.2 --CH.sub.2, R.sup.1 is attached at any of the positions 7 to 10, and when A-B is CH.dbd.CH, R.sup.1 is attached at any of the positions 5 to 10;
each R.sup.1 is halo, carboxy, trifluoromethyl, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, nitrogen-containing heterocyclyl, nitro, trifluoromethoxy, --COOR.sup.5 where R.sup.5 is an alkyl group, --COR.sup.6, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl;
R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl;
R.sup.3 is nitrile, carboxy, --COOR.sup.6 where R.sup.8 is an alkyl group, --CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are each hydrogen or C.sub.1-4 alkyl, or --SO.sub.2 R.sup.11 where R.sup.11 is C.sub.1-4 alkyl, optionally substituted phenyl or optionally substituted phenyl C.sub.1-4 alkyl; and
R.sup.4 is 1-pyrrolyl, 1-imidazolyl or 1-pyrazolyl, said 1-pyrrolyl, 1-imidazolyl and 1-pyrazolyl being optionally substituted by one or two C.sub.1-4 alkyl, carboxyl, hydroxy-C.sub.1-4 alkyl or --CHO groups, or 1-(1,2,4-triazolyl), 1-(1,3,4-triazolyl) or 2-(1,2,3-triazolyl), said triazolyl groups being optionally substituted by a C.sub.1-4 alkyl or C.sub.1-4 perfluoroalkyl group, or 1-tetrazolyl optionally substituted by C.sub.1-4 alkyl;
and salts thereof.

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