Antibacterial cyclopenta[c]pyrrole substituted 3,4 dihydro 1h [1,8] naphthyridinones

Abstract

The present invention is related to a novel compound of formula (I) wherein A represents –C≡C– or the bond represents a single bond or a double bond, Z1 represents CH or N; X represents carbon or nitrogen, and when X represents nitrogen then the bond represents a single bond; R 1 is hydrogen, C1-4a1ky1 or halo; R 2 is hydrogen, C1-4a1ky1 or halo; R 3 is hydrogen, C1-6a1ky1, hydroxy or halo; R 4 is hydrogen; halo; C1-6a1ky1; C2-6alkenyl; C26alkynyl; C1-6alkyloxy; C1-4alkyloxycarbonyl; aminocarbonyl; mono- or di(C1-4alkyl)-aminocarbonyl; aryl; aryloxy; arylcarbonyl; arylsulfonyl; heteroaryl; C1-6alkyl substituted with cyano; C1-6a1ky1 substituted with aryl or aryloxy; or C1-6alkyl substituted with heteroaryl; aryl is phenyl; phenyl substituted with one, two or three substituents each individually selected from halo, hydroxy,C1-4 alkyl, C1-4alkyloxy, polyhaloC1-4alkyl, polyhaloC1-4alkyloxy, cyano, nitro, and amino; heteroaryl is furanyl, thiophenyl, pyrrolyl, pyrazolyl, imidazolyl, isoxazolyl, thiazolyl, triazolyl, tetrazolyl, isothiazolyl, thiadiazolyl, oxadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, benzo[l ,3]dioxolyl, benzofuranyl, benzothiazolyl, indolyl, 2,3 -dihydro- 1 H-indolyl, tetrahydrothiophenyl, or quinolinyl, wherein each heteroaryl may be substituted with one or two substituents each independently selected from halo, cyano, C1-4alkyl, C14alkyloxy, C1-4alkylcarbonyl, or phenyl; that inhibits the activity of the fatty acid biosynthesis enzyme (FabI enzyme) which is therefore useful in the treatment of bacterial infections. It further relates to a pharmaceutical composition comprising the compound, and a chemical process for preparing the compound.