Cyclic amides as MetAP-2 inhibitors

A compound selected from the following compounds:

• Com-
• pound
• No.
• Name
• “A56”
• (S)-3-(1,1-Dioxo-116-thiomorpholine-4-carbonyl)-3-hydroxy-1-
• phenylpyrrolidin-2-one,
• “A57”
• (S)-3-Hydroxy-3-[4-(2-hydroxyethyl)piperazine-1-carbonyl]-1-
• phenylpyrrolidin-2-one,
• “A58”
• N-(3-Imidazol-1-ylpropyl)-(S)-3-hydroxy-2-oxo-1-phenyl-
• pyrrolidine-3-carboxamide,
• “A59”
• N-(2-Dimethylaminoethyl)-(S)-3-hydroxy-2-oxo-1-phenyl-
• pyrrolidine-3-carboxamide,
• “A60”
• N-[2-(4-Phenoxyphenyl)ethyl]-(S)-3-hydroxy-2-oxo-1-phenyl-
• pyrrolidine-3-carboxamide,
• “A61”
• N-(2-Dimethylaminoethyl)methyl)-(S)-3-hydroxy-2-oxo-1-
• phenylpyrrolidine-3-carboxamide,
• “A62”
• N-(2-Morpholin-4-yl-2-oxoethyl)-(S)-3-hydroxy-2-oxo-1-
• phenylpyrrolidine-3-carboxamide,
• “A63”
• N-[2-(1-Methylpyrrolidin-2-yl)ethyl]-(S)-3-hydroxy-2-oxo-1-
• phenylpyrrolidine-3-carboxamide,
• “A64”
• N-(3-Dimethylaminopropyl)-(S)-3-hydroxy-2-oxo-1-phenyl-
• pyrrolidine-3-carboxamide,
• “A68”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(1H-indol-6-yl)-2-
• oxopyrrolidine-3-carboxamide,
• “A69”
• N-(3-Chloro-5-fluorobenzyl)-1-[3-(3-carbamoylphenyl-
• carbamoyl)phenyl]-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A70”
• (S)-3-((E)-But-2-enoyl)-3-hydroxy-1-phenylpyrrolidin-2-one,
• “A71”
• N-(3-Chloro-5-fluorobenzyl)-(S)-8-acetyl-4-hydroxy-3-oxo-2-
• phenyl-2,8-diazaspiro[4.5]decane-4-carboxamide,
• “A72”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-[3-(morpholine-4-
• carbonyl)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A73”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-[3-(methanesulfonyl-
• methylamino)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A74”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-[3-(morpholine-4-
• carbonyl)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A75”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3-
• cyclopropylcarbamoylphenyl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A76”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-cyclobutylcarbamoylphenyl)-
• 3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A77”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-[3-
• (pyrrolidine-1-carbonyl)phenyl]pyrrolidine-3-carboxamide,
• “A78”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(6-
• propionylaminopyridin-3-yl)pyrrolidine-3-carboxamide,
• “A79”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3-ethanesulfonylamino-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A80”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3-cyclopropanesulfonyl-
• aminophenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A82”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3-cyclopropylcarbamoyl-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A83”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-[3-
• (pyrrolidine-1-carbonyl)phenyl]pyrrolidine-3-carboxamide,
• “A84”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3-ethanesulfonylamino-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A85”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3-cyclopropanesulfonyl-
• aminophenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A87”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-cyano-1H-indol-5-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A88”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-[3-(2-hydroxy-
• ethylcarbamoyl)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A89”
• 3-(2-Benzylacryloyl)-3-hydroxy-1-phenylpyrrolidin-2-one,
• “A90”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-phenethyl-
• pyrrolidine-3-carboxamide,
• “A91”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-[3-(2-hydroxy-
• ethylcarbamoyl)phenyl]-2-oxopyrrolidine-3-carboxamide
• “A92”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-phenethyl-
• pyrrolidine-3-carboxamide,
• “A93”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-{3-[(2-hydroxy-
• ethyl)methylcarbamoyl]phenyl}-2-oxopyrrolidine-3-
• carboxamide,
• “A94”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-[3-(3-hydroxy-
• propylcarbamoyl)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A95”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-[3-
• (piperidin-1-carbonyl)phenyl]pyrrolidine-3-carboxamide,
• “A96”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(1-oxo-
• 1,2,3,4-tetrahydroisoquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A97”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(6-cyanopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A98”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(5-cyanopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A99”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(6-
• trifluoromethylpyridin-3-yl)pyrrolidine-3-carboxamide,
• “A100”
• Methyl 5-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-
• oxopyrrolidin-1-yl]-2-methylnicotinate,
• “A101”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-4,4-dimethyl-2-oxo-
• 1-phenylpyrrolidine-3-carboxamide,
• “A102”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-{3-[(2-hydroxy-
• ethyl)methylcarbamoyl]phenyl}-2-oxopyrrolidine-3-
• carboxamide,
• “A103”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-[3-(3-hydroxy-
• propylcarbamoyl)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A104”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-[3-
• (piperidin-1-carbonyl)phenyl]pyrrolidine-3-carboxamide,
• “A105”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-(1-oxo-
• 1,2,3,4-tetrahydroisoquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A106”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(6-cyanopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A107”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(5-cyanopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A108”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-(6-
• trifluoromethylpyridin-3-yl)pyrrolidine-3-carboxamide,
• “A109”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-4,4-dimethyl-2-oxo-
• 1-phenylpyrrolidine-3-carboxamide,
• “A110”
• (S)-3-(2-Benzylacryloyl)-3-hydroxy-1-phenylpyrrolidin-2-one,
• “A111”
• (R)-3-(2-Benzylacryloyl)-3-hydroxy-1-phenylpyrrolidin-2-one,
• “A112”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(1-hydroxymethyl-3-
• trifluoromethyl-1H-indol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A113”
• N-(3-Chloro-5-fluorobenzyl)-8-hydroxy-7-oxo-6-phenyl-2-oxa-
• 6-azaspiro[3.4]octane-8-carboxamide,
• “A114”
• N-(3-Chloro-5-fluorobenzyl)-1-(8-fluoro-2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A115”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(1-oxo-1,2,3,4-
• tetrahydroisoquinolin-7-yl)pyrrolidine-3-carboxamide,
• “A116”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(6-methylamino-
• pyridin-3-yl)-2-oxopyrrolidine-3-carboxamide,
• “A117”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(5-methylpyridin-3-
• yl)-2-oxopyrrolidine-3-carboxamide,
• “A118”
• N-(3-Chloro-5-fluorobenzyl)-1-(3,4-Dihydro-2H-pyrido[3,2-b]-
• 1,4-oxazin-7-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A119”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-5-methyl-2-oxo-1-
• phenylpyrrolidine-3-carboxamide,
• “A122”
• N-(3-Chloro-5-fluorobenzyl)-1-(4-acetylaminocyclohexyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A123”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(4-methane-
• sulfonylaminocyclohexyl)-2-oxopyrrolidine-3-carboxamide,
• “A124”
• N-(3-Chloro-5-fluorobenzyl)-1-(4-ethanesulfonylamino-
• cyclohexyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A125”
• N-(3-Chloro-5-fluorobenzyl)-1-((1S,2R,3S)-2,3-dihydroxy-
• cyclohexyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A126”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-acetylaminocyclohexyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A127”
• N-(3-Chloro-5-fluorobenzyl)-1-(4-ethylaminocyclohexyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A128”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-ethanesulfonylamino-
• cyclohexyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A129”
• N-(3-Chloro-5-fluorobenzyl)-1-((3aR,4S,7aS)-2,2-dimethyl-
• hexahydrobenzo-1,3-dioxol-4-yl)-3-hydroxy-2-
• oxopyrrolidine-3-carboxamide,
• “A130”
• 5-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-isophthalamide,
• “A131”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-
• [1,3′]bipyrrolidinyl-3-carboxamide,
• “A132”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A133”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(3-methylcarbamoyl-
• phenyl)-2-oxopyrrolidine-3-carboxamide,
• “A134”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-Dimethylcarbamoylphenyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A135”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(4-methoxybenzyl)-2-
• oxopyrrolidine-3-carboxamide,
• “A136”
• N-(3-Chloro-5-fluorobenzyl)-1-benzyl-3-hydroxy-2-oxo-
• pyrrolidine-3-carboxamide,
• “A137”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-3-hydroxy-2-oxo-1-(2-
• oxo-1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A138”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(6-methoxypyridin-3-
• yl)-2-oxopyrrolidine-3-carboxamide,
• “A139”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-1-(6-acetylaminopyridin-
• 3-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A140”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-benzyl-3-hydroxy-2-oxo-
• pyrrolidine-3-carboxamide,
• “A141”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-benzyl-3-hydroxy-2-oxo-
• pyrrolidine-3-carboxamide,
• “A142”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-[5-methyl-6-(3-oxo-
• morpholin-4-yl)-pyridin-3-yl]-2-oxopyrrolidine-3-carboxamide,
• “A143”
• N-[2-(2-Trifluoromethylphenyl)ethyl]-1-(6-acetylaminopyridin-
• 3-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A144”
• N-[2-(2-Trifluoromethylphenyl)ethyl]-1-(3-carbamoylphenyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A145”
• N-[1-(3-Fluorophenyl)ethyl]-3-hydroxy-2-oxo-1-phenyl-
• pyrrolidine-3-carboxamide,
• “A146”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(2-methylcarbamoyl-
• benzofuran-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A148”
• Ethyl 4-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-
• oxopyrrolidin-1-yl]-cyclohexanecarboxylate,
• “A149”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(S)-3-hydroxy-2-oxo-
• 1-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-
• carboxamide,
• “A150”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(R)-3-hydroxy-2-oxo-
• 1-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-
• carboxamide,
• “A151”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(3-oxo-3,4-
• dihydro-2H-benzo-1,4-oxazin-7-yl)pyrrolidine-3-carboxamide,
• “A152”
• 4-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-cyclohexanecarboxylic acid,
• “A153”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-(1H-indol-6-
• yl)-2-oxopyrrolidine-3-carboxamide,
• “A154”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(1H-indol-6-
• yl)-2-oxopyrrolidine-3-carboxamide,
• “A155”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(S)-1-(6-acetylamino-
• pyridin-3-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A156”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(R)-1-(6-acetylamino-
• pyridin-3-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A157”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(4-methylcarbamoyl-
• cyclohexyl)-2-oxopyrrolidine-3-carboxamide,
• “A158”
• N-(2-Oxo-1,2,3,4-tetrahydroquinolin-6-yl)-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A159”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(R)-1-(3-carbamoyl-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A160”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(3-methane-
• sulfonylaminophenyl)-2-oxopyrrolidine-3-carboxamide,
• “A161”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-(3-methyl-
• carbamoylphenyl)-2-oxopyrrolidine-3-carboxamide,
• “A162”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(3-methyl-
• carbamoylphenyl)-2-oxopyrrolidine-3-carboxamide,
• “A163”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3-cyclobutylcarbamoyl-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A164”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3-cyclobutylcarbamoyl-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A165”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-[3-(methane-
• sulfonylmethylamino)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A166”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-[3-(methane-
• sulfonylmethylamino)phenyl]-2-oxopyrrolidine-3-carboxamide,
• “A167”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-[6-(3-oxo-
• morpholin-4-yl)-pyridin-3-yl]pyrrolidine-3-carboxamide,
• “A168”
• N-([2-(3-Chloro-5-fluorophenyl)ethyl]-3-hydroxy-1-(1H-
• indazol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A169”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(1-phenyl-1H-
• pyrazol-4-yl)pyrrolidine-3-carboxamide,
• “A170”
• tert-Butyl 4-{4-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-
• hydroxy-2-oxopyrrolidin-1-yl]-pyrazol-1-yl}-piperidine-1-
• carboxylate,
• “A171”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(6-
• propionylaminopyridin-3-yl)pyrrolidine-3-carboxamide,
• “A172”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-(6-
• propionylaminopyridin-3-yl)pyrrolidine-3-carboxamide,
• “A173”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(6-morpholin-4-yl-
• pyridin-3-yl)-2-oxopyrrolidine-3-carboxamide,
• “A174”
• N-[2-(3-Fluorophenyl)ethyl]-1-(6-acetylaminopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A175”
• N-[2-(2-Fluorophenyl)ethyl]-1-(6-acetylaminopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A176”
• N-(3,5-Difluorobenzyl)-1-(6-acetylaminopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A177”
• N-[2-(3-Fluorophenyl)ethyl]-1-(3-carbamoylphenyl)-3-hydroxy-
• 2-oxopyrrolidine-3-carboxamide,
• “A178”
• N-(3,5-Difluorobenzyl)-1-(3-carbamoylphenyl)-3-hydroxy-2-
• oxopyrrolidine-3-carboxamide,
• “A179”
• N-[2-(2-Fluorophenyl)ethyl]-1-(3-carbamoylphenyl)-3-hydroxy-
• 2-oxopyrrolidine-3-carboxamide,
• “A180”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(1-piperidin-4-
• yl-1H-pyrazol-4-yl)pyrrolidine-3-carboxamide,
• “A181”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-(4-methoxy-
• benzyl)-2-oxopyrrolidine-3-carboxamide,
• “A182”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(4-methoxy-
• benzyl)-2-oxopyrrolidine-3-carboxamide,
• “A183”
• N-[2-(3-Fluorophenyl)ethyl]-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A184”
• N-[2-(2-Fluorophenyl)ethyl]-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A185”
• N-(3,5-Difluorobenzyl)-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A186”
• N-(2-Chloro-3-fluorobenzyl)-1-(6-acetylaminopyridin-3-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A187”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-phenyl-
• carbamoylmethylpyrrolidine-3-carboxamide,
• “A188”
• N-[2-(3,5-Difluorophenyl)ethyl]-1-(6-acetylaminopyridin-3-yl)-
• 3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A189”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-(1H-indazol-
• 5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A190”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(1H-indazol-
• 5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A191”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(S)-3-hydroxy-1-(1H-
• indazol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A192”
• N-[2-(3-Chloro-5-fluorophenyl)ethyl]-(R)-3-hydroxy-1-(1H-
• indazol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A193”
• N-(2-Chloro-3-fluorobenzyl)-1-(3-carbamoylphenyl)-3-hydroxy-
• 2-oxopyrrolidine-3-carboxamide,
• “A194”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(2-ethylcarbamoyl-
• benzofuran-5-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A195”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(2-ethylcarbamoyl-
• benzofuran-5-yl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A196”
• N-(2-Chloro-3-fluorobenzyl)-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A197”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(3-oxo-3,4-
• dihydro-2H-benzo-1,4-oxazin-7-yl)pyrrolidine-3-carboxamide,
• “A198”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-(3-oxo-3,4-
• dihydro-2H-benzo-1,4-oxazin-7-yl)pyrrolidine-3-carboxamide,
• “A199”
• N-[2-(3,5-Difluorophenyl)ethyl]-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A200”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(2-methyl-1H-
• indol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A201”
• N-[2-(3,5-Difluorophenyl)ethyl]-1-(3-carbamoylphenyl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A202”
• Ethyl 3-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-
• oxopyrrolidin-1-yl]-cyclohexanecarboxylate,
• “A203”
• [3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-acetic acid,
• “A204”
• N-(3-Chloro-5-fluorobenzyl)-1-(3-carbamoyl-5-trifluoromethyl-
• phenyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A205”
• Ethyl 5-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-
• oxopyrrolidin-1-yl]-1H-indol-2-carboxylate,
• “A206”
• N-(2-Chloro-3-fluorobenzyl)-3-hydroxy-1-(1H-indol-5-yl)-2-
• oxopyrrolidine-3-carboxamide,
• “A207”
• N-[2-(3,5-Difluorophenyl)ethyl]-3-hydroxy-1-(1H-indol-5-yl)-2-
• oxopyrrolidine-3-carboxamide,
• “A208”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-methylcarbamoyl-
• methyl-2-oxopyrrolidine-3-carboxamide,
• “A209”
• N-(3,5-Difluorobenzyl)-3-hydroxy-1-(1H-indol-5-yl)-2-oxo-
• pyrrolidine-3-carboxamide,
• “A210”
• N-[2-(2-Fluorophenyl)ethyl]-3-hydroxy-1-(1H-indol-5-yl)-2-
• oxopyrrolidine-3-carboxamide,
• “A211”
• 5-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-1H-indole-2-carboxamide,
• “A212”
• N-[2-(3-Fluorophenyl)ethyl]-3-hydroxy-1-(1H-indol-5-yl)-2-
• oxopyrrolidine-3-carboxamide,
• “A213”
• tert-Butyl 3-[3-(3-chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-
• 2-oxopyrrolidin-1-ylmethyl]-azetidine-1-carboxylate,
• “A214”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(7-oxo-5,6,7,8-
• tetrahydro-1,8-naphthyridin-3-yl)pyrrolidine-3-carboxamide,
• “A215”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(1H-
• pyrrolo[2,3-b]pyridin-5-yl)pyrrolidine-3-carboxamide,
• “A216”
• 5-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-nicotinamide,
• “A217”
• N-(3-Chloro-5-fluorobenzyl)-1-(2-cyano-1H-indol-5-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A218”
• N-(3-Chloro-5-fluorobenzyl)-1-azetidin-3-ylmethyl-3-hydroxy-
• 2-oxopyrrolidine-3-carboxamide,
• “A219”
• N-(3-Chloro-5-fluorobenzyl)-1-[2-(5-fluoro-1H-indol-3-yl)-
• ethyl]-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A220”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(tetrahydro-
• pyran-4-ylmethyl)pyrrolidine-3-carboxamide,
• “A221”
• N-[2-(3,5-Difluorophenyl)ethyl]-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A222”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3-cyano-1H-indol-5-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A223”
• N-[2-(3,5-Difluorophenyl)ethyl]-(R)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A224”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3-cyano-1H-indol-5-yl)-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A225”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-[(R)-1-
• (tetrahydrofuran-2-yl)methyl]pyrrolidine-3-carboxamide,
• “A226”
• 4-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-ylmethyl]cyclohexanecarboxylic acid,
• “A227”
• 4-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-ylmethyl]cyclohexanecarboxylic acid,
• “A228”
• tert-Butyl (1S,5R,6S)-6-[3-(3-chloro-5-fluorobenzylcarbamoyl)-
• 3-hydroxy-2-oxopyrrolidin-1-yl]-3-azabicyclo[3.1.0]hexane-3-
• carboxylate,
• “A229”
• N-(3-Chloro-5-fluorobenzyl)-1-(1S,5R,6S)-3-azabicyclo-
• [3.1.0]hex-6-yl-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A230”
• N-(3-Chloro-5-fluorobenzyl)-1-((1S,5R,65)-3-ethanesulfonyl-3-
• azabicyclo[3.1.0]hex-6-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A231”
• N-(3-Chloro-5-fluorobenzyl)-1-((1S,5R,65)-3-acetyl-3-aza-
• bicyclo[3.1.0]hex-6-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A232”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(1-methyl-1H-
• benzimidazol-2-ylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A233”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-
• [1,3′]bipyrrolidinyl-3-carboxamide,
• “A234”
• N-(2-Chloro-4,5-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A235”
• N-(5-Chloro-2,4-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A236”
• N-(2,4,6-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A237”
• N-(3-Chloro-5-fluorobenzyl)-1-[2-(2,4-Difluorophenyl)ethyl]-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A238”
• 5-[(S)-3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-1H-indole-3-carboxamide,
• “A239”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1-(2-methyl-1H-
• indol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A240”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1-(2-methyl-1H-
• indol-5-yl)-2-oxopyrrolidine-3-carboxamide,
• “A241”
• N-(4-Chloro-2-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A242”
• N-(2-Chloro-4-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A243”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-[(S)-1-
• (tetrahydrofuran-2-yl)methyl]pyrrolidine-3-carboxamide,
• “A244”
• N-(2-Chloro-3,6-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A245”
• N-(2,4,5-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A246”
• N-(2,3,6-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A247”
• N-(3-Chloro-4-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A248”
• N-(3-Chloro-5-fluorobenzyl)-1-carbamoylmethyl-3-hydroxy-2-
• oxopyrrolidine-3-carboxamide,
• “A249”
• N-(4-Chloro-2,6-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A250”
• N-(3-Chloro-2,6-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A251”
• N-(3-Chloro-2,4-difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A264”
• N-(3,4,5-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A265”
• N-(4-Chloro-3-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A266”
• N-(2,3,5-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A269”
• N-(3-Chloro-5-fluorobenzyl)-1-(1H-benzimidazol-2-ylmethyl)-
• 3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A270”
• N-(3-Chloro-5-fluorobenzyl)-1-benzothiazol-2-ylmethyl-3-
• hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A271”
• 3-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-yl]-propionic acid,
• “A272”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(3-methyl-3H-
• imidazol-4-ylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A273”
• 4-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-ylmethyl]cyclohexanecarboxylic acid,
• “A274”
• 4-[3-(3-Chloro-5-fluorobenzylcarbamoyl)-3-hydroxy-2-oxo-
• pyrrolidin-1-ylmethyl]cyclohexanecarboxylic acid,
• “A275”
• N-(3-Chloro-5-fluorobenzyl)-1-((1S,5R,6S)-3-ethyl-3-aza-
• bicyclo[3.1.0]hex-6-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A276”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(2-methyl-2H-
• pyrazol-3-ylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A277”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-2-oxo-1-(1H-pyrazol-3-
• ylmethyl)pyrrolidine-3-carboxamide,
• “A278”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(4-methylcarbamoyl-
• cyclohexylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A279”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(1H-imidazol-4-
• ylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A280”
• N-(3-Chloro-5-fluorobenzyl)-1-(1,5-Dimethyl-1H-pyrrol-2-
• ylmethyl)-3-hydroxy-2-oxopyrrolidine-3-carboxamide,
• “A281”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-1′-methanesulfonyl-
• 2-oxo[1,3′]bipyrrolidinyl-3-carboxamide,
• “A282”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-[(2-hydroxy-
• ethylcarbamoyl)methyl]-2-oxopyrrolidine-3-carboxamide,
• “A283”
• N-(2-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A284”
• N-(2,3,4-Trifluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A285”
• N-(2,3-Difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A286”
• N-(3-Chloro-5-fluorobenzyl)-(S)-1-(3,3-difluoro-2-oxo-2,3-
• dihydro-1H-indol-5-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A288”
• N-(3-Chloro-5-fluorobenzyl)-(R)-1-(3,3-difluoro-2-oxo-2,3-
• dihydro-1H-indol-5-yl)-3-hydroxy-2-oxopyrrolidine-3-
• carboxamide,
• “A289”
• N-(2,6-Difluorobenzyl)-(S)-3-hydroxy-2-oxo-1-(2-oxo-1,2,3,4-
• tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A290”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(5-methyl-1,3,4-
• oxadiazol-2-ylmethyl)-2-oxopyrrolidine-3-carboxamide,
• “A291”
• N-(3-chloro-5-fluorobenzyl-)(R)-1′-acetyl-3-hydroxy-2-oxo-
• [1,3′]bipyrrolidinyl-3-carboxamide,
• “A292”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-1′-methanesulfonyl-
• 2-oxo[1,3′]bipyrrolidinyl-3-carboxamide,
• “A293”
• N-(3-Chloro-5-fluorobenzyl)-3-hydroxy-1-(4-methylcyclohexyl)-
• 2-oxopyrrolidine-3-carboxamide,
• “A298”
• N-(3-Chloro-5-fluorobenzyl)-(S)-3-hydroxy-2-oxo-1-pyridin-2-
• ylpyrrolidine-3-carboxamide,
• “A299”
• N-(3-Chloro-5-fluorobenzyl)-(R)-3-hydroxy-2-oxo-1-pyridin-2-
• ylpyrrolidine-3-carboxamide,
• “A300”
• N-(3-Chloro-5-fluorobenzyl)-1-(2-carbamoylethyl)-3-hydroxy-2-
• oxopyrrolidine-3-carboxamide,
• “A303”
• N-(3-Chloro-5-fluorobenzyl)-3,4-dihydroxy-2-oxo-1-(2-oxo-
• 1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• “A304”
• N-(3-Chloro-5-fluorobenzyl)-5-fluoro-3-hydroxy-2-oxo-1-(2-
• oxo-1,2,3,4-tetrahydroquinolin-6-yl)pyrrolidine-3-carboxamide,
• and pharmaceutically usable salts, tautomers and stereoisomers thereof, including mixtures of such salts, tautomers and stereoisomers in all ratios.