7-(1-Pyrrolidinyl)-3-quinolone- and -naphthyridone-carboxylic-acid derivatives metho for their preparation and for substituted mono- and bi-cyclic pyrrolidine intermediates and their antibacterial
7-(1-Pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid and 7-(1-pyrrolidinyl)-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylic derivs. of formula (I), their hydrates, acid addition salts, as well as their alkali metal, alkaline earth, silver and guanidinium salts are new; X = halo; X = H, N...
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Main Authors | , , , , , , , , |
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Format | Patent |
Language | English |
Published |
26.04.2002
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Edition | 7 |
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Abstract | 7-(1-Pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid and 7-(1-pyrrolidinyl)-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylic derivs. of formula (I), their hydrates, acid addition salts, as well as their alkali metal, alkaline earth, silver and guanidinium salts are new; X = halo; X = H, NH2, 1-4C alkylamino, di(1-3C alkyl)amino, OH, 1-4C alkoxy, SH, 1-4C alkylthio, arylthio or halo; R = 1-4C alkyl, 2-4C alkenyl, 3-6C cycloalkyl, 2-hydroxyethyl, 2-fluoroethyl, OMe, NH2, MeNH, EtNH or Me2N; or is Ph (opt. mono- or disubstd. by F); R = H, 1-4C alkyl or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl; R = a gp. of formula (a): R = 1-4C alkyl, aryl or 1-4C acyl; R = H, 1-4C alkyl, OH or OMe; R = H, 1-4C alkyl (opt. substd. by OH), aryl, heteroaryl, benzyl, 1-4C alkoxycarbonyl, 1-4C acyl, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl or 3-6C cycloalkyl; R = H or 1-4C alkyl; R',R'' = H, Me or Ph; R''' = H or Me; Y = O, CH2, CH2CH2 or CH2O (where the bond to N may be via C as well as O); (Note: Y is not otherwise defined in claim 1). Z = O or S; A = N or CR ; R = H, halo, Me, CN, NO2 or OH, or R +R = a bridge of type (b)-(d): Cpds. of formula (e) are excluded; R1 = 1-4C alkyl; R2,R3 = H or 1-4C alkyl; R4 = cyclopropyl, Ph, halophenyl, thienyl, opt. substd. by 1-4C alkyl or halo; R5 = halo. Also claimed is the S,S-configuration of a cpd. of formula (f) and its salts:A = CCl, CF or COMe. |
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AbstractList | 7-(1-Pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid and 7-(1-pyrrolidinyl)-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylic derivs. of formula (I), their hydrates, acid addition salts, as well as their alkali metal, alkaline earth, silver and guanidinium salts are new; X = halo; X = H, NH2, 1-4C alkylamino, di(1-3C alkyl)amino, OH, 1-4C alkoxy, SH, 1-4C alkylthio, arylthio or halo; R = 1-4C alkyl, 2-4C alkenyl, 3-6C cycloalkyl, 2-hydroxyethyl, 2-fluoroethyl, OMe, NH2, MeNH, EtNH or Me2N; or is Ph (opt. mono- or disubstd. by F); R = H, 1-4C alkyl or (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl; R = a gp. of formula (a): R = 1-4C alkyl, aryl or 1-4C acyl; R = H, 1-4C alkyl, OH or OMe; R = H, 1-4C alkyl (opt. substd. by OH), aryl, heteroaryl, benzyl, 1-4C alkoxycarbonyl, 1-4C acyl, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl or 3-6C cycloalkyl; R = H or 1-4C alkyl; R',R'' = H, Me or Ph; R''' = H or Me; Y = O, CH2, CH2CH2 or CH2O (where the bond to N may be via C as well as O); (Note: Y is not otherwise defined in claim 1). Z = O or S; A = N or CR ; R = H, halo, Me, CN, NO2 or OH, or R +R = a bridge of type (b)-(d): Cpds. of formula (e) are excluded; R1 = 1-4C alkyl; R2,R3 = H or 1-4C alkyl; R4 = cyclopropyl, Ph, halophenyl, thienyl, opt. substd. by 1-4C alkyl or halo; R5 = halo. Also claimed is the S,S-configuration of a cpd. of formula (f) and its salts:A = CCl, CF or COMe. |
Author | ENDERMANN RAINER DR METZGER KARL GEORG DR PETERSEN, UWE HALLER INGO DR SCHRIEWER MICHAEL DR ZEILER HANS-JOACHIM DR GROHE, KLAUS KREBS, ANDREAS SCHENKE, THOMAS |
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Snippet | 7-(1-Pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid and 7-(1-pyrrolidinyl)-1,4-dihydro-4-oxo-1,8-naphthyridin-3-carboxylic derivs. of formula (I),... |
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SubjectTerms | CHEMISTRY FODDER FOODS OR FOODSTUFFS HETEROCYCLIC COMPOUNDS HUMAN NECESSITIES HYGIENE MEDICAL OR VETERINARY SCIENCE METALLURGY ORGANIC CHEMISTRY PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS THEIR TREATMENT, NOT COVERED BY OTHER CLASSES |
Title | 7-(1-Pyrrolidinyl)-3-quinolone- and -naphthyridone-carboxylic-acid derivatives metho for their preparation and for substituted mono- and bi-cyclic pyrrolidine intermediates and their antibacterial |
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