RU94000714A - DERIVATIVES OF QUINOLON- AND NAFTYRIDON-CARBONIC ACID AS A MIXTURE OF ISOMERS OR SEPARATE ISOMERS, THEIR HYDRATES AND SALTS - Google Patents
DERIVATIVES OF QUINOLON- AND NAFTYRIDON-CARBONIC ACID AS A MIXTURE OF ISOMERS OR SEPARATE ISOMERS, THEIR HYDRATES AND SALTSInfo
- Publication number
- RU94000714A RU94000714A RU94000714/04A RU94000714A RU94000714A RU 94000714 A RU94000714 A RU 94000714A RU 94000714/04 A RU94000714/04 A RU 94000714/04A RU 94000714 A RU94000714 A RU 94000714A RU 94000714 A RU94000714 A RU 94000714A
- Authority
- RU
- Russia
- Prior art keywords
- carbon atoms
- group
- methyl
- hydrogen atom
- isomers
- Prior art date
Links
- 150000004677 hydrates Chemical class 0.000 title claims 2
- 239000000203 mixture Substances 0.000 title claims 2
- 125000004432 carbon atoms Chemical group C* 0.000 claims 13
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 4
- -1 (5-methyl-2-oxo-1 , 3-dioxol-4-yl) -methyl Chemical group 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 1
- 125000004430 oxygen atoms Chemical group O* 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Claims (1)
где R1 - неразветвленный или разветвленный алкил с 1 - 4 атомами углерода, незамещенный или замещенный гидрокси-группой, атомом галогена или алкокси- группой с 1 - 3 атомами углерода, незамещенные или замещенные алкилом с 1 - 3 атомами углерода или атомом галогена циклоалкил с 3 - 6 атомами углерода или алкенил с 2 - 4 атомами углерода, алкокси с 1 - 3 атомами углерода, амино, моноалкиламино с 1 - 3 атомами углерода, диалкиламино с 1 - 3 атомами углерода в каждой алкильной части или же фенил, незамещенный или однократно до трехкратно замещенный атомом галогена, R2 - атом водорода, алкил с 1 - 4 атомами углерода, незамещенный или замещенный гидрокси-группой, метокси-группой, амино-группой, метиламино-группой или диметиламино-группой, или (5-метил-2-оксо-1,3-диоксол-4-ил)-метил, X1 - атом водорода, атом галогена, амино, метил или трифторметил, Z - остатки формул
в которых R3 - атом водорода, гидрокси, группа - NR7R8,оксиметил или группа -CH2-NR7R8, причем R7 - водород, незамещенные или замещенные гидрокси-группой алкил с 1 - 3 атомами углерода или алкоксикарбонил с 1 - 4 атомами углерода в алкоксильной части, или ацил с 1 - 3 атомами углерода, а R8 - атом водорода или метил, R4 - атом водорода, неразветвленный или разветвленный алкил с 1 - 3 атомами углерода или циклопропил, R4′ атом водорода или метил, R5 - атом водорода или метил, R6 - атом водорода, метил, или остатки формул -CH=CH-CO2R5′, -CH2-CH2-CO2R5′, -CH2-CO-CH3 или -CH2-CH2-CN, при этом R5′ означает метил или этил, B- группа CH2-, атом кислорода или прямая связь, A- атом азота или группа C-R9, в которой R9 означает атом водорода, атом галогена, метил,трифторметил, винил, этинил, гидрокси или метокси или же вместе с R1 образует мостик формулы
представляющим собой смеси изомеров или отдельных изомеров, их гидратам и солям.The invention relates to quinolone- and naphthyridone-carboxylic acid derivatives of general formula (I)
where R 1 is unbranched or branched alkyl with 1-4 carbon atoms, unsubstituted or substituted by hydroxy group, halogen atom or alkoxy group with 1-3 carbon atoms, unsubstituted or substituted by alkyl with 1-3 carbon atoms or halogen atom cycloalkyl with 3 to 6 carbon atoms or alkenyl with 2 to 4 carbon atoms, alkoxy with 1 to 3 carbon atoms, amino, monoalkylamino with 1 to 3 carbon atoms, dialkylamino with 1 to 3 carbon atoms in each alkyl part, or phenyl, unsubstituted or once up to three times substituted by a halogen atom on, R 2 is a hydrogen atom, alkyl with 1 to 4 carbon atoms, unsubstituted or substituted by hydroxy group, methoxy group, amino group, methylamino group or dimethylamino group, or (5-methyl-2-oxo-1 , 3-dioxol-4-yl) -methyl, X 1 - a hydrogen atom, a halogen atom, amino, methyl or trifluoromethyl, Z - residues of the formulas
in which R 3 is a hydrogen atom, hydroxy, a group is NR 7 R 8 , hydroxymethyl or a group -CH 2 -NR 7 R 8 , and R 7 is hydrogen, alkyl unsubstituted or substituted by a hydroxy group with 1 to 3 carbon atoms or alkoxycarbonyl with 1 to 4 carbon atoms in the alkoxy part, or acyl with 1 to 3 carbon atoms, and R 8 is a hydrogen atom or methyl, R 4 is a hydrogen atom, a straight or branched alkyl with 1 to 3 carbon atoms or cyclopropyl, R 4 ′ a hydrogen atom or methyl, R 5 is a hydrogen atom or methyl, R 6 is a hydrogen atom, methyl, or the residues of the formula -CH = CH-CO 2 R 5 ′ , -CH 2 -CH 2 -CO 2 R 5 ′ , -CH 2 —CO — CH 3 or —CH 2 —CH 2 —CN, wherein R 5 ′ is methyl or ethyl, B is a CH 2 - group, an oxygen atom or a direct bond, A is a nitrogen atom or a CR 9 group in which R 9 means a hydrogen atom, a halogen atom, methyl, trifluoromethyl, vinyl, ethinyl, hydroxy or methoxy, or together with R 1 forms a bridge
representing mixtures of isomers or individual isomers, their hydrates and salts.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4301246.9 | 1993-01-19 | ||
| DE4301246A DE4301246A1 (en) | 1993-01-19 | 1993-01-19 | Quinolone and naphthyridonecarboxylic acid derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU94000714A true RU94000714A (en) | 1995-08-27 |
| RU2114832C1 RU2114832C1 (en) | 1998-07-10 |
Family
ID=6478454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU94000714A RU2114832C1 (en) | 1993-01-19 | 1994-01-17 | Quinolone- and naphtyridone carbocylic acid derivatives as mixture of isomers or individual isomers and salt thereof |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5457104A (en) |
| EP (1) | EP0607825A1 (en) |
| JP (1) | JPH06247962A (en) |
| KR (1) | KR940018380A (en) |
| CN (1) | CN1097423A (en) |
| AU (2) | AU667757B2 (en) |
| CA (1) | CA2113513A1 (en) |
| CZ (1) | CZ10094A3 (en) |
| DE (1) | DE4301246A1 (en) |
| FI (1) | FI940216A (en) |
| HU (1) | HUT68455A (en) |
| IL (1) | IL108347A (en) |
| MX (1) | MX9400341A (en) |
| MY (1) | MY110747A (en) |
| NO (1) | NO940039L (en) |
| NZ (1) | NZ250681A (en) |
| PL (1) | PL301928A1 (en) |
| RU (1) | RU2114832C1 (en) |
| SK (1) | SK5394A3 (en) |
| TW (1) | TW266213B (en) |
| ZA (1) | ZA94332B (en) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3906365A1 (en) * | 1988-07-15 | 1990-01-18 | Bayer Ag | 7- (1-PYRROLIDINYL) -3-CHINOLONE AND NAPHTHYRIDONE CARBOXYLIC ACID DERIVATIVES, METHOD AND SUBSTITUTED (OXA) DIAZABICYCLOOCTANES AND NONANESE AS INTERMEDIATE PRODUCTS, AND ANTIBACTERIAL AGENTS AND FOOD ADDITIVES CONTAINING THEM |
| DE4230804A1 (en) * | 1992-09-15 | 1994-03-17 | Bayer Ag | 7-isoindolinyl quinolone and naphthyridone derivatives |
| DE4427530A1 (en) * | 1994-08-04 | 1996-02-08 | Bayer Ag | New 7-tri:cyclic amino-quinolone or naphthyridone derivs |
| PT726270E (en) * | 1995-02-09 | 2001-08-30 | Bayer Ag | DERIVATIVES OF 1,6-NAFTIRIDONOCARBOXYLIC ACID |
| DE19506535A1 (en) * | 1995-02-09 | 1996-08-14 | Bayer Ag | 1,6-naphthyridonecarboxylic acid derivatives |
| CA2242242C (en) * | 1996-02-09 | 2001-08-07 | Toyama Chemical Co., Ltd. | Quinolonecarboxylic acid derivatives or salts thereof |
| PT947513E (en) * | 1996-10-25 | 2004-09-30 | Daiichi Seiyaku Co | TRYCYCLIC AMINE DERIVATIVES |
| EP1015445B1 (en) * | 1997-09-15 | 2009-02-25 | The Procter & Gamble Company | Antimicrobial quinolones, their compositions and uses |
| US6387928B1 (en) * | 1997-09-15 | 2002-05-14 | The Procter & Gamble Co. | Antimicrobial quinolones, their compositions and uses |
| EP1070713B1 (en) * | 1998-04-06 | 2006-10-18 | Toyama Chemical Co., Ltd. | Quinolonecarboxylic acid derivatives or salts thereof |
| AU3089102A (en) * | 2000-12-14 | 2002-06-24 | Procter & Gamble | Antimicrobial quinolones |
| IL155678A0 (en) | 2000-12-14 | 2003-11-23 | Procter & Gamble | Antimicrobial 2-pyridones, their compositions and uses |
| DE10108750A1 (en) * | 2001-02-23 | 2002-09-05 | Bayer Ag | Improved process for the production of fluoroquinolonecarboxylic acids |
| SMP200800058B (en) * | 2006-03-28 | 2009-09-07 | Procter & Gamble | Diseased salts and polymorphs of an acid (3s, 5s) -7- [3-amino-5-methylpiperidinyl] -1-cyclopropyl-1,4-dihydro-8-methoxy-4-oxo-3-quinolincarboxylic |
| US7456279B2 (en) * | 2006-03-28 | 2008-11-25 | The Procter & Gamble Company | Coupling process for preparing quinolone intermediates |
| KR101030202B1 (en) * | 2006-03-28 | 2011-04-22 | 워너 칠콧 컴퍼니 엘엘씨 | A hydride reduction process for preparing quinolone intermediates |
| WO2010131054A1 (en) | 2009-05-15 | 2010-11-18 | Bradford Pharma Limited | Redox drug derivatives |
| EP2776431B1 (en) | 2011-11-08 | 2016-05-04 | Actelion Pharmaceuticals Ltd. | 2-oxo-oxazolidin-3,5-diyl antibiotic derivatives |
| US10519154B2 (en) | 2016-07-11 | 2019-12-31 | Bayer Pharma Aktiengesellschaft | 7-substituted 1-pyridyl-naphthyridine-3-carboxylic acid amides and use thereof |
| EP3296298A1 (en) | 2016-09-14 | 2018-03-21 | Bayer Pharma Aktiengesellschaft | 7-substituted 1-aryl-naphthyridin-3-carboxamides and their use |
| JOP20190045A1 (en) | 2016-09-14 | 2019-03-14 | Bayer Ag | 7-substituted 1-aryl-naphthyridine-3-carboxylic acid amides and use thereof |
| CN109942488A (en) * | 2019-04-04 | 2019-06-28 | 山东省联合农药工业有限公司 | A kind of quinoline carboxylic acid ester's compound and preparation method thereof and purposes |
| US11345873B2 (en) * | 2019-08-14 | 2022-05-31 | Valvoline Licensing And Intellectual Property Llc | Lubricant composition containing ashless TBN molecules |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4416884A (en) * | 1978-04-12 | 1983-11-22 | Otsuka Pharmaceutical Co., Ltd. | Piperazinylbenzoheterocyclic compounds |
| JPS604820B2 (en) * | 1979-02-26 | 1985-02-06 | 大塚製薬株式会社 | Quinoline carboxylic acid derivative |
| DE3441788A1 (en) * | 1984-11-15 | 1986-05-15 | Bayer Ag, 5090 Leverkusen | ALKYL-1-CYCLOPROPYL-1,4-DIHYDRO-4-OXO-3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE ANTIBACTERIAL AGENTS CONTAINING THEM |
| DE3615767A1 (en) * | 1986-05-10 | 1987-11-12 | Bayer Ag | METHOD FOR PRODUCING 4-HYDROXY-CHINOLIN-3-CARBONIC ACIDS |
| US5270340A (en) * | 1988-12-27 | 1993-12-14 | Bayer Aktiengesellschaft | Substituted 2-cyclohexen-1-yl-amine fungicidal and herbicidal agents |
| CA2012681A1 (en) * | 1989-03-31 | 1990-09-30 | Masayasu Okuhira | Quinolone derivatives, preparation processes thereof, and antibacterial agents containing the same |
| CA2030217A1 (en) * | 1989-11-21 | 1991-05-22 | Jun Imose | Pyridone-carboxylic acid derivatives useful as veterinary medicines |
| EP0516861A4 (en) * | 1990-12-27 | 1993-01-13 | Banyu Pharmaceutical Co., Ltd. | Pyridonecarboxylic acid derivative |
| DE4120646A1 (en) * | 1991-06-22 | 1992-12-24 | Bayer Ag | 7-ISOINDOLINYL-CHINOLONE AND NAPHTHYRIDONE CARBONIC ACID DERIVATIVES |
| TW209865B (en) * | 1992-01-10 | 1993-07-21 | Bayer Ag | |
| DE4230804A1 (en) * | 1992-09-15 | 1994-03-17 | Bayer Ag | 7-isoindolinyl quinolone and naphthyridone derivatives |
-
1993
- 1993-01-19 DE DE4301246A patent/DE4301246A1/en not_active Withdrawn
- 1993-12-20 TW TW082110770A patent/TW266213B/zh active
- 1993-12-20 AU AU52561/93A patent/AU667757B2/en not_active Ceased
-
1994
- 1994-01-05 NO NO940039A patent/NO940039L/en unknown
- 1994-01-07 MX MX9400341A patent/MX9400341A/en not_active Application Discontinuation
- 1994-01-07 EP EP94100204A patent/EP0607825A1/en not_active Withdrawn
- 1994-01-12 US US08/180,948 patent/US5457104A/en not_active Expired - Fee Related
- 1994-01-12 MY MYPI94000082A patent/MY110747A/en unknown
- 1994-01-14 CA CA002113513A patent/CA2113513A1/en not_active Abandoned
- 1994-01-14 JP JP6014979A patent/JPH06247962A/en active Pending
- 1994-01-14 NZ NZ250681A patent/NZ250681A/en unknown
- 1994-01-17 FI FI940216A patent/FI940216A/en unknown
- 1994-01-17 CZ CZ94100A patent/CZ10094A3/en unknown
- 1994-01-17 RU RU94000714A patent/RU2114832C1/en active
- 1994-01-17 PL PL94301928A patent/PL301928A1/en unknown
- 1994-01-17 SK SK53-94A patent/SK5394A3/en unknown
- 1994-01-17 IL IL108347A patent/IL108347A/en not_active IP Right Cessation
- 1994-01-18 ZA ZA94332A patent/ZA94332B/en unknown
- 1994-01-18 KR KR1019940000818A patent/KR940018380A/en not_active Application Discontinuation
- 1994-01-18 HU HU9400143A patent/HUT68455A/en unknown
- 1994-01-19 CN CN94101078A patent/CN1097423A/en active Pending
-
1996
- 1996-01-16 AU AU42033/96A patent/AU4203396A/en not_active Abandoned
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