CA2013449A1 - Antibacterial 5-alkylquinolonecarboxylic acids - Google Patents
Antibacterial 5-alkylquinolonecarboxylic acidsInfo
- Publication number
- CA2013449A1 CA2013449A1 CA2013449A CA2013449A CA2013449A1 CA 2013449 A1 CA2013449 A1 CA 2013449A1 CA 2013449 A CA2013449 A CA 2013449A CA 2013449 A CA2013449 A CA 2013449A CA 2013449 A1 CA2013449 A1 CA 2013449A1
- Authority
- CA
- Canada
- Prior art keywords
- alkylquinolonecarboxylic
- antibacterial
- acids
- optionally substituted
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/08—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Antibacterial 5-alkylquinolonecarboxylic acids of the formula in which R3 is C1-C4-alkyl, R1 is optionally substituted alkyl or cycloalkyl, alkenyl, alkoxy, amino or alkylamino or optionally substituted phenyl, R2 is hydrogen or optionally substituted alkyl, R4 is a nitrogen-containing heterocyclic radical, and A is hydrogen, halogen, methyl, cyano or nitro, or forms a bridge with R1.
and hydrates and salts thereof.
and hydrates and salts thereof.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3910663A DE3910663A1 (en) | 1989-04-03 | 1989-04-03 | 5-ALKYLCHINOLON CARBONIC ACIDS |
DEP3910663.2 | 1989-04-03 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2013449A1 true CA2013449A1 (en) | 1990-10-03 |
CA2013449C CA2013449C (en) | 2001-01-02 |
Family
ID=6377683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002013449A Expired - Fee Related CA2013449C (en) | 1989-04-03 | 1990-03-30 | Antibacterial 5-alkylquinolonecarboxylic acids |
Country Status (16)
Country | Link |
---|---|
EP (1) | EP0391132A1 (en) |
JP (1) | JP3046035B2 (en) |
KR (1) | KR0156245B1 (en) |
CN (1) | CN1035945C (en) |
AU (1) | AU638005B2 (en) |
CA (1) | CA2013449C (en) |
DD (1) | DD298400A5 (en) |
DE (1) | DE3910663A1 (en) |
FI (1) | FI901615A0 (en) |
HU (2) | HU204811B (en) |
IL (1) | IL93954A0 (en) |
NO (1) | NO173547C (en) |
NZ (1) | NZ233142A (en) |
PH (1) | PH27364A (en) |
PT (1) | PT93639A (en) |
ZA (1) | ZA902510B (en) |
Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4920120A (en) * | 1988-01-25 | 1990-04-24 | Warner-Lambert Company | Antibacterial agents |
MY105136A (en) * | 1988-04-27 | 1994-08-30 | Daiichi Seiyaku Co | Optically active pyridonecarboxylic acid derivatives. |
DD285601A5 (en) * | 1988-07-15 | 1990-12-19 | Bayer Ag,De | PROCESS FOR PREPARING 7- (1-PYRROLIDINYL) -3-CHINOLONE AND NAPHTHYRIDONE CARBOXYLIC ACID DERIVATIVES |
US5241076A (en) * | 1989-04-17 | 1993-08-31 | Bayer Aktiengesellschaft | 1,4-diazatricyclo [6.3.0.0]undecanes |
DE59009705D1 (en) * | 1989-04-17 | 1995-11-02 | Bayer Ag | Process for the preparation of 2,7-diazabicyclo (3.3.0) octanes. |
US5177210A (en) * | 1989-04-17 | 1993-01-05 | Bayer Aktiengesellschaft | Preparation of 2,7-diazabicyclo(3.3.0)octanes |
DE69231422T2 (en) * | 1991-05-28 | 2001-03-29 | Daiichi Pharmaceutical Co., Ltd. | PYRIDONE CARBONIC ACID DERIVATIVES |
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 | |
KR960003611B1 (en) * | 1992-07-23 | 1996-03-20 | 재단법인 한국화학연구소 | New diazabicyclo alkene derivatives and the preparation process thereof |
DE4234078A1 (en) * | 1992-10-09 | 1994-04-14 | Bayer Ag | Quinolonecarboxylic acids |
DE4234330A1 (en) * | 1992-10-12 | 1994-04-14 | Bayer Ag | Quinolonecarboxylic acids |
CA2112165C (en) * | 1992-12-25 | 2003-04-08 | Makoto Takemura | Bicyclic amine derivatives |
AU4272793A (en) * | 1993-04-24 | 1994-11-21 | Korea Research Institute Of Chemical Technology | Novel quinolone carboxylic acid derivatives and process for preparing the same |
DE4329600A1 (en) * | 1993-09-02 | 1995-03-09 | Bayer Ag | Pyrido [1,2,3-d, e] [1,3,4] benzoxadiazine derivatives |
DE4339134A1 (en) * | 1993-11-16 | 1995-05-18 | Bayer Ag | 1- (2-fluorocyclopropyl) quinolone and naphthyridonecarboxylic acid derivatives |
DE4408212A1 (en) * | 1994-03-11 | 1995-09-14 | Bayer Ag | 5-vinyl and 5-ethynyl quinolone and naphthyridone carboxylic acids |
DE19546249A1 (en) * | 1995-12-12 | 1997-06-19 | Bayer Ag | New crystal modification of 1-cyclopropyl-7 - ([S, S] -2,8-diazabicyclo [4,3,0] non-8-yl) -6-fluoro-1,4-dihydro-8-methoxy-4 -oxo-3-quinoline carboxylic acid hydrochloride (CDCH), process for its preparation and pharmaceutical preparations containing it |
DE19633805A1 (en) * | 1996-02-23 | 1997-08-28 | Bayer Ag | Optionally substituted 8-cyano-l-cyclopropyl-7- (2,8-diazabicyclo- [4.3.0] -nonan-8-yl) -6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and their derivatives |
RU2173318C2 (en) * | 1996-02-23 | 2001-09-10 | Байер Акциенгезелльшафт | Fluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acids, their derivatives and pharmaceutical composition eliciting anti-bacterial activity |
DE19652239A1 (en) | 1996-12-16 | 1998-06-18 | Bayer Ag | Use of 7- (2-oxa-5,8-diazabicyclo [4.3.0] non-8-yl) -quinolone and naphthyridonecarboxylic acid derivatives for the therapy of Helicobacter pylori infections and the associated gastroduodenal diseases |
DE19854357A1 (en) * | 1998-11-25 | 2000-05-31 | Bayer Ag | Semi-hydrochloride of 8-cyano-1-cyclopropyl-7- (1S, 6S-2,8-diazabicyclo / 4.3.0 / -nonan-8-yl) -6-fluoro-1,4-dihydro-4-oxo -3-quinoline carboxylic acid |
DE19854356A1 (en) * | 1998-11-25 | 2000-05-31 | Bayer Ag | Crystal modification A of 8-cyan-1-cyclopropyl-7- (1S, 6S-2,8-diazabicyclo- / 4.3.0 / nonan-8-yl) -6-fluoro-1,4-dihydro-4-oxo 3-quinoline carboxylic acid |
DE19854355A1 (en) * | 1998-11-25 | 2000-05-31 | Bayer Ag | Crystal modification B of 8-cyan-1-cyclopropyl-7- (1S, 6S-2,8-diazabicyclo- / 4.3.O / nonan-8-yl) -6-fluoro-1,4-dihydro-4-oxo 3-quinoline carboxylic acid |
CA2498291C (en) | 2002-09-10 | 2009-04-07 | Pfizer Products Inc. | Diazabicyclic compounds useful in the treatment of cns and other disorders |
AU2004272414B2 (en) | 2003-09-10 | 2009-05-28 | Kyorin Pharmaceutical Co., Ltd. | 7-(4-substituted 3- cyclopropylaminomethyl-1- pyrrolidinyl) quinolonecarboxylic acid derivative |
WO2008143343A1 (en) | 2007-05-24 | 2008-11-27 | Kyorin Pharmaceutical Co., Ltd. | Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position |
CN101718743B (en) * | 2009-11-30 | 2013-03-20 | 宁波大学 | Method for preparing mixed conductor dense diffusion barrier-type oxygen sensor |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3522405A1 (en) * | 1985-06-22 | 1987-01-02 | Bayer Ag | 1,8-BRIDGED 4-CHINOLON-3-CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE MEDICINAL PRODUCTS CONTAINING THE SAME AND THE USE THEREOF FOR THE PRODUCTION OF MEDICINAL PRODUCTS |
DE3543513A1 (en) * | 1985-12-10 | 1987-06-11 | Bayer Ag | ENANTIOMER-PURE 1,8-BRIDGED 4-CHINOLON-3-CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE MEDICINAL PRODUCTS CONTAINING THEM AND THEIR USE FOR THE PRODUCTION OF MEDICINAL PRODUCTS |
DE3601567A1 (en) * | 1986-01-21 | 1987-07-23 | Bayer Ag | 7- (AZABICYCLOALKYL) -CHINOLONCARBONIC ACID AND -NAPHTHYRIDON-CARBONIC ACID DERIVATIVES |
DE3702393A1 (en) * | 1987-01-28 | 1988-08-11 | Bayer Ag | 8-CYANO-1-CYCLOPROPYL-1,4-DIHYDRO-4-OXO- 3-CHINOLINE CARBONIC ACIDS, METHOD FOR THEIR PRODUCTION AND ANTIBACTERIAL AGENTS CONTAINING THEM |
US5591744A (en) * | 1987-04-16 | 1997-01-07 | Otsuka Pharmaceutical Company, Limited | Benzoheterocyclic compounds |
US4920120A (en) * | 1988-01-25 | 1990-04-24 | Warner-Lambert Company | Antibacterial agents |
-
1989
- 1989-04-03 DE DE3910663A patent/DE3910663A1/en not_active Withdrawn
-
1990
- 1990-03-20 NO NO901274A patent/NO173547C/en not_active IP Right Cessation
- 1990-03-21 EP EP90105293A patent/EP0391132A1/en not_active Withdrawn
- 1990-03-28 JP JP2077135A patent/JP3046035B2/en not_active Expired - Lifetime
- 1990-03-28 AU AU52317/90A patent/AU638005B2/en not_active Ceased
- 1990-03-30 CA CA002013449A patent/CA2013449C/en not_active Expired - Fee Related
- 1990-03-30 FI FI901615A patent/FI901615A0/en not_active Application Discontinuation
- 1990-03-30 NZ NZ233142A patent/NZ233142A/en unknown
- 1990-03-30 IL IL93954A patent/IL93954A0/en unknown
- 1990-04-02 CN CN90101902A patent/CN1035945C/en not_active Expired - Fee Related
- 1990-04-02 PT PT93639A patent/PT93639A/en not_active Application Discontinuation
- 1990-04-02 ZA ZA902510A patent/ZA902510B/en unknown
- 1990-04-02 DD DD90339323A patent/DD298400A5/en not_active IP Right Cessation
- 1990-04-03 KR KR1019900004548A patent/KR0156245B1/en not_active IP Right Cessation
- 1990-04-03 HU HU902055A patent/HU204811B/en not_active IP Right Cessation
- 1990-04-03 HU HU912263A patent/HUT58056A/en unknown
- 1990-04-03 PH PH40321A patent/PH27364A/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO901274D0 (en) | 1990-03-20 |
JP3046035B2 (en) | 2000-05-29 |
IL93954A0 (en) | 1990-12-23 |
NO173547C (en) | 1993-12-29 |
PH27364A (en) | 1993-06-21 |
EP0391132A1 (en) | 1990-10-10 |
KR0156245B1 (en) | 1998-11-16 |
HU204811B (en) | 1992-02-28 |
DE3910663A1 (en) | 1990-10-04 |
CN1035945C (en) | 1997-09-24 |
JPH02289583A (en) | 1990-11-29 |
CN1046162A (en) | 1990-10-17 |
DD298400A5 (en) | 1992-02-20 |
AU5231790A (en) | 1990-10-04 |
FI901615A0 (en) | 1990-03-30 |
ZA902510B (en) | 1991-01-30 |
KR900016186A (en) | 1990-11-12 |
HUT56563A (en) | 1991-09-30 |
HUT58056A (en) | 1992-01-28 |
CA2013449C (en) | 2001-01-02 |
AU638005B2 (en) | 1993-06-17 |
NO173547B (en) | 1993-09-20 |
HU902055D0 (en) | 1990-08-28 |
PT93639A (en) | 1990-11-20 |
NO901274L (en) | 1990-10-04 |
HU912263D0 (en) | 1991-12-30 |
NZ233142A (en) | 1992-09-25 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |