IL102520A - 8-vinyl-, 8-propenyl and 8-ethinyl-quinolone- carboxylic acids, their preparation, intermediates therefor and pharmaceutical compositions containing them - Google Patents
8-vinyl-, 8-propenyl and 8-ethinyl-quinolone- carboxylic acids, their preparation, intermediates therefor and pharmaceutical compositions containing themInfo
- Publication number
- IL102520A IL102520A IL102520A IL10252092A IL102520A IL 102520 A IL102520 A IL 102520A IL 102520 A IL102520 A IL 102520A IL 10252092 A IL10252092 A IL 10252092A IL 102520 A IL102520 A IL 102520A
- Authority
- IL
- Israel
- Prior art keywords
- methyl
- alkyl
- atoms
- represents hydrogen
- halogen
- Prior art date
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
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
Abstract
Quinolonecarboxylic acid derivatives of the formula X1O FCOO-R2 YN X2R1 in which R1 represents straight-chain or branched C1-C4-alkyl which is optionally substituted by hydroxyl, halogen or C1-C3-alkoxy, or represents optionally halogen- or C1-C3-alkyl-substituted C3-C6 cycloalkyl, C2-C4-alkenyl, furthermore represents C1-C3-alkoxy, amino, monoalkylamino having 1 to 3 C atoms, dialkylamino having 2 to 6 C atoms, or phenyl which is optionally monosubstituted to trisubstituted by halogen, R2 represents hydrogen, alkyl having 1 to 4 carbon atoms or (5-methyl-2-oxo-1, 3-dioxol-4-yl)-methyl, X1 represents hydrogen, fluorine, chlorine, amino or methyl, X2 represents -C=CH-R3( R4 -C:C-R5 or -CH2CH=CH2, where R3 represents hydrogen, C1-C3-alkyl, C1-C3-alkoxy or alkoxymethyl having 1 to 3 C atoms in the alkoxy moiety, R4 represents hydrogen or halogen and R5 represents hydrogen, C1-C6-alkyl which is optionally monosubstituted to trisubstituted by halogen, or C2-C3-alkenyl, alkoxy having 1 to 3 C atoms, alkoxymethyl having 1 to 3 C atoms in the alkoxy moiety, halogen or trimethylsilyl, and Y represents where R6 represents hydrogen, optionally hydroxyl- or methoxy-substituted straight- chain or branched C1-C4-alkyl, cyclopropyl, oxoalkyl having 1 to 4 C atoms or acyl having 1 to 3 C atoms, R7 represents hydrogen, methyl, phenyl, thienyl or pyridyl, R8, R9 and R10 represents hydrogen or methyl, R9 R11 represents hydogen, methyl or -CH2-N R10 R12 represents hydrogen, methyl, amino, optionally hydroxyl-substituted alkyl- or dialkylamino having 1 or 2 C atoms in the alkyl moiety, aminomethyl, aminoethyl, optionally hydroxyl-substituted alkyl- or dialkylaminomethyl having 1 or 2 C atoms in the alkyl moiety or 1-imidazolyl, R13 represents hydrogen, hydroxyl, methoxy, methylthio or halogen, methyl or hydroxymethyl, R14 represents hydrogen or methyl, R15, R16, R17 represent hydrogen, methyl or ethyl, R18 represents hydroxyl, R16R16 NorCH2-N R17R17 R19 represents hydrogen, optionally hydroxyl-substituted C1-C3-alkyl, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy moiety or C1-C3-acyl, R20 represents hydrogen, hydroxyl, R19 N R21 hydroxymethyl or R19 CH2-Nwhere R21 R21 denotes hydrogen or methyl, or Y represents halogen, A represents CH2, O or a direct bond and n represents 1 or 2, and their pharmaceutically acceptable hydrates and acid addition salts as well as the alkali metal salts, alkaline earth metal salts, silver salts and guanidinium salts. The compounds wherein Y is other then halogen have antibacterial activity.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4123918A DE4123918A1 (en) | 1991-07-19 | 1991-07-19 | 8-VINYL AND 8-ETHINYL-CHINOLON CARBONIC ACIDS |
Publications (2)
Publication Number | Publication Date |
---|---|
IL102520A0 IL102520A0 (en) | 1993-01-14 |
IL102520A true IL102520A (en) | 1997-07-13 |
Family
ID=6436512
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IL102520A IL102520A (en) | 1991-07-19 | 1992-07-16 | 8-vinyl-, 8-propenyl and 8-ethinyl-quinolone- carboxylic acids, their preparation, intermediates therefor and pharmaceutical compositions containing them |
Country Status (22)
Country | Link |
---|---|
EP (1) | EP0523512B1 (en) |
JP (1) | JP3174405B2 (en) |
KR (1) | KR100240608B1 (en) |
AT (1) | ATE147733T1 (en) |
AU (1) | AU658901B2 (en) |
CA (1) | CA2073993A1 (en) |
CZ (1) | CZ282037B6 (en) |
DE (2) | DE4123918A1 (en) |
DK (1) | DK0523512T3 (en) |
ES (1) | ES2097835T3 (en) |
FI (1) | FI103043B1 (en) |
GR (1) | GR3022305T3 (en) |
HU (1) | HU219910B (en) |
IE (1) | IE80557B1 (en) |
IL (1) | IL102520A (en) |
MX (1) | MX9204110A (en) |
NO (1) | NO302886B1 (en) |
PL (1) | PL171910B1 (en) |
RU (1) | RU2077533C1 (en) |
SK (1) | SK279221B6 (en) |
TW (1) | TW201309B (en) |
ZA (1) | ZA925351B (en) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4121214A1 (en) * | 1991-06-27 | 1993-01-14 | Bayer Ag | 7-AZAISOINDOLINYL CHINOLONE AND NAPHTHYRIDONE CARBONIC ACID DERIVATIVES |
DE4230804A1 (en) * | 1992-09-15 | 1994-03-17 | Bayer Ag | 7-isoindolinyl quinolone and naphthyridone derivatives |
DE4303657A1 (en) * | 1993-02-09 | 1994-08-11 | Bayer Ag | New quinolone and naphthyridonecarboxylic acid derivatives |
KR950018003A (en) * | 1993-12-09 | 1995-07-22 | 스미스클라인 비참 피엘씨 | Novel quinolone derivatives and methods for their preparation |
DE4418510A1 (en) * | 1994-05-27 | 1995-11-30 | Bayer Ag | 1,9-bridged thiazolol [3,4-a] quinoline derivatives |
DE4425659A1 (en) * | 1994-07-20 | 1996-01-25 | Bayer Ag | New N1-diverse 6-fluoro-8-difluoromethoxy substituted quinolonecarboxylic acids |
DE4427530A1 (en) * | 1994-08-04 | 1996-02-08 | Bayer Ag | New 7-tri:cyclic amino-quinolone or naphthyridone derivs |
WO1997040036A1 (en) * | 1996-04-19 | 1997-10-30 | Wakunaga Pharmaceutical Co., Ltd. | Novel pyridonecarboxylic acid derivatives or salts thereof and antibacterial agents containing the same as the active ingredient |
AU1040597A (en) * | 1996-12-04 | 1998-06-29 | Daiichi Pharmaceutical Co., Ltd. | Substituted aminomethylpyrrolidine derivatives |
DE69840599D1 (en) | 1997-09-15 | 2009-04-09 | Procter & Gamble | ANTIMICROBIAL CHINOLONE, ITS COMPOSITIONS, AND ITS USES |
SG144936A1 (en) | 2003-09-10 | 2008-08-28 | Kyorin Seiyaku Kk | 7-(4-substituted-3-cyclopropylaminomethyl-1- pyrrolidinyl)quinolonecarboxylic acid derivative |
US7563805B2 (en) | 2005-05-19 | 2009-07-21 | Daiichi Pharmaceutical Co., Ltd. | Tri-, tetra-substituted-3-aminopyrrolidine derivative |
JP5073497B2 (en) | 2005-09-28 | 2012-11-14 | 第一三共株式会社 | Process for producing tetra-substituted-5-azaspiro [2.4] heptane derivative and optically active intermediate thereof |
AU2007230630B2 (en) | 2006-03-28 | 2012-12-20 | Taigen Biotechnology Co., Ltd | Malate salts, and polymorphs of (3S,5S)-7-[3-amino-5-methyl-piperidinyl]-1-cyclopropyl-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid |
KR101084521B1 (en) | 2006-03-28 | 2011-11-18 | 워너 칠콧 컴퍼니 엘엘씨 | A coupling process for preparing quinolone intermediates |
US8222407B2 (en) | 2007-05-24 | 2012-07-17 | Kyorin Pharmaceutical Co., Ltd. | Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position |
PT3790874T (en) * | 2018-05-09 | 2023-05-31 | Bayer Animal Health Gmbh | New quinoline derivatives |
RU2757741C1 (en) * | 2021-03-01 | 2021-10-21 | Федеральное государственное бюджетное учреждение науки Институт химической биологии и фундаментальной медицины Сибирского отделения Российской академии наук (ИХБФМ СО РАН) | Ciprofloxacin derivative with antibacterial activity against antibiotic-resistant strains of microorganisms |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4123536A (en) * | 1977-12-14 | 1978-10-31 | Warner-Lambert Company | Dialkyl ({[3-(alkoxycarbonyl)-1,4-dihydro-4-oxo-8-quinolinyl]amino}methylene)propanedioates |
DE3705621C2 (en) * | 1986-02-25 | 1997-01-09 | Otsuka Pharma Co Ltd | Heterocyclic substituted quinolonecarboxylic acid derivatives |
JPS62215572A (en) * | 1986-03-17 | 1987-09-22 | Kyorin Pharmaceut Co Ltd | Quinolone carboxylic acid derivative |
US5047538A (en) * | 1990-04-12 | 1991-09-10 | Warner-Lambert Company | Quinolinecarboxylic acid antibacterial agents |
-
1991
- 1991-07-19 DE DE4123918A patent/DE4123918A1/en not_active Withdrawn
-
1992
- 1992-06-26 TW TW081105031A patent/TW201309B/zh active
- 1992-07-03 NO NO922639A patent/NO302886B1/en not_active IP Right Cessation
- 1992-07-06 ES ES92111454T patent/ES2097835T3/en not_active Expired - Lifetime
- 1992-07-06 DE DE59207880T patent/DE59207880D1/en not_active Expired - Fee Related
- 1992-07-06 AT AT92111454T patent/ATE147733T1/en not_active IP Right Cessation
- 1992-07-06 DK DK92111454.2T patent/DK0523512T3/en active
- 1992-07-06 EP EP92111454A patent/EP0523512B1/en not_active Expired - Lifetime
- 1992-07-13 CZ CS922191A patent/CZ282037B6/en not_active IP Right Cessation
- 1992-07-13 SK SK2191-92A patent/SK279221B6/en unknown
- 1992-07-14 AU AU19663/92A patent/AU658901B2/en not_active Ceased
- 1992-07-14 MX MX9204110A patent/MX9204110A/en not_active IP Right Cessation
- 1992-07-16 FI FI923268A patent/FI103043B1/en active IP Right Grant
- 1992-07-16 IL IL102520A patent/IL102520A/en not_active IP Right Cessation
- 1992-07-16 CA CA002073993A patent/CA2073993A1/en not_active Abandoned
- 1992-07-17 HU HU9202349A patent/HU219910B/en not_active IP Right Cessation
- 1992-07-17 JP JP21245092A patent/JP3174405B2/en not_active Expired - Fee Related
- 1992-07-17 RU SU925052410A patent/RU2077533C1/en active
- 1992-07-17 PL PL92295331A patent/PL171910B1/en unknown
- 1992-07-17 IE IE922348A patent/IE80557B1/en not_active IP Right Cessation
- 1992-07-17 ZA ZA925351A patent/ZA925351B/en unknown
- 1992-07-18 KR KR1019920012826A patent/KR100240608B1/en not_active IP Right Cessation
-
1997
- 1997-01-16 GR GR970400065T patent/GR3022305T3/en unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FF | Patent granted | ||
KB | Patent renewed | ||
KB | Patent renewed | ||
MM9K | Patent not in force due to non-payment of renewal fees |