GB1346724A - Creación de Inventos y Patentes con Inteligencia Artificial

GB1346724A – 1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and esters and their preparation
– Google Patents

GB1346724A – 1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and esters and their preparation
– Google Patents
1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and esters and their preparation

Info

Publication number
GB1346724A

GB1346724A
GB2101372A
GB2101372A
GB1346724A
GB 1346724 A
GB1346724 A
GB 1346724A
GB 2101372 A
GB2101372 A
GB 2101372A
GB 2101372 A
GB2101372 A
GB 2101372A
GB 1346724 A
GB1346724 A
GB 1346724A
Authority
GB
United Kingdom
Prior art keywords
pyridine
nitrophenyl
dimethyl
alkyl
dihydro
Prior art date
1971-05-17
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.)

Expired

Application number
GB2101372A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

STWB Inc

Original Assignee
Sterling Drug Inc
Priority date (The priority date 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 date listed.)
1971-05-17
Filing date
1972-05-05
Publication date
1974-02-13

1972-05-05
Application filed by Sterling Drug Inc
filed
Critical
Sterling Drug Inc

1974-02-13
Publication of GB1346724A
publication
Critical
patent/GB1346724A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

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Classifications

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members

C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members

C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom

C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms

C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms

C07D213/30—Oxygen atoms

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

C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings

C07D211/02—Preparation by ring-closure or hydrogenation

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings

C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom

C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members

C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms

C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/26—Radicals substituted by halogen atoms or nitro radicals

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/36—Radicals substituted by singly-bound nitrogen atoms

C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom

C07D213/46—Oxygen atoms

C07D213/48—Aldehydo radicals

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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

C07D213/62—Oxygen or sulfur atoms

C07D213/63—One oxygen atom

C07D213/64—One oxygen atom attached in position 2 or 6

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals

C07D213/79—Acids; Esters

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals

C07D213/79—Acids; Esters

C07D213/80—Acids; Esters in position 3

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals

C07D213/84—Nitriles

C07D213/85—Nitriles in position 3

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom

C—CHEMISTRY; METALLURGY

C07—ORGANIC CHEMISTRY

C07D—HETEROCYCLIC COMPOUNDS

C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms

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

Abstract

1346724 Dihydroquinoline-3-carboxylic acid derivatives STERLING DRUG Inc 5 May 1972 [17 May 1971] 21013/72 Heading C2C Novel 1-R 1 -1,4-dihydro-3-(COOR)-4-oxo-5 (or 6)-R1-7-PY-quinolines in which R 1 is 1-6 C alkyl, 2-6 C hydroxyalkyl, or 2-6 C haloalkyl; R is H, 1-6 C alkyl or CH 2 OAc where Ac is benzoyl or 1-6 C alkanoyl; R1 is H, halo, 1-6 C alkyl or 1-6 C alkoxy; and PY is Q-1-(O) n -4(3 or 2)-pyridyl, Q-1-Q1-4(3 or 2). piperidyl or 1-(1-6 C alkyl)-1-2-dihydro-2-oxo- 4-pyridyl; n is 0 or 1; Q is H or 1-4 substituents, on available C atoms other than vicinal to the 7-quinoline carbon atom, which are selected from 1-6 C alkyl or alkoxy, halo, OH, 1-6 C alkanoyloxy, HOCH 2 , NH 2 CH 2 , (1-6 C alkanoyl) NHCH 2 , NH 2 , CHO, CN, CONH 2 , COOH and 2-7 C alkoxycarbonyl; and Q1 is H or 1-6 C alkyl are prepared by alkylation at the 1-position of the corresponding 1,4-dihydro-3- (COOR) – 4 – oxo – 5(or 6) – R1 – 7 – PY – quinolines where R is H or alkyl, PY is Q-1-(O) n – 4(3 or 2)-pyridyl and Q is other than NH 2 CH 2 or NH 2 ; and where PY is Q-1-Q1-4(3 or 2)- piperidyl the resulting compound is reduced. Where it is desired to prepare the compound where PY is 1-alkyl-1,2-dihydro-2-oxo-4- pyridyl or Q-1-Q1-4(3 or 2)-piperidyl where Q1 is alkyl a free base obtained where PY is Q-4(3 or 2)-pyridyl is quaternized and then either oxidized or reduced respectively. The N- oxides are prepared conventionally by oxidation. Other conversions, well known in the art, may be effected to give other of the novel compounds. Intermediates isolated are 4-(3-aminophenyl) pyridine; diethyl 3-(4,3 or 2-pyridyl)anilinomethylene malonate and similar compounds which are substituted in the pyridine nucleus; 2,6 – dimethyl – 4 – (3 – nitrophenyl) – pyridine- N – oxide; 6 – methyl – 4 – (3 – nitrophenyl)- pyridine – 2 – methanol; 6 – methyl – 4 – (3- nitrophenyl) – pyridine – 2 aldehyde; 2- methyl – 4 – (3 – nitrophenyl) – pyridine; 4 – (3- aminophenyl) – 2 – methylpyridine; 2 – hydroxy- 6 – methyl – 4 – (3 – nitrophenyl)pyridine; 4 – (3 – aminophenyl) – 2 – hydroxy – 6 – methylpyridine; diethyl 2,6-diethyl-1,4-dihydro-4-(3- nitrophenyl) – 3,5 – pyridine – dicarboxylate; diethyl 2,6 – diethyl – 4 – (3 – nitrophenyl) – 3,5- pyridinedicarboxylate, and the corresponding acid; 2,6-diethyl-4-(3-nitrophenyl)-pyri 2 ine; 4- (3-aminophenyl)-2,6-diethyl pyridine; 3,6-dimethyl – 4 – (3 – nitrophenyl) – 2(1H) – pyridine; 2 – chloro – 3,6 – dimethyl – 4 – (3 – nitrophenyl)- pyridine; 4-(3-aminophenyl)-2,5-dimethyl pyridine ; 6 – hydroxy – 2,3 – dimethyl – 4 – (3 – nitrophenyl) – pyridine; 6 – chloro – 2,3 – dimethyl- 4 – (3 – nitrophenyl) – pyridine; 4 – (3 – aminophenyl) – 2,3 – dimethylpyridine; 2 – (3 – nitrobenzoyl)butyronitrile; 3,5,6 – trimethyl – 4 – (3- nitrophenyl)-2(1H)-pyridine; 2-chloro-3,5,6-trimethyl-4-(3-nitrophenyl)-pyridine; 4-(3-aminophenyl) – 2,3,5 – trimethylpyridine; 2,6 – bis – (2- furyl)-3-methyl-4-(3-nitrophenyl)-pyridine; 3- methyl – 4 – (3 – nitrophenyl) – 2,6 – pyridinedicarboxylic acid; 3-methyl-4-(3-nitrophenyl) pyridine; 4-(3-aminophenyl)-3-methylpyridine; dimethyl 1,4-dihydro-4-(2-methoxy-5-nitro-phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate; dimethyl 4-(2-methoxy-5-nitrophenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate, and the free acid; 4-(2-methoxy-5-nitrophenyl)-2,6-dimethyl pyridine; 4 – (5 – amino – 2 – methoxyphenyl)- 2,6 – dimethyl – pyridine HCl; dimethyl 4- (2 – fluoro – 5 – nitrophenyl) – 1,4 – dihydro – 2,6- dimethyl – 3,5 – pyridinedicarboxylate; dimethyl 4 – (2 – fluoro – 5 – nitrophenyl) – 2,6- dimethyl – 3,5 – dicarboxylate; and dimethyl 4 – (2 – fluoro – 5 – amino) – 2,6 – dimethyl – 3,5- dicarboxylate. Pharmaceutical compositions comprise one of the novel compounds together with a diluent or carrier and are administered orally or parenterally as antibacterial agents.

GB2101372A
1971-05-17
1972-05-05
1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and esters and their preparation

Expired

GB1346724A
(en)

Applications Claiming Priority (1)

Application Number
Priority Date
Filing Date
Title

US14430771A

1971-05-17
1971-05-17

Publications (1)

Publication Number
Publication Date

GB1346724A
true

GB1346724A
(en)

1974-02-13

Family
ID=22508010
Family Applications (1)

Application Number
Title
Priority Date
Filing Date

GB2101372A
Expired

GB1346724A
(en)

1971-05-17
1972-05-05
1,4-dihydro-4-oxo-3-quinolinecarboxylic acids and esters and their preparation

Country Status (20)

Country
Link

US
(1)

US3753993A
(en)

JP
(2)

JPS5550951B1
(en)

AR
(1)

AR211508A1
(en)

AT
(1)

AT325616B
(en)

AU
(1)

AU458565B2
(en)

BE
(1)

BE783562A
(en)

CA
(1)

CA996117A
(en)

CH
(1)

CH565789A5
(en)

DE
(1)

DE2224090C2
(en)

DK
(1)

DK140895B
(en)

ES
(1)

ES402772A1
(en)

FI
(1)

FI52221C
(en)

FR
(1)

FR2138003B1
(en)

GB
(1)

GB1346724A
(en)

IL
(1)

IL39444A
(en)

NL
(1)

NL176562C
(en)

NO
(2)

NO136150C
(en)

PH
(2)

PH11670A
(en)

SE
(2)

SE385585B
(en)

ZA
(1)

ZA723266B
(en)

Cited By (1)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0179239A2
(en)

1984-09-17
1986-04-30
Sterling Drug Inc.
7-(Pyridinyl)-/-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid having antibacterial activity and preparation thereof

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Priority date
Publication date
Assignee
Title

JPS5336478B2
(en)

1972-08-14
1978-10-03

US4008237A
(en)

1972-07-14
1977-02-15
Sumitomo Chemical Company, Limited
2,3,5,8-Tetrahydro-5-alkoxy-8-oxofuro(2,3-g)quinoline-7-carboxylic acid derivatives

US3962443A
(en)

1972-08-14
1976-06-08
Dainippon Pharmaceutical Co., Ltd.
Antibacterial pharmaceutical compositions and processes for preparation thereof

DE2358909A1
(en)

1973-11-27
1975-05-28
Boehringer Mannheim Gmbh

CYCLOPENTENO-QUINOLONE DERIVATIVES AND METHOD FOR MANUFACTURING THE SAME

US4007193A
(en)

1975-09-08
1977-02-08
Warner-Lambert Company
Substituted 3-(2-pyridinyl)-4(1H)-quinolinone N-oxides

US4147788A
(en)

1976-02-23
1979-04-03
E. I. Dupont De Nemours And Company
Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters

US4284777A
(en)

1978-12-26
1981-08-18
E. I. Du Pont De Nemours And Company
Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters

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1980-05-27
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Sterling Drug Inc.
4-[4(or 3)-Acylaminophenyl]pyridines and their use as cardiotonics

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Sterling Drug Inc.
N-[4-(4-Pyridinyl)phenyl]ureas and their cardiotonic use

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2-Amino-3(4 or 5)-(pyridinyl)phenols and their use as cardiotonics

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1981-09-08
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Ethyl Corporation
Process for preparing antibacterial compounds

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1981-09-08
1984-12-25
Ethyl Corporation
4-(3- and 4-Chlorocyclohex-3-enyl)pyridine intermediates

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1984-02-17
1987-05-12
Warner-Lambert Company
Antibacterial agents

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1982-09-09
1994-01-25
Warner-Lambert Company
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1983-07-08
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Ethyl Corporation
2-Amino-4-(4-pyridinyl)benzoic acids

US4552966A
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1983-07-08
1985-11-12
Ethyl Corporation
2-Nitro-4-(4-pyridinyl) benzoic acids and derivatives

US4552964A
(en)

1983-09-16
1985-11-12
Ethyl Corporation
4-(1-Chlorocyclohex-3-enyl)pyridines and preparation of 1-alkyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylic acid

US4554352A
(en)

1983-09-29
1985-11-19
Ethyl Corporation
Preparation of 1-alkyl-1,4-dihydro-4-oxo-7-(4-pyridyl)-3-quinolinecarboxylic acid

US4532326A
(en)

1983-09-29
1985-07-30
Ethyl Corporation
Decarboxylation process for preparing 4-(3-aminophenyl)pyridines

US4571396A
(en)

1984-04-16
1986-02-18
Warner-Lambert Company
Antibacterial agents

US4698350A
(en)

1984-09-17
1987-10-06
Sterling Drug Inc.
1-ethyl-6-fluoro-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolinecarboxylic acid and antibacterial use thereof

US4699984A
(en)

1984-09-17
1987-10-13
Sterling Drug Inc.
Preparation of intermediates to 6-fluoro-7-(2,6-dimethylpyridyl)quinoline carboxylic acids and compounds

US4636506A
(en)

1984-12-06
1987-01-13
Pfizer, Inc.
7-heterocyclic-1,4-dihydroquinolones

US4797490A
(en)

1984-12-06
1989-01-10
Pfizer Inc.
Process for the preparation of 3-(2′-fluorophenyl)pyridine

AT392789B
(en)

1985-01-23
1991-06-10
Toyama Chemical Co Ltd

METHOD FOR PRODUCING 1-SUBSTITUTED ARYL-1,4-DIHYDRO-4-OXONAPHTHYRIDINE DERIVATIVES

US4851535A
(en)

1985-01-23
1989-07-25
Toyama Chemical Co., Ltd.
Nicotinic acid derivatives

US4761481A
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1985-03-18
1988-08-02
Baxter Travenol Laboratories, Inc.
Substituted pyridine derivatives

GB8512143D0
(en)

1985-05-14
1985-06-19
Beecham Group Plc
Method of treatment

AU594983B2
(en)

1985-10-29
1990-03-22
Dainippon Pharmaceutical Co. Ltd.
Novel quinoline derivatives and processes for preparation thereof

US4692454A
(en)

1986-02-03
1987-09-08
Warner-Lambert Company
Opthalmic use of quinolone antibiotics

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1987-09-08
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Sterling Drug Inc.
Pyridinyl-quinolone compounds, their preparation and use

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(en)

1987-09-08
1990-04-26
Sterling Drug Inc
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1987-10-09
1989-04-27
Bayer Ag

7-POSITION C-LINKED CHINOLONIC AND 1,8-NAPHTHYRIDINE-4-ON-CARBONIC ACID AND A METHOD FOR THE PRODUCTION THEREOF

US4920120A
(en)

1988-01-25
1990-04-24
Warner-Lambert Company
Antibacterial agents

US5585491A
(en)

1988-01-25
1996-12-17
Otsuka Pharmaceutical Co., Ltd.
Antibacterial agents

KR910003630B1
(en)

1988-06-17
1991-06-07
한국과학기술원
Benzoyl acetic ester derivatives and there of method

US5103040A
(en)

1988-06-21
1992-04-07
Pfizer Inc.
6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and intermediates therefor

US5104868A
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1988-06-21
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Pfizer Inc.
Tricyclic derivatives of 7-substituted-6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acids and esters

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1988-06-21
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Pfizer Inc.
6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and intermediates therefor

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1988-06-21
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Pfizer Inc.
6-fluoro-1,4-dihydroquinol-4-one-3-carboxylic acid derivatives and intermediates therefor

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1989-06-23
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Quinolonecarboxamide compounds, their preparation and use as antivirals.

US20050009843A1
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2001-04-26
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Medicine for inhibiting drug elimination pump

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2001-04-26
2006-06-06
Daiichi Pharmaceutical Co., Ltd.
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(en)

1957-02-15
1960-03-23
Ici Ltd
New quinolones and therapeutic compositions containing them

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(en)

1966-11-01
1969-10-14
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1-alkyl-1,4-dihydro-4-oxo-3 quinoline-carboxylic acids and esters

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(en)

1968-12-23
1970-11-24
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7-alkylamino 7-hydroxy quinoline 3-carboxylates

1971

1971-05-17
US
US00144307A
patent/US3753993A/en
not_active
Expired – Lifetime

1972

1972-05-05
GB
GB2101372A
patent/GB1346724A/en
not_active
Expired

1972-05-15
IL
IL39444A
patent/IL39444A/en
unknown

1972-05-15
ZA
ZA723266A
patent/ZA723266B/en
unknown

1972-05-16
ES
ES402772A
patent/ES402772A1/en
not_active
Expired

1972-05-16
PH
PH13550A
patent/PH11670A/en
unknown

1972-05-16
CA
CA142,320A
patent/CA996117A/en
not_active
Expired

1972-05-16
DK
DK242572AA
patent/DK140895B/en
not_active
IP Right Cessation

1972-05-16
CH
CH726172A
patent/CH565789A5/xx
not_active
IP Right Cessation

1972-05-16
NO
NO1745/72A
patent/NO136150C/en
unknown

1972-05-16
SE
SE7206409A
patent/SE385585B/en
unknown

1972-05-16
AU
AU42341/72A
patent/AU458565B2/en
not_active
Expired

1972-05-16
FI
FI721385A
patent/FI52221C/en
active

1972-05-17
AR
AR242039A
patent/AR211508A1/en
active

1972-05-17
BE
BE783562A
patent/BE783562A/en
not_active
IP Right Cessation

1972-05-17
DE
DE2224090A
patent/DE2224090C2/en
not_active
Expired

1972-05-17
NL
NLAANVRAGE7206697,A
patent/NL176562C/en
not_active
IP Right Cessation

1972-05-17
JP
JP4902172A
patent/JPS5550951B1/ja
active
Pending

1972-05-17
AT
AT431372A
patent/AT325616B/en
not_active
IP Right Cessation

1972-05-17
FR
FR7217588A
patent/FR2138003B1/fr
not_active
Expired

1973

1973-02-12
NO
NO566/73A
patent/NO136929C/en
unknown

1975

1975-01-31
PH
PH16766A
patent/PH11713A/en
unknown

1975-06-19
SE
SE7507123A
patent/SE405009B/en
unknown

1979

1979-03-19
JP
JP3217579A
patent/JPS54135778A/en
active
Granted

Cited By (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

EP0179239A2
(en)

1984-09-17
1986-04-30
Sterling Drug Inc.
7-(Pyridinyl)-/-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid having antibacterial activity and preparation thereof

EP0179239A3
(en)

1984-09-17
1986-08-13
Sterling Drug Inc.
7-(pyridinyl)-/-alkyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid having antibacterial activity and preparation thereof

Also Published As

Publication number
Publication date

NL176562B
(en)

1984-12-03

ES402772A1
(en)

1975-11-01

FI52221B
(en)

1977-03-31

DK140895C
(en)

1980-05-19

NO136929C
(en)

1977-11-30

AU4234172A
(en)

1973-11-22

FR2138003A1
(en)

1972-12-29

JPS5550951B1
(en)

1980-12-20

NO136150B
(en)

1977-04-18

DE2224090C2
(en)

1985-08-08

SE405009B
(en)

1978-11-13

NO136929B
(en)

1977-08-22

IL39444A0
(en)

1972-07-26

SE7507123L
(en)

1975-06-19

JPS575234B2
(en)

1982-01-29

SE385585B
(en)

1976-07-12

AT325616B
(en)

1975-10-27

NO136150C
(en)

1977-07-27

DK140895B
(en)

1979-12-03

IL39444A
(en)

1976-10-31

NL7206697A
(en)

1972-11-21

AR211508A1
(en)

1978-01-30

FR2138003B1
(en)

1975-10-17

PH11670A
(en)

1978-05-19

NL176562C
(en)

1985-05-01

ATA431372A
(en)

1975-01-15

AU458565B2
(en)

1975-02-27

DE2224090A1
(en)

1972-11-30

FI52221C
(en)

1977-07-11

PH11713A
(en)

1978-05-30

BE783562A
(en)

1972-11-17

JPS54135778A
(en)

1979-10-22

CH565789A5
(en)

1975-08-29

CA996117A
(en)

1976-08-31

US3753993A
(en)

1973-08-21

ZA723266B
(en)

1973-03-28

Información de contacto