FI66379C - Analogifoerfarande foer framstaellning av terapeutiskt anvaendbara 6-halogen-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1-substituerade 1,8-naftyridin-3-karboxylsyror och salter daerav - Google Patents
Analogifoerfarande foer framstaellning av terapeutiskt anvaendbara 6-halogen-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1-substituerade 1,8-naftyridin-3-karboxylsyror och salter daerav Download PDFInfo
- Publication number
- FI66379C FI66379C FI792645A FI792645A FI66379C FI 66379 C FI66379 C FI 66379C FI 792645 A FI792645 A FI 792645A FI 792645 A FI792645 A FI 792645A FI 66379 C FI66379 C FI 66379C
- Authority
- FI
- Finland
- Prior art keywords
- group
- compound
- formula
- ethyl
- piperazinyl
- Prior art date
Links
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
- C07D213/60—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
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
-
- 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
- C07D213/60—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
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- 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
- C07D213/60—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
- C07D213/72—Nitrogen atoms
- C07D213/76—Nitrogen atoms to which a second hetero atom is attached
- C07D213/77—Hydrazine radicals
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Claims (7)
1. Analogiförfarande för framställning av terapeutiskt användbara 6-halogen-l,4-dihydro-4-oxo-7-(1-piperazinyl)-1-substituerade l,8-naftyridin-3-karboxylsyror med formeln I, O X sV\ COOH .il il HN N-'Kn-.' \N " (I) v_.y i R1 väri är en etylgrupp eller en vinylgrupp och X är en halogen-atom samt giftfria, farmaceutiskt godtagbara salter därav, kännetecknat därav, att man utför ätminstone ett av följande förfaranden (A) - (F); (A) hydrolyserar en förening med formeln a, Χ··..-·\.·Λ·. (a) i R1 väri R^ och X betecknar detsamma och R£ är en lägre alkoxikarbo-nylgrupp, en cyangrupp eller en karbamoylgrupp, (B) avlägsnar skyddsgruppen ur en förening med formeln b, O , r i >J R*-N N '
2. Förfarande enligt förfarandet (A), (B), (C), (D) eller (E) av patentkravet 1 för framställning av en förening med formeln I, väri X är en fluor- eller kloratom och R^ är en etylgrupp eller en vinylgrupp, kännetecknat därav, att i utgängs-materialet med formeln a, b, c, e eller f är X en fluor- eller kloratom.
3. Förfarande enligt förfarandet (F) av patenkravet 1 för framställning av en förening med formeln I, väri X är en fluoratom eller en kloratom och är en etylgrupp eller en vinylgrupp, kännetecknat därav, att i utgangsmate-rialet med formeln g är A^ en anjongrupp som innehäller en fluoratom eller en kloratom.
3 I R1 66379 väri och X betecknar detsamma som ovan, är en karboxyl- grupp eller gruppen R^ som är densamma som ovan definierats, och R^ är en skyddsgrupp som är en acylgrupp, en arylsulfonylgrupp, en arylsulfenylgrupp, en med fenyl eller bensyloxi substituerad metylgrupp, en trialkylsilylgrupp, en tetrahydropyranylgrupp eller en difenylfosfinylgrupp, och hydrolyserar reaktionsproduk-ten dä R^ är gruppen R2, (C) omsätter en förening med formeln c, 0 x coor4 i i (c) y " "-N ^ Ri väri Y är en halogenatom, en lägre alkoxigrupp, en lägre alkyl-tiogrupp, en lägre alkylsulfinylgrupp, en lägre alkylsulfonyl-grupp, en lägre alkylsulfonyloxigrupp eller en arylsulfonyloxi-grupp, R^ är en väteatom eller en lägre alkylgrupp och R^ och X betecknar detsamma som ovan, med en förening med formeln d, R -N NH (d) J V_/ väri R^ är en väteatom eller gruppen R^ , som är densamma som ovan definierats, och hydrolyserar den erhällna reaktionsproduk-ten, dä R^ är en lägre alkylgrupp, eller avlägsnar skyddsgruppen ur reaktionsprodukten, dä R^ är skyddsgruppen R^, (D) omsätter en förening med formeln e, x ° /-v Ä / C00R4 /—\ j if il (e) R3-N n \ n V—f H 58 6 6 37 9 väri X, oc^ R4 betecknar detsanona som ovan, med ett etylerings-raedel och hydrolyserar den erhällen reaktionsprodukten, da R^ är en lägre alkylgrupp, eller avlägsnar skyddsgruppen ur reaktionsprodukten, da är skyddsgruppen R^ , för erhällande av en förening med formeln I-A, 0 X COOH /—\ I | (I~A) HIl C2H5 väri X betecknar detsamma som ovan, (E) uppvärmer en förening med formeln f, O X ' _ COOR. ^ C i Ί R3-l^ y " " N ^ CH~CH2 (f) Z1 Z2 väri X, och R4 betecknar detsamma som ovan och och Z^ är olika varandra och vardera betecknar en väteatom, en halogen-atom, en lägre alkoxigrupp, en bensyloxigrupp, en alkoholisk hydroxigrupp eller dess derivat, eller en grupp som kan bilda en tertiär eller kvartär amin tillsammans med resten under för-utsättning att nägondera av eller Z2 alltid är en väteatom, och hydrolyserar den erhällna reaktionsprodukten, da R^ är en lägre alkylgrupp, eller avlägsnar skyddsgruppen ur reaktionsprodukten, dä R^ är skyddsgruppen Rj, för erhällande av en förening med formeln I-B, 59 66379 o x ,ll ^COOH η0'Λ^νΑν " <1-81 \_/ I ch=ch2 väri X betecknar detsamma sora ovan, eller (F) sönderdelar en förening med formeln g, A®N^' ?i COOR4 /"Λ Jx 1 j) (9) R-,-N N ' ' 3 j R1 väri ^ är en anjongrupp som innehäller en halogenatom, och R^, R^ och betecknar detsamma som ovan, och hydrolyserar den er-hällna reaktionsprodukten, da R^ är en lägre alkylgrupp, eller avlägsnar skyddsgruppen ur reaktionsprodukten, da R^ är skydds-gruppen R^, och ifall önskvärt, omvandlar den erhällna föreningen tili ett giftfritt farmaceutiskt godtagbart sait därav.
4. Förfarande enligt patentkravet (A), (B), (C), (D) eller (E) av patentkravet 1 för framställning av en förening
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10423578A JPS5531042A (en) | 1978-08-25 | 1978-08-25 | 1,8-naphthylidine derivative and its salt |
JP10423578 | 1978-08-25 | ||
JP15793978 | 1978-12-20 | ||
JP15793978A JPS5583785A (en) | 1978-12-20 | 1978-12-20 | 6-fluoro-1,8-naphthyridine derivative and its salt |
JP16209578A JPS5592385A (en) | 1978-12-29 | 1978-12-29 | 1-vinyl-1,8-naphthylidine derivative and its salt |
JP16209578 | 1978-12-29 |
Publications (3)
Publication Number | Publication Date |
---|---|
FI792645A FI792645A (fi) | 1980-02-26 |
FI66379B FI66379B (fi) | 1984-06-29 |
FI66379C true FI66379C (fi) | 1984-10-10 |
Family
ID=27310175
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI792645A FI66379C (fi) | 1978-08-25 | 1979-08-24 | Analogifoerfarande foer framstaellning av terapeutiskt anvaendbara 6-halogen-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1-substituerade 1,8-naftyridin-3-karboxylsyror och salter daerav |
Country Status (16)
Country | Link |
---|---|
US (2) | US4359578A (sv) |
EP (1) | EP0009425B1 (sv) |
AR (3) | AR223983A1 (sv) |
AU (1) | AU530052B2 (sv) |
CA (1) | CA1168241A (sv) |
CS (1) | CS235502B2 (sv) |
DD (1) | DD145753A5 (sv) |
DE (1) | DE2961979D1 (sv) |
DK (1) | DK153552C (sv) |
ES (1) | ES483629A1 (sv) |
FI (1) | FI66379C (sv) |
HU (1) | HU179927B (sv) |
NO (1) | NO153136C (sv) |
PH (1) | PH14287A (sv) |
PL (1) | PL120114B1 (sv) |
YU (4) | YU42193B (sv) |
Families Citing this family (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5845426B2 (ja) * | 1978-09-29 | 1983-10-08 | 杏林製薬株式会社 | 置換キノリンカルボン酸誘導体 |
JPS5649382A (en) * | 1979-09-28 | 1981-05-02 | Dainippon Pharmaceut Co Ltd | 6-fluoro-7-cyclic amino-1,8-naphthylidine derivative and its salt |
US4670444B1 (en) * | 1980-09-03 | 1999-02-09 | Bayer Ag | and-naphthyridine-3-carboxylic acids and antibacte7-amino-1-cyclopropyl-4-oxo-1,4-dihydro-quinoline-rial agents containing these compounds |
US4620007A (en) * | 1980-09-03 | 1986-10-28 | Bayer Aktiengesellschaft | 6-fluoro-7-chloro-1-cyclopropyl-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid |
JPS57106681A (en) * | 1980-12-24 | 1982-07-02 | Dainippon Pharmaceut Co Ltd | 1,8-naphthyridine derivative and its salt |
JPS57134482A (en) * | 1981-02-13 | 1982-08-19 | Dainippon Pharmaceut Co Ltd | 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1,8- naphthyridine-3-carboxylic acid-3/2 hydrate and its preparation |
ES8304117A1 (es) * | 1981-06-11 | 1983-02-16 | Warner Lambert Co | "un procedimiento para preparar sales de compuestos de naftiridina y quinoleina". |
JPS5925391A (ja) * | 1982-07-30 | 1984-02-09 | Dainippon Pharmaceut Co Ltd | ピリジルナフチリジン誘導体およびその塩 |
DE3308908A1 (de) * | 1983-03-12 | 1984-09-13 | Bayer Ag, 5090 Leverkusen | Bakterizide mittel |
FR2559484B2 (fr) * | 1983-07-06 | 1986-09-26 | Provesan Sa | Nouveau derive 7-(pyrrol-1-yl) de l'acide 1-ethyl-1,4-dihydro-4-oxo-(1,8-naphtyridin)-3-carboxylique, sa preparation et son application en tant que medicament |
FR2548664B1 (fr) * | 1983-07-06 | 1986-03-21 | Provesan Sa | Derives 7-(pyrrol-l-yl) des acides l-ethyl-1,4-dihydro-4-oxoquinoleine-3-carboxyliques et l-ethyl-1,4-dihydro-4-oxo-(1,8-naphtyridine)-3-carboxyliques substitues, leur preparation et leur application en tant que medicaments |
US4730000A (en) * | 1984-04-09 | 1988-03-08 | Abbott Laboratories | Quinoline antibacterial compounds |
CS274601B2 (en) * | 1983-07-27 | 1991-09-15 | Dainippon Pharmaceutical Co | Method of 1,8-naphthyridine derivative production |
DE3333719A1 (de) * | 1983-09-17 | 1985-04-04 | Bayer Ag | Loesungen milchsaurer salze von piperazinylchinolon- und piperazinyl-azachinoloncarbonsaeuren |
US4551456A (en) * | 1983-11-14 | 1985-11-05 | Merck & Co., Inc. | Ophthalmic use of norfloxacin and related antibiotics |
NZ210847A (en) * | 1984-01-26 | 1988-02-29 | Abbott Lab | Naphthyridine and pyridopyrimidine derivatives and pharmaceutical compositions |
US4774246A (en) * | 1984-01-26 | 1988-09-27 | Abbott Laboratories | Quinoline antibacterial compounds |
IL74244A (en) * | 1984-02-17 | 1988-06-30 | Warner Lambert Co | Quinoline derivatives,their preparation and pharmaceutical compositions containing them |
DE3409922A1 (de) * | 1984-03-17 | 1985-09-26 | Bayer Ag, 5090 Leverkusen | 1,7-diamino-1,4-dihydro-4-oxo-3-(aza)chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie ihre verwendung bei der bekaempfung bakterieller erkrankungen |
US4571396A (en) * | 1984-04-16 | 1986-02-18 | Warner-Lambert Company | Antibacterial agents |
JPS60228479A (ja) * | 1984-04-26 | 1985-11-13 | Toyama Chem Co Ltd | 1,4−ジヒドロ−4−オキソナフチリジン誘導体およびその塩 |
US5468861A (en) * | 1984-06-04 | 1995-11-21 | Bayer Aktiengesellschaft | 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and alkyl esters thereof |
DE3420743A1 (de) * | 1984-06-04 | 1985-12-05 | Bayer Ag, 5090 Leverkusen | 7-amino-1-cyclopropyl-6,8-dihalogen-1,4-dihydro-4-oxo-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
DE3517709A1 (de) * | 1985-01-05 | 1986-07-10 | Bayer Ag | Basische zubereitungen von chinoloncarbonsaeuren |
DE3508816A1 (de) * | 1985-01-10 | 1986-07-10 | Bayer Ag, 5090 Leverkusen | 6,7-disubstituierte 1-cyclopropyl-1,4-dihydro-4-oxo-1,8-naphtyridin-3-carbonsaeuren |
AT392789B (de) * | 1985-01-23 | 1991-06-10 | Toyama Chemical Co Ltd | Verfahren zur herstellung von 1-substituierten aryl-1,4-dihydro-4-oxonaphthyridinderivaten |
US4851535A (en) * | 1985-01-23 | 1989-07-25 | Toyama Chemical Co., Ltd. | Nicotinic acid derivatives |
AT392791B (de) * | 1985-01-23 | 1991-06-10 | Toyama Chemical Co Ltd | Verfahren zur herstellung von 1-substituierten aryl-1,4-dihydro-4-oxonaphthyridinderivaten |
DE3525108A1 (de) * | 1985-06-07 | 1986-12-11 | Bayer Ag, 5090 Leverkusen | Antibakteriell wirksame chinoloncarbonsaeureester |
DE3608745A1 (de) * | 1985-07-24 | 1987-01-29 | Bayer Ag | Bakterizide zubereitungen zur anwendung auf dem gebiet der veterinaermedizin |
DE3542002A1 (de) * | 1985-11-28 | 1987-06-04 | Bayer Ag | 1-cyclopropyl-6-fluor-1,4-dihydro-4-oxo-7- (1-piperazinyl)-3-chinolincarbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
US4687770A (en) * | 1985-12-23 | 1987-08-18 | Abbott Laboratories | Isoxazolo-pyrido-benzoxazine and isothiazolo-pyrido-benzoxazine derivatives |
US4689325A (en) * | 1985-12-23 | 1987-08-25 | Abbott Laboratories | Isoxazolo-pyrido-phenoxazine and isothiazolo-pyrido-phenoxazine derivatives |
US5210193A (en) * | 1986-01-17 | 1993-05-11 | American Cyanamid Company | Piperazine derivatives |
US4940710A (en) * | 1986-01-17 | 1990-07-10 | American Cyanamid Company | 7-(substituted)piperazinyl-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids |
HU196987B (en) * | 1986-10-15 | 1989-02-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing quinoline-carboxylic acid derivatives |
IL80459A (en) * | 1986-10-30 | 1991-04-15 | Abic Ltd | Water-soluble adduct of norfloxacin and nicotinic acid |
IE873504L (en) * | 1987-01-28 | 1988-07-28 | Harvard College | Stabilized ophthalmic compositions |
IL90635A0 (en) * | 1988-07-15 | 1990-01-18 | Abbott Lab | Process for the preparation of quinoline antibacterial compounds |
US5262417A (en) * | 1988-12-06 | 1993-11-16 | The Upjohn Company | Antibacterial quinolone compounds |
FR2641783B1 (fr) * | 1989-01-16 | 1991-04-05 | Bellon Labor Sa Roger | Nouveaux derives de benzonaphtyridine-1,8, leur preparation et les compositions qui les contiennent |
NZ232091A (en) * | 1989-01-16 | 1990-12-21 | Bellon Labor Sa Roger | 7-fluoro-8-(piperazin-1-yl)-4-oxo-1,4-dihydro-benzo(b)(1,8)naphthyridine-3-carboxylic acid derivatives, preparation and pharmaceutical compositions thereof |
US5466696A (en) * | 1992-09-10 | 1995-11-14 | Warner Lambert Company | Tacrine and cytochrome P450 oxidase inhibitors and methods of use |
US5422350A (en) * | 1992-09-10 | 1995-06-06 | Warner-Lambert Company | Nitrogen substituted acridine and cytochrome P450 inhibitors and methods of use |
US5290794A (en) * | 1992-10-27 | 1994-03-01 | Warner Lambert Co. | Soluble calcium lactate antibacterial complexes as non-irritating parenteral forms |
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 |
KR950018003A (ko) * | 1993-12-09 | 1995-07-22 | 스미스클라인 비참 피엘씨 | 신규한 퀴놀론 유도체 및 그의 제조 방법 |
MA24500A1 (fr) | 1997-03-21 | 1998-10-01 | Lg Life Sciences Ltd | Derive du sel d'acide carboxylique de naphthyridine . |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3149104A (en) * | 1961-01-03 | 1964-09-15 | Sterling Drug Inc | 4-hydroxy-7-styryl-1, 8-naphthyridine-3-carboxylic acids and esters |
CA947301A (en) * | 1970-01-28 | 1974-05-14 | Sumitomo Chemical Company | Process for the preparation of compound having antibacterial action |
US4017622A (en) * | 1972-12-18 | 1977-04-12 | Dainippon Pharmaceutical Co., Ltd. | Piperazine derivatives |
JPS5936637B2 (ja) * | 1976-01-01 | 1984-09-05 | 第一製薬株式会社 | 6−ニトロ−1,8−ナフチリジン誘導体 |
JPS53141286A (en) * | 1977-05-16 | 1978-12-08 | Kyorin Seiyaku Kk | Novel substituted quinolinecarboxylic acid |
JPS5845426B2 (ja) | 1978-09-29 | 1983-10-08 | 杏林製薬株式会社 | 置換キノリンカルボン酸誘導体 |
-
1979
- 1979-08-09 AR AR277659A patent/AR223983A1/es active
- 1979-08-17 AU AU50049/79A patent/AU530052B2/en not_active Expired
- 1979-08-20 YU YU2032/79A patent/YU42193B/xx unknown
- 1979-08-22 DD DD79215122A patent/DD145753A5/de not_active IP Right Cessation
- 1979-08-23 US US06/068,966 patent/US4359578A/en not_active Expired - Lifetime
- 1979-08-23 HU HU79BE1361A patent/HU179927B/hu unknown
- 1979-08-24 CS CS795770A patent/CS235502B2/cs unknown
- 1979-08-24 ES ES483629A patent/ES483629A1/es not_active Expired
- 1979-08-24 FI FI792645A patent/FI66379C/fi not_active IP Right Cessation
- 1979-08-24 NO NO792760A patent/NO153136C/no unknown
- 1979-08-24 DE DE7979400587T patent/DE2961979D1/de not_active Expired
- 1979-08-24 DK DK355679A patent/DK153552C/da not_active IP Right Cessation
- 1979-08-24 EP EP79400587A patent/EP0009425B1/en not_active Expired
- 1979-08-24 PL PL1979217926A patent/PL120114B1/pl unknown
- 1979-08-24 CA CA000334439A patent/CA1168241A/en not_active Expired
- 1979-08-27 PH PH22967A patent/PH14287A/en unknown
-
1980
- 1980-10-28 AR AR283026A patent/AR225195A1/es active
- 1980-10-28 AR AR283027A patent/AR227529A1/es active
-
1981
- 1981-05-18 US US06/264,824 patent/US4352803A/en not_active Expired - Lifetime
-
1985
- 1985-02-28 YU YU317/85A patent/YU42637B/xx unknown
- 1985-02-28 YU YU319/85A patent/YU42615B/xx unknown
- 1985-02-28 YU YU318/85A patent/YU42614B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
AU5004979A (en) | 1980-02-28 |
HU179927B (en) | 1983-01-28 |
YU31885A (en) | 1985-10-31 |
AR223983A1 (es) | 1981-10-15 |
CA1168241A (en) | 1984-05-29 |
NO792760L (no) | 1980-02-26 |
US4352803A (en) | 1982-10-05 |
YU42193B (en) | 1988-06-30 |
PL217926A1 (sv) | 1980-06-16 |
YU42615B (en) | 1988-10-31 |
NO153136B (no) | 1985-10-14 |
YU31985A (en) | 1985-10-31 |
PL120114B1 (en) | 1982-02-27 |
PH14287A (en) | 1981-05-04 |
EP0009425A1 (en) | 1980-04-02 |
YU42637B (en) | 1988-10-31 |
FI66379B (fi) | 1984-06-29 |
YU203279A (en) | 1985-10-31 |
DK355679A (da) | 1980-02-26 |
YU31785A (en) | 1985-10-31 |
DK153552C (da) | 1988-12-05 |
AR227529A1 (es) | 1982-11-15 |
ES483629A1 (es) | 1980-09-01 |
NO153136C (no) | 1986-01-22 |
AR225195A1 (es) | 1982-02-26 |
FI792645A (fi) | 1980-02-26 |
AU530052B2 (en) | 1983-06-30 |
US4359578A (en) | 1982-11-16 |
EP0009425B1 (en) | 1982-01-27 |
DK153552B (da) | 1988-07-25 |
YU42614B (en) | 1988-10-31 |
CS235502B2 (en) | 1985-05-15 |
DD145753A5 (de) | 1981-01-07 |
DE2961979D1 (en) | 1982-03-11 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
FI66379C (fi) | Analogifoerfarande foer framstaellning av terapeutiskt anvaendbara 6-halogen-1,4-dihydro-4-oxo-7-(1-piperazinyl)-1-substituerade 1,8-naftyridin-3-karboxylsyror och salter daerav | |
FI70216B (fi) | Foerfarande foer framstaellning av nya 1-etyl-6-fluor-7-(3-substituerad-1-pyrrolidinyl)-1,8-naftyridin-3-karboxylsyraderivat anvaendbara som antibakteriella medel | |
DK170404B1 (da) | 7-(1-Pyrrolidinyl)-3-quinoloncarboxylsyrederivater, fremgangsmåder og mellemprodukter til deres fremstilling, lægemidler, dyrefoder, dyrefodertilsætningsmidler og forblandinger indeholdende derivaterne og anvendelse af derivaterne til fremstilling af lægemidler og som dyrefodertilsætningsmidler | |
DE3144455C2 (sv) | ||
US5091384A (en) | Anti-bacterial quinolone- and naphthyridone-carboxylic acid compounds | |
Domagala et al. | Quinolone antibacterials containing the new 7-[3-(1-aminoethyl)-1-pyrrolidinyl] side chain: the effects of the 1-aminoethyl moiety and its stereochemical configurations on potency and in vivo efficacy | |
US5086049A (en) | 7[4-(5 methyl-2-oxo-1,3-dioxalen-4-yl)methyl 1-piperzinyl]-4-oxo-4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylic acids | |
FI77855C (sv) | Förfarande för framställning av terapeutiskt användbara 6-fluor-1,4-di hydro-4-oxo-3-kinolinkarboxylsyraderivat | |
JPH0587077B2 (sv) | ||
IE912801A1 (en) | Novel tricyclic compound or salts thereof, method for¹producing the same and antimicrobial agent containing the¹same | |
DE3601567A1 (de) | 7-(azabicycloalkyl)-chinoloncarbonsaeure- und -naphthyridon-carbonsaeure-derivate | |
DE3037103A1 (de) | Benzo (ij) zu chinolizin-2-carbonsaeuren und diese v erbindungen enthaltende arzneimittel | |
RU2713932C1 (ru) | Соединения фторхинолонового ряда на основе производных пиридоксина, обладающие антибактериальными свойствами | |
EP0203795B1 (en) | Benzo [i,j] quinolizine-2-carboxylic acid derivatives, the salts and their hydrates, pharmaceutical compositions thereof, and process for preparing the same | |
EP0319906A2 (en) | Novel quinoline derivatives, processes for preparation thereof and antibacterial agent containing them | |
US4317820A (en) | β-Lactam series compound and antibacterial pharmaceutical composition containing the same | |
EP0315827A1 (en) | Derivatives of quinolinecarboxylic acid | |
EP0339406A1 (en) | Quinoline-3-carboxylic acid derivatives, process for preparing the same, and composition exhibiting excellent antibacterial effect containing the same | |
JPH037674B2 (sv) | ||
EP0390135B1 (en) | Pyrroloquinoline derivatives, antimicrobial agents using the same and process for preparing the same | |
EP0574433B1 (en) | 6,9-BIS(AMINO SUBSTITUTED)BENZO g]PHTHALAZINE-5,10-DIONES AS ANTITUMOR AGENTS | |
CS235545B2 (cs) | Způsob přípravy derivátů 1-ethyl nebo vinyl-6-halogen-1,4-dihydro-4- oxo-7-/1 -piperazinyl/-!,8-nafthyridinu | |
DD285601A5 (de) | Verfahren zur herstellung von 7-(1-pyrrolidinyl)-3-chinolon- und naphthyridoncarbonsaeure-derivaten | |
IE19970856A1 (en) | 7-(1-Pyrrolidinyl)-3-quinolone and naphthyridone carboxylic acid derivatives, method for their preparation and for substituted mono- and bicyclic pyrrolidine intermediates, and their antibacterial and feed additive compositions | |
ITMI971850A1 (it) | Derivati di pirazolo-acridine aventi attivita' antitumorale |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
MA | Patent expired |
Owner name: DAINIPPON PHARMACEUTICAL CO.,_LTD. |