FI80453B - Foerfarande foer framstaellning av terapeutiskt aktiva 1,4-dihydro-4-oxonaftyridinderivat. - Google Patents
Foerfarande foer framstaellning av terapeutiskt aktiva 1,4-dihydro-4-oxonaftyridinderivat. Download PDFInfo
- Publication number
- FI80453B FI80453B FI851637A FI851637A FI80453B FI 80453 B FI80453 B FI 80453B FI 851637 A FI851637 A FI 851637A FI 851637 A FI851637 A FI 851637A FI 80453 B FI80453 B FI 80453B
- Authority
- FI
- Finland
- Prior art keywords
- group
- compound
- dihydro
- fluoro
- formula
- Prior art date
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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
- C07D213/60—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
- C07D213/61—Halogen atoms or nitro radicals
-
- 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
- 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
- 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)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Claims (4)
1. Förfarande för framställning av terapeutiskt ak-tiva l,4-dihydro-4-oxonaftyridinderivat med formeln (I) 5 0 F Il . COOR1 V^Tl]
10 R R väri R1 är en väteatom eller en i pyridonkarboxylsyrakemin vanlig skyddsgrupp för karboxyl; R2 är en fenylgrupp subs-15 tituerad med ätminstone en substituent av gruppen bestäen-de av halogenatomer, Cx_x0-alkylgrupper och hydroxylgrupp; och R3 är en 1-pyrrolidinyl- eller piperidinogrupp som kan vara substituerad med en amino-, hydroxyl- eller C1_4-al-kylaminogrupp eller en 1-piperazinylgrupp som kan vara 20 substituerad med en 01-4-alkyl- eller C2.4-alkenylgrupp; eller farmaceutiskt godtagbara salter därav, känne-t e c k n a t därav, att a) en förening med formeln (111) 0
25. COORla trc, ... Xnhr 30 väri R1 · är en i pyridonkarboxylsyrakemin vanlig skyddsgrupp för karboxyl och R2 och R3 är ovan definierade, eller ett vid hydroxylgruppen i R2 skyddat derivat eller ett sait därav underkastas en cykliseringsreaktion, eller 35 60 8 0 4 53 b) en förening med formeln (Ia) - R3 a-^^N1ST R2 10 väri R3 * är en halogenatom och R1 och R2 är ovan definie-rade, eller ett vid hydroxylgruppen i R2 skyddat derivat eller ett sait därav omsätts med en förening med formeln R3 -H 15 väri R3 är ovan definierad, eller ett vid aminogruppen skyddat derivat, eller ett sait därav och de eventuella skyddsgrupperna för hydroxyl och amino avlägsnas frän den genom förfarandet a) eller b) erhällna föreningen och om 20 sä önskas avlägsnas skyddsgruppen för karboxyl eller om-vandlas den erhällna föreningen tili ett farmaceutiskt godtagbart sait.
2. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer 7-(3-amino-l-pyr-25 rolidinyl )-1-( 2,4-difluorfenyl )-6-fluor-l,4-dihydro-4-oxo- 1,8-naftyridin-3-karboxylsyra eller ett sait därav.
3. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer l-(2,4-difluorfe-nyl)-6-fluor-l,4-dihydro-4-oxo-7-(1-piperazinyl)-l,8-naf-30 tyridin-3-karboxylsyra eller ett sait därav.
4. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer 7-(3-amino-l-pyr-rolidinyl )-6-fluor-l-( 4-f luorfenyl )-l, 4-dihydro-4-oxo-l, 8-naftyridin-3-karboxylsyra eller ett sait därav. 35 II
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8496384 | 1984-04-26 | ||
| JP59084963A JPS60228479A (ja) | 1984-04-26 | 1984-04-26 | 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 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI851637A0 FI851637A0 (fi) | 1985-04-25 |
| FI851637L FI851637L (fi) | 1985-10-27 |
| FI80453B true FI80453B (fi) | 1990-02-28 |
| FI80453C FI80453C (sv) | 1990-06-11 |
Family
ID=13845280
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI851637A FI80453C (sv) | 1984-04-26 | 1985-04-25 | Förfarande för framställning av terapeutiskt aktiva 1,4-dihydro-4-oxon aftyridinderivat |
Country Status (30)
| Country | Link |
|---|---|
| JP (1) | JPS60228479A (sv) |
| KR (1) | KR870001693B1 (sv) |
| AR (1) | AR241911A1 (sv) |
| AT (2) | AT389698B (sv) |
| AU (2) | AU565087B2 (sv) |
| BE (1) | BE902279A (sv) |
| CH (1) | CH673458A5 (sv) |
| CS (1) | CS250684B2 (sv) |
| DD (1) | DD238795A5 (sv) |
| DE (2) | DE3514076A1 (sv) |
| DK (1) | DK165877C (sv) |
| EG (1) | EG17339A (sv) |
| ES (2) | ES8700256A1 (sv) |
| FI (1) | FI80453C (sv) |
| FR (2) | FR2563521B1 (sv) |
| GB (2) | GB2158825B (sv) |
| HU (2) | HU194226B (sv) |
| ID (1) | ID21142A (sv) |
| IL (1) | IL75021A (sv) |
| IT (1) | IT1209953B (sv) |
| LU (1) | LU85871A1 (sv) |
| NL (2) | NL187314C (sv) |
| NO (1) | NO162238C (sv) |
| NZ (1) | NZ211895A (sv) |
| PH (3) | PH22801A (sv) |
| PL (1) | PL147392B1 (sv) |
| PT (1) | PT80349B (sv) |
| RO (2) | RO95509B (sv) |
| SE (2) | SE463102B (sv) |
| ZA (1) | ZA853102B (sv) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6172753A (ja) * | 1984-09-18 | 1986-04-14 | Dainippon Pharmaceut Co Ltd | ピリジルケトン誘導体 |
| AU576657B2 (en) * | 1985-01-23 | 1988-09-01 | Toyama Chemical Co. Ltd. | Naphthyridine and pyridine derivatives |
| AT392789B (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 |
| ATE75740T1 (de) * | 1985-06-26 | 1992-05-15 | Daiichi Seiyaku Co | Pyridoncarbonsaeurederivate. |
| IE62600B1 (en) * | 1987-08-04 | 1995-02-22 | Abbott Lab | Naphtyridine antianaerobic compounds |
| US4962112A (en) * | 1987-08-04 | 1990-10-09 | Abbott Laboratories | 7-(2-methyl-4-aminopyrrolidinyl)naphthryidine and quinoline compounds |
| US4859776A (en) * | 1988-03-11 | 1989-08-22 | Abbott Laboratories | (S)-7-(3-aminopyrrolidin-1-yl)-1-(ortho, para-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid and method for its preparation |
| JP2844079B2 (ja) * | 1988-05-23 | 1999-01-06 | 塩野義製薬株式会社 | ピリドンカルボン酸系抗菌剤 |
| DE3934082A1 (de) * | 1989-10-12 | 1991-04-18 | Bayer Ag | Chinoloncarbonsaeurederivate, verfahren zu ihrer herstellung sowie ihre verwendung als antivirale mittel |
| EP0571400A1 (en) * | 1991-01-14 | 1993-12-01 | Hanmi Pharmaceutical Co.,Ltd. | Novel quinolone compounds and processes for preparation thereof |
| FR2692577B1 (fr) * | 1992-05-26 | 1996-02-02 | Bouchara Sa | Nouvelles quinolones fluorees, leur procede de preparation et les compositions pharmaceutiques en renfermant. |
| KR940014395A (ko) * | 1992-12-09 | 1994-07-18 | 강박광 | 신규한 퀴놀론 유도체 및 그의 제조방법 |
| KR0148277B1 (ko) * | 1993-01-18 | 1998-11-02 | 채영복 | 신규한 플루오르퀴놀론계 유도체 및 그의 제조방법 |
| WO1994025464A1 (en) * | 1993-04-24 | 1994-11-10 | 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 |
| DE69531305T2 (de) * | 1994-10-20 | 2004-05-13 | Wakunaga Seiyaku K.K. | Pyridoncarboxylat- derivate oder salze davon und antibakterielle zusammensetzungen die diese als aktiven bestandteil enthalten |
| JP3484703B2 (ja) | 1996-04-19 | 2004-01-06 | 湧永製薬株式会社 | 新規ピリドンカルボン酸誘導体又はその塩並びに該物質を有効成分とする抵抗剤 |
| CZ154999A3 (cs) * | 1996-10-30 | 1999-08-11 | Bayer Aktiengesellschaft | Způsob výroby nafthyridinových sloučenin a nové meziprodukty pro tuto výrobu |
| DE19713506A1 (de) | 1997-04-01 | 1998-10-08 | Bayer Ag | Verfahren zur Herstellung von 2,6-Dichlor-5-fluornicotinonitril und die chemische Verbindung 3-Cyano-2-hydroxy-5-fluorpyrid-6-on-mononatriumsalz sowie dessen Tautomere |
| EP2275141A1 (en) | 1999-03-17 | 2011-01-19 | Daiichi Pharmaceutical Co., Ltd. | Tastemasked pharmaceutical compositions |
| DE19926400A1 (de) | 1999-06-10 | 2000-12-14 | Bayer Ag | Verbessertes Verfahren zur Herstellung von 2,6-Dichlor-5-fluor-nicotinsäure und grobteilige und besonders reine 2,6-Dichlor-5-fluor-nicotinsäure |
| MXPA02002220A (es) | 1999-09-02 | 2002-09-02 | Wakunaga Pharma Co Ltd | Derivados de acido quinolincarboxilico o su sal. |
| WO2002018345A1 (en) * | 2000-08-29 | 2002-03-07 | Chiron Corporation | Quinoline antibacterial compounds and methods of use thereof |
| KR100981351B1 (ko) * | 2003-10-29 | 2010-09-10 | 주식회사 엘지생명과학 | 7-클로로-1-사이클로프로필-6-플루오로-4-옥소-1,4-디하이드로-1,8-나프티리딘-3-카복실산의 제조방법 |
| CN101792443A (zh) * | 2010-03-09 | 2010-08-04 | 北京欧凯纳斯科技有限公司 | 氟代喹诺酮衍生物及其制备方法和用途 |
| JOP20190045A1 (ar) | 2016-09-14 | 2019-03-14 | Bayer Ag | مركبات أميد حمض 1- أريل-نفثيريدين-3-كربوكسيليك مستبدلة في الموضع 7 واستخدامها. |
| CN114369092A (zh) * | 2021-12-20 | 2022-04-19 | 赤峰万泽药业股份有限公司 | 甲苯磺酸妥舒沙星及其制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2125310A1 (en) * | 1971-05-21 | 1972-11-30 | Sterling Drug Inc , New York, NY (V St A) | 1-alkyl-1,4-dihydro-4-oxo-1,8-naphtyridine 3-carboxylic acids antibac |
| AR223983A1 (es) * | 1978-08-25 | 1981-10-15 | Dainippon Pharmaceutical Co | Un procedimiento para-preparar derivados de acido 6-halogeno-4-oxo-7-(1-piperazinil)-1,8-naftiridin-3-carboxilico |
| DE3033157A1 (de) * | 1980-09-03 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | 7-amino-1-cyclopropyl-4-oxo-1,4-dihydro-naphthyridin-3-carbonsaeuren, verfahren zu ihrer herstellung sowie diese enthaltende antibakterielle mittel |
| US4382937A (en) * | 1981-02-27 | 1983-05-10 | Dainippon Pharmaceutical Co., Ltd. | Naphthyridine derivatives and their use as anti-bacterials |
| IE55898B1 (en) * | 1982-09-09 | 1991-02-14 | Warner Lambert Co | Antibacterial agents |
| IL74064A (en) * | 1984-01-26 | 1988-09-30 | Abbott Lab | 1,7-disubstituted-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid derivatives and antibacterial compositions containing them |
| NZ210847A (en) * | 1984-01-26 | 1988-02-29 | Abbott Lab | Naphthyridine and pyridopyrimidine derivatives and pharmaceutical compositions |
| AU576657B2 (en) * | 1985-01-23 | 1988-09-01 | Toyama Chemical Co. Ltd. | Naphthyridine and pyridine derivatives |
| DE3525108A1 (de) * | 1985-06-07 | 1986-12-11 | Bayer Ag, 5090 Leverkusen | Antibakteriell wirksame chinoloncarbonsaeureester |
-
1984
- 1984-04-26 JP JP59084963A patent/JPS60228479A/ja active Granted
-
1985
- 1985-04-18 DE DE19853514076 patent/DE3514076A1/de active Granted
- 1985-04-18 DE DE3546658A patent/DE3546658C2/de not_active Expired - Lifetime
- 1985-04-23 GB GB08510297A patent/GB2158825B/en not_active Expired
- 1985-04-23 PH PH32174A patent/PH22801A/en unknown
- 1985-04-23 NL NLAANVRAGE8501172,A patent/NL187314C/xx not_active IP Right Cessation
- 1985-04-24 RO RO126286A patent/RO95509B/ro unknown
- 1985-04-24 PT PT80349A patent/PT80349B/pt unknown
- 1985-04-24 AU AU41650/85A patent/AU565087B2/en not_active Expired
- 1985-04-24 DD DD85275518A patent/DD238795A5/de unknown
- 1985-04-24 AT AT0122485A patent/AT389698B/de not_active IP Right Cessation
- 1985-04-24 NZ NZ211895A patent/NZ211895A/xx unknown
- 1985-04-24 IL IL7502185A patent/IL75021A/en not_active IP Right Cessation
- 1985-04-24 NO NO851643A patent/NO162238C/no not_active IP Right Cessation
- 1985-04-24 RO RO118517A patent/RO91871B/ro unknown
- 1985-04-24 EG EG261/85A patent/EG17339A/xx active
- 1985-04-25 FR FR858506327A patent/FR2563521B1/fr not_active Expired
- 1985-04-25 KR KR1019850002822A patent/KR870001693B1/ko not_active IP Right Cessation
- 1985-04-25 HU HU851599A patent/HU194226B/hu unknown
- 1985-04-25 CH CH1798/85A patent/CH673458A5/de not_active IP Right Cessation
- 1985-04-25 AR AR85300190A patent/AR241911A1/es active
- 1985-04-25 CS CS853035A patent/CS250684B2/cs not_active IP Right Cessation
- 1985-04-25 FI FI851637A patent/FI80453C/sv not_active IP Right Cessation
- 1985-04-25 HU HU873675A patent/HU197571B/hu unknown
- 1985-04-25 BE BE0/214909A patent/BE902279A/fr not_active IP Right Cessation
- 1985-04-25 DK DK185685A patent/DK165877C/da not_active IP Right Cessation
- 1985-04-25 ID IDP980525A patent/ID21142A/id unknown
- 1985-04-25 ES ES542584A patent/ES8700256A1/es not_active Expired
- 1985-04-25 SE SE8502017A patent/SE463102B/sv not_active IP Right Cessation
- 1985-04-25 ZA ZA853102A patent/ZA853102B/xx unknown
- 1985-04-26 IT IT8548002A patent/IT1209953B/it active
- 1985-04-26 PL PL1985253108A patent/PL147392B1/pl unknown
- 1985-04-26 LU LU85871A patent/LU85871A1/en unknown
-
1986
- 1986-01-31 ES ES551538A patent/ES8706673A1/es not_active Expired
-
1987
- 1987-07-17 GB GB8716897A patent/GB2191776B/en not_active Expired - Lifetime
- 1987-10-20 PH PH35960A patent/PH25228A/en unknown
- 1987-10-20 PH PH35958A patent/PH25046A/en unknown
- 1987-11-25 AU AU81804/87A patent/AU612993B2/en not_active Expired
-
1988
- 1988-06-30 FR FR888808836A patent/FR2614620B1/fr not_active Expired - Lifetime
- 1988-10-31 AT AT0267888A patent/AT390258B/de not_active IP Right Cessation
- 1988-12-20 SE SE8804586A patent/SE501412C2/sv not_active IP Right Cessation
-
1991
- 1991-04-15 NL NL9100648A patent/NL9100648A/nl not_active Application Discontinuation
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Owner name: TOYAMA CHEMICAL CO., LTD. |
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