AR019936A1 - Procedimiento para preparar acidos quinolon y naftiridon carboxilicos y procedimiento para preparar trovafloxacina - Google Patents
Procedimiento para preparar acidos quinolon y naftiridon carboxilicos y procedimiento para preparar trovafloxacinaInfo
- Publication number
- AR019936A1 AR019936A1 ARP990103700A ARP990103700A AR019936A1 AR 019936 A1 AR019936 A1 AR 019936A1 AR P990103700 A ARP990103700 A AR P990103700A AR P990103700 A ARP990103700 A AR P990103700A AR 019936 A1 AR019936 A1 AR 019936A1
- Authority
- AR
- Argentina
- Prior art keywords
- formula
- quinolon
- prepare
- procedure
- compound
- Prior art date
Links
- 239000002253 acid Substances 0.000 title abstract 5
- GSDSWSVVBLHKDQ-UHFFFAOYSA-N 9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid Chemical compound FC1=CC(C(C(C(O)=O)=C2)=O)=C3N2C(C)COC3=C1N1CCN(C)CC1 GSDSWSVVBLHKDQ-UHFFFAOYSA-N 0.000 title abstract 3
- 150000007513 acids Chemical class 0.000 title abstract 3
- WVPSKSLAZQPAKQ-SOSAQKQKSA-N trovafloxacin Chemical compound C([C@H]1C([C@H]1C1)N)N1C(C(=CC=1C(=O)C(C(O)=O)=C2)F)=NC=1N2C1=CC=C(F)C=C1F WVPSKSLAZQPAKQ-SOSAQKQKSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000004122 cyclic group Chemical group 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 abstract 1
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 abstract 1
- 125000006519 CCH3 Chemical group 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 230000000903 blocking effect Effects 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- -1 p-difluorophenyl Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- WVPSKSLAZQPAKQ-CDMJZVDBSA-N trovafloxacin Chemical compound C([C@H]1[C@@H]([C@H]1C1)N)N1C(C(=CC=1C(=O)C(C(O)=O)=C2)F)=NC=1N2C1=CC=C(F)C=C1F WVPSKSLAZQPAKQ-CDMJZVDBSA-N 0.000 abstract 1
- 229960000497 trovafloxacin Drugs 0.000 abstract 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
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
- C07D215/04—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
- C07D215/06—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom
-
- 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
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
-
- 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Quinoline Compounds (AREA)
Abstract
Se trata de la preparacion de ácidos quinolon y naftiridonacarboxílicos antibacterianos, que tienen un grupo amino externo ligado mediante un miembro depuente a la estructura ciclica, en posicion 7 sin la utilizacion y la posterior eliminacion, de grupos bloqueantes en el grupo amino externo. Dichos ácidosquinolon y naftiridinquinolona, responden a la formula (1) o una sal bipolar del mismo, que comprende la etapa de poner en contacto, en presencia de una basede amina terciaria: (a) un compuestode formula (2) en la que A es CH, CF, CCl, COCH3, CCH3, CCN o N; Y, cuando se toma independientemente, es etilo,t-butilo, vinlilo, ciclopropilo, 2-fluoroetilo, p-fluorofenilo u o,p-difluorofenilo; o A es un átomo de C y se toma junto con Y, los átomos de C y nitrogeno alos que están unidos A e Y forman un anillo de 5-6 miembros que puede contener oxígeno o un doble enlace, y que puede tener metilo o metileno unido al anillo;W es H, F, Cl, Br, alquilo C1-4, alcoxi C1-4, amino o NHCH3; y X es halogeno, con (b) un compuesto de formula: HR1(CH2)aNH2(ZH)b (3) donde R1 es un grupoamino secundario cíclico que tiene un átomo de nitrogeno necleofilo; ZH es un ácido; a es 0 o 1; y b varía entre 1 y el numero de átomos de nitrogeno básicosen el compuesto de formula (3).En una realizacion preferida se trata de la preparacion de trovafloxacina, un ácido naftiridincarbaxílico de formula (1), depropiedades antibioticas.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9444098P | 1998-07-28 | 1998-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR019936A1 true AR019936A1 (es) | 2002-03-27 |
Family
ID=22245218
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP990103700A AR019936A1 (es) | 1998-07-28 | 1999-07-27 | Procedimiento para preparar acidos quinolon y naftiridon carboxilicos y procedimiento para preparar trovafloxacina |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6114531A (es) |
| EP (1) | EP0976749A1 (es) |
| JP (1) | JP2000053646A (es) |
| KR (1) | KR100343356B1 (es) |
| CN (1) | CN1247865A (es) |
| AR (1) | AR019936A1 (es) |
| AU (1) | AU4116999A (es) |
| BR (1) | BR9903003A (es) |
| CA (1) | CA2278845C (es) |
| HU (1) | HUP9902548A3 (es) |
| ID (1) | ID25767A (es) |
| IL (1) | IL131040A0 (es) |
| PL (1) | PL334621A1 (es) |
| RU (1) | RU2167867C2 (es) |
| TR (1) | TR199901796A2 (es) |
| YU (1) | YU35599A (es) |
| ZA (1) | ZA994814B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6239141B1 (en) * | 1999-06-04 | 2001-05-29 | Pfizer Inc. | Trovafloxacin oral suspensions |
| CN1297542C (zh) * | 2003-12-28 | 2007-01-31 | 柯保桂 | 6－氟－1，4－二氢－4－氧代喹啉－3－羧酸衍生物的制备 |
| US7759362B2 (en) * | 2004-04-21 | 2010-07-20 | Institut Of Medicinal Biotechnology Chinese Academy Of Medical Sciences | Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof |
| CN1244582C (zh) * | 2004-04-21 | 2006-03-08 | 中国医学科学院医药生物技术研究所 | 喹诺酮羧酸类化合物及其制备方法和医药用途 |
| US7902227B2 (en) * | 2007-07-27 | 2011-03-08 | Janssen Pharmaceutica Nv. | C-7 isoxazolinyl quinolone / naphthyridine derivatives useful as antibacterial agents |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4382937A (en) * | 1981-02-27 | 1983-05-10 | Dainippon Pharmaceutical Co., Ltd. | Naphthyridine derivatives and their use as anti-bacterials |
| AU553415B2 (en) * | 1983-09-19 | 1986-07-17 | Abbott Japan Co., Ltd. | 6-fluoro-1-4-dihydro-4-oxo-7-substituted piperazinyl- quinoline-3-carboxylic acids |
| AU578793B2 (en) * | 1985-02-15 | 1988-11-03 | Dainippon Pharmaceutical Co. Ltd. | Novel 1,8-naphthyridine derivatives and processes for preparation thereof |
| IN166416B (es) * | 1985-09-18 | 1990-05-05 | Pfizer | |
| DE3601567A1 (de) * | 1986-01-21 | 1987-07-23 | Bayer Ag | 7-(azabicycloalkyl)-chinoloncarbonsaeure- und -naphthyridon-carbonsaeure-derivate |
| US5164402A (en) * | 1989-08-16 | 1992-11-17 | Pfizer Inc | Azabicyclo quinolone and naphthyridinone carboxylic acids |
| US5342846A (en) * | 1990-12-05 | 1994-08-30 | Synphar Laboratories, Inc. | 7-substituted-6-fluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid compounds and 7-(substituted triazolyl pyrrolidin-1-yl) 4-oxoquinoline-3-carboxylic acid derivatives useful as antibacterial agents |
| EP0549857A1 (en) * | 1991-12-31 | 1993-07-07 | Korea Research Institute Of Chemical Technology | Antibacterial quinolone carboxylic acid derivatives |
| WO1995011902A1 (en) * | 1993-10-28 | 1995-05-04 | Kaken Pharmaceutical Co., Ltd. | Quinolinecarboxylic acid derivative and salt thereof |
| PL179996B1 (en) * | 1994-01-18 | 2000-11-30 | Pfizer | Method of and intermediate products for obtaining salts of naphtyridinocarboxylic acids |
| EP0850060A1 (en) * | 1995-08-29 | 1998-07-01 | Pfizer Inc. | Zwitterionic forms of trovafloxacin |
| JPH09125546A (ja) * | 1995-11-02 | 1997-05-13 | Sekisui Chem Co Ltd | 二重断熱部材 |
| JPH09208578A (ja) * | 1996-02-07 | 1997-08-12 | Dainippon Pharmaceut Co Ltd | ピリドンカルボン酸誘導体およびそれを有効成分とする抗ピロリ菌剤 |
-
1999
- 1999-06-02 US US09/324,385 patent/US6114531A/en not_active Expired - Fee Related
- 1999-07-14 EP EP99305577A patent/EP0976749A1/en not_active Withdrawn
- 1999-07-22 IL IL13104099A patent/IL131040A0/xx unknown
- 1999-07-26 CA CA002278845A patent/CA2278845C/en not_active Expired - Fee Related
- 1999-07-26 JP JP11210179A patent/JP2000053646A/ja active Pending
- 1999-07-27 PL PL99334621A patent/PL334621A1/xx unknown
- 1999-07-27 YU YU35599A patent/YU35599A/sh unknown
- 1999-07-27 BR BR9903003A patent/BR9903003A/pt not_active IP Right Cessation
- 1999-07-27 CN CN99119527A patent/CN1247865A/zh active Pending
- 1999-07-27 KR KR1019990030560A patent/KR100343356B1/ko not_active Expired - Fee Related
- 1999-07-27 ZA ZA9904814A patent/ZA994814B/xx unknown
- 1999-07-27 RU RU99116268/04A patent/RU2167867C2/ru not_active IP Right Cessation
- 1999-07-27 HU HU9902548A patent/HUP9902548A3/hu unknown
- 1999-07-27 ID IDP990707D patent/ID25767A/id unknown
- 1999-07-27 AU AU41169/99A patent/AU4116999A/en not_active Abandoned
- 1999-07-27 AR ARP990103700A patent/AR019936A1/es unknown
- 1999-07-28 TR TR1999/01796A patent/TR199901796A2/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HU9902548D0 (en) | 1999-10-28 |
| ID25767A (id) | 2000-11-02 |
| US6114531A (en) | 2000-09-05 |
| BR9903003A (pt) | 2000-03-21 |
| YU35599A (sh) | 2002-11-15 |
| KR100343356B1 (ko) | 2002-07-15 |
| RU2167867C2 (ru) | 2001-05-27 |
| CA2278845A1 (en) | 2000-01-28 |
| IL131040A0 (en) | 2001-01-28 |
| JP2000053646A (ja) | 2000-02-22 |
| CA2278845C (en) | 2003-07-08 |
| ZA994814B (en) | 2001-01-29 |
| TR199901796A2 (xx) | 2000-02-21 |
| HUP9902548A3 (en) | 2001-01-29 |
| EP0976749A1 (en) | 2000-02-02 |
| KR20000012002A (ko) | 2000-02-25 |
| PL334621A1 (en) | 2000-01-31 |
| AU4116999A (en) | 2000-02-17 |
| HUP9902548A2 (hu) | 2000-05-28 |
| CN1247865A (zh) | 2000-03-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |