CL2020002735A1 - Proceso para la hidrólisis de ésteres carboxílicos de quinolona - Google Patents
Proceso para la hidrólisis de ésteres carboxílicos de quinolonaInfo
- Publication number
- CL2020002735A1 CL2020002735A1 CL2020002735A CL2020002735A CL2020002735A1 CL 2020002735 A1 CL2020002735 A1 CL 2020002735A1 CL 2020002735 A CL2020002735 A CL 2020002735A CL 2020002735 A CL2020002735 A CL 2020002735A CL 2020002735 A1 CL2020002735 A1 CL 2020002735A1
- Authority
- CL
- Chile
- Prior art keywords
- quinolone carboxylic
- hydrolysis
- mole
- carboxylic esters
- formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 230000007062 hydrolysis Effects 0.000 title 1
- 238000006460 hydrolysis reaction Methods 0.000 title 1
- -1 quinolone carboxylic esters Chemical class 0.000 title 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000003786 synthesis reaction Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- XOQQVKDBGLYPGH-UHFFFAOYSA-N 2-oxo-1h-quinoline-3-carboxylic acid Chemical class C1=CC=C2NC(=O)C(C(=O)O)=CC2=C1 XOQQVKDBGLYPGH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 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
- C07D215/16—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
- C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Health & Medical Sciences (AREA)
- Quinoline Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Los ésteres del ácido carboxílico de quinolona la fórmula general (II) se hidrolizan para dar ácidos quinoloncarboxílicos la fórmula general (I):<br /> El procedimiento comprende la etapa A):<br /> A) Reacción de compuestos de fórmula (II) con una mezcla que contiene ácido acético, ácido sulfúrico y agua <br /> En la etapa A) se utilizan por mol compuestos de la fórmula (II) 30 a 40 mol de ácido acético, 0.3 a 1 mol de ácido sulfúrico y 0,9 a 2.5 mol de agua. El procedimiento es particularmente adecuado para la síntesis del intermedio (I) en la síntesis de pradoflox
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP18169170 | 2018-04-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CL2020002735A1 true CL2020002735A1 (es) | 2021-02-26 |
Family
ID=62063375
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CL2020002735A CL2020002735A1 (es) | 2018-04-25 | 2020-10-22 | Proceso para la hidrólisis de ésteres carboxílicos de quinolona |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US11332444B2 (es) |
| EP (1) | EP3784656B1 (es) |
| JP (1) | JP7410050B2 (es) |
| KR (1) | KR102727204B1 (es) |
| CN (1) | CN111989314B (es) |
| AU (1) | AU2019260015C1 (es) |
| CA (1) | CA3098060A1 (es) |
| CL (1) | CL2020002735A1 (es) |
| CO (1) | CO2020013343A2 (es) |
| CR (1) | CR20200502A (es) |
| DK (1) | DK3784656T3 (es) |
| DO (1) | DOP2020000189A (es) |
| ES (1) | ES2956316T3 (es) |
| IL (1) | IL278175A (es) |
| MX (1) | MX2020011280A (es) |
| MY (1) | MY204213A (es) |
| PE (1) | PE20201257A1 (es) |
| PH (1) | PH12020551750A1 (es) |
| PT (1) | PT3784656T (es) |
| SG (1) | SG11202010544TA (es) |
| TW (1) | TW202003470A (es) |
| UY (1) | UY38201A (es) |
| WO (1) | WO2019206798A1 (es) |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3420798A1 (de) | 1984-06-04 | 1985-12-05 | Bayer Ag, 5090 Leverkusen | 7-(3-aryl-l-piperazinyl)- sowie 7-(3-cyclohexyl-l-piperazinyl)-3-chinoloncarbonsaeuren |
| DE3702393A1 (de) * | 1987-01-28 | 1988-08-11 | Bayer Ag | 8-cyano-1-cyclopropyl-1,4-dihydro-4-oxo- 3-chinolincarbonsaeuren, verfahren zu ihrer herstellung und diese enthaltende antibakterielle mittel |
| BR9707606B1 (pt) | 1996-02-23 | 2010-08-10 | ácidos 8-ciano-1-ciclopropil-7-(2,8-diazabiciclo(4.3.0) nonan-8-il)-6-flúor-1,4-diidro-4-oxo-3-quinolinocarbo xìlicos, bem como medicamentos que os compreendem. | |
| DE19652239A1 (de) | 1996-12-16 | 1998-06-18 | Bayer Ag | Verwendung von 7-(2-Oxa-5,8-diazabicyclo[4.3.0]non-8-yl)-chinolon- und -naphthyridoncarbonsäure-Derivaten zur Therapie von Helicobacter-pylori-Infektionen und den damit assoziierten gastroduodenalen Erkrankungen |
| CN1338455A (zh) * | 2000-08-16 | 2002-03-06 | 大连绿源实业有限公司 | 新的喹诺酮羧酸的制备方法 |
| DE10108750A1 (de) * | 2001-02-23 | 2002-09-05 | Bayer Ag | Verbessertes Verfahren zur Herstellung von Fluorchinoloncarbonsäuren |
| DE10134719A1 (de) | 2001-07-17 | 2003-02-06 | Bayer Ag | Pharmazeutische Zubereitungen enthaltend wirkstoffbeladene Ionentauscherharze |
| DE10224086A1 (de) | 2002-05-31 | 2003-12-11 | Bayer Ag | Pharmazeutische Zubereitungen zur oralen Anwendung enthaltend wirkstoffbeladene Ionentauscherharze sowie strukturviskose Gelbildner als Verdicker |
| US6900224B2 (en) * | 2002-07-31 | 2005-05-31 | The Procter & Gamble Company | Antimicrobial quinolones, their compositions and uses |
| DE10312346A1 (de) | 2003-03-20 | 2004-09-30 | Bayer Healthcare Ag | Kontrolliertes Freisetzungssystem |
| DE10337191A1 (de) | 2003-08-13 | 2005-03-17 | Bayer Healthcare Ag | Neue Verwendung von Chinolon-Antibiotika |
| DE10351448A1 (de) | 2003-11-04 | 2005-06-09 | Bayer Healthcare Ag | Geschmackstoffhaltige Arzneimittelformulierungen mit verbesserten pharmazeutischen Eigenschaften |
| DE102005055385A1 (de) | 2004-12-09 | 2006-06-14 | Bayer Healthcare Ag | Arzneimittel zur hygienischen Applikation im Ohr |
| CN105622632B (zh) * | 2014-10-29 | 2018-06-29 | 浙江海森药业股份有限公司 | 一种喹诺酮类化合物及其制备方法 |
-
2019
- 2019-04-18 JP JP2020556943A patent/JP7410050B2/ja active Active
- 2019-04-18 WO PCT/EP2019/060072 patent/WO2019206798A1/de not_active Ceased
- 2019-04-18 MY MYPI2020005538A patent/MY204213A/en unknown
- 2019-04-18 EP EP19720502.4A patent/EP3784656B1/de active Active
- 2019-04-18 CA CA3098060A patent/CA3098060A1/en active Pending
- 2019-04-18 ES ES19720502T patent/ES2956316T3/es active Active
- 2019-04-18 KR KR1020207033003A patent/KR102727204B1/ko active Active
- 2019-04-18 SG SG11202010544TA patent/SG11202010544TA/en unknown
- 2019-04-18 DK DK19720502.4T patent/DK3784656T3/da active
- 2019-04-18 PE PE2020001673A patent/PE20201257A1/es unknown
- 2019-04-18 AU AU2019260015A patent/AU2019260015C1/en active Active
- 2019-04-18 PT PT197205024T patent/PT3784656T/pt unknown
- 2019-04-18 US US17/049,925 patent/US11332444B2/en active Active
- 2019-04-18 CR CR20200502A patent/CR20200502A/es unknown
- 2019-04-18 MX MX2020011280A patent/MX2020011280A/es unknown
- 2019-04-18 CN CN201980026978.6A patent/CN111989314B/zh active Active
- 2019-04-23 TW TW108114080A patent/TW202003470A/zh unknown
- 2019-04-25 UY UY0001038201A patent/UY38201A/es not_active Application Discontinuation
-
2020
- 2020-10-20 IL IL278175A patent/IL278175A/en unknown
- 2020-10-21 DO DO2020000189A patent/DOP2020000189A/es unknown
- 2020-10-21 PH PH12020551750A patent/PH12020551750A1/en unknown
- 2020-10-22 CL CL2020002735A patent/CL2020002735A1/es unknown
- 2020-10-23 CO CONC2020/0013343A patent/CO2020013343A2/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US20210078950A1 (en) | 2021-03-18 |
| KR102727204B1 (ko) | 2024-11-06 |
| PE20201257A1 (es) | 2020-11-16 |
| CN111989314B (zh) | 2024-04-30 |
| EP3784656B1 (de) | 2023-06-28 |
| JP7410050B2 (ja) | 2024-01-09 |
| DOP2020000189A (es) | 2020-11-30 |
| KR20210005079A (ko) | 2021-01-13 |
| CR20200502A (es) | 2020-12-22 |
| AU2019260015C1 (en) | 2024-11-21 |
| TW202003470A (zh) | 2020-01-16 |
| PH12020551750A1 (en) | 2021-07-26 |
| IL278175A (en) | 2020-11-30 |
| AU2019260015B2 (en) | 2024-07-11 |
| BR112020021635A2 (pt) | 2021-01-26 |
| CN111989314A (zh) | 2020-11-24 |
| JP2021521238A (ja) | 2021-08-26 |
| EP3784656A1 (de) | 2021-03-03 |
| MY204213A (en) | 2024-08-16 |
| CA3098060A1 (en) | 2019-10-31 |
| MX2020011280A (es) | 2020-11-13 |
| PT3784656T (pt) | 2023-09-22 |
| DK3784656T3 (da) | 2023-09-18 |
| UY38201A (es) | 2019-11-29 |
| CO2020013343A2 (es) | 2020-10-30 |
| ES2956316T3 (es) | 2023-12-19 |
| SG11202010544TA (en) | 2020-11-27 |
| AU2019260015A1 (en) | 2020-12-17 |
| WO2019206798A1 (de) | 2019-10-31 |
| US11332444B2 (en) | 2022-05-17 |
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