MX9700872A - Procedimiento para producir antimicrobianos de quinolonil-lactama y compuestos intermediarios novedosos. - Google Patents
Procedimiento para producir antimicrobianos de quinolonil-lactama y compuestos intermediarios novedosos.Info
- Publication number
- MX9700872A MX9700872A MX9700872A MX9700872A MX9700872A MX 9700872 A MX9700872 A MX 9700872A MX 9700872 A MX9700872 A MX 9700872A MX 9700872 A MX9700872 A MX 9700872A MX 9700872 A MX9700872 A MX 9700872A
- Authority
- MX
- Mexico
- Prior art keywords
- entity
- compound
- lactam
- formula
- iii
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 10
- 238000000034 method Methods 0.000 title abstract 4
- 239000004599 antimicrobial Substances 0.000 title 1
- 150000003951 lactams Chemical group 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 238000007363 ring formation reaction Methods 0.000 abstract 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- YZBQHRLRFGPBSL-RXMQYKEDSA-N carbapenem Chemical compound C1C=CN2C(=O)C[C@H]21 YZBQHRLRFGPBSL-RXMQYKEDSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000010511 deprotection reaction Methods 0.000 abstract 1
- -1 lactam compound Chemical class 0.000 abstract 1
- HHXMXAQDOUCLDN-RXMQYKEDSA-N penem Chemical compound S1C=CN2C(=O)C[C@H]21 HHXMXAQDOUCLDN-RXMQYKEDSA-N 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical group C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 150000003377 silicon compounds Chemical class 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 150000003952 β-lactams Chemical class 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D463/00—Heterocyclic compounds containing 1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbacephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D463/02—Preparation
- C07D463/04—Preparation by forming the ring or condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D477/00—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring
- C07D477/10—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
- C07D477/12—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6
- C07D477/14—Heterocyclic compounds containing 1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. carbapenicillins, thienamycins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulphur-containing hetero ring with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 4, and with a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 6 with hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D499/88—Compounds with a double bond between positions 2 and 3 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
La presente invencion provee procedimientos para producir compuestos de la estructura (Q-Lü)-L-(L²-B), en donde (I) Q es una entidad quinolona; (II) B es una entidad lactama; y (III) L, Lü, y L² comprenden juntos una entidad enlazante; comprenden los pasos de: (1) copulacion de un compuesto de formula (III) con un compuesto que contiene lactama para formar un compuesto intermedio; y (2) ciclizacion del intermediario mediante reaccion con un compuesto orgánico de silicio para dar un compuesto de la formula (Q-Lü)-L-(L²-B); preferiblemente, el procedimiento comprende adicionalmente un paso anterior al paso de copulacion en donde se forman formas protegidas del compuesto de formula (III) y el compuesto de lactama; y pasos de desproteccion después del paso de ciclizacion, en donde se eliminan los grupos protectores; compuestos antimicrobianos preferidos producidos mediante estos procedimientos son aquellos en donde la entidad beta-lactama es un penem, un carbapenem, una cefema, o una carbacefema; también se prefieren los compuestos en donde Lü, L y L² forman una entidad carbamato, o una entidad amina secundaria o terciaria; la presente invencion también provee compuestos intermedios novedosos de la formula (M-Lü)-L-(L²-B), en donde (I) M tiene una estructura de acuerdo a la formula (IV), (II) B es una entidad lactama, y (III) L, Lü, y L² comprenden juntos una entidad enlazante.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28477194A | 1994-08-02 | 1994-08-02 | |
| PCT/US1995/009649 WO1996004286A1 (en) | 1994-08-02 | 1995-08-01 | Process for making quinolonyl lactam antimicrobials and novel intermediate compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX9700872A true MX9700872A (es) | 1997-05-31 |
Family
ID=23091468
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX9700872A MX9700872A (es) | 1994-08-02 | 1995-08-01 | Procedimiento para producir antimicrobianos de quinolonil-lactama y compuestos intermediarios novedosos. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5801242A (es) |
| EP (1) | EP0775145A1 (es) |
| JP (1) | JPH10503521A (es) |
| KR (1) | KR100239200B1 (es) |
| CN (1) | CN1159809A (es) |
| AU (1) | AU3154095A (es) |
| BR (1) | BR9508513A (es) |
| CA (1) | CA2196539C (es) |
| FI (1) | FI970426A7 (es) |
| MX (1) | MX9700872A (es) |
| NO (1) | NO970428L (es) |
| NZ (1) | NZ290722A (es) |
| WO (1) | WO1996004286A1 (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6020443A (en) * | 1996-02-08 | 2000-02-01 | Advanced Polymer Technologies, Inc. | Polymerization of low grade DCPD monomers using an olefin metathesis catalyst |
| EP1280808A1 (en) * | 2000-05-02 | 2003-02-05 | NewBiotics, Inc. | Improved beta-lactam antibiotics |
| ATE300522T1 (de) * | 2000-12-14 | 2005-08-15 | Procter & Gamble | Cyclisierungsverfahrensschritt bei der herstellung von chinolonen und naphthyridinen |
| US6803469B2 (en) | 2002-08-05 | 2004-10-12 | The Procter & Gamble Company | Process for preparing quinolone antibiotic intermediates |
| AR096135A1 (es) | 2013-05-02 | 2015-12-09 | Actelion Pharmaceuticals Ltd | Derivados de la quinolona |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE279886C (es) * | ||||
| US4383946A (en) * | 1980-03-27 | 1983-05-17 | Merck & Co., Inc. | Process for the preparation of 1-carbapenems and intermediates via silyl-substituted dithioacetals |
| NL8005041A (nl) * | 1980-09-05 | 1982-04-01 | Gist Brocades Nv | Werkwijze voor de bereiding van thioethers, alsmede gesilyleerde thiolen voor toepassing bij deze werkwijze. |
| US4546176A (en) * | 1982-12-14 | 1985-10-08 | Eisai Co., Ltd. | 7-Carboxymethoxyphenylacetamido-3-cephem derivatives and antibacterial preparations containing the same |
| EP0181521A1 (en) * | 1984-10-19 | 1986-05-21 | Otsuka Pharmaceutical Co., Ltd. | Antimicrobial 1-substituted Phenyl-4-oxoquinoline-3-carboxylic acid compounds |
| US4755513A (en) * | 1985-01-30 | 1988-07-05 | Otsuka Pharmaceutical Company, Limited | Antimicrobial 1-substituted phenyl-4-oxoquinoline-3-carboxylic acid compounds |
| DE3509769A1 (de) * | 1985-03-19 | 1986-09-25 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von carbapenemzwischenprodukten |
| US4684648A (en) * | 1985-05-10 | 1987-08-04 | Otsuka Pharmaceutical Company Limited | Antimicrobial 1-substituted phenyl-4-oxoquinoline-3-carboxylic acid compounds and compositions thereof |
| DE3542644A1 (de) * | 1985-12-03 | 1987-06-04 | Hoechst Ag | Verfahren zur herstellung von cefodizim |
| JPS62215591A (ja) * | 1986-03-14 | 1987-09-22 | Dainippon Pharmaceut Co Ltd | ピリドベンズオキサジン誘導体の製造法およびその中間体 |
| EP0242789A3 (en) * | 1986-04-25 | 1990-09-05 | Dainippon Pharmaceutical Co., Ltd. | Novel quinoline derivates and processes for preparation thereof |
| US4920120A (en) * | 1988-01-25 | 1990-04-24 | Warner-Lambert Company | Antibacterial agents |
| CS273349B2 (en) * | 1988-03-31 | 1991-03-12 | Hoffmann La Roche | Method of cephalosporin's new derivatives production |
| EP0366193A3 (en) * | 1988-10-24 | 1992-01-08 | Norwich Eaton Pharmaceuticals, Inc. | Novel antimicrobial quinolonyl lactams |
| ES2148135T3 (es) * | 1988-10-24 | 2000-10-16 | Norwich Eaton Pharma | Nuevos esteres antimicrobianos de quinolonil lactamas. |
| US5328908A (en) * | 1988-10-24 | 1994-07-12 | Procter & Gamble Pharmaceuticals, Inc. | Antimicrobial quinolone thioureas |
| US5273973A (en) * | 1988-10-24 | 1993-12-28 | Norwich Eaton Pharmaceuticals, Inc. | Antimicrobial quinolonyl esters |
| ZA912279B (en) * | 1990-04-09 | 1992-02-26 | Hoffmann La Roche | Carbapenem compounds |
| KR920004385A (ko) * | 1990-08-09 | 1992-03-27 | 와꾸나가 기스께 | 신규 삼환화합물 또는 그의 염, 이의 제조방법 및 이를 함유하는 항균제 |
| IT1248011B (it) * | 1991-06-07 | 1995-01-05 | Mediolanum Farmaceutici Spa | Procedimento per la preparazione dell'acido 9-fluoro-10- (4-metil-1-piperazinil)-7-oxo-2,3-diidro-7h-pirido (1,2,3-de) (1,4)benzotiadin-6-carbossilico cloridrato. |
| EP0606336B1 (en) * | 1991-10-01 | 1997-03-19 | PROCTER & GAMBLE PHARMACEUTICALS, INC. | Process for making antimicrobial quinolonyl lactams |
| EG20543A (en) * | 1992-10-30 | 1999-07-31 | Procter & Gamble | Process for preparing of novel antimicrobial -5- (n-heterosubstituted amino) quinolones |
-
1995
- 1995-08-01 MX MX9700872A patent/MX9700872A/es unknown
- 1995-08-01 CN CN95195416A patent/CN1159809A/zh active Pending
- 1995-08-01 EP EP95927542A patent/EP0775145A1/en not_active Withdrawn
- 1995-08-01 NZ NZ290722A patent/NZ290722A/xx unknown
- 1995-08-01 BR BR9508513A patent/BR9508513A/pt not_active Application Discontinuation
- 1995-08-01 KR KR1019970700704A patent/KR100239200B1/ko not_active Expired - Fee Related
- 1995-08-01 AU AU31540/95A patent/AU3154095A/en not_active Abandoned
- 1995-08-01 WO PCT/US1995/009649 patent/WO1996004286A1/en not_active Ceased
- 1995-08-01 CA CA002196539A patent/CA2196539C/en not_active Expired - Fee Related
- 1995-08-01 JP JP8506674A patent/JPH10503521A/ja active Pending
-
1997
- 1997-01-31 NO NO970428A patent/NO970428L/no not_active Application Discontinuation
- 1997-01-31 FI FI970426A patent/FI970426A7/fi unknown
- 1997-11-12 US US08/968,987 patent/US5801242A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FI970426A7 (fi) | 1997-03-25 |
| EP0775145A1 (en) | 1997-05-28 |
| BR9508513A (pt) | 1998-06-02 |
| JPH10503521A (ja) | 1998-03-31 |
| FI970426A0 (fi) | 1997-01-31 |
| CA2196539A1 (en) | 1996-02-15 |
| WO1996004286A1 (en) | 1996-02-15 |
| NO970428D0 (no) | 1997-01-31 |
| KR100239200B1 (ko) | 2000-03-02 |
| NO970428L (no) | 1997-04-02 |
| CA2196539C (en) | 2001-05-15 |
| NZ290722A (en) | 1999-03-29 |
| US5801242A (en) | 1998-09-01 |
| AU3154095A (en) | 1996-03-04 |
| CN1159809A (zh) | 1997-09-17 |
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