PE99798A1 - Proceso para preparar intermediarios de florfenicol - Google Patents
Proceso para preparar intermediarios de florfenicolInfo
- Publication number
- PE99798A1 PE99798A1 PE1997000728A PE00072897A PE99798A1 PE 99798 A1 PE99798 A1 PE 99798A1 PE 1997000728 A PE1997000728 A PE 1997000728A PE 00072897 A PE00072897 A PE 00072897A PE 99798 A1 PE99798 A1 PE 99798A1
- Authority
- PE
- Peru
- Prior art keywords
- compound
- formula
- alkyl
- iii
- reaction container
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D263/16—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D263/28—Nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
SE REFIERE AL PROCEDIMIENTO DE PREPARACION DEL COMPUESTO (I), QUE COMPRENDE: (1) CONTACTAR UN COMPUESTO DE FORMULA (II) CON UN AGENTE REDUCTOR COMO BOROHIDRURO DE POTASIO, EN UN RECIPIENTE DE REACCION ADECUADO, PARA OBTENER UN COMPUESTO (III); (2) HACER REACCIONAR EN EL MISMO RECIPIENTE DE REACCION, UN COMPUESTO DE FORMULA (III) CON R"-CN. ESTE PROCESO ELIMINA AISLAR EL COMPUESTO (III), YA QUE AMBOS PASOS (1) Y (2), SON LLEVADOS A CABO EN EL MISMO RECIPIENTE. LOS COMPUESTOS OBTENIDOS DE FORMULA (I), EN DONDE LA CONFIGURACION DEL ANILLO OXAZOLIDINA ES 4R TRANS; R ES H, NO2, CH3S, CH3SO2 o ALQUILO C4-C6; R" ES ARILO, HALOARILO, BENCILO, BENCILO SUSTITUIDO, ALQUILO C1-C6, HALOALQUILO, CICLOALQUILO C3-C7, DE PREFERENCIA R ES SO2CH3 Y R" ES FENILO o CHCl2, SON COMPUESTOS INTERMEDIOS EN EL PROCESO DE OBTENCION DEL [R-(R*,S*)]-2,2-DICLORO-N-[1-(FLUOROMETIL)-2-HIDROXI-2-[4-(METILSULFONIL)FENIL]ETIL]ACETAMIDA, CONOCIDO COMO FLORFENICOL, EL CUAL ES UN AGENTE ANTIBACTERIANO DE AMPLIO ESPECTRO EN EL TRATAMIENTO DE INFECCIONES CAUSADAS POR MICROORGANISMOS GRAM POSITIVOS, GRAM NEGATIVOS Y RICKETSIA
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/699,271 US5663361A (en) | 1996-08-19 | 1996-08-19 | Process for preparing intermediates to florfenicol |
Publications (1)
Publication Number | Publication Date |
---|---|
PE99798A1 true PE99798A1 (es) | 1998-12-28 |
Family
ID=24808601
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PE1997000728A PE99798A1 (es) | 1996-08-19 | 1997-08-18 | Proceso para preparar intermediarios de florfenicol |
Country Status (31)
Country | Link |
---|---|
US (1) | US5663361A (es) |
EP (1) | EP0922040B2 (es) |
JP (1) | JP3274868B2 (es) |
KR (1) | KR100286851B1 (es) |
CN (1) | CN1097583C (es) |
AR (1) | AR008298A1 (es) |
AT (1) | ATE283847T1 (es) |
AU (1) | AU714495B2 (es) |
BR (1) | BR9711318B1 (es) |
CA (1) | CA2264116C (es) |
CO (1) | CO4560550A1 (es) |
CZ (1) | CZ297915B6 (es) |
DE (1) | DE69731835T3 (es) |
DK (1) | DK0922040T3 (es) |
ES (1) | ES2234026T5 (es) |
HK (1) | HK1017890A1 (es) |
HU (1) | HU229610B1 (es) |
ID (1) | ID18047A (es) |
IL (1) | IL128574A (es) |
MY (1) | MY115679A (es) |
NO (1) | NO312962B1 (es) |
NZ (1) | NZ334111A (es) |
PE (1) | PE99798A1 (es) |
PL (2) | PL198553B1 (es) |
PT (1) | PT922040E (es) |
SI (1) | SI0922040T1 (es) |
SK (1) | SK286124B6 (es) |
TR (2) | TR200800474T2 (es) |
TW (1) | TW381075B (es) |
WO (1) | WO1998007709A1 (es) |
ZA (1) | ZA977406B (es) |
Families Citing this family (40)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1173933C (zh) * | 2001-06-01 | 2004-11-03 | 中国科学院上海有机化学研究所 | 一种从l型取代苯丝氨酸酯制备d-(-)-苏式1-r-取代苯基-2-二氯乙酰氨基-3-氟-1-丙醇的方法 |
MXPA04008677A (es) * | 2002-03-08 | 2004-12-06 | Schering Plough Ltd | Antibioticos novedosos del tipo florfenicol. |
CL2004001293A1 (es) | 2003-05-29 | 2005-05-06 | Schering Plough Ltd | Composicion farmaceutica que comprende compuestos antibacterianos como florfenicol, tiamfenicol, cloramfenicol en combinacion con al menos un portador seleccionado de triacetina, dimetilacetamida o una mezcla de ellas; y su uso en el tratamiento de u |
US7439268B2 (en) * | 2003-07-18 | 2008-10-21 | Idexx Laboratories | Compositions containing prodrugs of florfenicol and methods of use |
US20050049210A1 (en) * | 2003-08-27 | 2005-03-03 | Idexx Laboratories, Inc. | Methods for the controlled delivery of pharmacologically active compounds |
US7126005B2 (en) * | 2003-10-06 | 2006-10-24 | Aurobindo Pharma Limited | Process for preparing florfenicol |
DE602005012107D1 (de) | 2004-08-13 | 2009-02-12 | Schering Plough Ltd | Pharmazeutische formulierungen mit einem antibioti |
ATE406348T1 (de) | 2004-09-23 | 2008-09-15 | Schering Plough Ltd | Bekämpfung von parasiten in tieren durch verwendung neuer trifluormethansulfonanilidoximetherderivate |
MX2007006072A (es) * | 2004-11-19 | 2007-07-11 | Schering Plough Ltd | Control de parasitos en animales mediante el uso de derivados del parasiticida 2-fenil-3-(1h-pirrol-2-il)acrilonitrilo. |
MX2007007528A (es) * | 2004-12-21 | 2007-10-08 | Intervet Int Bv | Composicion veterinaria inyectable. |
AR054380A1 (es) * | 2005-06-09 | 2007-06-20 | Schering Plough Ltd | Control de parasitos en animales con derivados de n- ((feniloxi) fenil) -1,1,1-trifluorometansulfonamida y de n-(fenilsulfanil) fenil) -1,1,1-trifluorometansulfonamida |
MX2008003187A (es) * | 2005-09-07 | 2008-03-18 | Schering Plough Ltd | Un procedimiento mejorado para preparar compuestos de aminodiol protegidos con oxazodilina, utiles como intermediarios para el florfenicol. |
US8119667B2 (en) * | 2005-12-29 | 2012-02-21 | Schering-Plough Animal Health Corporation | Carbonates of fenicol antibiotics |
US7518017B2 (en) | 2006-02-17 | 2009-04-14 | Idexx Laboratories | Fenicol compounds and methods synthesizing 2-trifluoroacetamido-3-substituted propiophenone compounds |
US20070238700A1 (en) * | 2006-04-10 | 2007-10-11 | Winzenberg Kevin N | N-phenyl-1,1,1-trifluoromethanesulfonamide hydrazone derivative compounds and their usage in controlling parasites |
US8044230B2 (en) * | 2006-12-13 | 2011-10-25 | Intervet Inc. | Water-soluble prodrugs of chloramphenicol, thiamphenicol, and analogs thereof |
WO2008076259A1 (en) * | 2006-12-13 | 2008-06-26 | Schering-Plough Ltd. | Water-soluble prodrugs of florfenicol and its analogs |
MX2009011642A (es) * | 2007-04-27 | 2010-01-29 | Schering Plough Ltd | Compuestos y metodos para potenciar la solubilidad de florfenicol y antibioticos estructuralmente relacionados utilizando ciclodextrinas. |
PE20090758A1 (es) * | 2007-05-30 | 2009-06-24 | Schering Plough Ltd | Un proceso para la preparacion de compuestos de aminodiol protegidos con oxazolina, utiles como intermediarios para florfenicol |
TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
ES2666187T3 (es) | 2007-06-27 | 2018-05-03 | E. I. Du Pont De Nemours And Company | Procedimiento de control de plagas en animales |
RU2010106607A (ru) * | 2007-07-25 | 2011-08-27 | Интервет Интернэшнл Б.В. (Nl) | Способ получения оксазолидин- и оксазолидинонаминодиолов |
US7550625B2 (en) * | 2007-10-19 | 2009-06-23 | Idexx Laboratories | Esters of florfenicol |
KR20100085162A (ko) * | 2007-11-09 | 2010-07-28 | 인터벳 인터내셔널 비.브이. | 속방성 고체 제형, 제조 및 이의 용도 |
TWI468407B (zh) | 2008-02-06 | 2015-01-11 | Du Pont | 中離子農藥 |
EP2321269B1 (en) * | 2008-07-30 | 2018-09-19 | Intervet International B.V. | Process for preparing oxazoline-protected aminodiol compounds useful as intermediates to florfenicol |
UA107804C2 (en) | 2009-08-05 | 2015-02-25 | Du Pont | Mixtures of pesticides mezoionnyh |
BR112012002519A2 (pt) | 2009-08-05 | 2019-09-24 | Du Pont | "pesticidas mesoiônicos" |
UA110924C2 (uk) | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
KR20120047996A (ko) | 2009-08-05 | 2012-05-14 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 메소이온성 살충제 |
BRPI1002023A2 (pt) | 2010-03-01 | 2011-10-25 | Nanocore Biotecnologia S A | forma farmacêutica sólida de dissolução rápida para tratamento de infecções bacterianas |
JP5933530B2 (ja) | 2010-05-27 | 2016-06-08 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company | 4−[5−[3−クロロ−5−(トリフルオロメチル)フェニル]−4,5−ジヒドロ−5−(トリフルオロメチル)−3−イソオキサゾリル]−n−[2−オキソ−2−[(2,2,2−トリフルオロエチル)アミノ]エチル]−1−ナフタレンカルボキサミドの結晶質形態 |
WO2012087630A1 (en) | 2010-12-20 | 2012-06-28 | E.I. Du Pont De Nemours And Company | Pyridine and pyrimidine compounds for controlling invertebrate |
WO2013158422A1 (en) | 2012-04-17 | 2013-10-24 | E. I. Du Pont De Nemours And Company | Heterocyclic compounds for controlling invertebrate pests |
CN102911133B (zh) * | 2012-10-31 | 2014-07-02 | 绍兴民生医药有限公司 | (4r,5r)-2-二氯甲基-4,5-二氢-5-(4-甲砜基苯基)-4-恶唑甲醇的纯化方法 |
CN103254147B (zh) * | 2013-04-19 | 2016-04-06 | 浙江科技学院 | 一种d-苏式-2-(二氯甲基)-4,5-二氢-5-[对-(甲砜基)苯基]-4-噁唑甲醇的制备方法 |
CN106278964B (zh) * | 2016-07-31 | 2018-01-16 | 浙江润康药业有限公司 | 氟苯尼考的制备方法 |
CN106631872A (zh) * | 2016-12-13 | 2017-05-10 | 浙江普洛家园药业有限公司 | 一种氟苯尼考类似物中间体的合成方法 |
CN110272856B (zh) * | 2019-05-08 | 2022-05-03 | 江南大学 | 一种表达d-苏氨酸醛缩酶的重组菌及其构建方法与应用 |
CN117466787B (zh) * | 2023-12-28 | 2024-03-22 | 山东国邦药业有限公司 | 一种氟苯尼考中间体的制备方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2759001A (en) * | 1952-03-01 | 1956-08-14 | Parke Davis & Co | Process for the production of delta2-oxazolines |
US4361557A (en) * | 1980-01-28 | 1982-11-30 | Schering Corporation | 1-Aryl-2-acylamido-3-fluoro-1-propanol acylates, methods for their use as anti-bacterial agents and compositions useful therefor |
EP0677511A3 (en) * | 1983-06-02 | 1996-07-24 | Zambon Spa | Intermediates for the production of 1-phenyl-1-hydroxy-2-amino-3-fluoropropane derivatives. |
US4876352A (en) * | 1988-09-14 | 1989-10-24 | Schering Corporation | Pressurized fluorination of hydroxy alkyl groups |
EP0405104A1 (en) † | 1989-05-15 | 1991-01-02 | Schering Corporation | Process for preparing antibacterial compounds and intermediates thereto |
NZ240319A (en) * | 1990-10-25 | 1994-10-26 | Schering Corp | Preparation of florfenicol and its analogs from oxazoline derivatives |
-
1996
- 1996-08-19 US US08/699,271 patent/US5663361A/en not_active Expired - Lifetime
-
1997
- 1997-08-15 CO CO97047276A patent/CO4560550A1/es unknown
- 1997-08-15 AR ARP970103736A patent/AR008298A1/es not_active Application Discontinuation
- 1997-08-18 CZ CZ0054099A patent/CZ297915B6/cs not_active IP Right Cessation
- 1997-08-18 PT PT97938263T patent/PT922040E/pt unknown
- 1997-08-18 WO PCT/US1997/014205 patent/WO1998007709A1/en active Application Filing
- 1997-08-18 NZ NZ334111A patent/NZ334111A/en not_active IP Right Cessation
- 1997-08-18 TR TR2008/00474T patent/TR200800474T2/xx unknown
- 1997-08-18 AT AT97938263T patent/ATE283847T1/de active
- 1997-08-18 JP JP51080598A patent/JP3274868B2/ja not_active Expired - Lifetime
- 1997-08-18 IL IL12857497A patent/IL128574A/en not_active IP Right Cessation
- 1997-08-18 DK DK97938263T patent/DK0922040T3/da active
- 1997-08-18 HU HU9904166A patent/HU229610B1/hu unknown
- 1997-08-18 DE DE69731835T patent/DE69731835T3/de not_active Expired - Lifetime
- 1997-08-18 ES ES97938263T patent/ES2234026T5/es not_active Expired - Lifetime
- 1997-08-18 PE PE1997000728A patent/PE99798A1/es not_active Application Discontinuation
- 1997-08-18 TR TR1999/00354T patent/TR199900354T2/xx unknown
- 1997-08-18 ZA ZA9707406A patent/ZA977406B/xx unknown
- 1997-08-18 PL PL378741A patent/PL198553B1/pl not_active IP Right Cessation
- 1997-08-18 PL PL331644A patent/PL196454B1/pl not_active IP Right Cessation
- 1997-08-18 ID IDP972887A patent/ID18047A/id unknown
- 1997-08-18 SK SK199-99A patent/SK286124B6/sk not_active IP Right Cessation
- 1997-08-18 AU AU40638/97A patent/AU714495B2/en not_active Expired
- 1997-08-18 SI SI9730688T patent/SI0922040T1/xx unknown
- 1997-08-18 MY MYPI97003778A patent/MY115679A/en unknown
- 1997-08-18 CA CA002264116A patent/CA2264116C/en not_active Expired - Lifetime
- 1997-08-18 EP EP97938263.7A patent/EP0922040B2/en not_active Expired - Lifetime
- 1997-08-18 CN CN97198768A patent/CN1097583C/zh not_active Expired - Lifetime
- 1997-08-18 BR BRPI9711318-2A patent/BR9711318B1/pt not_active IP Right Cessation
- 1997-08-19 TW TW086111823A patent/TW381075B/zh not_active IP Right Cessation
-
1999
- 1999-02-18 NO NO19990756A patent/NO312962B1/no not_active IP Right Cessation
- 1999-02-18 KR KR1019997001290A patent/KR100286851B1/ko not_active IP Right Cessation
- 1999-07-10 HK HK99102946A patent/HK1017890A1/xx not_active IP Right Cessation
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FG | Grant, registration | ||
FD | Application declared void or lapsed |