AR008298A1 - Proceso para preparar intermediarios de florfenicol y sus compuestos analogos - Google Patents

Proceso para preparar intermediarios de florfenicol y sus compuestos analogos

Info

Publication number
AR008298A1
AR008298A1 ARP970103736A ARP970103736A AR008298A1 AR 008298 A1 AR008298 A1 AR 008298A1 AR P970103736 A ARP970103736 A AR P970103736A AR P970103736 A ARP970103736 A AR P970103736A AR 008298 A1 AR008298 A1 AR 008298A1
Authority
AR
Argentina
Prior art keywords
compound
formula
alkyl
florphenicol
intermediaries
Prior art date
Application number
ARP970103736A
Other languages
English (en)
Original Assignee
Schering Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=24808601&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR008298(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Schering Corp filed Critical Schering Corp
Publication of AR008298A1 publication Critical patent/AR008298A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08Heterocyclic 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
    • C07D263/16Heterocyclic 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
    • C07D263/28Nitrogen atoms not forming part of a nitro radical

Abstract

Un proceso para preparar intermediarios de florfenicol ([R-(S*,S*)]-2, 2- dicloro-N-[1-(fluorometil)-2-hidroxi-2-[4-(metilsulfonil)fenil]etil]acetamida)de la fórmula (I) donde R es H, NO2, CH3S, CH3SO2, o C4 a C6 alquilo; y R es arilo, haloarilo, bencilo, bencilo sustituído, C1 a C6 alquilo C3 a C7cicloalquilo y haloalquilo, y la configuración del anillo oxasolidina es 4R trans: que comprende: a) conyactar un compuesto de fórmula II donde R es comose describe anteriormente, y Res H, C1 a C6 alquilo, C3 a C7 cicloalquilo, bencilo sustituído o arilo; con un agente reductor tal como borohidruro depotasio, en un recipiente de reacción adecuado, para obtener un compuesto de fórmula III dende R es como se describeanteriormente, y B9 luego reacciona enel mismo recipiente de reacción un compuesto de fórmula III, con un compuesto fórmula IV: para obtener un compuesto de fórmula I. Es un agente antibacterianode amplio espectro en el tratamiento de infeccionesde Gramm positivo , Gram negativos y ricketsia.
ARP970103736A 1996-08-19 1997-08-15 Proceso para preparar intermediarios de florfenicol y sus compuestos analogos AR008298A1 (es)

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
AR008298A1 true AR008298A1 (es) 1999-12-29

Family

ID=24808601

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP970103736A AR008298A1 (es) 1996-08-19 1997-08-15 Proceso para preparar intermediarios de florfenicol y sus compuestos analogos

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) PL196454B1 (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)

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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
BR0308289A (pt) * 2002-03-08 2005-01-11 Schering Plough Ltd Antibióticos do tipo florfenicol
TW200505425A (en) * 2003-05-29 2005-02-16 Schering Plough Ltd Compositions and method for treating infection in cattle and swine
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
AU2005272925B2 (en) * 2004-08-13 2011-02-10 Intervet International B.V. Pharmaceutical formulation comprising an antibiotic, a triazole and a corticosteroid
EP1799636B1 (en) 2004-09-23 2008-08-27 Schering-Plough Ltd. Control of parasites in animals by the use of novel trifluoromethanesulfonanilide oxime ether derivatives
US7705038B2 (en) * 2004-11-19 2010-04-27 Intervet, Inc. Control of parasites in animals by the use of parasiticidal 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives
PL1830885T3 (pl) * 2004-12-21 2009-04-30 Intervet Int Bv Iniekcyjna kompozycja weterynaryjna zawierająca florfenikol
CA2609574A1 (en) * 2005-06-09 2006-12-21 Schering-Plough Ltd. Control of parasites in animals by n-[(phenyloxy)phenyl]-1,1,1-trifluoromethanesulfonamide and n-[(phenylsulfanyl)phenyl]-1,1,1-trifluoromethanesulfonamide derivatives
TW200800924A (en) * 2005-09-07 2008-01-01 Schering Plough Ltd A process for preparing oxazolidine protected aminodiol compounds useful as intermediates to 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
MX2009006467A (es) * 2006-12-13 2009-08-21 Schering Plough Ltd Profarmacos solubles en agua de cloranfenicol, tiamfenicol y analogos de los mismos.
WO2008076259A1 (en) * 2006-12-13 2008-06-26 Schering-Plough Ltd. Water-soluble prodrugs of florfenicol and its analogs
CA2685264A1 (en) * 2007-04-27 2008-11-06 Schering-Plough Ltd. Compounds and methods for enhancing solubility of florfenicol and structurally-related antibiotics using cyclodextrins
US20080319200A1 (en) * 2007-05-30 2008-12-25 Schering-Plough Animal Health Corp. Process for preparing oxazoline-protected aminodiol compounds useful as intermediates to 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
MX368680B (es) 2007-06-27 2019-10-11 Du Pont Administración subcutánea de un derivado de isoxazol-benzamida para usarse en un método para proteger un mamífero de una pulga.
JP2010534667A (ja) * 2007-07-25 2010-11-11 インターベツト・インターナシヨナル・ベー・ベー オキサゾリジンおよびオキサゾリジノンアミノジオール類ならびに関連中間体を調製するためのプロセス
US7550625B2 (en) * 2007-10-19 2009-06-23 Idexx Laboratories Esters of florfenicol
BRPI0818906A2 (pt) * 2007-11-09 2015-05-12 Intervet Int Bv Formulação sólida de liberação rápida, preparação e uso da mesma
TWI401023B (zh) 2008-02-06 2013-07-11 Du Pont 中離子農藥
WO2010014566A2 (en) * 2008-07-30 2010-02-04 Intervet International B.V. Process for preparing oxazoline-protected aminodiol compounds useful as intermediates to florfenicol
JP2013501059A (ja) 2009-08-05 2013-01-10 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー メソイオン性殺虫剤
UA110924C2 (uk) 2009-08-05 2016-03-10 Е. І. Дю Пон Де Немур Енд Компані Мезоіонні пестициди
UA107804C2 (en) 2009-08-05 2015-02-25 Du Pont Mixtures of pesticides mezoionnyh
MX2012001646A (es) 2009-08-05 2012-03-21 Du Pont Pesticidas mesoionicos.
BRPI1002023A2 (pt) 2010-03-01 2011-10-25 Nanocore Biotecnologia S A forma farmacêutica sólida de dissolução rápida para tratamento de infecções bacterianas
CA2799963C (en) 2010-05-27 2018-01-23 E. I. Du Pont De Nemours And Company Crystalline form of 4- [5 - [3 -chloro-5 - (trifluoromethyl) phenyl] -4,5 -dihydro-5 - (trifluoromethyl) -3 - isoxazolyl] -n- [2-0x0-2- [(2,2,2-trifluoroethyl)amino]ethyl] -1-naphthalenecarboxamide
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

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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
EP0678506A3 (en) * 1983-06-02 1996-07-24 Zambon Spa Intermediates for the preparation 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
KR920701469A (ko) 1989-05-15 1992-08-11 스테이너 브이. 캔스태드 향균성 화합물 및 이의 중간물질의 제조방법
AU646910B2 (en) * 1990-10-25 1994-03-10 Schering Corporation Process for preparing florfenicol, its analogs and oxazoline intermediates thereto

Also Published As

Publication number Publication date
PT922040E (pt) 2005-02-28
TR199900354T2 (xx) 1999-05-21
HK1017890A1 (en) 1999-12-03
NO990756L (no) 1999-02-18
JP2000501424A (ja) 2000-02-08
PL198553B1 (pl) 2008-06-30
CA2264116C (en) 2002-07-02
BR9711318B1 (pt) 2009-01-13
HU229610B1 (en) 2014-03-28
SK19999A3 (en) 2000-02-14
DK0922040T3 (da) 2005-04-04
EP0922040A1 (en) 1999-06-16
IL128574A0 (en) 2000-01-31
CO4560550A1 (es) 1998-02-10
KR100286851B1 (ko) 2001-04-16
EP0922040B2 (en) 2013-07-17
DE69731835D1 (de) 2005-01-05
AU4063897A (en) 1998-03-06
TW381075B (en) 2000-02-01
ES2234026T3 (es) 2005-06-16
NO312962B1 (no) 2002-07-22
KR20000068178A (ko) 2000-11-25
HUP9904166A3 (en) 2001-11-28
DE69731835T3 (de) 2013-12-05
MY115679A (en) 2003-08-30
AU714495B2 (en) 2000-01-06
SI0922040T1 (en) 2005-02-28
TR200800474T2 (tr) 2008-04-21
ID18047A (id) 1998-02-19
SK286124B6 (sk) 2008-04-07
EP0922040B1 (en) 2004-12-01
PL196454B1 (pl) 2008-01-31
PE99798A1 (es) 1998-12-28
CZ297915B6 (cs) 2007-04-25
CZ54099A3 (cs) 1999-07-14
US5663361A (en) 1997-09-02
ES2234026T5 (es) 2013-11-12
HUP9904166A2 (hu) 2000-05-28
IL128574A (en) 2002-04-21
NZ334111A (en) 1999-10-28
DE69731835T2 (de) 2005-07-21
PL331644A1 (en) 1999-08-02
BR9711318A (pt) 1999-08-17
ATE283847T1 (de) 2004-12-15
CN1233244A (zh) 1999-10-27
CN1097583C (zh) 2003-01-01
NO990756D0 (no) 1999-02-18
ZA977406B (en) 1998-02-18
WO1998007709A1 (en) 1998-02-26
CA2264116A1 (en) 1998-02-26
JP3274868B2 (ja) 2002-04-15

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