JP2000501424A - フロルフェニコールに至る中間体を調製するプロセス - Google Patents
フロルフェニコールに至る中間体を調製するプロセスInfo
- Publication number
- JP2000501424A JP2000501424A JP10510805A JP51080598A JP2000501424A JP 2000501424 A JP2000501424 A JP 2000501424A JP 10510805 A JP10510805 A JP 10510805A JP 51080598 A JP51080598 A JP 51080598A JP 2000501424 A JP2000501424 A JP 2000501424A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- alkyl
- same
- florfenicol
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
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
Description
Claims (1)
- 【特許請求の範囲】 1.式(I)の化合物を調製するプロセスであって: ここで、Rは、H、NO2、CH3S,CH3SO2、またはC4〜C6アルキルであり;そしてR "は、アリール、ハロアリール、ベンジル、置換ベンジル、C1〜C6アルキル、C3 〜C7シクロアルキル、またはハロアルキルであり、そしてオキサゾリン環の立体 配置は、4Rトランスであり: 該プロセスは: a)式IIの化合物: ここで、Rは、上記のものと同じであり、そしてR'は、H、C1〜C6アルキル、C3 〜C7シクロアルキル、ベンジル、置換ベンジルまたはアリールであり; 該化合物を、適当な反応容器にて、還元剤と接触させて、式IIIの化合物を得 ること: ここで、Rは上記のものと同じであり、そしてb)次いで、同じ反応容器にて、 式IIIの化合物を式IVの化合物と反応させて: R"−C≡N IV 式Iの化合物を得ること、を包含する。 2.前記還元剤が、水素化ホウ素カリウムである、請求項1に記載のプロセス。 3.形成される式Iの化合物が、以下のものである、請求項1に記載のプロセス : 4.形成される式Iの化合物が、以下である、請求項1に記載のプロセス:
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/699,271 US5663361A (en) | 1996-08-19 | 1996-08-19 | Process for preparing intermediates to florfenicol |
US699,271 | 1996-08-19 | ||
US08/699,271 | 1996-08-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2000501424A true JP2000501424A (ja) | 2000-02-08 |
JP3274868B2 JP3274868B2 (ja) | 2002-04-15 |
Family
ID=24808601
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP51080598A Expired - Lifetime JP3274868B2 (ja) | 1996-08-19 | 1997-08-18 | フロルフェニコールに至る中間体を調製するプロセス |
Country Status (31)
Country | Link |
---|---|
US (1) | US5663361A (ja) |
EP (1) | EP0922040B2 (ja) |
JP (1) | JP3274868B2 (ja) |
KR (1) | KR100286851B1 (ja) |
CN (1) | CN1097583C (ja) |
AR (1) | AR008298A1 (ja) |
AT (1) | ATE283847T1 (ja) |
AU (1) | AU714495B2 (ja) |
BR (1) | BR9711318B1 (ja) |
CA (1) | CA2264116C (ja) |
CO (1) | CO4560550A1 (ja) |
CZ (1) | CZ297915B6 (ja) |
DE (1) | DE69731835T3 (ja) |
DK (1) | DK0922040T3 (ja) |
ES (1) | ES2234026T5 (ja) |
HK (1) | HK1017890A1 (ja) |
HU (1) | HU229610B1 (ja) |
ID (1) | ID18047A (ja) |
IL (1) | IL128574A (ja) |
MY (1) | MY115679A (ja) |
NO (1) | NO312962B1 (ja) |
NZ (1) | NZ334111A (ja) |
PE (1) | PE99798A1 (ja) |
PL (2) | PL198553B1 (ja) |
PT (1) | PT922040E (ja) |
SI (1) | SI0922040T1 (ja) |
SK (1) | SK286124B6 (ja) |
TR (2) | TR199900354T2 (ja) |
TW (1) | TW381075B (ja) |
WO (1) | WO1998007709A1 (ja) |
ZA (1) | ZA977406B (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009507842A (ja) * | 2005-09-07 | 2009-02-26 | シェーリング−プラウ・リミテッド | フロルフェニコールに対する中間体として有用なオキサゾリジンで保護されたアミノジオール化合物を調製するためのプロセス |
Families Citing this family (39)
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 |
TW200406372A (en) * | 2002-03-08 | 2004-05-01 | Schering Plough Ltd | Novel florfenicol-type antibiotics |
PE20050386A1 (es) | 2003-05-29 | 2005-06-23 | Schering Plough Ltd | Composiciones farmaceuticas de florfenicol |
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 |
EP1776109B1 (en) * | 2004-08-13 | 2008-12-31 | Schering-Plough Ltd. | Pharmaceutical formulation comprising an antibiotic, a triazole and a corticosteroid |
JP4644254B2 (ja) | 2004-09-23 | 2011-03-02 | シェーリング−プラウ・リミテッド | 新規トリフルオロメタンスルホンアニリドオキシムエーテル誘導体の使用による動物における寄生虫の制御 |
WO2006055565A2 (en) * | 2004-11-19 | 2006-05-26 | Schering-Plough Ltd. | Control of parasites in animals by the use of parasiticidal 2-phenyl-3-(1h-pyrrol-2-yl) acrylonitrile derivatives |
DK1830885T3 (da) * | 2004-12-21 | 2009-01-05 | Intervet Int Bv | Injicerbar veterinærmedicinsk sammensætning omfattende florfenicol |
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 |
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 |
CA2672795A1 (en) * | 2006-12-13 | 2008-06-26 | Schering-Plough Ltd. | Water-soluble prodrugs of chloramphenicol, thiamphenicol, and analogs thereof |
US8084643B2 (en) * | 2006-12-13 | 2011-12-27 | Intervet Inc. | Water-soluble prodrugs of florfenicol and its analogs |
PE20090234A1 (es) * | 2007-04-27 | 2009-04-02 | Schering Plough Ltd | Composiciones farmaceuticas que comprenden florfenicol y ciclodextrinas |
WO2008150406A1 (en) * | 2007-05-30 | 2008-12-11 | Schering-Plough Ltd. | A 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 |
PL2957284T3 (pl) | 2007-06-27 | 2018-08-31 | E. I. Du Pont De Nemours And Company | Sposób zwalczania szkodników zwierzęcych |
CA2693922A1 (en) * | 2007-07-25 | 2009-01-29 | Intervet International B.V. | Process for preparing oxazolidine-and oxazolidinone-aminodiols |
US7550625B2 (en) * | 2007-10-19 | 2009-06-23 | Idexx Laboratories | Esters of florfenicol |
CN101909600A (zh) * | 2007-11-09 | 2010-12-08 | 英特维特国际股份有限公司 | 速释固体制剂、其制备及其应用 |
TWI401023B (zh) | 2008-02-06 | 2013-07-11 | Du Pont | 中離子農藥 |
JP2011529895A (ja) * | 2008-07-30 | 2011-12-15 | インターベツト・インターナシヨナル・ベー・ベー | フロルフェニコール中間体として有用なオキサゾリン保護アミノジオール化合物を調製する方法 |
UA110924C2 (uk) | 2009-08-05 | 2016-03-10 | Е. І. Дю Пон Де Немур Енд Компані | Мезоіонні пестициди |
EP2461684A2 (en) | 2009-08-05 | 2012-06-13 | E. I. du Pont de Nemours and Company | Mesoionic pesticides |
UA107804C2 (en) | 2009-08-05 | 2015-02-25 | Du Pont | Mixtures of pesticides mezoionnyh |
JP2013501063A (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 |
BRPI1002023A2 (pt) | 2010-03-01 | 2011-10-25 | Nanocore Biotecnologia S A | forma farmacêutica sólida de dissolução rápida para tratamento de infecções bacterianas |
KR102060464B1 (ko) | 2010-05-27 | 2019-12-30 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 4-[5-[3-클로로-5-(트라이플루오로메틸)페닐]-4,5-다이하이드로-5-(트라이플루오로메틸)-3-아이속사졸릴]-n-[2-옥소-2-[(2,2,2-트라이플루오로에틸)아미노]에틸]-1-나프탈렌카르복스아미드의 결정 형태 |
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 |
WO1990014434A1 (en) † | 1989-05-15 | 1990-11-29 | Schering Corporation | Process for preparing antibacterial compounds and intermediates thereto |
HU212617B (en) * | 1990-10-25 | 1996-09-30 | Schering Corp | Process for preparating florfenicol and its analogs thereto |
-
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 WO PCT/US1997/014205 patent/WO1998007709A1/en active Application Filing
- 1997-08-18 AU AU40638/97A patent/AU714495B2/en not_active Expired
- 1997-08-18 ZA ZA9707406A patent/ZA977406B/xx unknown
- 1997-08-18 NZ NZ334111A patent/NZ334111A/en not_active IP Right Cessation
- 1997-08-18 BR BRPI9711318-2A patent/BR9711318B1/pt not_active IP Right Cessation
- 1997-08-18 PE PE1997000728A patent/PE99798A1/es not_active Application Discontinuation
- 1997-08-18 SI SI9730688T patent/SI0922040T1/xx unknown
- 1997-08-18 AT AT97938263T patent/ATE283847T1/de active
- 1997-08-18 SK SK199-99A patent/SK286124B6/sk not_active IP Right Cessation
- 1997-08-18 TR TR1999/00354T patent/TR199900354T2/xx unknown
- 1997-08-18 MY MYPI97003778A patent/MY115679A/en unknown
- 1997-08-18 IL IL12857497A patent/IL128574A/en not_active IP Right Cessation
- 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 ES ES97938263T patent/ES2234026T5/es not_active Expired - Lifetime
- 1997-08-18 JP JP51080598A patent/JP3274868B2/ja not_active Expired - Lifetime
- 1997-08-18 PL PL378741A patent/PL198553B1/pl not_active IP Right Cessation
- 1997-08-18 DK DK97938263T patent/DK0922040T3/da active
- 1997-08-18 PT PT97938263T patent/PT922040E/pt unknown
- 1997-08-18 PL PL331644A patent/PL196454B1/pl not_active IP Right Cessation
- 1997-08-18 TR TR2008/00474T patent/TR200800474T2/xx unknown
- 1997-08-18 ID IDP972887A patent/ID18047A/id unknown
- 1997-08-18 DE DE69731835T patent/DE69731835T3/de not_active Expired - Lifetime
- 1997-08-18 CZ CZ0054099A patent/CZ297915B6/cs not_active IP Right Cessation
- 1997-08-18 CN CN97198768A patent/CN1097583C/zh not_active Expired - Lifetime
- 1997-08-18 HU HU9904166A patent/HU229610B1/hu unknown
- 1997-08-19 TW TW086111823A patent/TW381075B/zh not_active IP Right Cessation
-
1999
- 1999-02-18 KR KR1019997001290A patent/KR100286851B1/ko not_active IP Right Cessation
- 1999-02-18 NO NO19990756A patent/NO312962B1/no not_active IP Right Cessation
- 1999-07-10 HK HK99102946A patent/HK1017890A1/xx not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2009507842A (ja) * | 2005-09-07 | 2009-02-26 | シェーリング−プラウ・リミテッド | フロルフェニコールに対する中間体として有用なオキサゾリジンで保護されたアミノジオール化合物を調製するためのプロセス |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP2000501424A (ja) | フロルフェニコールに至る中間体を調製するプロセス | |
US5837870A (en) | Process to prepare oxazolidinones | |
BE1013210A3 (fr) | Base cristalline de citalopram et ses applications. | |
BE1012921A6 (fr) | Procede de preparation de citalopram et ses applications. | |
FR2621585A1 (fr) | Derives de 4h-benzopyranne-1 one-4 et leurs sels, leurs procedes de fabrication et compositions pharmaceutiques les comprenant en tant qu'ingredients actifs | |
WO2006010831A1 (fr) | Derives de quinoleines-4-substituees, leur procede et intermediaires de preparation et les compositions pharmaceutiques qui les contiennent | |
KR20010029680A (ko) | 키랄 이미다졸리논 제초제의 제조방법 | |
JPH044311B2 (ja) | ||
JP2003519691A (ja) | 5−シアノフタリドの製造方法 | |
JPH0570443A (ja) | 2−(2’,4’−ジヒドロキシフエニル)−4,6−ジアリール−s−トリアジンの製造方法 | |
WO1997013768A1 (fr) | Composes derives d'oxazolidin-2-one, leur procede de preparation et leur application en therapeutique | |
JP3697045B2 (ja) | β−ヒドラジノエステル類並びにピラゾリジノン類、ピラゾロン類およびβ−アミノ酸誘導体の製造方法 | |
WO1993007127A1 (fr) | Nouveaux derives de l'acide fluoro quinoleine carboxylique-3 et leur preparation | |
JPH04270272A (ja) | アミノアルキルモルホリン誘導体の製造法 | |
JP2001505562A (ja) | オキサゾリン誘導体の製造のための方法および中間体 | |
FR2862301A1 (fr) | Nouveau procede de preparation de quinoleines 3-fluorees | |
JPH05246961A (ja) | 芳香族アミン誘導体の製造方法 | |
BE632152A (ja) | ||
BE713473A (ja) | ||
CH306860A (fr) | Procédé de préparation d'un dérivé nitré d'un aminodiol aromatique. | |
WO2009069147A2 (en) | Improved process for preparation of triazol-benzodiazepine derivatives | |
CH299929A (fr) | Procédé de préparation du thréo-1-p-nitrophényl-2-dichloracétamido-3-chloro-propanol-1. | |
BE649733A (ja) | ||
BE842529A (fr) | Preparation de derives de l'indole |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090201 Year of fee payment: 7 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090201 Year of fee payment: 7 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100201 Year of fee payment: 8 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100201 Year of fee payment: 8 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110201 Year of fee payment: 9 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120201 Year of fee payment: 10 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130201 Year of fee payment: 11 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130201 Year of fee payment: 11 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20140201 Year of fee payment: 12 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
S533 | Written request for registration of change of name |
Free format text: JAPANESE INTERMEDIATE CODE: R313533 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |