JPH11513693A - キラールなメチルフェニルオキサゾリジノン - Google Patents
キラールなメチルフェニルオキサゾリジノンInfo
- Publication number
- JPH11513693A JPH11513693A JP9516174A JP51617497A JPH11513693A JP H11513693 A JPH11513693 A JP H11513693A JP 9516174 A JP9516174 A JP 9516174A JP 51617497 A JP51617497 A JP 51617497A JP H11513693 A JPH11513693 A JP H11513693A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- oxazolidinone
- methoxyphenyl
- solution
- ethyl acetate
- 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.)
- Ceased
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
- 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
- C07D263/18—Oxygen atoms
- C07D263/20—Oxygen atoms attached in position 2
- C07D263/24—Oxygen atoms attached in position 2 with hydrocarbon radicals, substituted by oxygen atoms, attached to other ring carbon atoms
-
- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Pulmonology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.式I: [式中、RはC−原子数5までの炭化水素基を表す]の(R)−(−)−メチル フェニルオキサゾリジノン−誘導体。 2.請求項1に記載の、(R)−(−)−5−(3−シクロペンチルオキシ− 4−メトキシフェニル)−5−メチル−2−オキサゾリジノン、 (R)−(−)−5−(3−エトキシ−4−メトキシフェニル)−5−メチル− 2−オキサゾリジノン、 (R)−(−)−5−(4−メトキシフェニル−3−プロポキシ)−5−メチル −2−オキサゾリジノン、 (R)−(−)−5−(3−シクロブチルオキシ−4−メトキシフェニル)−5 −メチル−2−オキサゾリジノン、 (R)−(−)−5−(3−イソブテニルオキシ−4−メトキシフェニル)−5 −メチル−2−オキサゾリジノン、 (R)−(−)−5−(3−イソブチルオキシ−4− メトキシフェニル)−5−メチル−2−オキサゾリジノン。 3.請求項1又は2に記載の化合物1種を含有する医薬品。 4.腫瘍壊死因子の活性化により介在される病気の治療用医薬品の製造のため の請求項1又は2に記載の化合物の使用。 5.多発性硬化症の治療用医薬品の製造のための請求項1又は2に記載の化合 物の使用。 6.そのラセミ体を光学的活性の助剤を用いてジアステレオマー混合物に変じ 、引き続き光学的活性の助剤を分離除去することを特徴とする、請求項1に記載 の化合物の製法。 7.そのラセミ体をキラールなカラムのクロマトグラフィにかけることを特徴 とする、請求項1に記載の化合物の製法。 8.(R)−(−)−5−(3−ヒドロキシ−4−メトキシフェニル)−5− メチル−2−オキサゾリジノンをエーテル化し、引き続き所望に応じてアルケニ ルを表すRを還元することを特徴とする、請求項1に記載の化合物の製法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19540475.0 | 1995-10-20 | ||
DE19540475A DE19540475A1 (de) | 1995-10-20 | 1995-10-20 | Chirale Methylphenyloxazolidinone |
PCT/DE1996/000259 WO1997015561A1 (de) | 1995-10-20 | 1996-02-09 | Chirale methylphenyloxazolidinone |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH11513693A true JPH11513693A (ja) | 1999-11-24 |
Family
ID=7776217
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9516174A Ceased JPH11513693A (ja) | 1995-10-20 | 1996-02-09 | キラールなメチルフェニルオキサゾリジノン |
Country Status (24)
Country | Link |
---|---|
US (1) | US6025376A (ja) |
EP (1) | EP0859766B1 (ja) |
JP (1) | JPH11513693A (ja) |
KR (1) | KR100417359B1 (ja) |
CN (1) | CN1077103C (ja) |
AT (1) | ATE201203T1 (ja) |
AU (1) | AU715344B2 (ja) |
CZ (1) | CZ292167B6 (ja) |
DE (2) | DE19540475A1 (ja) |
DK (1) | DK0859766T3 (ja) |
ES (1) | ES2158284T3 (ja) |
FI (1) | FI980862L (ja) |
GR (1) | GR3036305T3 (ja) |
HU (1) | HUP9802630A3 (ja) |
IL (1) | IL117091A (ja) |
NO (1) | NO310772B1 (ja) |
NZ (1) | NZ301645A (ja) |
PL (1) | PL185526B1 (ja) |
PT (1) | PT859766E (ja) |
RU (1) | RU2156243C2 (ja) |
SK (1) | SK282653B6 (ja) |
TR (1) | TR199800679T2 (ja) |
WO (1) | WO1997015561A1 (ja) |
ZA (1) | ZA961074B (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004098592A1 (ja) * | 2003-05-06 | 2004-11-18 | Senju Pharmaceutical Co. Ltd. | オキサゾリジノン誘導体含有組成物 |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1007038A2 (en) * | 1997-08-21 | 2000-06-14 | Takeda Chemical Industries, Ltd. | Anti-inflammatory agent |
DE19928312A1 (de) * | 1999-06-16 | 2000-12-21 | Schering Ag | Arzneimittelzubereitung mit verzögerter Wirkstoffabgabe |
US6808902B1 (en) | 1999-11-12 | 2004-10-26 | Amgen Inc. | Process for correction of a disulfide misfold in IL-1Ra Fc fusion molecules |
EP1216700A1 (de) * | 2000-12-21 | 2002-06-26 | Schering Aktiengesellschaft | Transdermalsysteme (TDS) enthaltend (R)-(-)-Methylphenyloxazolidinon-Derivate, Inhibitoren der Phosphodiesterase IV |
GB0111872D0 (en) * | 2001-05-15 | 2001-07-04 | Northwick Park Inst For Medica | Therapeutic agents and methods |
WO2003002187A2 (en) * | 2001-06-26 | 2003-01-09 | Photomed Technologies, Inc. | Multiple wavelength illuminator |
DE122010000047I1 (de) | 2001-06-26 | 2011-05-05 | Amgen Fremont Inc | Antikörper gegen opgl |
AU2003208525B9 (en) * | 2002-02-04 | 2009-08-27 | Alfama-Investigacao e Desenvolvimento de Produtos Farmaceuticos Lda | Amend the invention title to read Method for treating a mammal by administration of a compound having the ability to release CO, compounds having the ability to release CO and pharmaceutical compositions thereof |
US20080026984A1 (en) * | 2002-02-04 | 2008-01-31 | Alfama - Investigacao E Desenvolvimento De Productos Farmaceuticos Lda | Methods for treating inflammatory disease by administering aldehydes and derivatives thereof |
US6962940B2 (en) | 2002-03-20 | 2005-11-08 | Celgene Corporation | (+)-2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]-4-acetylaminoisoindoline-1,3-dione: methods of using and compositions thereof |
ES2211344B1 (es) | 2002-12-26 | 2005-10-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
AU2003299971A1 (en) * | 2002-12-30 | 2004-07-29 | Amgen Inc. | Combination therapy with co-stimulatory factors |
AU2004226353A1 (en) | 2003-04-01 | 2004-10-14 | Laboratoires Serono Sa | Inhibitors of phosphodiesterases in infertility |
ES2251866B1 (es) | 2004-06-18 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
ES2251867B1 (es) * | 2004-06-21 | 2007-06-16 | Laboratorios Almirall S.A. | Nuevos derivados de piridazin-3(2h)-ona. |
EP1768662A2 (en) | 2004-06-24 | 2007-04-04 | Novartis Vaccines and Diagnostics, Inc. | Small molecule immunopotentiators and assays for their detection |
WO2007073226A1 (en) * | 2005-12-20 | 2007-06-28 | Alfama - Investigação E Desenvolvimento De Produtos Farmacêuticos Lda | Method for treating a mammal by administration of a compound having the ability to release co |
GB0601394D0 (en) | 2006-01-24 | 2006-03-01 | Hemocorm Ltd | Therapeutic delivery of carbon monoxide |
ES2320954B1 (es) * | 2007-03-02 | 2010-03-16 | Laboratorio Almirall S.A. | Nuevo procedimiento de preparacion de 3-metil-4-fenilisoxazolo (3,4-d)iridazin-7(6h)-ona. |
WO2012145520A2 (en) | 2011-04-19 | 2012-10-26 | Alfama, Inc. | Carbon monoxide releasing molecules and uses thereof |
JP6134710B2 (ja) | 2011-07-21 | 2017-05-24 | アルファーマ インコーポレイテッドAlfama,Inc. | 一酸化ルテニウム放出分子およびその使用 |
US11141410B2 (en) | 2015-12-16 | 2021-10-12 | Merck Sharp & Dohme Corp | Oxazolidinones as taro inhibitors |
US10736905B1 (en) | 2016-09-09 | 2020-08-11 | Shahin Fatholahi | Nefopam dosage forms and methods of treatment |
US10736874B1 (en) | 2017-09-08 | 2020-08-11 | Shahin Fatholahi | Methods for treating pain associated with sickle cell disease |
US11446311B2 (en) | 2017-09-08 | 2022-09-20 | Shahin Fatholahi | Methods for treating pain associated with sickle cell disease |
US20210145838A1 (en) * | 2018-04-05 | 2021-05-20 | Universiteit Hasselt | Selective pde4d inhibitors against demyelinating diseases |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2413935A1 (de) * | 1974-03-20 | 1975-10-16 | Schering Ag | 4-(polyalkoxy-phenyl)-2-pyrrolidone |
DE2541855A1 (de) * | 1975-09-18 | 1977-03-31 | Schering Ag | 4-(polyalkoxy-phenyl)-2-pyrrolidone ii |
FR2358155A1 (fr) * | 1976-07-15 | 1978-02-10 | Lapinet Eugene | Composition pour le traitement et la prevention de l'irritation et de l'inflammation de la peau, de l'oeil et des muqueuses |
DE2655369A1 (de) * | 1976-12-03 | 1978-06-08 | Schering Ag | 5-(subst. phenyl)-oxazolidinone und deren schwefelanaloga sowie verfahren zu deren herstellung |
DE3438839A1 (de) * | 1984-10-19 | 1986-04-24 | Schering AG, 1000 Berlin und 4709 Bergkamen | Pharmazeutische praeparate |
US5783591A (en) * | 1984-10-19 | 1998-07-21 | Schering Aktiengesellschaft | Administration of oxazolidinone and pyrolidinone compounds for the treatment of inflammation |
DE3639225A1 (de) * | 1986-11-14 | 1988-05-19 | Schering Ag | Verwendung von 5-(subst. phenyl)-oxazolidinonderiaten als psychopharmaka |
WO1991000092A1 (en) * | 1989-06-13 | 1991-01-10 | Smithkline Beecham Corporation | Inhibition of interleukin-1 and tumor necrosis factor production by monocytes and/or macrophages |
DK0542795T5 (da) * | 1990-08-03 | 1998-09-07 | Smithkline Beecham Corp | TNF-inhibitorer |
PT100441A (pt) * | 1991-05-02 | 1993-09-30 | Smithkline Beecham Corp | Pirrolidinonas, seu processo de preparacao, composicoes farmaceuticas que as contem e uso |
US5227369A (en) * | 1991-07-11 | 1993-07-13 | The Regents Of The University Of California | Compositions and methods for inhibiting leukocyte adhesion to cns myelin |
CA2117547A1 (en) * | 1992-02-24 | 1993-09-02 | Michiko Watanabe | Ice nucleus-forming bacterium, process for cultivation of the same, ice nucleus-forming substance containing the same, and uses of said substance |
GB9204808D0 (en) * | 1992-03-04 | 1992-04-15 | Rhone Poulenc Rorer Ltd | Novel compositions of matter |
US5264437A (en) * | 1992-03-20 | 1993-11-23 | Syntex (U.S.A.) Inc. | Optionally substituted pyrido[2,3-d]pyridine-2,4(1H,3H)-diones and pyrido[2,]pyrimidine-2(1H,3H)-ones |
US5672622A (en) * | 1994-04-21 | 1997-09-30 | Berlex Laboratories, Inc. | Treatment of multiple sclerosis |
-
1995
- 1995-10-20 DE DE19540475A patent/DE19540475A1/de not_active Withdrawn
-
1996
- 1996-02-09 ZA ZA9601074A patent/ZA961074B/xx unknown
- 1996-02-09 WO PCT/DE1996/000259 patent/WO1997015561A1/de active IP Right Grant
- 1996-02-09 IL IL11709196A patent/IL117091A/xx not_active IP Right Cessation
- 1996-02-09 RU RU98109898/04A patent/RU2156243C2/ru not_active IP Right Cessation
- 1996-02-09 CZ CZ19981201A patent/CZ292167B6/cs not_active IP Right Cessation
- 1996-02-09 SK SK495-98A patent/SK282653B6/sk unknown
- 1996-02-09 TR TR1998/00679T patent/TR199800679T2/xx unknown
- 1996-02-09 KR KR10-1998-0702843A patent/KR100417359B1/ko not_active Expired - Fee Related
- 1996-02-09 AU AU47123/96A patent/AU715344B2/en not_active Ceased
- 1996-02-09 JP JP9516174A patent/JPH11513693A/ja not_active Ceased
- 1996-02-09 HU HU9802630A patent/HUP9802630A3/hu unknown
- 1996-02-09 EP EP96902871A patent/EP0859766B1/de not_active Expired - Lifetime
- 1996-02-09 NZ NZ301645A patent/NZ301645A/xx unknown
- 1996-02-09 DE DE59606920T patent/DE59606920D1/de not_active Expired - Fee Related
- 1996-02-09 ES ES96902871T patent/ES2158284T3/es not_active Expired - Lifetime
- 1996-02-09 DK DK96902871T patent/DK0859766T3/da active
- 1996-02-09 PT PT96902871T patent/PT859766E/pt unknown
- 1996-02-09 AT AT96902871T patent/ATE201203T1/de not_active IP Right Cessation
- 1996-02-09 CN CN96197740A patent/CN1077103C/zh not_active Expired - Fee Related
- 1996-02-09 FI FI980862A patent/FI980862L/fi unknown
- 1996-02-09 PL PL96326322A patent/PL185526B1/pl not_active IP Right Cessation
- 1996-08-02 US US08/691,651 patent/US6025376A/en not_active Expired - Fee Related
-
1998
- 1998-04-15 NO NO19981688A patent/NO310772B1/no unknown
-
2001
- 2001-07-31 GR GR20010401155T patent/GR3036305T3/el not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004098592A1 (ja) * | 2003-05-06 | 2004-11-18 | Senju Pharmaceutical Co. Ltd. | オキサゾリジノン誘導体含有組成物 |
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