MX8403A - Procedimiento para la preparacion de (4-trifluro metil)-anilida de acido 5 metil-isoxasol-4-carboxilico. - Google Patents
Procedimiento para la preparacion de (4-trifluro metil)-anilida de acido 5 metil-isoxasol-4-carboxilico.Info
- Publication number
- MX8403A MX8403A MX8403A MX840384A MX8403A MX 8403 A MX8403 A MX 8403A MX 8403 A MX8403 A MX 8403A MX 840384 A MX840384 A MX 840384A MX 8403 A MX8403 A MX 8403A
- Authority
- MX
- Mexico
- Prior art keywords
- methyl
- isoxasol
- procedure
- preparation
- anilide
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- GGDAWUSJZZHVBR-UHFFFAOYSA-N 3-oxo-n-[4-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=C(C(F)(F)F)C=C1 GGDAWUSJZZHVBR-UHFFFAOYSA-N 0.000 abstract 1
- ODGIMMLDVSWADK-UHFFFAOYSA-N 4-trifluoromethylaniline Chemical compound NC1=CC=C(C(F)(F)F)C=C1 ODGIMMLDVSWADK-UHFFFAOYSA-N 0.000 abstract 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N Acetoacetic acid Natural products CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 abstract 1
- RLAHWVDQYNDAGG-UHFFFAOYSA-N Methanetriol Chemical compound OC(O)O RLAHWVDQYNDAGG-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- 150000008065 acid anhydrides Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- WOWBFOBYOAGEEA-UHFFFAOYSA-N diafenthiuron Chemical compound CC(C)C1=C(NC(=S)NC(C)(C)C)C(C(C)C)=CC(OC=2C=CC=CC=2)=C1 WOWBFOBYOAGEEA-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002443 hydroxylamines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members 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
- C07D261/18—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen
-
- 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
- A61P37/08—Antiallergic agents
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Pain & Pain Management (AREA)
- Neurology (AREA)
- Neurosurgery (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)
- Lubricants (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
Abstract
la presente se relaciona con un procedimiemto para la preparacion de (4-trifluorometil) - anilida de ácido 5-metil-isoxasol-4-carboxilico que cunsiste en hacer reaccinar la 4-trifluorometilanilina con diceteno o un derivado reactivo de ácido acepto-acético; calentar la 4-trifluoro- metilanilida de ácido eceto-acético asi obtenida, con un éter de ácido ortofórmico de la formula hc(or)3, en donde R representa un alquilo de 1 a 4 atomos de carbono y con un anhídrido ácido; y hacer reaccionar la 4- trifluorometilanilida de ácido 2-alcoximetilenacetoacético asi obtenida con hidroxilaminas.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782854439 DE2854439A1 (de) | 1978-12-16 | 1978-12-16 | Ein isoxazolderivat, verfahren zu seiner herstellung, diese verbindung enthaltende mittel und verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX8403A true MX8403A (es) | 1994-03-31 |
Family
ID=6057414
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX798546U MX6174E (es) | 1978-12-16 | 1979-12-13 | Procedimiento para la preparacion de(4-trifluorometil)-anilida de acido 5-metil-isoxazol-4-carboxilico |
| MX8403A MX8403A (es) | 1978-12-16 | 1984-03-12 | Procedimiento para la preparacion de (4-trifluro metil)-anilida de acido 5 metil-isoxasol-4-carboxilico. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX798546U MX6174E (es) | 1978-12-16 | 1979-12-13 | Procedimiento para la preparacion de(4-trifluorometil)-anilida de acido 5-metil-isoxazol-4-carboxilico |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US4284786A (es) |
| EP (1) | EP0013376B1 (es) |
| JP (1) | JPS5583767A (es) |
| AR (2) | AR222680A1 (es) |
| AT (1) | ATE1067T1 (es) |
| AU (1) | AU529341B2 (es) |
| BG (1) | BG60764B2 (es) |
| CA (1) | CA1129867A (es) |
| DE (2) | DE2854439A1 (es) |
| DK (1) | DK149886C (es) |
| EG (1) | EG13926A (es) |
| ES (2) | ES486758A1 (es) |
| FI (1) | FI64154C (es) |
| GR (1) | GR72731B (es) |
| HU (1) | HU178015B (es) |
| IE (1) | IE49126B1 (es) |
| IL (1) | IL58951A (es) |
| LU (1) | LU90466I2 (es) |
| MX (2) | MX6174E (es) |
| NL (1) | NL990037I1 (es) |
| NO (1) | NO148925C (es) |
| NZ (1) | NZ192400A (es) |
| PH (1) | PH16627A (es) |
| PT (1) | PT70596A (es) |
| ZA (1) | ZA796793B (es) |
Families Citing this family (61)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3247454A1 (de) * | 1982-12-22 | 1984-06-28 | Laboratorios Bago S.A., Buenos Aires | Substituierte 3-phenyl-5-methyl-isoxazol-4-carboxy-anilide, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel |
| FR2538806B1 (fr) * | 1982-12-30 | 1986-02-21 | Bago Sa Labor | Composes phenyl-3 methyl isoxazole-5 carboxy-4 anilides substitues, actifs therapeutiquement contre l'inflammation et la douleur |
| DE3534440A1 (de) * | 1985-09-27 | 1987-04-02 | Hoechst Ag | Arzneimittel gegen chronische graft-versus-host-krankheiten sowie gegen autoimmunerkrankungen, insbesondere systemischen lupus erythematodes |
| US5268382A (en) * | 1985-09-27 | 1993-12-07 | Hoechst Aktiengesellschaft | Medicaments to combat autoimmune diseases, in particular systemic lupus erythematosus |
| US4935434A (en) * | 1988-01-26 | 1990-06-19 | Bristol-Myers Company | Antiarthritic isoxazole-4-carboxamides |
| FR2662692B1 (fr) * | 1990-05-30 | 1995-04-28 | Novapharme | Derives heterocycliques doues d'activite anticonvulsivante, procede de preparation et composition pharmaceutique. |
| US5258397A (en) * | 1988-11-30 | 1993-11-02 | Novapharme | 3-Isoxazoyl derivatives endowed with anticonvulsant activity, procedure for their preparation and their pharmaceutical compositions |
| DD297328A5 (de) * | 1989-08-18 | 1992-01-09 | �������@���������k���Kk�� | 5-methyl-isoxalol-4-carbonsaeureanilide und 2 hydroxyethyliden-cyanoessigsaeureanilide zur behandlung von augenerkrankungen |
| US5583150A (en) * | 1989-08-18 | 1996-12-10 | Alcon Laboratories, Inc. | 5-methyl-isoxazole-4-carboxylic acid anilides and 2-hydroxyethylidene-cyano acetic anilides for the treatment of ocular diseases |
| US5001124A (en) * | 1990-02-02 | 1991-03-19 | Syntex (U.S.A.) Inc. | 4-isoxazolecarboxamide derivatives |
| US5108999A (en) * | 1990-02-02 | 1992-04-28 | Syntex (U.S.A.) Inc. | 4-isoxazolecarboxamide derivatives |
| DE59010701D1 (de) * | 1990-05-18 | 1997-05-22 | Hoechst Ag | Isoxazol-4-carbonsäureamide und hydroxyalkyliden-cyanessigsäureamide, diese verbindungen enthaltende arzneimittel und deren verwendung |
| US6133301A (en) * | 1991-08-22 | 2000-10-17 | Aventis Pharma Deutschland Gmbh | Pharmaceuticals for the treatment of rejection reactions in organ transplantations |
| DE4127737A1 (de) * | 1991-08-22 | 1993-02-25 | Hoechst Ag | Arzneimittel zur behandlung von abstossungsreaktionen bei organverpflanzungen |
| EP0607777B1 (de) * | 1993-01-08 | 1998-12-09 | Hoechst Aktiengesellschaft | Verwendung von Leflunomid zur Hemmung von Interleukin 8 |
| ES2124799T3 (es) * | 1993-01-08 | 1999-02-16 | Hoechst Ag | Empleo de leflunomida para la inhibicion de interleuquina 1 alfa. |
| DK0607775T3 (da) * | 1993-01-08 | 1999-08-16 | Hoechst Ag | Anvendelse af leflunomid til inhibering af interleukin 1 beta |
| EP0607776B1 (de) * | 1993-01-08 | 1998-12-09 | Hoechst Aktiengesellschaft | Verwendung von Leflunomid zur Hemmung von Tumornekrosefaktor alpha |
| TW314467B (es) * | 1993-03-31 | 1997-09-01 | Hoechst Ag | |
| DE4323636A1 (de) * | 1993-07-15 | 1995-01-19 | Hoechst Ag | Arzneistoffzubereitungen aus umhüllten, schwerstwasserlöslichen Arzneistoffen für Inhalationsarzneiformen und Verfahren zu ihrer Herstellung |
| LT3589B (en) | 1993-11-30 | 1995-12-27 | Hoechst Ag | Using of known combination for treatment of rejection reaction by transplantation of organs |
| US5700823A (en) * | 1994-01-07 | 1997-12-23 | Sugen, Inc. | Treatment of platelet derived growth factor related disorders such as cancers |
| US6335356B1 (en) | 1994-01-07 | 2002-01-01 | Sugen, Inc. | Method of treating a patient by parenteral administration of a lipophilic compound |
| US5610173A (en) * | 1994-01-07 | 1997-03-11 | Sugen, Inc. | Formulations for lipophilic compounds |
| US5519042A (en) * | 1994-01-13 | 1996-05-21 | Hoechst Aktiengesellschaft | Method of treating hyperproliferative vascular disease |
| US5624946A (en) * | 1994-07-05 | 1997-04-29 | Williams; James | Use of leflunomide to control and reverse chronic allograft rejection |
| KR100365064B1 (ko) * | 1994-10-17 | 2003-04-11 | 훽스트파마슈티칼스앤드케미칼스가부시키가이샤 | I형알레르기성질환의예방및치료제 |
| US5721277A (en) * | 1995-04-21 | 1998-02-24 | Sugen, Inc. | Compounds and methods for inhibiting hyper-proliferative cell growth |
| US6331555B1 (en) | 1995-06-01 | 2001-12-18 | University Of California | Treatment of platelet derived growth factor related disorders such as cancers |
| DE19539638A1 (de) * | 1995-10-25 | 1997-04-30 | Hoechst Ag | Die Verwendung von Isoxazol- und Crotonsäureamidderivaten zur Behandlung von Krebserkrankungen |
| DE19702988A1 (de) * | 1997-01-28 | 1998-07-30 | Hoechst Ag | Isoxazol- und Crotonsäureamidderivate und deren Verwendung als Arzneimittel und Diagnostika |
| US6316479B1 (en) | 1997-05-19 | 2001-11-13 | Sugen, Inc. | Isoxazole-4-carboxamide compounds active against protein tryosine kinase related disorders |
| PT903345E (pt) * | 1997-08-08 | 2001-01-31 | Aventis Pharma Gmbh | Forma cristalina de n-(4-trifluorometilfenil)-5-metil-isoxazolo-4-carboxamida |
| US7691890B2 (en) | 1998-03-11 | 2010-04-06 | James W. Williams | Anti-viral uses of leflunomide products |
| US20050255071A1 (en) * | 1998-12-10 | 2005-11-17 | Aventis Pharma Deutschland Gmbh | Preparation having improved therapeutic breadth comprising nucleotide synthesis inhibitors |
| DE19908527C2 (de) * | 1999-02-26 | 2001-08-30 | Aventis Pharma Gmbh | Verfahren zur Kristallisation von N-(4-Trifluormethylphenyl)-5-methyl-isoxazol-4-carboxamid |
| US6566395B1 (en) | 1999-05-25 | 2003-05-20 | Biomedicines, Inc. | Methods of treating proliferative disorders |
| DE19960443C2 (de) * | 1999-12-15 | 2002-05-08 | Aventis Pharma Gmbh | Verfahren zur Auffindung von Nukleotidsyntheseinhibitoren mit weniger Nebenwirkungen |
| CZ20022000A3 (cs) * | 1999-12-16 | 2003-02-12 | Teva Pharmaceuticals Industries Ltd. | Způsoby přípravy a nová krystalická forma leflunomidu |
| EP1473035A1 (en) * | 2000-02-15 | 2004-11-03 | Teva Pharmaceutical Industries Ltd. | Leflunomide of high purity |
| HUP0301865A3 (en) * | 2000-02-15 | 2005-12-28 | Teva Pharma | A method for synthesizing leflunomide |
| AU2001284891A1 (en) * | 2000-08-14 | 2002-02-25 | Teva Pharmaceutical Industries Ltd. | Micronized leflunomide |
| ES2305287T3 (es) | 2001-04-05 | 2008-11-01 | Aventis Pharmaceuticals Inc. | Uso de (4'-trifluorometifenil)-amida del acido (z)-ciano-3-hidroxi-but-2-enoico para tratar la esclerosis multiple. |
| GB0123571D0 (en) | 2001-04-05 | 2001-11-21 | Aventis Pharm Prod Inc | Use of (Z)-2-cyano-3-hydroxy-but-2-enoic acid-(4'-trifluoromethylphenyl)-amide for treating multiple sclerosis |
| US20030139606A1 (en) * | 2001-11-09 | 2003-07-24 | Ray Anup Kumar | Process for preparing 5-methylisoxazole-4-carboxylic- (4'-trifluoromethyl)-anilide |
| US20050158371A1 (en) * | 2002-02-12 | 2005-07-21 | Sumitomo Pharmaceuticals Co., Ltd. | Novel external agent |
| CA2571710A1 (en) | 2004-06-24 | 2006-11-02 | Nicholas Valiante | Small molecule immunopotentiators and assays for their detection |
| US20060024376A1 (en) * | 2004-07-30 | 2006-02-02 | The University Of Chicago | Methods and compositions for reducing toxicity associated with leflunomide treatment |
| EP1920772A4 (en) * | 2005-08-31 | 2010-11-17 | Kowa Co | PROPHYLACTIC AND / OR THERAPEUTIC METHOD FOR COMBATING RHEUMATOID ARTHRITIS |
| WO2008093246A2 (en) | 2007-02-02 | 2008-08-07 | Vegenics Limited | Vegf receptor antagonist for treating organ transplant alloimmunity and arteriosclerosis |
| CN101817797B (zh) * | 2009-02-26 | 2013-04-10 | 江苏亚邦爱普森药业有限公司 | 高纯度3-甲基-n-[4-(三氟甲基)苯基]-4-异噁唑甲酰胺的合成方法 |
| US9205577B2 (en) * | 2010-02-05 | 2015-12-08 | Allergan, Inc. | Porogen compositions, methods of making and uses |
| US9138309B2 (en) | 2010-02-05 | 2015-09-22 | Allergan, Inc. | Porous materials, methods of making and uses |
| US11202853B2 (en) * | 2010-05-11 | 2021-12-21 | Allergan, Inc. | Porogen compositions, methods of making and uses |
| JOP20190207A1 (ar) | 2017-03-14 | 2019-09-10 | Actelion Pharmaceuticals Ltd | تركيبة صيدلانية تشتمل على بونيسيمود |
| US10889548B2 (en) | 2018-03-26 | 2021-01-12 | Clear Creek Bio, Inc. | Compositions and methods for inhibiting dihydroorotate dehydrogenase |
| US20230123588A1 (en) | 2020-03-06 | 2023-04-20 | Actelion Pharmaceuticals Ltd | Methods of slowing brain volume loss |
| US20210315880A1 (en) | 2020-03-20 | 2021-10-14 | Clear Creek Bio, Inc. | Methods of treating viral infections using inhibitors of nucleotide synthesis pathways |
| WO2023062511A1 (en) * | 2021-10-11 | 2023-04-20 | Actelion Pharmaceuticals Ltd | Methods of treating multiple sclerosis |
| US12357616B2 (en) | 2021-10-11 | 2025-07-15 | Vanda Pharmaceuticals Inc. | Methods of treating multiple sclerosis |
| WO2023152290A1 (en) | 2022-02-11 | 2023-08-17 | Actelion Pharmaceuticals Ltd | Methods of slowing an increase in brain ventricular volume |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4087534A (en) * | 1974-05-22 | 1978-05-02 | David Ovadia | N-haloalkylmio urazole pesticides |
| ES448386A1 (es) * | 1975-06-05 | 1978-04-16 | Hoechst Ag | Procedimiento para la preparacion de anilidas de acido 5-me-til-isoxazol-4-carboxilico. |
| DE2524959C2 (de) * | 1975-06-05 | 1983-02-10 | Hoechst Ag, 6000 Frankfurt | 5-Methyl-isoxazol-4-carbonsäureanilide, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Mittel |
| DE2654797A1 (de) * | 1976-12-03 | 1978-06-08 | Hoechst Ag | Verfahren zur herstellung von isoxazolderivaten |
-
1978
- 1978-12-16 DE DE19782854439 patent/DE2854439A1/de not_active Withdrawn
-
1979
- 1979-12-11 ES ES486758A patent/ES486758A1/es not_active Expired
- 1979-12-11 ES ES486750A patent/ES486750A1/es not_active Expired
- 1979-12-12 EG EG748/79A patent/EG13926A/xx active
- 1979-12-13 AT AT79105142T patent/ATE1067T1/de active
- 1979-12-13 DE DE7979105142T patent/DE2962929D1/de not_active Expired
- 1979-12-13 EP EP79105142A patent/EP0013376B1/de not_active Expired
- 1979-12-13 FI FI793899A patent/FI64154C/fi not_active IP Right Cessation
- 1979-12-13 US US06/103,551 patent/US4284786A/en not_active Expired - Lifetime
- 1979-12-13 MX MX798546U patent/MX6174E/es unknown
- 1979-12-14 CA CA342,109A patent/CA1129867A/en not_active Expired
- 1979-12-14 PT PT70596A patent/PT70596A/pt active IP Right Revival
- 1979-12-14 ZA ZA00796793A patent/ZA796793B/xx unknown
- 1979-12-14 DK DK534279A patent/DK149886C/da active
- 1979-12-14 AU AU53853/79A patent/AU529341B2/en not_active Expired
- 1979-12-14 JP JP16170079A patent/JPS5583767A/ja active Granted
- 1979-12-14 AR AR279310A patent/AR222680A1/es active
- 1979-12-14 IE IE2426/79A patent/IE49126B1/en active Protection Beyond IP Right Term
- 1979-12-14 IL IL58951A patent/IL58951A/xx unknown
- 1979-12-14 HU HU79HO2201A patent/HU178015B/hu unknown
- 1979-12-14 NO NO794094A patent/NO148925C/no unknown
- 1979-12-14 PH PH23418A patent/PH16627A/en unknown
- 1979-12-14 NZ NZ192400A patent/NZ192400A/xx unknown
- 1979-12-14 GR GR60761A patent/GR72731B/el unknown
-
1981
- 1981-03-03 US US06/239,986 patent/US4351841A/en not_active Expired - Lifetime
- 1981-05-19 AR AR285378A patent/AR226894A1/es active
-
1984
- 1984-03-12 MX MX8403A patent/MX8403A/es unknown
-
1994
- 1994-02-23 BG BG098534A patent/BG60764B2/bg unknown
-
1999
- 1999-10-27 LU LU90466C patent/LU90466I2/fr unknown
- 1999-10-29 NL NL990037C patent/NL990037I1/nl unknown
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