JP2002080453A5 - - Google Patents
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- Publication number
- JP2002080453A5 JP2002080453A5 JP2001209904A JP2001209904A JP2002080453A5 JP 2002080453 A5 JP2002080453 A5 JP 2002080453A5 JP 2001209904 A JP2001209904 A JP 2001209904A JP 2001209904 A JP2001209904 A JP 2001209904A JP 2002080453 A5 JP2002080453 A5 JP 2002080453A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- pharmaceutically acceptable
- acceptable salt
- group
- pyr
- 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.)
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- 150000003839 salts Chemical class 0.000 claims 26
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical group C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 18
- 150000001875 compounds Chemical class 0.000 claims 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 12
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 12
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- -1 tri-substituted phenyl Chemical group 0.000 claims 7
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 6
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 6
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 6
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 6
- 125000005843 halogen group Chemical group 0.000 claims 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 6
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 6
- 239000011976 maleic acid Substances 0.000 claims 6
- 229940098779 methanesulfonic acid Drugs 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 239000011975 tartaric acid Substances 0.000 claims 6
- 235000002906 tartaric acid Nutrition 0.000 claims 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 6
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 5
- 125000004429 atom Chemical group 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 4
- 239000003937 drug carrier Substances 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 3
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 claims 2
- 102100038280 Prostaglandin G/H synthase 2 Human genes 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- 231100000252 nontoxic Toxicity 0.000 claims 2
- 230000003000 nontoxic effect Effects 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 claims 1
- 108010037462 Cyclooxygenase 2 Proteins 0.000 claims 1
- 102100038277 Prostaglandin G/H synthase 1 Human genes 0.000 claims 1
- 108050003243 Prostaglandin G/H synthase 1 Proteins 0.000 claims 1
- 108050003267 Prostaglandin G/H synthase 2 Proteins 0.000 claims 1
- 102000004005 Prostaglandin-endoperoxide synthases Human genes 0.000 claims 1
- 108090000459 Prostaglandin-endoperoxide synthases Proteins 0.000 claims 1
- 239000002253 acid Chemical class 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004414 alkyl thio group Chemical group 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 claims 1
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims 1
Applications Claiming Priority (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2212896P | 1996-07-18 | 1996-07-18 | |
| GB9616126.0 | 1996-08-01 | ||
| GBGB9616126.0A GB9616126D0 (en) | 1996-08-01 | 1996-08-01 | Substituted pyridines as selective cyclooxygenase-2 inhibitors |
| US2713996P | 1996-10-01 | 1996-10-01 | |
| GB9621420.0 | 1996-10-15 | ||
| GBGB9621420.0A GB9621420D0 (en) | 1996-10-15 | 1996-10-15 | Substituted pyridines as selective cyclooxygenase-2 inhibitors |
| US4181497P | 1997-04-08 | 1997-04-08 | |
| GBGB9709291.0A GB9709291D0 (en) | 1997-05-07 | 1997-05-07 | Substituted pyridines as selective cyclooxygenase-2 inhibitors |
| GB60/027,139 | 1997-05-07 | ||
| GB9709291.0 | 1997-05-07 | ||
| GB60/022,128 | 1997-05-07 | ||
| GB60/041,814 | 1997-05-07 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50639798A Division JP3251945B2 (ja) | 1996-07-18 | 1997-07-08 | 選択的シクロオキシゲナーゼ−２阻害物質となる置換ピリジン |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002080453A JP2002080453A (ja) | 2002-03-19 |
| JP2002080453A5 true JP2002080453A5 (enExample) | 2005-03-03 |
| JP4246930B2 JP4246930B2 (ja) | 2009-04-02 |
Family
ID=27547268
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50639798A Expired - Lifetime JP3251945B2 (ja) | 1996-07-18 | 1997-07-08 | 選択的シクロオキシゲナーゼ−２阻害物質となる置換ピリジン |
| JP2001209904A Expired - Lifetime JP4246930B2 (ja) | 1996-07-18 | 2001-07-10 | 選択的シクロオキシゲナーゼ−２阻害物質となる置換ピリジン |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50639798A Expired - Lifetime JP3251945B2 (ja) | 1996-07-18 | 1997-07-08 | 選択的シクロオキシゲナーゼ−２阻害物質となる置換ピリジン |
Country Status (36)
Families Citing this family (98)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6512121B2 (en) | 1998-09-14 | 2003-01-28 | G.D. Searle & Co. | Heterocyclo substituted hydroxamic acid derivatives as cyclooxygenase-2 and 5-lipoxygenase inhibitors |
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| US6130334A (en) * | 1998-04-15 | 2000-10-10 | Merck & Co., Inc. | Process for making 2-aryl-3-aryl-5-halo pyridines useful as COX-2 inhibitors |
| US6127545A (en) * | 1997-04-18 | 2000-10-03 | Merck & Co., Inc. | Process for making 2-aryl-3-aryl-5-halo pyridines useful as COX-2 inhibitors |
| SI1042293T1 (sl) * | 1997-12-19 | 2008-08-31 | Amgen Inc | Substituirane piridinske in piridazinske spojine in njihova farmacevtska uporaba |
| US6174901B1 (en) * | 1998-12-18 | 2001-01-16 | Amgen Inc. | Substituted pyridine and pyridazine compounds and methods of use |
| JP2001526230A (ja) | 1997-12-19 | 2001-12-18 | スミスクライン・ビーチャム・コーポレイション | ヘテロアリール置換イミダゾール化合物、その医薬組成物および使用 |
| US6136804A (en) | 1998-03-13 | 2000-10-24 | Merck & Co., Inc. | Combination therapy for treating, preventing, or reducing the risks associated with acute coronary ischemic syndrome and related conditions |
| WO1999045913A1 (en) * | 1998-03-13 | 1999-09-16 | Merck & Co., Inc. | Combination therapy and composition for acute coronary ischemic syndrome and related conditions |
| BR9909844B1 (pt) * | 1998-04-24 | 2010-10-19 | processo de preparação de compostos inibidores de cox-2. | |
| US6858617B2 (en) | 1998-05-26 | 2005-02-22 | Smithkline Beecham Corporation | Substituted imidazole compounds |
| US6531488B1 (en) * | 1998-08-31 | 2003-03-11 | Merck & Co., Inc. | Method of treating neurodegenerative diseases |
| WO2000025791A1 (en) | 1998-11-04 | 2000-05-11 | Smithkline Beecham Corporation | Pyridin-4-yl or pyrimidin-4-yl substituted pyrazines |
| US6350744B1 (en) * | 1998-11-20 | 2002-02-26 | Merck & Co., Inc. | Compounds having cytokine inhibitory activity |
| US6833373B1 (en) | 1998-12-23 | 2004-12-21 | G.D. Searle & Co. | Method of using an integrin antagonist and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia |
| US6858598B1 (en) | 1998-12-23 | 2005-02-22 | G. D. Searle & Co. | Method of using a matrix metalloproteinase inhibitor and one or more antineoplastic agents as a combination therapy in the treatment of neoplasia |
| AU2408300A (en) | 1999-01-08 | 2000-07-24 | Smithkline Beecham Corporation | Novel compounds |
| CN1281589C (zh) * | 1999-01-14 | 2006-10-25 | 隆萨股份公司 | 1－(6－甲基吡啶－3－基)－2－(4－甲磺酰苯基)乙酮的制备方法 |
| MXPA01007169A (es) | 1999-01-14 | 2003-06-06 | Lonza Ag | 1-(6-metilpiridin-3-il)-2-(4-(metilsulfonil)fenil)etanona y metodo para su elaboracion. |
| US6566527B1 (en) | 1999-07-27 | 2003-05-20 | Merck & Co., Inc. | Process for preparing 1-(6-methylpyridin-3-yl)-2-[4-methylsulphonyl)-phenyl]ethanone |
| US6759410B1 (en) | 1999-11-23 | 2004-07-06 | Smithline Beecham Corporation | 3,4-dihydro-(1H)-quinazolin-2-ones and their use as CSBP/p38 kinase inhibitors |
| DE60020595T2 (de) | 1999-11-23 | 2006-03-16 | Smithkline Beecham Corp. | 3,4-dihydro-(1h)chinazolin-2-on-verbindungen als csbp/p38-kinase-inhibitoren |
| AU1782301A (en) | 1999-11-23 | 2001-06-04 | Smithkline Beecham Corporation | 3,4-dihydro-(1h)quinazolin-2-one compounds as csbp/p39 kinase inhibitors |
| GB9927844D0 (en) * | 1999-11-26 | 2000-01-26 | Glaxo Group Ltd | Chemical compounds |
| CA2391650C (en) | 1999-11-29 | 2011-01-25 | Merck & Co., Inc. | Polymorphic, amorphous and hydrated forms of 5-chloro-3-(4-methanesulfonylphenyl)-6'-methyl-[2,3']bipyridinyl |
| US6858631B1 (en) | 1999-11-29 | 2005-02-22 | Merck & Co., Inc. | Polymorphic, amorphous and hydrated forms of 5-chloro-3-(4-methanesulfonylphenyl)-6′-methyl-[2,3′]bipyridinyl |
| GB0003224D0 (en) | 2000-02-11 | 2000-04-05 | Glaxo Group Ltd | Chemical compounds |
| US7235551B2 (en) | 2000-03-02 | 2007-06-26 | Smithkline Beecham Corporation | 1,5-disubstituted-3,4-dihydro-1h-pyrimido[4,5-d]pyrimidin-2-one compounds and their use in treating csbp/p38 kinase mediated diseases |
| PH12001001175B1 (en) * | 2000-05-26 | 2006-08-10 | Merck Sharp & Dohme | 5-chloro-3-(4-methanesulfonylphenyl)-6'-methyl- (2,3')bipyridinyl in pure crystalline form and process for synthesis |
| US6521642B2 (en) | 2000-05-26 | 2003-02-18 | Merck & Co., Inc. | 5-chloro-3-(4-methanesulfonylphenyl)-6′-methyl-[2,3′]bipyridinyl in pure crystalline form and process for synthesis |
| EA011309B1 (ru) | 2000-06-13 | 2009-02-27 | Вайет | Составы для ослабления боли, содержащие целекоксиб |
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| GB0112810D0 (en) | 2001-05-25 | 2001-07-18 | Glaxo Group Ltd | Pyrimidine derivatives |
| DE10129320A1 (de) | 2001-06-19 | 2003-04-10 | Norbert Mueller | Verwendung von COX-2 Inhibitoren zur Behandlung von Schizophrenie, wahnhaften Störungen, affektiven Störungen oder Ticstörungen |
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| JP2005531520A (ja) | 2002-03-28 | 2005-10-20 | メルク エンド カムパニー インコーポレーテッド | 置換２，３−ジフェニルピリジン類 |
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| EP1531820A1 (en) | 2002-08-30 | 2005-05-25 | Memory Pharmaceuticals Corporation | Anabaseine derivatives useful in the treatment of neurodegenerative diseases |
| GB0221443D0 (en) | 2002-09-16 | 2002-10-23 | Glaxo Group Ltd | Pyridine derivates |
| DK1572173T3 (da) | 2002-12-13 | 2010-06-14 | Warner Lambert Co | Alpha-2-delta-ligand til behandling af symptomer i den nedre urinvej |
| ES2214130B1 (es) * | 2003-02-13 | 2005-12-01 | Almirall Prodesfarma, S.A. | 2-3'-bipiridinas. |
| ES2213485B1 (es) | 2003-02-13 | 2005-12-16 | Almirall Prodesfarma, S.A. | Derivados de la 2-fenilpiran-4-ona. |
| EP1534305B9 (en) | 2003-05-07 | 2007-03-07 | Osteologix A/S | Treating cartilage / bone conditions with water-soluble strontium salts |
| DE10322844A1 (de) * | 2003-05-19 | 2004-12-16 | Clariant Gmbh | Verfahren zur Herstellung von Pyridin-2-boronsäureestern |
| TW200640865A (en) | 2004-12-23 | 2006-12-01 | Glaxo Group Ltd | Compounds |
| JP2006306743A (ja) * | 2005-04-26 | 2006-11-09 | Hamamatsu Photonics Kk | 体液処理方法 |
| CA2763671A1 (en) | 2005-04-26 | 2006-11-02 | Pfizer Inc. | P-cadherin antibodies |
| MY164457A (en) | 2005-09-07 | 2017-12-15 | Amgen Fremont Inc | Human monoclonal antibodies to activin receptor-like kinase-1 |
| EP2125021B8 (en) | 2006-12-22 | 2012-02-15 | Recordati Ireland Limited | Combination therapy of lower urinary tract disorders with alpha 2delta ligands and nsaids |
| GB0704407D0 (en) | 2007-03-07 | 2007-04-18 | Glaxo Group Ltd | Compounds |
| US7943658B2 (en) | 2007-07-23 | 2011-05-17 | Bristol-Myers Squibb Company | Indole indane amide compounds useful as CB2 agonists and method |
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| EP2177215A1 (en) | 2008-10-17 | 2010-04-21 | Laboratorios Del. Dr. Esteve, S.A. | Co-crystals of tramadol and NSAIDs |
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| ES2562981T3 (es) | 2009-02-27 | 2016-03-09 | Cadila Healthcare Limited | Un procedimiento para la preparación de Etoricoxib |
| WO2011012622A1 (en) | 2009-07-30 | 2011-02-03 | Glaxo Group Limited | Benzoxazinone derivatives for the treatment of glytl mediated disorders |
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| GB201007791D0 (en) | 2010-05-10 | 2010-06-23 | Glaxo Group Ltd | Novel compounds |
| GB201007789D0 (en) | 2010-05-10 | 2010-06-23 | Glaxo Group Ltd | Novel Compound |
| WO2012004677A1 (en) * | 2010-07-05 | 2012-01-12 | Actavis Group Ptc Ehf | Solid state forms of etoricoxib salts |
| US9115132B2 (en) | 2010-07-09 | 2015-08-25 | Convergence Pharmaceuticals Limited | Tetrazole compounds as calcium channel blockers |
| JP6058556B2 (ja) | 2011-01-19 | 2017-01-11 | クオンベルゲンセ プハルマセウトイカルス リミテッド | ＣａＶ２．２カルシウムチャンネルブロッカーとしてのピペラジン誘導体 |
| EP2714676B1 (en) | 2011-05-27 | 2019-04-24 | Farma GRS, d.o.o. | A process for the preparation of polymorphic form i of etoricoxib |
| CN102952117B (zh) * | 2011-08-25 | 2014-11-26 | 青岛欧博方医药科技有限公司 | 咪唑衍生物的制备方法 |
| WO2013075732A1 (en) | 2011-11-21 | 2013-05-30 | Synthon Bv | Process for making crystalline form i of etoricoxib |
| TW201326154A (zh) | 2011-11-28 | 2013-07-01 | 拜耳知識產權公司 | 作為ｅｐ２受體拮抗劑之新穎２ｈ－吲唑 |
| EP2601952A1 (en) | 2011-12-07 | 2013-06-12 | Zentiva, k.s. | Novel pharmaceutically acceptable salts and cocrystals of 5-chloro-3-(4-methanesulfonylphenyl)-6'-methyl-[2,3']bipyridinyl and their therapeutic uses |
| GB201122113D0 (en) | 2011-12-22 | 2012-02-01 | Convergence Pharmaceuticals | Novel compounds |
| CN103204803A (zh) | 2012-01-13 | 2013-07-17 | 阿尔弗雷德·E·蒂芬巴赫尔有限责任两合公司 | 用于合成依托考昔的方法 |
| WO2015036550A1 (en) | 2013-09-13 | 2015-03-19 | Synthon B.V. | Process for making etoricoxib |
| CN104788362A (zh) * | 2014-01-21 | 2015-07-22 | 济南三元化工有限公司 | 一种依托考昔或其药学上可接受的盐的制备方法 |
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| GB201417499D0 (en) | 2014-10-03 | 2014-11-19 | Convergence Pharmaceuticals | Novel use |
| GB201417497D0 (en) | 2014-10-03 | 2014-11-19 | Convergence Pharmaceuticals | Novel use |
| EP3268085A4 (en) | 2015-03-13 | 2018-10-31 | The Board of Trustees of The Leland Stanford Junior University | Ltb4 inhibition to prevent and treat human lymphedema |
| CN106632003B (zh) * | 2015-12-31 | 2019-02-12 | 上海博志研新药物技术有限公司 | 一种依托考昔的制备方法 |
| WO2018049027A1 (en) | 2016-09-07 | 2018-03-15 | Trustees Of Tufts College | Combination therapies using immuno-dash inhibitors and pge2 antagonists |
| CN106632002A (zh) * | 2016-09-28 | 2017-05-10 | 贵州大学 | 一种依托考昔及其对照品5‑氯‑3‑(4‑(甲基磺酰基)苯基)‑2,3‑联吡啶的制备工艺 |
| CN107056781A (zh) * | 2017-05-18 | 2017-08-18 | 康化（上海）新药研发有限公司 | 一种(E)‑5‑甲基‑1H‑吡咯并[2,3‑b]吡啶‑3‑甲醛肟的合成方法 |
| CN107286085B (zh) * | 2017-05-25 | 2020-06-16 | 华东师范大学 | 一种吡啶类衍生物及其合成方法 |
| CN107556232A (zh) * | 2017-09-26 | 2018-01-09 | 江苏正大清江制药有限公司 | 一种依托考昔与盐酸形成盐的新晶型及制备方法 |
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| CN110041253B (zh) * | 2018-01-17 | 2022-03-29 | 上海翰森生物医药科技有限公司 | 吡啶类n-氧化衍生物及其制备方法和应用 |
| KR102257685B1 (ko) * | 2018-09-20 | 2021-05-31 | 성균관대학교산학협력단 | Cox-2 억제제를 유효성분으로 포함하는 소염진통 예방 또는 치료용 정제 조성물 |
| CN109432409A (zh) * | 2018-12-19 | 2019-03-08 | 上海康孕企业管理合伙企业（有限合伙） | 血红素在改善痛经的药物、食品及保健食品中的应用 |
| WO2022195579A1 (en) | 2021-03-15 | 2022-09-22 | Saul Yedgar | Hyaluronic acid-conjugated dipalmitoyl phosphatidyl ethanolamine in combination with non-steroidal anti-inflammatory drugs (nsaids) for treating or alleviating inflammatory diseases |
| CN115806521B (zh) * | 2021-09-15 | 2025-04-18 | 华东理工大学 | 一种单氟甲基依托昔布及其制备方法 |
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|---|---|---|---|---|
| US5593994A (en) * | 1994-09-29 | 1997-01-14 | The Dupont Merck Pharmaceutical Company | Prostaglandin synthase inhibitors |
| US5739166A (en) * | 1994-11-29 | 1998-04-14 | G.D. Searle & Co. | Substituted terphenyl compounds for the treatment of inflammation |
| US5686470A (en) | 1995-02-10 | 1997-11-11 | Weier; Richard M. | 2, 3-substituted pyridines for the treatment of inflammation |
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