ZA200208169B - Halogentated 2-amino-5,6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors. - Google Patents
Halogentated 2-amino-5,6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors. Download PDFInfo
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- ZA200208169B ZA200208169B ZA200208169A ZA200208169A ZA200208169B ZA 200208169 B ZA200208169 B ZA 200208169B ZA 200208169 A ZA200208169 A ZA 200208169A ZA 200208169 A ZA200208169 A ZA 200208169A ZA 200208169 B ZA200208169 B ZA 200208169B
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- South Africa
- Prior art keywords
- halo
- group
- amino
- alkyl
- compound
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- 239000000236 nitric oxide synthase inhibitor Substances 0.000 title description 3
- CSYSULGPHGCBQD-UHFFFAOYSA-N s-ethylisothiouronium diethylphosphate Chemical compound CCSC(N)=N.CCOP(O)(=O)OCC CSYSULGPHGCBQD-UHFFFAOYSA-N 0.000 title description 3
- FLYIRERUSAMCDQ-UHFFFAOYSA-N 2-azaniumyl-2-(2-methylphenyl)acetate Chemical class CC1=CC=CC=C1C(N)C(O)=O FLYIRERUSAMCDQ-UHFFFAOYSA-N 0.000 title description 2
- -1 heteroaralkoxy Chemical group 0.000 claims description 162
- 125000005843 halogen group Chemical group 0.000 claims description 140
- 229910052739 hydrogen Inorganic materials 0.000 claims description 101
- 125000000217 alkyl group Chemical group 0.000 claims description 82
- 150000001875 compounds Chemical class 0.000 claims description 72
- 150000003839 salts Chemical class 0.000 claims description 53
- 125000000623 heterocyclic group Chemical group 0.000 claims description 52
- 229910052799 carbon Inorganic materials 0.000 claims description 29
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 28
- 125000003545 alkoxy group Chemical group 0.000 claims description 27
- 125000000304 alkynyl group Chemical group 0.000 claims description 27
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 26
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 25
- 238000011282 treatment Methods 0.000 claims description 21
- 229910052731 fluorine Inorganic materials 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- 125000005466 alkylenyl group Chemical group 0.000 claims description 14
- 229910052757 nitrogen Inorganic materials 0.000 claims description 14
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
- 125000005354 acylalkyl group Chemical group 0.000 claims description 13
- 125000004442 acylamino group Chemical group 0.000 claims description 13
- 125000004423 acyloxy group Chemical group 0.000 claims description 13
- 125000003282 alkyl amino group Chemical group 0.000 claims description 13
- 125000005422 alkyl sulfonamido group Chemical group 0.000 claims description 13
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 13
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 13
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 125000005530 alkylenedioxy group Chemical group 0.000 claims description 13
- 125000003435 aroyl group Chemical group 0.000 claims description 13
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims description 13
- 125000001769 aryl amino group Chemical group 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 13
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims description 13
- 125000005421 aryl sulfonamido group Chemical group 0.000 claims description 13
- 125000005110 aryl thio group Chemical group 0.000 claims description 13
- 125000004104 aryloxy group Chemical group 0.000 claims description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 125000001589 carboacyl group Chemical group 0.000 claims description 13
- 125000004966 cyanoalkyl group Chemical group 0.000 claims description 13
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 13
- 125000004465 cycloalkenyloxy group Chemical group 0.000 claims description 13
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 13
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 13
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 claims description 13
- 125000001188 haloalkyl group Chemical group 0.000 claims description 13
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims description 13
- 125000005150 heteroarylsulfinyl group Chemical group 0.000 claims description 13
- 125000005842 heteroatom Chemical group 0.000 claims description 13
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 13
- 229910052760 oxygen Inorganic materials 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 13
- 125000004471 alkyl aminosulfonyl group Chemical group 0.000 claims description 12
- 125000005018 aryl alkenyl group Chemical group 0.000 claims description 12
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 12
- 125000004967 formylalkyl group Chemical group 0.000 claims description 12
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 12
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims description 12
- 125000005241 heteroarylamino group Chemical group 0.000 claims description 12
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 12
- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims description 12
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 11
- 125000004447 heteroarylalkenyl group Chemical group 0.000 claims description 11
- 125000005368 heteroarylthio group Chemical group 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 7
- 206010003246 arthritis Diseases 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 201000008482 osteoarthritis Diseases 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 30
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 20
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 13
- 239000011737 fluorine Substances 0.000 claims 13
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- 229920005989 resin Polymers 0.000 claims 13
- 230000002265 prevention Effects 0.000 claims 12
- 206010028980 Neoplasm Diseases 0.000 claims 11
- 125000000129 anionic group Chemical group 0.000 claims 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 10
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 claims 10
- 230000009826 neoplastic cell growth Effects 0.000 claims 10
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- 150000001768 cations Chemical class 0.000 claims 8
- 230000004054 inflammatory process Effects 0.000 claims 8
- 125000002091 cationic group Chemical group 0.000 claims 7
- 206010012335 Dependence Diseases 0.000 claims 6
- 210000002919 epithelial cell Anatomy 0.000 claims 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 5
- 229910019142 PO4 Inorganic materials 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 4
- 150000001450 anions Chemical class 0.000 claims 4
- 150000004682 monohydrates Chemical class 0.000 claims 4
- 239000010452 phosphate Substances 0.000 claims 4
- VQGCWTDMOOOHCH-HOOMWESVSA-N (e,2r)-2-amino-7-(1-aminoethylideneamino)-6-fluorohept-5-enoic acid Chemical compound CC(=N)NC\C(F)=C/CC[C@@H](N)C(O)=O VQGCWTDMOOOHCH-HOOMWESVSA-N 0.000 claims 3
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- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 3
- 150000007942 carboxylates Chemical class 0.000 claims 3
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- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 claims 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 3
- 238000001356 surgical procedure Methods 0.000 claims 3
- 229910052723 transition metal Inorganic materials 0.000 claims 3
- VQGCWTDMOOOHCH-DKCNVOGISA-N (e,2s)-2-amino-7-(1-aminoethylideneamino)-6-fluorohept-5-enoic acid Chemical compound CC(=N)NC\C(F)=C/CC[C@H](N)C(O)=O VQGCWTDMOOOHCH-DKCNVOGISA-N 0.000 claims 2
- VQGCWTDMOOOHCH-PFPYCLJUSA-N (z,2s)-2-amino-7-(1-aminoethylideneamino)-6-fluorohept-5-enoic acid Chemical compound CC(=N)NC\C(F)=C\CC[C@H](N)C(O)=O VQGCWTDMOOOHCH-PFPYCLJUSA-N 0.000 claims 2
- NLBSQHGCGGFVJW-UHFFFAOYSA-N 2-carboxyethylphosphonic acid Chemical compound OC(=O)CCP(O)(O)=O NLBSQHGCGGFVJW-UHFFFAOYSA-N 0.000 claims 2
- YURNCBVQZBJDAJ-UHFFFAOYSA-N 2-heptenoic acid Chemical compound CCCCC=CC(O)=O YURNCBVQZBJDAJ-UHFFFAOYSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 2
- 239000004925 Acrylic resin Substances 0.000 claims 2
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- RBNPOMFGQQGHHO-UWTATZPHSA-N D-glyceric acid Chemical compound OC[C@@H](O)C(O)=O RBNPOMFGQQGHHO-UWTATZPHSA-N 0.000 claims 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- 229910002651 NO3 Inorganic materials 0.000 claims 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 2
- 206010035664 Pneumonia Diseases 0.000 claims 2
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims 2
- 235000019797 dipotassium phosphate Nutrition 0.000 claims 2
- 229910000396 dipotassium phosphate Inorganic materials 0.000 claims 2
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- 235000019800 disodium phosphate Nutrition 0.000 claims 2
- KDZMEZRLDMNVMZ-UHFFFAOYSA-N hept-5-enamide Chemical compound CC=CCCCC(N)=O KDZMEZRLDMNVMZ-UHFFFAOYSA-N 0.000 claims 2
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- BJEPYKJPYRNKOW-UWTATZPHSA-N (R)-malic acid Chemical compound OC(=O)[C@H](O)CC(O)=O BJEPYKJPYRNKOW-UWTATZPHSA-N 0.000 claims 1
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- GVKATAYJPTXTPD-CZEYKFRCSA-N (e,2s)-2-amino-7-(1-aminoethylideneamino)-5,6-difluorohept-5-enoic acid Chemical compound CC(=N)NC\C(F)=C(/F)CC[C@H](N)C(O)=O GVKATAYJPTXTPD-CZEYKFRCSA-N 0.000 claims 1
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- C07C275/10—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by singly-bound oxygen atoms
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- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Immunology (AREA)
- Virology (AREA)
- Pulmonology (AREA)
- Dermatology (AREA)
- Pain & Pain Management (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19703200P | 2000-04-13 | 2000-04-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200208169B true ZA200208169B (en) | 2003-10-10 |
Family
ID=22727736
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200208169A ZA200208169B (en) | 2000-04-13 | 2002-10-10 | Halogentated 2-amino-5,6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors. |
Country Status (14)
| Country | Link |
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| US (1) | US6465686B2 (de) |
| EP (1) | EP1282413A4 (de) |
| JP (1) | JP2003530435A (de) |
| KR (1) | KR20030040202A (de) |
| CN (1) | CN1437468A (de) |
| AR (1) | AR032318A1 (de) |
| AU (1) | AU2001255391A1 (de) |
| BR (1) | BR0110143A (de) |
| CA (1) | CA2405597A1 (de) |
| EA (1) | EA200201054A1 (de) |
| MX (1) | MXPA02010068A (de) |
| NZ (1) | NZ521879A (de) |
| WO (1) | WO2001078719A1 (de) |
| ZA (1) | ZA200208169B (de) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US8022058B2 (en) | 2000-05-10 | 2011-09-20 | The Trustees Of Columbia University In The City Of New York | Agents for preventing and treating disorders involving modulation of the RyR receptors |
| US7879840B2 (en) | 2005-08-25 | 2011-02-01 | The Trustees Of Columbia University In The City Of New York | Agents for preventing and treating disorders involving modulation of the RyR receptors |
| US7393652B2 (en) | 2000-05-10 | 2008-07-01 | The Trustees Of Columbia University In The City Of New York | Methods for identifying a chemical compound that directly enhances binding of FKBP12.6 to PKA-phosphorylated type 2 ryanodine receptor (RyR2) |
| US7718644B2 (en) | 2004-01-22 | 2010-05-18 | The Trustees Of Columbia University In The City Of New York | Anti-arrhythmic and heart failure drugs that target the leak in the ryanodine receptor (RyR2) and uses thereof |
| US7012098B2 (en) * | 2001-03-23 | 2006-03-14 | Pharmacia Corporation | Inhibitors of inducible nitric oxide synthase for chemoprevention and treatment of cancers |
| EP1426060A4 (de) * | 2001-09-10 | 2004-12-01 | Ono Pharmaceutical Co | Mittel zur behandlung von allergischen erkrankungen |
| US20030109522A1 (en) * | 2001-09-24 | 2003-06-12 | Manning Pamela T. | Ophthalmologic treatment methods using selective iNOS inhibitors |
| US20030119826A1 (en) * | 2001-09-24 | 2003-06-26 | Pharmacia Corporation | Neuroprotective treatment methods using selective iNOS inhibitors |
| JP2005536467A (ja) * | 2002-05-16 | 2005-12-02 | ファルマシア・コーポレーション | 選択的ｉＮＯＳ阻害剤を用いる呼吸器の疾患および状態の治療方法 |
| MXPA04011335A (es) * | 2002-05-16 | 2005-07-01 | Pharmacia Corp | Metodos para el tratamiento de enfermedades y afecciones respiratorias con un inhibidor selectivo de inos y un inhibidor de pde y composiciones para esto. |
| EP1645558B1 (de) * | 2002-06-19 | 2008-06-11 | Biovitrum AB (publ) | Piperazinylpyrazine als Modulatoren des Serotonin 5-HT2C Rezeptors |
| BR0313204A (pt) * | 2002-08-02 | 2005-06-28 | Pharmacia Corp | Métodos para tratamento e prevenção de condições gastrointestinais |
| US7544678B2 (en) | 2002-11-05 | 2009-06-09 | The Trustees Of Columbia University In The City Of New York | Anti-arrythmic and heart failure drugs that target the leak in the ryanodine receptor (RyR2) |
| JP2007525165A (ja) | 2003-03-07 | 2007-09-06 | トラスティーズ・オブ・コロンビア・ユニバーシティ・イン・ザ・シティ・オブ・ニューヨーク | タイプ１ライアノジン受容体に基づく方法 |
| US20050203082A1 (en) * | 2003-08-13 | 2005-09-15 | Hsu Chung Y. | Combination therapy with inhibitors of inducible nitric oxide synthase and alkylating agents |
| US8710045B2 (en) | 2004-01-22 | 2014-04-29 | The Trustees Of Columbia University In The City Of New York | Agents for preventing and treating disorders involving modulation of the ryanodine receptors |
| WO2005110396A2 (en) | 2004-04-28 | 2005-11-24 | Uab Research Foundation | Nitrated lipids and methods of making and using thereof |
| US7704990B2 (en) | 2005-08-25 | 2010-04-27 | The Trustees Of Columbia University In The City Of New York | Agents for preventing and treating disorders involving modulation of the RyR receptors |
| DK2180787T3 (da) | 2007-08-01 | 2014-02-03 | Univ Pittsburgh | Nitrooliesyremodulering af type ii-diabetes |
| EP2280928B1 (de) | 2008-05-01 | 2018-07-25 | Complexa Inc. | Vinylsubstituierte fettsäuren |
| WO2009155439A2 (en) | 2008-06-19 | 2009-12-23 | University Of Utah Research Foundation | Use of nitrated lipids for treatment of side effects of toxic medical therapies |
| US20140024713A1 (en) | 2008-06-19 | 2014-01-23 | University Of Utah Research Foundation | Use of nitrated lipids for treatment of side effects of toxic medical therapies |
| EP2459189A4 (de) | 2009-07-31 | 2013-01-16 | Univ Pittsburgh | Fettsäuren als entzündungshemmende wirkstoffe |
| WO2011041639A2 (en) | 2009-10-02 | 2011-04-07 | Miller Raymond A | Heteroatom containing substituted fatty acids |
| EP2322514A1 (de) * | 2009-11-11 | 2011-05-18 | Bayer Schering Pharma Aktiengesellschaft | Homoglutaminsäure und Glutaminsäurederivate |
| WO2013028501A1 (en) | 2011-08-19 | 2013-02-28 | The University Of Utah Research Foundation | Combination therapy with nitrated lipids and inhibitors of the renin-angiotensin-aldosterone system |
| EP2687511A1 (de) * | 2012-07-17 | 2014-01-22 | Zedira GmbH | Pyridinonderivate als Gewebetransglutaminaseinhibitoren |
| CN112010861A (zh) | 2015-07-07 | 2020-12-01 | H.隆德贝克有限公司 | 用于治疗外周疾病的具有咪唑并三嗪酮骨架和咪唑并吡嗪酮骨架的pde9抑制剂 |
| CN113440506A (zh) | 2015-10-02 | 2021-09-28 | 康普莱克夏公司 | 使用治疗有效量的活化脂肪酸预防、治疗和逆转疾病 |
| CN109021061B (zh) * | 2018-09-29 | 2019-07-12 | 郭可点 | 雷公藤甲素靶向前药及其制备方法和应用 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU636713B2 (en) | 1990-02-26 | 1993-05-06 | Merrell Dow Pharmaceuticals Inc. | Inhibitors of nitric oxide biosynthesis |
| US5132453A (en) | 1991-03-22 | 1992-07-21 | Cornell Research Foundation, Inc. | N6 -(hydrazinoiminomethyl)lysine and method of inhibiting nitric oxide formation in body |
| JP2648897B2 (ja) | 1991-07-01 | 1997-09-03 | 塩野義製薬株式会社 | ピリミジン誘導体 |
| GB9127376D0 (en) * | 1991-12-24 | 1992-02-19 | Wellcome Found | Amidino derivatives |
| GB9203347D0 (en) | 1992-02-17 | 1992-04-01 | Wellcome Found | Hypolipidaemic compounds |
| EP0670720A1 (de) | 1992-11-27 | 1995-09-13 | The Wellcome Foundation Limited | Enzymhemmer |
| WO1994014780A1 (en) | 1992-12-18 | 1994-07-07 | The Wellcome Foundation Limited | Pyrimidine, pyridine, pteridinone and indazole derivatives as enzyme inhibitors |
| DK0724435T3 (da) | 1993-10-21 | 2002-11-25 | Searle & Co | Amidinoderivater, der er nyttige som nitrogenoxid-synthase-inhibitorer |
| AU688811B2 (en) | 1993-10-21 | 1998-03-19 | G.D. Searle & Co. | Amidino derivatives useful as nitric oxide synthase inhibitors |
| PT749418E (pt) * | 1994-03-10 | 2001-01-31 | Searle & Co | Derivados de l-n6-(1-iminoetil)lisina uteis como inibidores de oxido nitrico sintetase |
| DK0751930T3 (da) * | 1994-03-24 | 2000-04-17 | Searle & Co | Amidinoderivater anvendelige som nitrogenoxid-synthase-inhibitorer |
| US5994391A (en) | 1994-09-13 | 1999-11-30 | G.D. Searle And Company | Benzothiepines having activity as inhibitors of ileal bile acid transport and taurocholate uptake |
| US5684008A (en) * | 1994-11-09 | 1997-11-04 | G. D. Searle & Co. | Aminotetrazole derivatives useful as nitric oxide synthase inhibitors |
| CA2216882A1 (en) | 1995-04-20 | 1996-10-24 | G.D. Searle & Co. | Cyclic amidino agents useful as nitric oxide synthase inhibitors |
| CN1190390A (zh) | 1995-05-10 | 1998-08-12 | G.D.瑟尔公司 | 由环状脒衍生的氧化氮合成酶抑制剂 |
| GB9516709D0 (en) | 1995-08-15 | 1995-10-18 | Zeneca Ltd | Medicament |
| US5830917A (en) | 1995-09-11 | 1998-11-03 | G. D. Searle & Co. | L-N6 -(1-iminoethyl) lysine derivatives useful as nitric oxide synthase inhibitors |
| US5945408A (en) * | 1996-03-06 | 1999-08-31 | G.D. Searle & Co. | Hydroxyanidino derivatives useful as nitric oxide synthase inhibitors |
| US5981511A (en) * | 1996-03-06 | 1999-11-09 | G.D. Searle & Co. | Hydroxyamidino derivatives useful as nitric oxide synthase inhibitors |
| WO1999029865A2 (en) | 1997-12-12 | 1999-06-17 | The Rockefeller University | A protein belonging to the tnf superfamily, nucleic acids encoding same, and methods of use thereof |
| SK13012000A3 (sk) | 1998-03-11 | 2001-06-11 | G. D. Searle & Co. | Halogenované deriváty amidinoaminokyselín použiteľné ako inhibítory no-syntázy |
| MY131964A (en) * | 2000-09-15 | 2007-09-28 | Pharmacia Corp | 2-amino-2-alkyl-5 heptenoic and heptynoic acid derivatives useful as nitric oxide synthase inhibitors |
-
2001
- 2001-04-11 AR ARP010101735A patent/AR032318A1/es unknown
- 2001-04-13 CN CN01810938A patent/CN1437468A/zh active Pending
- 2001-04-13 EP EP01928544A patent/EP1282413A4/de not_active Withdrawn
- 2001-04-13 EA EA200201054A patent/EA200201054A1/ru unknown
- 2001-04-13 CA CA002405597A patent/CA2405597A1/en not_active Abandoned
- 2001-04-13 US US09/835,191 patent/US6465686B2/en not_active Expired - Fee Related
- 2001-04-13 JP JP2001576019A patent/JP2003530435A/ja not_active Withdrawn
- 2001-04-13 BR BR0110143-9A patent/BR0110143A/pt not_active IP Right Cessation
- 2001-04-13 WO PCT/US2001/012258 patent/WO2001078719A1/en not_active Application Discontinuation
- 2001-04-13 NZ NZ52187901A patent/NZ521879A/xx unknown
- 2001-04-13 MX MXPA02010068A patent/MXPA02010068A/es active IP Right Grant
- 2001-04-13 KR KR1020027013747A patent/KR20030040202A/ko not_active Application Discontinuation
- 2001-04-13 AU AU2001255391A patent/AU2001255391A1/en not_active Abandoned
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2002
- 2002-10-10 ZA ZA200208169A patent/ZA200208169B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001078719A1 (en) | 2001-10-25 |
| EA200201054A1 (ru) | 2003-06-26 |
| KR20030040202A (ko) | 2003-05-22 |
| NZ521879A (en) | 2004-12-24 |
| EP1282413A4 (de) | 2004-12-01 |
| JP2003530435A (ja) | 2003-10-14 |
| MXPA02010068A (es) | 2003-09-10 |
| CN1437468A (zh) | 2003-08-20 |
| US6465686B2 (en) | 2002-10-15 |
| BR0110143A (pt) | 2005-01-11 |
| CA2405597A1 (en) | 2001-10-25 |
| AR032318A1 (es) | 2003-11-05 |
| AU2001255391A1 (en) | 2001-10-30 |
| EP1282413A1 (de) | 2003-02-12 |
| US20020049202A1 (en) | 2002-04-25 |
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