JP2011502982A5 - - Google Patents
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- Publication number
- JP2011502982A5 JP2011502982A5 JP2010531996A JP2010531996A JP2011502982A5 JP 2011502982 A5 JP2011502982 A5 JP 2011502982A5 JP 2010531996 A JP2010531996 A JP 2010531996A JP 2010531996 A JP2010531996 A JP 2010531996A JP 2011502982 A5 JP2011502982 A5 JP 2011502982A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- dihydropyrazine
- oxo
- pyrazol
- cyanophenyl
- 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
- 150000001875 compounds Chemical class 0.000 claims 31
- 238000000634 powder X-ray diffraction Methods 0.000 claims 20
- 150000003839 salts Chemical class 0.000 claims 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 13
- 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims 11
- IKJNJNORSFGSID-UHFFFAOYSA-N 6-[2-(4-cyanophenyl)pyrazol-3-yl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide Chemical group CC1=C(C=2N(N=CC=2)C=2C=CC(=CC=2)C#N)N=C(C(N)=O)C(=O)N1C1=CC=CC(C(F)(F)F)=C1 IKJNJNORSFGSID-UHFFFAOYSA-N 0.000 claims 10
- 150000003857 carboxamides Chemical class 0.000 claims 10
- -1 5-Chloropyridin-2-yl Chemical group 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims 2
- 108010028275 Leukocyte Elastase Proteins 0.000 claims 2
- 102000016799 Leukocyte elastase Human genes 0.000 claims 2
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims 2
- 206010051379 Systemic Inflammatory Response Syndrome Diseases 0.000 claims 2
- 208000027418 Wounds and injury Diseases 0.000 claims 2
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims 2
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 230000009286 beneficial effect Effects 0.000 claims 2
- 206010006451 bronchitis Diseases 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- GJIYKCWSHGJDFQ-UHFFFAOYSA-N 4-(3-cyanophenyl)-6-[2-(4-cyanophenyl)pyrazol-3-yl]-n-cyclopropyl-5-methyl-3-oxopyrazine-2-carboxamide Chemical compound O=C1N(C=2C=C(C=CC=2)C#N)C(C)=C(C=2N(N=CC=2)C=2C=CC(=CC=2)C#N)N=C1C(=O)NC1CC1 GJIYKCWSHGJDFQ-UHFFFAOYSA-N 0.000 claims 1
- IBYVHNDLVWBVHS-UHFFFAOYSA-N 4-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]benzonitrile Chemical compound O1C(C)(C)C(C)(C)OB1C1=CC=NN1C1=CC=C(C#N)C=C1 IBYVHNDLVWBVHS-UHFFFAOYSA-N 0.000 claims 1
- CESXSDAPOCNYPG-UHFFFAOYSA-N 6-[2-(4-chlorophenyl)pyrazol-3-yl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide Chemical compound CC1=C(C=2N(N=CC=2)C=2C=CC(Cl)=CC=2)N=C(C(N)=O)C(=O)N1C1=CC=CC(C(F)(F)F)=C1 CESXSDAPOCNYPG-UHFFFAOYSA-N 0.000 claims 1
- GGAQBXZZZMLKSL-UHFFFAOYSA-N 6-[2-(4-cyanophenyl)-5-methylpyrazol-3-yl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide Chemical compound C=1C=C(C#N)C=CC=1N1N=C(C)C=C1C(=C1C)N=C(C(N)=O)C(=O)N1C1=CC=CC(C(F)(F)F)=C1 GGAQBXZZZMLKSL-UHFFFAOYSA-N 0.000 claims 1
- DZKSYFBPXVHKDO-UHFFFAOYSA-N 6-[2-(5-chloropyridin-2-yl)pyrazol-3-yl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide Chemical compound CC1=C(C=2N(N=CC=2)C=2N=CC(Cl)=CC=2)N=C(C(N)=O)C(=O)N1C1=CC=CC(C(F)(F)F)=C1 DZKSYFBPXVHKDO-UHFFFAOYSA-N 0.000 claims 1
- CMHWRRKHSAWOMT-UHFFFAOYSA-N 6-[3-(4-cyanophenyl)-5,5-dimethyl-4h-imidazol-2-yl]-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]pyrazine-2-carboxamide Chemical compound CC1=C(C=2N(CC(C)(C)N=2)C=2C=CC(=CC=2)C#N)N=C(C(N)=O)C(=O)N1C1=CC=CC(C(F)(F)F)=C1 CMHWRRKHSAWOMT-UHFFFAOYSA-N 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 206010006458 Bronchitis chronic Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 201000003883 Cystic fibrosis Diseases 0.000 claims 1
- 206010014561 Emphysema Diseases 0.000 claims 1
- 206010028980 Neoplasm Diseases 0.000 claims 1
- 208000008469 Peptic Ulcer Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010063837 Reperfusion injury Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 206010052428 Wound Diseases 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 201000009267 bronchiectasis Diseases 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- 208000007451 chronic bronchitis Diseases 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 230000006378 damage Effects 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 230000002496 gastric effect Effects 0.000 claims 1
- 208000027866 inflammatory disease Diseases 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 208000014674 injury Diseases 0.000 claims 1
- 230000000302 ischemic effect Effects 0.000 claims 1
- 239000000178 monomer Substances 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 208000002815 pulmonary hypertension Diseases 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 206010039083 rhinitis Diseases 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98571307P | 2007-11-06 | 2007-11-06 | |
| PCT/SE2008/051263 WO2009061271A1 (en) | 2007-11-06 | 2008-11-05 | Some 2-pyrazinone derivatives and their use as inhibitors of neutrophile elastase |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011502982A JP2011502982A (ja) | 2011-01-27 |
| JP2011502982A5 true JP2011502982A5 (enExample) | 2011-11-17 |
Family
ID=40626002
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010531996A Ceased JP2011502982A (ja) | 2007-11-06 | 2008-11-05 | 好中球エラスターゼの阻害剤としてのある種の２−ピラジノン誘導体およびその使用 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US8466284B2 (enExample) |
| EP (1) | EP2217591A4 (enExample) |
| JP (1) | JP2011502982A (enExample) |
| KR (1) | KR20100096131A (enExample) |
| CN (1) | CN101918391B (enExample) |
| AR (1) | AR069206A1 (enExample) |
| AU (1) | AU2008325288B2 (enExample) |
| BR (1) | BRPI0819258A2 (enExample) |
| CA (1) | CA2703996A1 (enExample) |
| CL (1) | CL2008003301A1 (enExample) |
| CO (1) | CO6270241A2 (enExample) |
| CR (1) | CR11416A (enExample) |
| DO (1) | DOP2010000134A (enExample) |
| EA (1) | EA017297B1 (enExample) |
| IL (1) | IL205209A0 (enExample) |
| MX (1) | MX2010004673A (enExample) |
| NI (1) | NI201000079A (enExample) |
| PE (1) | PE20091565A1 (enExample) |
| SV (1) | SV2010003559A (enExample) |
| TW (1) | TW200924770A (enExample) |
| UY (1) | UY31456A1 (enExample) |
| WO (1) | WO2009061271A1 (enExample) |
| ZA (1) | ZA201002853B (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE0302486D0 (sv) * | 2003-09-18 | 2003-09-18 | Astrazeneca Ab | Novel compounds |
| TW200808771A (en) * | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds II |
| TW200808763A (en) | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds I |
| CA2703996A1 (en) | 2007-11-06 | 2009-05-14 | Astrazeneca Ab | Some 2-pyrazinone derivatives and their use as inhibitors of neutrophile elastase |
| TW201036957A (en) * | 2009-02-20 | 2010-10-16 | Astrazeneca Ab | Novel salt 628 |
| RU2012116877A (ru) | 2009-10-02 | 2013-11-10 | Астразенека Аб | Соединения 2-пиридона, применяемые в качестве ингибиторов нейтрофильной эластазы |
| WO2011110852A1 (en) | 2010-03-10 | 2011-09-15 | Astrazeneca Ab | Polymorphic forms of 6- [2- (4 -cyanophenyl) - 2h - pyrazol - 3 - yl] - 5 -methyl - 3 - oxo - 4 - (trifluoromethyl - phenyl) 3,4-dihydropyrazine-2-carboxylic acid ethylamide |
| DE102010030187A1 (de) | 2010-06-16 | 2011-12-22 | Bayer Schering Pharma Aktiengesellschaft | 4-Cyan-2-sulfonylphenyl)pyrazolyl-substituierte Pyridinone und Pyrazinone und ihre Verwendung |
| TW201247631A (en) | 2011-04-28 | 2012-12-01 | Du Pont | Herbicidal pyrazinones |
| RU2638537C2 (ru) * | 2012-07-12 | 2017-12-14 | КЬЕЗИ ФАРМАЧЕУТИЧИ С.п.А. | Ингибирование ферментов |
| US9102624B2 (en) | 2012-08-23 | 2015-08-11 | Boehringer Ingelheim International Gmbh | Substituted 4-pyridones and their use as inhibitors of neutrophil elastase activity |
| US20140057920A1 (en) | 2012-08-23 | 2014-02-27 | Boehringer Ingelheim International Gmbh | Substituted 4-pyridones and their use as inhibitors of neutrophil elastase activity |
| US20140057926A1 (en) | 2012-08-23 | 2014-02-27 | Boehringer Ingelheim International Gmbh | Substituted 4-pyridones and their use as inhibitors of neutrophil elastase activity |
| EP3262029A4 (en) | 2015-02-23 | 2018-10-17 | The Royal Institution for the Advancement of Learning / McGill University | Method for the preparation of metal-organic compounds |
| CN104788355A (zh) * | 2015-04-02 | 2015-07-22 | 聊城大学 | 一种含氮杂环苯腈或邻苯二腈化合物的合成方法 |
| LT3700913T (lt) * | 2017-10-24 | 2022-01-25 | Bayer Aktiengesellschaft | Pakeistojo triazolo darinių provaistai ir jų naudojimas |
| WO2021053058A1 (en) | 2019-09-17 | 2021-03-25 | Mereo Biopharma 4 Limited | Alvelestat for use in the treatment of graft rejection, bronchiolitis obliterans syndrome and graft versus host disease |
| LT4106757T (lt) | 2020-04-16 | 2023-11-10 | Mereo Biopharma 4 Limited | Neutrofilų elastazės inhibitoriaus alvelestato panaudojimas kvėpavimo sistemos ligų, nulemtų alfa-1 antitripsino nepakankamumo, gydymui |
| JP2024540952A (ja) | 2021-10-20 | 2024-11-06 | メレオ バイオファーマ ４ リミテッド | 線維化の治療における使用のための好中球エラスターゼ阻害剤 |
| CN117398373A (zh) * | 2022-07-07 | 2024-01-16 | 上海汇伦医药股份有限公司 | 西维来司他的新用途 |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2358891A1 (fr) | 1976-07-22 | 1978-02-17 | Yamanouchi Pharma Co Ltd | Composes heterocycliques contenant un azote, utilise comme agents analgesiques et anti-inflammatoires |
| DE2706977A1 (de) | 1977-02-18 | 1978-08-24 | Hoechst Ag | Benzoesaeuren und deren derivate sowie verfahren zu ihrer herstellung |
| EP0008864A1 (en) | 1978-08-15 | 1980-03-19 | FISONS plc | Pyridopyrazine and quinoxaline derivatives, processes for their preparation, and pharmaceutical compositions containing them |
| JPH02152966A (ja) | 1988-12-05 | 1990-06-12 | Otsuka Pharmaceut Co Ltd | ４−ヒドロキシカルボスチリル誘導体 |
| US5521179A (en) | 1991-04-18 | 1996-05-28 | Zeneca Limited | Heterocyclic amides |
| US5441960A (en) | 1992-04-16 | 1995-08-15 | Zeneca Limited | 1-pyrimidinylacetamide human leukocyte elastate inhibitors |
| HUP0001140A3 (en) | 1996-12-05 | 2002-05-28 | Amgen Inc Thousand Oaks | Substituted pyrimidinone and pyridone compounds and methods of use |
| JPH1171351A (ja) | 1997-08-29 | 1999-03-16 | Ss Pharmaceut Co Ltd | 置換キノロン誘導体及びこれを含有する医薬 |
| PT1300396E (pt) | 2000-06-12 | 2009-04-20 | Eisai R&D Man Co Ltd | Compostos de 1,2-di-hidropiridina, processos para a sua preparação e sua utilização |
| KR100828982B1 (ko) | 2000-12-28 | 2008-05-14 | 시오노기세이야쿠가부시키가이샤 | 칸나비노이드 2형 수용체 친화 작용을 갖는 피리돈 유도체 |
| JP4370164B2 (ja) | 2001-08-14 | 2009-11-25 | 富山化学工業株式会社 | 新規なウイルス増殖阻害・殺ウイルス方法および新規なピラジンヌクレオチド・ピラジンヌクレオシド類似体 |
| GB0129260D0 (en) | 2001-12-06 | 2002-01-23 | Eisai London Res Lab Ltd | Pharmaceutical compositions and their uses |
| GB2383326A (en) | 2001-12-20 | 2003-06-25 | Bayer Ag | Antiinflammatory dihydropyridines |
| MXPA03000145A (es) | 2002-01-07 | 2003-07-15 | Pfizer | Compuestos de oxo u oxi-piridina como moduladores de receptores 5-ht4. |
| EP2130820A1 (en) | 2002-02-19 | 2009-12-09 | Shionogi & Co., Ltd. | Antipruritics |
| CA2496815C (en) | 2002-08-27 | 2011-04-26 | Bayer Healthcare Ag | Dihydropyridinone derivatives |
| GB2392910A (en) | 2002-09-10 | 2004-03-17 | Bayer Ag | 2-Oxopyrimidine derivatives and their use as human leukocyte elastase inhibitors |
| TW200500341A (en) | 2002-11-12 | 2005-01-01 | Astrazeneca Ab | Novel compounds |
| US7629362B2 (en) | 2003-02-13 | 2009-12-08 | Banyu Pharmaceutical Co., Ltd. | 2-pyridine carboxamide derivatives |
| SE0302323D0 (sv) | 2003-08-28 | 2003-08-28 | Astrazeneca Ab | Novel compounds |
| SE0302324D0 (sv) | 2003-08-28 | 2003-08-28 | Astrazeneca Ab | Novel compounds |
| SE0302487D0 (sv) | 2003-09-18 | 2003-09-18 | Astrazeneca Ab | Novel compounds |
| SE0302486D0 (sv) | 2003-09-18 | 2003-09-18 | Astrazeneca Ab | Novel compounds |
| ES2367699T3 (es) | 2004-02-19 | 2011-11-07 | Bayer Pharma Aktiengesellschaft | Derivados de dihidropiridinona. |
| WO2005082864A1 (en) | 2004-02-26 | 2005-09-09 | Bayer Healthcare Ag | 1,4-diaryl-dihydropyrimidin-2-ones and their use as human neutrophil elastase inhibitors |
| US7439246B2 (en) | 2004-06-28 | 2008-10-21 | Bristol-Myers Squibb Company | Fused heterocyclic kinase inhibitors |
| US20050288290A1 (en) | 2004-06-28 | 2005-12-29 | Borzilleri Robert M | Fused heterocyclic kinase inhibitors |
| GB0420722D0 (en) | 2004-09-17 | 2004-10-20 | Addex Pharmaceuticals Sa | Novel allosteric modulators |
| TWI360539B (en) | 2004-10-28 | 2012-03-21 | Shionogi & Co | 3-carbamoyl-2-pyridone derivatives |
| GB0502258D0 (en) | 2005-02-03 | 2005-03-09 | Argenta Discovery Ltd | Compounds and their use |
| TW200700392A (en) | 2005-03-16 | 2007-01-01 | Astrazeneca Ab | Novel compounds |
| JO2787B1 (en) | 2005-04-27 | 2014-03-15 | امجين إنك, | Alternative amide derivatives and methods of use |
| GB0512940D0 (en) | 2005-06-24 | 2005-08-03 | Argenta Discovery Ltd | Compounds and their use |
| GB0605469D0 (en) | 2006-03-17 | 2006-04-26 | Argenta Discovery Ltd | Multimers of heterocyclic compounds and their use |
| NZ572250A (en) | 2006-05-04 | 2011-10-28 | Pulmagen Therapeutics Inflammation Ltd | Tetrahydropyrrolopyrimidinediones and their use as human neutrophil elastase inhibitors |
| TW200808771A (en) * | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds II |
| TW200808763A (en) | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds I |
| EP2044056B1 (en) | 2006-07-14 | 2012-08-22 | Novartis AG | Pyrimidine derivatives as alk-5 inhibitors |
| EP2064184A1 (en) | 2006-09-04 | 2009-06-03 | AstraZeneca AB | Multimeric heterocyclic compounds useful as neutrophil elastase inhibitors |
| WO2008104752A1 (en) | 2007-02-26 | 2008-09-04 | Astrazeneca Ab | Dihydropyridones as elastase inhibitors |
| WO2009058076A1 (en) | 2007-11-02 | 2009-05-07 | Astrazeneca Ab | 2-pyrazinone derivatives and their use as inhibitors of neutrophile elastase |
| CA2703996A1 (en) | 2007-11-06 | 2009-05-14 | Astrazeneca Ab | Some 2-pyrazinone derivatives and their use as inhibitors of neutrophile elastase |
| TW201036957A (en) | 2009-02-20 | 2010-10-16 | Astrazeneca Ab | Novel salt 628 |
-
2008
- 2008-11-05 CA CA2703996A patent/CA2703996A1/en not_active Abandoned
- 2008-11-05 EP EP08847756A patent/EP2217591A4/en not_active Withdrawn
- 2008-11-05 AU AU2008325288A patent/AU2008325288B2/en not_active Ceased
- 2008-11-05 MX MX2010004673A patent/MX2010004673A/es active IP Right Grant
- 2008-11-05 TW TW097142665A patent/TW200924770A/zh unknown
- 2008-11-05 WO PCT/SE2008/051263 patent/WO2009061271A1/en not_active Ceased
- 2008-11-05 PE PE2008001893A patent/PE20091565A1/es not_active Application Discontinuation
- 2008-11-05 US US12/740,136 patent/US8466284B2/en not_active Expired - Fee Related
- 2008-11-05 KR KR1020107012294A patent/KR20100096131A/ko not_active Ceased
- 2008-11-05 BR BRPI0819258A patent/BRPI0819258A2/pt not_active IP Right Cessation
- 2008-11-05 CL CL2008003301A patent/CL2008003301A1/es unknown
- 2008-11-05 EA EA201000702A patent/EA017297B1/ru not_active IP Right Cessation
- 2008-11-05 AR ARP080104851A patent/AR069206A1/es unknown
- 2008-11-05 CN CN2008801241402A patent/CN101918391B/zh not_active Expired - Fee Related
- 2008-11-05 JP JP2010531996A patent/JP2011502982A/ja not_active Ceased
- 2008-11-06 UY UY31456A patent/UY31456A1/es not_active Application Discontinuation
-
2010
- 2010-04-19 IL IL205209A patent/IL205209A0/en unknown
- 2010-04-20 CO CO10046222A patent/CO6270241A2/es not_active Application Discontinuation
- 2010-04-22 ZA ZA2010/02853A patent/ZA201002853B/en unknown
- 2010-05-06 DO DO2010000134A patent/DOP2010000134A/es unknown
- 2010-05-06 CR CR11416A patent/CR11416A/es not_active Application Discontinuation
- 2010-05-06 NI NI201000079A patent/NI201000079A/es unknown
- 2010-05-06 SV SV2010003559A patent/SV2010003559A/es not_active Application Discontinuation
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