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 (https=) | 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 (https=) |
| EP (1) | EP2217591A4 (https=) |
| JP (1) | JP2011502982A (https=) |
| KR (1) | KR20100096131A (https=) |
| CN (1) | CN101918391B (https=) |
| AR (1) | AR069206A1 (https=) |
| AU (1) | AU2008325288B2 (https=) |
| BR (1) | BRPI0819258A2 (https=) |
| CA (1) | CA2703996A1 (https=) |
| CL (1) | CL2008003301A1 (https=) |
| CO (1) | CO6270241A2 (https=) |
| CR (1) | CR11416A (https=) |
| DO (1) | DOP2010000134A (https=) |
| EA (1) | EA017297B1 (https=) |
| IL (1) | IL205209A0 (https=) |
| MX (1) | MX2010004673A (https=) |
| NI (1) | NI201000079A (https=) |
| PE (1) | PE20091565A1 (https=) |
| SV (1) | SV2010003559A (https=) |
| TW (1) | TW200924770A (https=) |
| UY (1) | UY31456A1 (https=) |
| WO (1) | WO2009061271A1 (https=) |
| ZA (1) | ZA201002853B (https=) |
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 |
| TW200808763A (en) | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds I |
| TW200808771A (en) | 2006-05-08 | 2008-02-16 | Astrazeneca Ab | Novel compounds II |
| WO2009061271A1 (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 |
| CA2773618A1 (en) | 2009-10-02 | 2011-04-07 | Astrazeneca Ab | 2-pyridone compounds used as inhibitors of neutrophil elastase |
| US20110224229A1 (en) | 2010-03-10 | 2011-09-15 | Astrazeneca Ab | Novel Crystalline Form |
| 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 |
| US20140057926A1 (en) | 2012-08-23 | 2014-02-27 | 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 |
| WO2016134459A1 (en) | 2015-02-23 | 2016-09-01 | 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 |
| CR20200176A (es) * | 2017-10-24 | 2020-07-24 | Bayer Pharma AG | Profármacos de derivados de triazol sustituido y sus usos |
| CN114650819A (zh) | 2019-09-17 | 2022-06-21 | 美莱奥生物制药第四有限公司 | 用于治疗移植物排斥、闭塞性细支气管炎综合征和移植物抗宿主病的阿维来司他 |
| WO2021209740A1 (en) | 2020-04-16 | 2021-10-21 | Mereo Biopharma 4 Limited | Methods involving neutrophil elastase inhibitor alvelestat for treating coronavirus infection |
| EP4419102A1 (en) | 2021-10-20 | 2024-08-28 | Mereo Biopharma 4 Limited | Neutrophil elastase inhibitors for use in the treatment of fibrosis |
| 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 |
| IL130181A0 (en) | 1996-12-05 | 2000-06-01 | Amgen Inc | Substituted pyrimidone 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 |
| IL152848A0 (en) | 2000-06-12 | 2003-06-24 | Eisai Co Ltd | 1,2-dihydropyridine derivatives, pharmaceutical compositions containing the same and methods for the production thereof |
| ES2330719T3 (es) | 2000-12-28 | 2009-12-15 | SHIONOGI & CO., LTD. | Derivados de 2-piridona con afinidad para el receptor cannabinoide de tipo 2. |
| BR0211900A (pt) | 2001-08-14 | 2004-08-24 | Toyama Chemical Co Ltd | Método para inibição do desenvolvimento de vìrus e/ou virucida, análogos de nucleotìdeo de pirazina e de nucleosìdeo de pirazina, precursor do inibidor da polimerase de rna, inibidor da polimerase de rna, método para tratar pacientes infectados por vìrus, e, usos de um análogo de nucleotìdeo de pirazina ou um sal deste e de um análogo de nucleosìdeo de pirazina ou um sal deste |
| 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. |
| PT1477186E (pt) | 2002-02-19 | 2010-02-11 | Shionogi & Co | Antipruriginosos |
| JP4619122B2 (ja) | 2002-08-27 | 2011-01-26 | バイエル・シェーリング・ファルマ・アクチェンゲゼルシャフト | Ｈｎｅインヒビターとしてのジヒドロピリジノン誘導体 |
| 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 |
| EP1598349B1 (en) | 2003-02-13 | 2011-07-27 | Msd K.K. | Novel 2-pyridinecarboxamide derivatives |
| SE0302324D0 (sv) | 2003-08-28 | 2003-08-28 | Astrazeneca Ab | Novel compounds |
| SE0302323D0 (sv) | 2003-08-28 | 2003-08-28 | Astrazeneca Ab | Novel compounds |
| SE0302486D0 (sv) | 2003-09-18 | 2003-09-18 | Astrazeneca Ab | Novel compounds |
| SE0302487D0 (sv) | 2003-09-18 | 2003-09-18 | Astrazeneca Ab | Novel compounds |
| JP5134248B2 (ja) | 2004-02-19 | 2013-01-30 | バイエル・ファルマ・アクチェンゲゼルシャフト | ジヒドロピリジノン誘導体 |
| CA2557271C (en) | 2004-02-26 | 2012-08-21 | 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 |
| US7173031B2 (en) | 2004-06-28 | 2007-02-06 | Bristol-Myers Squibb Company | Pyrrolotriazine kinase inhibitors |
| GB0420722D0 (en) | 2004-09-17 | 2004-10-20 | Addex Pharmaceuticals Sa | Novel allosteric modulators |
| TW200843761A (en) | 2004-10-28 | 2008-11-16 | 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 |
| BRPI0714409A2 (pt) | 2006-07-14 | 2013-03-12 | Novartis Ag | derivados de pirimidina como inibidores de alk-5 |
| US20110003858A1 (en) | 2006-09-04 | 2011-01-06 | Bergstroem Lena | 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 |
| WO2009061271A1 (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 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 KR KR1020107012294A patent/KR20100096131A/ko not_active Ceased
- 2008-11-05 JP JP2010531996A patent/JP2011502982A/ja not_active Ceased
- 2008-11-05 US US12/740,136 patent/US8466284B2/en not_active Expired - Fee Related
- 2008-11-05 CL CL2008003301A patent/CL2008003301A1/es unknown
- 2008-11-05 EP EP08847756A patent/EP2217591A4/en not_active Withdrawn
- 2008-11-05 BR BRPI0819258A patent/BRPI0819258A2/pt not_active IP Right Cessation
- 2008-11-05 MX MX2010004673A patent/MX2010004673A/es active IP Right Grant
- 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 AU AU2008325288A patent/AU2008325288B2/en not_active Ceased
- 2008-11-05 TW TW097142665A patent/TW200924770A/zh unknown
- 2008-11-05 CN CN2008801241402A patent/CN101918391B/zh not_active Expired - Fee Related
- 2008-11-05 CA CA2703996A patent/CA2703996A1/en not_active Abandoned
- 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 NI NI201000079A patent/NI201000079A/es unknown
- 2010-05-06 CR CR11416A patent/CR11416A/es not_active Application Discontinuation
- 2010-05-06 SV SV2010003559A patent/SV2010003559A/es not_active Application Discontinuation
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