JP2007514662A5 - - Google Patents
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- Publication number
- JP2007514662A5 JP2007514662A5 JP2006541552A JP2006541552A JP2007514662A5 JP 2007514662 A5 JP2007514662 A5 JP 2007514662A5 JP 2006541552 A JP2006541552 A JP 2006541552A JP 2006541552 A JP2006541552 A JP 2006541552A JP 2007514662 A5 JP2007514662 A5 JP 2007514662A5
- Authority
- JP
- Japan
- Prior art keywords
- ylene
- phen
- alkyl
- nhc
- group
- 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.)
- Granted
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- 125000000217 alkyl group Chemical group 0.000 claims 50
- 150000001875 compounds Chemical class 0.000 claims 50
- 229910052739 hydrogen Inorganic materials 0.000 claims 31
- 239000001257 hydrogen Substances 0.000 claims 31
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 28
- 125000005843 halogen group Chemical group 0.000 claims 15
- RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical group C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 claims 14
- 125000002947 alkylene group Chemical group 0.000 claims 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 13
- 125000001424 substituent group Chemical group 0.000 claims 13
- 125000003342 alkenyl group Chemical group 0.000 claims 9
- 125000000304 alkynyl group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 9
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 8
- 125000006239 protecting group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 8
- 125000000732 arylene group Chemical group 0.000 claims 7
- 125000005549 heteroarylene group Chemical group 0.000 claims 7
- 125000004450 alkenylene group Chemical group 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- -1 hydroxy, phenyl Chemical group 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 229910052717 sulfur Inorganic materials 0.000 claims 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 125000004419 alkynylene group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 108060003345 Adrenergic Receptor Proteins 0.000 claims 3
- 102000017910 Adrenergic receptor Human genes 0.000 claims 3
- 208000019693 Lung disease Diseases 0.000 claims 3
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 claims 3
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 239000003638 chemical reducing agent Substances 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 238000002560 therapeutic procedure Methods 0.000 claims 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 2
- 230000001270 agonistic effect Effects 0.000 claims 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 2
- ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 claims 2
- 230000007883 bronchodilation Effects 0.000 claims 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 125000003700 epoxy group Chemical group 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 125000005842 heteroatom Chemical group 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 230000005764 inhibitory process Effects 0.000 claims 2
- 239000001301 oxygen Chemical group 0.000 claims 2
- 239000011593 sulfur Chemical group 0.000 claims 2
- QMOVGVNKXUTCQU-UHFFFAOYSA-N (2-phenylphenyl)carbamic acid Chemical compound OC(=O)NC1=CC=CC=C1C1=CC=CC=C1 QMOVGVNKXUTCQU-UHFFFAOYSA-N 0.000 claims 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- 125000004539 5-benzimidazolyl group Chemical group N1=CNC2=C1C=CC(=C2)* 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims 1
- 239000002260 anti-inflammatory agent Substances 0.000 claims 1
- 229940124599 anti-inflammatory drug Drugs 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000003136 dopamine receptor stimulating agent Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 229940015043 glyoxal Drugs 0.000 claims 1
- 150000002440 hydroxy compounds Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000003637 steroidlike Effects 0.000 claims 1
- 238000010998 test method Methods 0.000 claims 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- 0 C*(C)C(*)(*1)C1(C)C1(C)CC(C)(*)N(*)C*(C)C*(C)C1 Chemical compound C*(C)C(*)(*1)C1(C)C1(C)CC(C)(*)N(*)C*(C)C*(C)C1 0.000 description 4
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52423403P | 2003-11-21 | 2003-11-21 | |
| US60/524,234 | 2003-11-21 | ||
| PCT/US2004/038975 WO2005051946A2 (en) | 2003-11-21 | 2004-11-19 | Compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011121065A Division JP2011190271A (ja) | 2003-11-21 | 2011-05-30 | β２アドレナリン作動性受容体作動薬活性およびムスカリン受容体拮抗薬活性を有する化合物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007514662A JP2007514662A (ja) | 2007-06-07 |
| JP2007514662A5 true JP2007514662A5 (https=) | 2007-12-06 |
| JP4851937B2 JP4851937B2 (ja) | 2012-01-11 |
Family
ID=34632881
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006541552A Expired - Fee Related JP4851937B2 (ja) | 2003-11-21 | 2004-11-19 | β２アドレナリン作動性受容体作動薬活性およびムスカリン受容体拮抗薬活性を有する化合物 |
| JP2011121065A Withdrawn JP2011190271A (ja) | 2003-11-21 | 2011-05-30 | β２アドレナリン作動性受容体作動薬活性およびムスカリン受容体拮抗薬活性を有する化合物 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011121065A Withdrawn JP2011190271A (ja) | 2003-11-21 | 2011-05-30 | β２アドレナリン作動性受容体作動薬活性およびムスカリン受容体拮抗薬活性を有する化合物 |
Country Status (9)
| Country | Link |
|---|---|
| US (4) | US7345060B2 (https=) |
| EP (1) | EP1685118B1 (https=) |
| JP (2) | JP4851937B2 (https=) |
| CN (1) | CN100569760C (https=) |
| AT (1) | ATE435855T1 (https=) |
| CA (1) | CA2543858C (https=) |
| DE (1) | DE602004021959D1 (https=) |
| ES (1) | ES2329586T3 (https=) |
| WO (1) | WO2005051946A2 (https=) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6693202B1 (en) * | 1999-02-16 | 2004-02-17 | Theravance, Inc. | Muscarinic receptor antagonists |
| PE20040950A1 (es) * | 2003-02-14 | 2005-01-01 | Theravance Inc | DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS |
| PE20050711A1 (es) * | 2003-07-17 | 2005-09-10 | Glaxo Group Ltd | Compuestos 8-azoniabiciclo[3.2.1] octanos como antagonistas de los receptores muscarinicos de la acetilcolina |
| TW200523261A (en) * | 2003-07-17 | 2005-07-16 | Glaxo Group Ltd | Muscarinic acetylcholine receptor antagonists |
| PE20050250A1 (es) * | 2003-07-17 | 2005-04-08 | Glaxo Group Ltd | Antagonistas de los receptores muscarinicos de la acetilcolina |
| WO2005037280A1 (en) * | 2003-10-14 | 2005-04-28 | Glaxo Group Limited | Muscarinic acetycholine receptor antagonists |
| AU2004281167A1 (en) * | 2003-10-17 | 2005-04-28 | Glaxo Group Limited | Muscarinic acetylcholine receptor antagonists field of the invention |
| PE20050489A1 (es) * | 2003-11-04 | 2005-09-02 | Glaxo Group Ltd | Antagonistas de receptores de acetilcolina muscarinicos |
| ES2329586T3 (es) * | 2003-11-21 | 2009-11-27 | Theravance, Inc. | Compuestos que tienen actividad agonista del receptor beta2 adrenergico y antagonista del receptor muscarino. |
| WO2005087236A1 (en) * | 2004-03-11 | 2005-09-22 | Glaxo Group Limited | Novel m3 muscarinic acetylcholine receptor antagonists |
| TW200538095A (en) * | 2004-03-11 | 2005-12-01 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
| JP2007528413A (ja) * | 2004-03-11 | 2007-10-11 | セラヴァンス， インコーポレーテッド | ムスカリンレセプターアンタゴニストとしての有用なビフェニル化合物 |
| WO2005087737A1 (en) * | 2004-03-11 | 2005-09-22 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| EP1723112A1 (en) * | 2004-03-11 | 2006-11-22 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| US7265133B2 (en) * | 2004-03-11 | 2007-09-04 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| EP1723110A1 (en) | 2004-03-11 | 2006-11-22 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| TWI341836B (en) * | 2004-03-11 | 2011-05-11 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
| UY28871A1 (es) | 2004-04-27 | 2005-11-30 | Glaxo Group Ltd | Antagonistas del receptor de acetilcolina muscarinico |
| EP1747219A4 (en) * | 2004-05-13 | 2010-05-26 | Glaxo Group Ltd | Antagonists of muscarinic acetylcholine receptor |
| WO2006023457A1 (en) * | 2004-08-16 | 2006-03-02 | Theravance, Inc. | COMPOUNDS HAVING β2 ADRENERGIC RECEPTOR AGONIST AND MUSCARINIC RECEPTOR ANTAGONIST ACTIVITY |
| WO2006023460A2 (en) * | 2004-08-16 | 2006-03-02 | Theravance, Inc. | COMPOUNDS HAVING β2 ADRENERGIC RECEPTOR AGONIST AND MUSCARINIC RECEPTOR ANTAGONIST ACTIVITY |
| JP2008537931A (ja) * | 2005-03-10 | 2008-10-02 | セラヴァンス， インコーポレーテッド | ムスカリン性レセプターアンタゴニストとして有用なビフェニル化合物 |
| US7659403B2 (en) * | 2005-03-10 | 2010-02-09 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| TW200714587A (en) * | 2005-03-10 | 2007-04-16 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
| JP2008538104A (ja) * | 2005-03-10 | 2008-10-09 | セラヴァンス， インコーポレーテッド | ムスカリン受容体アンタゴニストとして有用なビフェニル化合物 |
| WO2006099032A1 (en) * | 2005-03-10 | 2006-09-21 | Theravance, Inc. | Biphenyl compounds useful as muscarinic receptor antagonists |
| JP2008546695A (ja) * | 2005-06-13 | 2008-12-25 | セラヴァンス， インコーポレーテッド | ムスカリン受容体アンタゴニストとして有用なビフェニル化合物 |
| US8429052B2 (en) * | 2005-07-19 | 2013-04-23 | Lincoln National Life Insurance Company | Method and system for providing employer-sponsored retirement plan |
| EP1937267A4 (en) * | 2005-08-02 | 2009-08-26 | Glaxo Group Ltd | M3-MUSCARIN ACETYLCHOLIN RECEPTOR ANTAGONISTS |
| US20080234315A1 (en) * | 2005-08-02 | 2008-09-25 | Jakob Busch-Petersen | M3 Muscarinic Acetylcholine Receptor Antagonists |
| WO2007022351A2 (en) * | 2005-08-18 | 2007-02-22 | Glaxo Group Limited | Muscarinic acetylcholine receptor antagonists |
| GB0602778D0 (en) * | 2006-02-10 | 2006-03-22 | Glaxo Group Ltd | Novel compound |
| TW200811104A (en) * | 2006-04-25 | 2008-03-01 | Theravance Inc | Crystalline forms of a dimethylphenyl compound |
| TW200811105A (en) | 2006-04-25 | 2008-03-01 | Theravance Inc | Dialkylphenyl compounds having beta2 adrenergic receptor agonist and muscarinic receptor antagonist activity |
| TW201036957A (en) | 2009-02-20 | 2010-10-16 | Astrazeneca Ab | Novel salt 628 |
| JP5540075B2 (ja) * | 2009-04-14 | 2014-07-02 | グラクソ グループ リミテッド | ビフェニル−２−イルカルバミン酸エステルの調製方法 |
| PL3111927T3 (pl) | 2009-05-29 | 2020-06-29 | Pearl Therapeutics, Inc. | Kompozycje do wziewnego podawania środków aktywnych oraz związane z nimi sposoby i systemy |
| GB0913342D0 (en) * | 2009-07-31 | 2009-09-16 | Astrazeneca Ab | Compounds - 801 |
| WO2011061527A1 (en) | 2009-11-17 | 2011-05-26 | Astrazeneca Ab | Combinations comprising a glucocorticoid receptor modulator for the treatment of respiratory diseases |
| WO2011081937A1 (en) | 2009-12-15 | 2011-07-07 | Gilead Sciences, Inc. | Corticosteroid-beta-agonist-muscarinic antagonist compounds for use in therapy |
| KR101742253B1 (ko) | 2010-07-13 | 2017-05-31 | 세라밴스 바이오파마 알앤디 아이피, 엘엘씨 | 비페닐-2-일카르밤산의 제조방법 |
| WO2012032546A2 (en) * | 2010-09-08 | 2012-03-15 | Cadila Healthcare Limited | Process for the preparation of salmeterol and its intermediates |
| GB201016912D0 (en) | 2010-10-07 | 2010-11-24 | Astrazeneca Ab | Novel combination |
| CN105106200A (zh) * | 2011-05-17 | 2015-12-02 | 珍珠治疗公司 | 用于呼吸递送两种或多种活性剂的组合物、方法和系统 |
| ME02297B (me) | 2011-06-10 | 2016-02-20 | Chiesi Farm Spa | Jedinjenja koja imaju aktivnost antagonista muskarinskih receptora i agonist beta2 adrenergičnog receptora |
| BR112013030302B1 (pt) | 2011-06-10 | 2021-08-24 | Chiesi Farmaceutici S.P.A. | Composto, composição farmacêutica, uso de um composto, combinação de um composto e dispositivo |
| JO3192B1 (ar) | 2011-09-06 | 2018-03-08 | Novartis Ag | مركب بنزوثيازولون |
| AR093832A1 (es) | 2012-12-06 | 2015-06-24 | Chiesi Farm Spa | COMPUESTOS CON ACTIVIDAD ANTAGONISTA DE LOS RECEPTORES MUSCARINICOS Y ACTIVIDAD AGONISTA DEL RECEPTOR b2 ADRENERGICO |
| BR112015012730B1 (pt) | 2012-12-06 | 2022-07-05 | Chiesi Farmaceutici S.P.A. | Composto, composição farmaceutica, dispositivo, uso de um composto e combinação |
| TWI703138B (zh) | 2015-02-12 | 2020-09-01 | 義大利商吉斯藥品公司 | 具有蕈毒鹼受體拮抗劑及β２腎上腺素受體促效劑活性之化合物 |
| CN107074816B (zh) * | 2015-03-27 | 2020-07-17 | 四川海思科制药有限公司 | 一种杂环衍生物及其制备方法和在医药上的用途 |
| AR104828A1 (es) | 2015-06-01 | 2017-08-16 | Chiesi Farm Spa | COMPUESTOS CON ACTIVIDAD ANTAGONISTA DE LOS RECEPTORES MUSCARÍNICOS Y ACTIVIDAD AGONISTA DEL RECEPTOR b2 ADRENÉRGICO |
| WO2017093208A1 (en) | 2015-12-03 | 2017-06-08 | Chiesi Farmaceutici S.P.A. | Compounds having muscarinic receptor antagonist and beta2 adrenergic receptor agonist activity |
| WO2017114377A1 (zh) * | 2015-12-29 | 2017-07-06 | 四川海思科制药有限公司 | 一种苯基杂环衍生物及其在医药上的用途 |
| BR112018015018A2 (pt) * | 2016-01-22 | 2018-12-18 | Sichuan Haisco Pharmaceutical Co Ltd | derivado de amido azaciclo, método de preparação deste, e aplicação farmacêutica |
| EP3484879B1 (en) | 2016-07-13 | 2020-12-30 | Chiesi Farmaceutici S.p.A. | Hydroxyquinolinone compounds having muscarinic receptor antagonist and beta2 adrenergic receptor agonist activity |
| RU2722720C1 (ru) | 2016-12-14 | 2020-06-03 | Бейджинг Шоубай Фармасьютикэл Ко., Лтд. | Класс бифункциональных соединений со структурой соли четвертичного аммония |
| CN106632257B (zh) * | 2016-12-15 | 2019-02-12 | 上海市奉贤区中心医院 | Gsk961081及其中间体的合成方法 |
| WO2019015639A1 (zh) * | 2017-07-21 | 2019-01-24 | 四川海思科制药有限公司 | 一种氮杂环酰胺衍生物组合物及其制备 |
| WO2019015640A1 (zh) * | 2017-07-21 | 2019-01-24 | 四川海思科制药有限公司 | 一种氮杂环酰胺衍生物的盐、其晶型及其制备方法和用途 |
| CN111423434A (zh) * | 2019-01-09 | 2020-07-17 | 四川海思科制药有限公司 | 一种碳酰胺衍生物及其制备方法 |
| CN115093365B (zh) * | 2022-07-25 | 2023-07-25 | 沈阳药科大学 | 一种雷芬那辛的合成方法 |
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| SE9902938D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| SE9902937D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| SE9902935D0 (sv) | 1999-08-18 | 1999-08-18 | Astra Pharma Prod | Pharmaceutical compositions |
| UA73543C2 (uk) | 1999-12-07 | 2005-08-15 | Тераванс, Інк. | Похідні сечовини, фармацевтична композиція та застосування похідного при приготуванні лікарського засобу для лікування захворювання, яке опосередковується мускариновим рецептором |
| DE60021282T2 (de) | 1999-12-07 | 2006-05-18 | Theravance, Inc., South San Francisco | Carbamat-derivate als muscarin-rezeptor antonisten |
| US6506901B2 (en) | 2000-07-17 | 2003-01-14 | Wyeth | Substituted 2-(S)-hydroxy-3-(piperidin-4-yl-methylamino)-propyl ethers and substituted 2-aryl-2-(R)-hydroxy-1-(piperidin-4-yl-methyl)-ethylamine β-3 adrenergic receptor agonists |
| NZ526580A (en) | 2000-12-22 | 2005-04-29 | Almirall Prodesfarma Ag | Quinuclidine carbamate derivatives and their use as M3 antagonists |
| US20030018019A1 (en) | 2001-06-23 | 2003-01-23 | Boehringer Ingelheim Pharma Kg | Pharmaceutical compositions based on anticholinergics, corticosteroids and betamimetics |
| TW200410951A (en) | 2002-08-06 | 2004-07-01 | Glaxo Group Ltd | M3 muscarinic acetylcholine receptor antagonists |
| PE20050130A1 (es) | 2002-08-09 | 2005-03-29 | Novartis Ag | Compuestos organicos |
| PE20040950A1 (es) | 2003-02-14 | 2005-01-01 | Theravance Inc | DERIVADOS DE BIFENILO COMO AGONISTAS DE LOS RECEPTORES ADRENERGICOS ß2 Y COMO ANTAGONISTAS DE LOS RECEPTORES MUSCARINICOS |
| US7094790B2 (en) * | 2003-05-07 | 2006-08-22 | Abbott Laboratories | Fused bicyclic-substituted amines as histamine-3 receptor ligands |
| ES2329586T3 (es) * | 2003-11-21 | 2009-11-27 | Theravance, Inc. | Compuestos que tienen actividad agonista del receptor beta2 adrenergico y antagonista del receptor muscarino. |
-
2004
- 2004-11-19 ES ES04811663T patent/ES2329586T3/es not_active Expired - Lifetime
- 2004-11-19 DE DE602004021959T patent/DE602004021959D1/de not_active Expired - Lifetime
- 2004-11-19 AT AT04811663T patent/ATE435855T1/de not_active IP Right Cessation
- 2004-11-19 CA CA2543858A patent/CA2543858C/en not_active Expired - Fee Related
- 2004-11-19 WO PCT/US2004/038975 patent/WO2005051946A2/en not_active Ceased
- 2004-11-19 CN CNB2004800342018A patent/CN100569760C/zh not_active Expired - Fee Related
- 2004-11-19 JP JP2006541552A patent/JP4851937B2/ja not_active Expired - Fee Related
- 2004-11-19 US US10/992,927 patent/US7345060B2/en not_active Expired - Fee Related
- 2004-11-19 EP EP04811663A patent/EP1685118B1/en not_active Expired - Lifetime
-
2007
- 2007-12-11 US US12/001,362 patent/US7842704B2/en not_active Expired - Fee Related
- 2007-12-11 US US12/001,363 patent/US7838535B2/en not_active Expired - Fee Related
-
2010
- 2010-10-13 US US12/903,365 patent/US8247564B2/en not_active Expired - Fee Related
-
2011
- 2011-05-30 JP JP2011121065A patent/JP2011190271A/ja not_active Withdrawn
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