JP2007505931A5 - - Google Patents
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- Publication number
- JP2007505931A5 JP2007505931A5 JP2006527127A JP2006527127A JP2007505931A5 JP 2007505931 A5 JP2007505931 A5 JP 2007505931A5 JP 2006527127 A JP2006527127 A JP 2006527127A JP 2006527127 A JP2006527127 A JP 2006527127A JP 2007505931 A5 JP2007505931 A5 JP 2007505931A5
- Authority
- JP
- Japan
- Prior art keywords
- phenylethylamino
- ethylamino
- phenyl
- hydroxyethyl
- hydroxy
- 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.)
- Withdrawn
Links
- 150000001875 compounds Chemical class 0.000 claims 22
- 229910052739 hydrogen Inorganic materials 0.000 claims 15
- 239000001257 hydrogen Substances 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 9
- 125000000623 heterocyclic group Chemical group 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 7
- 229910052757 nitrogen Inorganic materials 0.000 claims 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- 150000003839 salts Chemical class 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 125000006239 protecting group Chemical group 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- -1 —C (═O) R d Chemical group 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000005842 heteroatom Chemical group 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000006413 ring segment Chemical group 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 239000011593 sulfur Substances 0.000 claims 3
- FZGQIPUNGRHYMS-ZCYQVOJMSA-N 5-[(1r)-2-[2-[4-[[(2r)-2-amino-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-8-hydroxy-1h-quinolin-2-one Chemical compound C1([C@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)N)=CC=CC=C1 FZGQIPUNGRHYMS-ZCYQVOJMSA-N 0.000 claims 2
- NNCOWBSLBBTONJ-AHWVRZQESA-N 8-hydroxy-5-[(1r)-1-hydroxy-2-[2-[4-[[(2r)-2-(methylamino)-2-phenylethyl]amino]phenyl]ethylamino]ethyl]-1h-quinolin-2-one Chemical compound C1([C@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)NC)=CC=CC=C1 NNCOWBSLBBTONJ-AHWVRZQESA-N 0.000 claims 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- LTXGWWXFKJELNM-DHLKQENFSA-N n-[5-[(1r)-2-[2-[4-[[(2r)-2-amino-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-2-hydroxyphenyl]formamide Chemical compound C1([C@@H](O)CNCCC2=CC=C(C=C2)NC[C@H](N)C=2C=CC=CC=2)=CC=C(O)C(NC=O)=C1 LTXGWWXFKJELNM-DHLKQENFSA-N 0.000 claims 2
- LTXGWWXFKJELNM-RDGATRHJSA-N n-[5-[(1r)-2-[2-[4-[[(2s)-2-amino-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-2-hydroxyphenyl]formamide Chemical compound C1([C@@H](O)CNCCC2=CC=C(C=C2)NC[C@@H](N)C=2C=CC=CC=2)=CC=C(O)C(NC=O)=C1 LTXGWWXFKJELNM-RDGATRHJSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- LPBRKGPOWFWAGV-BDYUSTAISA-N 5-[(1r)-2-[2-[4-[[(2r)-2-(dimethylamino)-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-8-hydroxy-1h-quinolin-2-one Chemical compound C1([C@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)N(C)C)=CC=CC=C1 LPBRKGPOWFWAGV-BDYUSTAISA-N 0.000 claims 1
- LPBRKGPOWFWAGV-VPUSJEBWSA-N 5-[(1r)-2-[2-[4-[[(2s)-2-(dimethylamino)-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-8-hydroxy-1h-quinolin-2-one Chemical compound C1([C@@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)N(C)C)=CC=CC=C1 LPBRKGPOWFWAGV-VPUSJEBWSA-N 0.000 claims 1
- FZGQIPUNGRHYMS-NOZRDPDXSA-N 5-[(1r)-2-[2-[4-[[(2s)-2-amino-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-8-hydroxy-1h-quinolin-2-one Chemical compound C1([C@@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)N)=CC=CC=C1 FZGQIPUNGRHYMS-NOZRDPDXSA-N 0.000 claims 1
- NNCOWBSLBBTONJ-RSXGOPAZSA-N 8-hydroxy-5-[(1r)-1-hydroxy-2-[2-[4-[[(2s)-2-(methylamino)-2-phenylethyl]amino]phenyl]ethylamino]ethyl]-1h-quinolin-2-one Chemical compound C1([C@@H](CNC=2C=CC(CCNC[C@H](O)C=3C=4C=CC(=O)NC=4C(O)=CC=3)=CC=2)NC)=CC=CC=C1 NNCOWBSLBBTONJ-RSXGOPAZSA-N 0.000 claims 1
- RVLKADIKNQNGSQ-RSXGOPAZSA-N C1C=CC2=C(C=CC(=C2N1)O)[C@H](CNCCC3=CC=C(C=C3)NC[C@H](C4=CC=CC=C4)N)O Chemical compound C1C=CC2=C(C=CC(=C2N1)O)[C@H](CNCCC3=CC=C(C=C3)NC[C@H](C4=CC=CC=C4)N)O RVLKADIKNQNGSQ-RSXGOPAZSA-N 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000001078 anti-cholinergic effect Effects 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 239000003246 corticosteroid Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002757 morpholinyl group Chemical group 0.000 claims 1
- OAUNSJUYKRKHJR-AHWVRZQESA-N n-[2-hydroxy-5-[(1r)-1-hydroxy-2-[2-[4-[[(2r)-2-(methylamino)-2-phenylethyl]amino]phenyl]ethylamino]ethyl]phenyl]formamide Chemical compound C1([C@@H](O)CNCCC2=CC=C(C=C2)NC[C@H](NC)C=2C=CC=CC=2)=CC=C(O)C(NC=O)=C1 OAUNSJUYKRKHJR-AHWVRZQESA-N 0.000 claims 1
- YTZLVSJIYHINIK-BDYUSTAISA-N n-[5-[(1r)-2-[2-[4-[[(2r)-2-(dimethylamino)-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-2-hydroxyphenyl]formamide Chemical compound C1([C@@H](O)CNCCC2=CC=C(C=C2)NC[C@H](N(C)C)C=2C=CC=CC=2)=CC=C(O)C(NC=O)=C1 YTZLVSJIYHINIK-BDYUSTAISA-N 0.000 claims 1
- WZYYKVQZTIKMCV-YSCHMLPRSA-N n-[5-[(1r)-2-[2-[4-[[(2r)-2-amino-2-phenylethyl]amino]phenyl]ethylamino]-1-hydroxyethyl]-2-hydroxyphenyl]formamide;hydrochloride Chemical compound Cl.C1([C@@H](O)CNCCC2=CC=C(C=C2)NC[C@H](N)C=2C=CC=CC=2)=CC=C(O)C(NC=O)=C1 WZYYKVQZTIKMCV-YSCHMLPRSA-N 0.000 claims 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50568503P | 2003-09-22 | 2003-09-22 | |
| PCT/US2004/030833 WO2005030678A2 (en) | 2003-09-22 | 2004-09-21 | AMINO-SUBSTITUTED ETHYLAMINO β2 ADRENERGIC RECEPTOR AGONISTS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007505931A JP2007505931A (ja) | 2007-03-15 |
| JP2007505931A5 true JP2007505931A5 (enExample) | 2007-10-25 |
Family
ID=34393055
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006527127A Withdrawn JP2007505931A (ja) | 2003-09-22 | 2004-09-21 | アミノ置換エチルアミノβ２アドレナリン作動性レセプターアゴニスト |
Country Status (27)
| Country | Link |
|---|---|
| US (2) | US7399863B2 (enExample) |
| EP (1) | EP1687257B1 (enExample) |
| JP (1) | JP2007505931A (enExample) |
| KR (1) | KR20070015496A (enExample) |
| CN (1) | CN100465158C (enExample) |
| AR (1) | AR046085A1 (enExample) |
| AT (1) | ATE428685T1 (enExample) |
| AU (1) | AU2004276254A1 (enExample) |
| BR (1) | BRPI0414634A (enExample) |
| CA (1) | CA2538037A1 (enExample) |
| CO (1) | CO5680412A2 (enExample) |
| DE (1) | DE602004020655D1 (enExample) |
| DK (1) | DK1687257T3 (enExample) |
| ES (1) | ES2326172T3 (enExample) |
| IL (1) | IL174026A0 (enExample) |
| IS (1) | IS8346A (enExample) |
| MA (1) | MA28089A1 (enExample) |
| MX (1) | MXPA06003093A (enExample) |
| NO (1) | NO20061737L (enExample) |
| NZ (1) | NZ545764A (enExample) |
| PL (1) | PL1687257T3 (enExample) |
| PT (1) | PT1687257E (enExample) |
| RU (1) | RU2385317C2 (enExample) |
| SI (1) | SI1687257T1 (enExample) |
| TW (1) | TW200526547A (enExample) |
| WO (1) | WO2005030678A2 (enExample) |
| ZA (1) | ZA200602308B (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI249515B (en) * | 2001-11-13 | 2006-02-21 | Theravance Inc | Aryl aniline beta2 adrenergic receptor agonists |
| TW200526547A (en) * | 2003-09-22 | 2005-08-16 | Theravance Inc | Amino-substituted ethylamino β2 adrenergic receptor agonists |
| TW200531692A (en) * | 2004-01-12 | 2005-10-01 | Theravance Inc | Aryl aniline derivatives as β2 adrenergic receptor agonists |
| RU2006146042A (ru) * | 2004-06-03 | 2008-07-20 | Тереванс | Диаминные агонисты 2-адренергических рецепторов |
| EP1778638A1 (en) * | 2004-07-21 | 2007-05-02 | Theravance, Inc. | Diaryl ether beta2 adrenergic receptor agonists |
| EP1786762A2 (en) * | 2004-09-10 | 2007-05-23 | Theravance, Inc. | Amidine substituted aryl aniline compounds |
| CA2594484A1 (en) * | 2005-01-11 | 2006-07-20 | Glaxo Group Limited | Cinnamate salts of a beta-2 adrenergic agonist |
| TWI372749B (en) | 2005-03-10 | 2012-09-21 | Theravance Inc | Crystalline forms of a biphenyl compound |
| ES2265276B1 (es) | 2005-05-20 | 2008-02-01 | Laboratorios Almirall S.A. | Derivados de 4-(2-amino-1-hidroxietil)fenol como agonistas del receptor beta2 adrenergico. |
| TW200738658A (en) | 2005-08-09 | 2007-10-16 | Astrazeneca Ab | Novel compounds |
| TW200745067A (en) * | 2006-03-14 | 2007-12-16 | Astrazeneca Ab | Novel compounds |
| ES2296516B1 (es) | 2006-04-27 | 2009-04-01 | Laboratorios Almirall S.A. | Derivados de 4-(2-amino-1-hidroxietil)fenol como agonistas del receptor beta2 adrenergico. |
| ES2302447B1 (es) * | 2006-10-20 | 2009-06-12 | Laboratorios Almirall S.A. | Derivados de 4-(2-amino-1-hidroxietil)fenol como agonistas del receptor beta2 adrenergico. |
| TW200833670A (en) | 2006-12-20 | 2008-08-16 | Astrazeneca Ab | Novel compounds 569 |
| GB0702458D0 (en) | 2007-02-08 | 2007-03-21 | Astrazeneca Ab | Salts 668 |
| WO2009089352A1 (en) | 2008-01-08 | 2009-07-16 | Array Biopharma Inc. | Pyrrolopyridines as kinase inhibitors |
| JP5608098B2 (ja) * | 2008-01-09 | 2014-10-15 | アレイ バイオファーマ、インコーポレイテッド | キナーゼ阻害薬としてのピラゾロピリジン |
| EP2096105A1 (en) * | 2008-02-28 | 2009-09-02 | Laboratorios Almirall, S.A. | Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the b2 adrenergic receptor |
| WO2009154557A1 (en) | 2008-06-18 | 2009-12-23 | Astrazeneca Ab | Benzoxazinone derivatives acting as beta2-adrenoreceptor agonist for the treatment of respiratory disorders |
| EP2228368A1 (en) | 2009-03-12 | 2010-09-15 | Almirall, S.A. | Process for manufacturing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy) hexyl]amino}-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one |
| WO2011061527A1 (en) | 2009-11-17 | 2011-05-26 | Astrazeneca Ab | Combinations comprising a glucocorticoid receptor modulator for the treatment of respiratory diseases |
| GB201016912D0 (en) | 2010-10-07 | 2010-11-24 | Astrazeneca Ab | Novel combination |
| EP2578570A1 (en) | 2011-10-07 | 2013-04-10 | Almirall, S.A. | Novel process for preparing 5-(2-{[6-(2,2-difluoro-2-phenylethoxy)hexyl]amino}-1(r)-hydroxyethyl)-8-hydroxyquinolin-2(1h)-one via novel intermediates of synthesis. |
| EP2641900A1 (en) | 2012-03-20 | 2013-09-25 | Almirall, S.A. | Novel polymorphic Crystal forms of 5-(2-{[6-(2,2-difluoro-2-phenylethoxy) hexyl]amino}-1-(R)-hydroxyethyl)-8-hydroxyquinolin-2(1h)-one, heminapadisylate as agonist of the ß2 adrenergic receptor. |
| CN112645875A (zh) * | 2020-12-09 | 2021-04-13 | 深圳海王医药科技研究院有限公司 | 一种盐酸丙卡特罗杂质的制备方法 |
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| US20030229058A1 (en) | 2001-11-13 | 2003-12-11 | Moran Edmund J. | Aryl aniline beta2 adrenergic receptor agonists |
| US6653323B2 (en) | 2001-11-13 | 2003-11-25 | Theravance, Inc. | Aryl aniline β2 adrenergic receptor agonists |
| TWI249515B (en) * | 2001-11-13 | 2006-02-21 | Theravance Inc | Aryl aniline beta2 adrenergic receptor agonists |
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| TW200526547A (en) * | 2003-09-22 | 2005-08-16 | Theravance Inc | Amino-substituted ethylamino β2 adrenergic receptor agonists |
| TW200531692A (en) | 2004-01-12 | 2005-10-01 | Theravance Inc | Aryl aniline derivatives as β2 adrenergic receptor agonists |
| RU2006146042A (ru) | 2004-06-03 | 2008-07-20 | Тереванс | Диаминные агонисты 2-адренергических рецепторов |
| EP1778638A1 (en) | 2004-07-21 | 2007-05-02 | Theravance, Inc. | Diaryl ether beta2 adrenergic receptor agonists |
| EP1786762A2 (en) | 2004-09-10 | 2007-05-23 | Theravance, Inc. | Amidine substituted aryl aniline compounds |
-
2004
- 2004-09-20 TW TW093128456A patent/TW200526547A/zh unknown
- 2004-09-21 AU AU2004276254A patent/AU2004276254A1/en not_active Abandoned
- 2004-09-21 WO PCT/US2004/030833 patent/WO2005030678A2/en not_active Ceased
- 2004-09-21 RU RU2006113700/04A patent/RU2385317C2/ru not_active IP Right Cessation
- 2004-09-21 CN CNB2004800274097A patent/CN100465158C/zh not_active Expired - Fee Related
- 2004-09-21 US US10/946,544 patent/US7399863B2/en active Active
- 2004-09-21 PT PT04784634T patent/PT1687257E/pt unknown
- 2004-09-21 ES ES04784634T patent/ES2326172T3/es not_active Expired - Lifetime
- 2004-09-21 NZ NZ545764A patent/NZ545764A/en unknown
- 2004-09-21 PL PL04784634T patent/PL1687257T3/pl unknown
- 2004-09-21 CA CA002538037A patent/CA2538037A1/en not_active Abandoned
- 2004-09-21 DE DE602004020655T patent/DE602004020655D1/de not_active Expired - Lifetime
- 2004-09-21 DK DK04784634T patent/DK1687257T3/da active
- 2004-09-21 EP EP04784634A patent/EP1687257B1/en not_active Expired - Lifetime
- 2004-09-21 SI SI200431162T patent/SI1687257T1/sl unknown
- 2004-09-21 AT AT04784634T patent/ATE428685T1/de not_active IP Right Cessation
- 2004-09-21 KR KR1020067005604A patent/KR20070015496A/ko not_active Ceased
- 2004-09-21 JP JP2006527127A patent/JP2007505931A/ja not_active Withdrawn
- 2004-09-21 MX MXPA06003093A patent/MXPA06003093A/es active IP Right Grant
- 2004-09-21 BR BRPI0414634-4A patent/BRPI0414634A/pt not_active IP Right Cessation
- 2004-09-22 AR ARP040103406A patent/AR046085A1/es unknown
-
2006
- 2006-03-01 IL IL174026A patent/IL174026A0/en unknown
- 2006-03-09 IS IS8346A patent/IS8346A/is unknown
- 2006-03-17 CO CO06027355A patent/CO5680412A2/es not_active Application Discontinuation
- 2006-03-20 ZA ZA200602308A patent/ZA200602308B/en unknown
- 2006-04-07 MA MA28922A patent/MA28089A1/fr unknown
- 2006-04-20 NO NO20061737A patent/NO20061737L/no not_active Application Discontinuation
-
2008
- 2008-04-30 US US12/112,726 patent/US7964730B2/en not_active Expired - Fee Related
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