JP2008512367A5 - - Google Patents
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- Publication number
- JP2008512367A5 JP2008512367A5 JP2007529364A JP2007529364A JP2008512367A5 JP 2008512367 A5 JP2008512367 A5 JP 2008512367A5 JP 2007529364 A JP2007529364 A JP 2007529364A JP 2007529364 A JP2007529364 A JP 2007529364A JP 2008512367 A5 JP2008512367 A5 JP 2008512367A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- alkoxy
- hydrate
- salt
- solvate
- 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
Links
- 150000003839 salts Chemical class 0.000 claims 57
- 239000012453 solvate Substances 0.000 claims 57
- 150000001875 compounds Chemical class 0.000 claims 34
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 18
- 229910052731 fluorine Inorganic materials 0.000 claims 18
- 239000011737 fluorine Substances 0.000 claims 18
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 18
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 16
- -1 1-piperidyl group Chemical group 0.000 claims 14
- 125000001153 fluoro group Chemical group F* 0.000 claims 14
- 150000004677 hydrates Chemical class 0.000 claims 13
- 150000001204 N-oxides Chemical class 0.000 claims 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 150000002431 hydrogen Chemical group 0.000 claims 6
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 6
- 238000004519 manufacturing process Methods 0.000 claims 5
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 4
- 125000004981 cycloalkylmethyl group Chemical group 0.000 claims 4
- 150000002081 enamines Chemical class 0.000 claims 4
- 150000002466 imines Chemical class 0.000 claims 4
- 125000005415 substituted alkoxy group Chemical group 0.000 claims 4
- KGNSURVKVUZQOQ-UHFFFAOYSA-N 1-oxothiane-3,5-dione Chemical class O=C1CC(CS(C1)=O)=O KGNSURVKVUZQOQ-UHFFFAOYSA-N 0.000 claims 2
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- RQEUFEKYXDPUSK-UHFFFAOYSA-N 1-phenylethylamine Chemical compound CC(N)C1=CC=CC=C1 RQEUFEKYXDPUSK-UHFFFAOYSA-N 0.000 claims 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 2
- 230000006806 disease prevention Effects 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical group 0.000 claims 2
- 238000005984 hydrogenation reaction Methods 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 208000023504 respiratory system disease Diseases 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 claims 1
- 201000004624 Dermatitis Diseases 0.000 claims 1
- 238000007355 Double Michael addition reaction Methods 0.000 claims 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 230000036571 hydration Effects 0.000 claims 1
- 238000006703 hydration reaction Methods 0.000 claims 1
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical group [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 claims 1
- NNLBRYQGMOYARS-UHFFFAOYSA-N thiane 1-oxide Chemical class O=S1CCCCC1 NNLBRYQGMOYARS-UHFFFAOYSA-N 0.000 claims 1
- 0 *c1c(*)cc(C(*)=NC2C3C*CC2)c3c1 Chemical compound *c1c(*)cc(C(*)=NC2C3C*CC2)c3c1 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04104319 | 2004-09-08 | ||
| EP04104319.1 | 2004-09-08 | ||
| PCT/EP2005/054365 WO2006027345A2 (en) | 2004-09-08 | 2005-09-05 | Novel 3-thia-10-aza-phenanthrene derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008512367A JP2008512367A (ja) | 2008-04-24 |
| JP2008512367A5 true JP2008512367A5 (https=) | 2008-10-23 |
| JP4960870B2 JP4960870B2 (ja) | 2012-06-27 |
Family
ID=34929550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007529364A Expired - Fee Related JP4960870B2 (ja) | 2004-09-08 | 2005-09-05 | 新規の３−チア−１０−アザ−フェナントレン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7589205B2 (https=) |
| EP (1) | EP1791847A2 (https=) |
| JP (1) | JP4960870B2 (https=) |
| AU (1) | AU2005281703B2 (https=) |
| CA (1) | CA2579000C (https=) |
| WO (1) | WO2006027345A2 (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE508130T1 (de) | 2004-09-08 | 2011-05-15 | Nycomed Gmbh | 3-oxa-10-aza-phenanthrene als pde4- oder pde3/4- inhibitoren |
| AR079451A1 (es) | 2009-12-18 | 2012-01-25 | Nycomed Gmbh | Compuestos 3,4,4a,10b-tetrahidro-1h-tiopirano[4,3-c]isoquinolina |
| EP2721036B1 (en) | 2011-06-15 | 2015-07-22 | Takeda GmbH | Novel 3,4,4a,10b-tetrahydro-1h-thiopyrano[4,3-c]isoquinoline compounds |
| WO2018069210A1 (en) * | 2016-10-10 | 2018-04-19 | Takeda Gmbh | Tetrahydrofuro[3,4-c]isoquinolines as inhibitors of pde4 |
| CN107998147A (zh) * | 2017-11-06 | 2018-05-08 | 广州医科大学附属第医院 | 一种抑制或治疗copd的雾化吸入制剂及其应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9707233A (pt) * | 1996-01-31 | 1999-07-20 | Byk Gulden Lomberg Chem Fab | Fenantridinas |
| PL189641B1 (pl) | 1996-11-11 | 2005-09-30 | Altana Pharma Ag | Benzonaftyrydyny, środki farmaceutyczne je zawierające oraz zastosowanie benzonaftyrydyn |
| SI0968211T1 (en) | 1997-03-07 | 2004-02-29 | Altana Pharma Ag | Tetrazole derivatives |
| DK1075477T3 (da) | 1998-05-05 | 2003-06-30 | Altana Pharma Ag | Nye benzonaphthyridin-N-oxider |
| AU5970199A (en) * | 1998-08-31 | 2000-03-21 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Benzonaphthyridine-n-oxides comprising a pde3 and pde4 inhibiting activity |
| IT1303272B1 (it) | 1998-10-29 | 2000-11-06 | Zambon Spa | Derivati triciclici inibitori della fosfodiesterasi 4 |
| TR200501553T2 (tr) | 1999-01-15 | 2005-06-21 | Altana Pharma Ag | PDE-IV inhibe edici aktivitesi olan fenilfenantridinler |
| DE60020079T2 (de) * | 1999-01-15 | 2006-01-19 | Altana Pharma Ag | Phenanthridin-N-oxide mit PDE-IV-hemmender Wirkung |
| CA2360386A1 (en) | 1999-01-15 | 2000-07-20 | Beate Gutterer | Polysubstituted 6-phenylphenanthridines with pde-iv inhibiting activity |
| CO5150225A1 (es) | 1999-03-19 | 2002-04-29 | Merck Sharp & Dohme | Derivados del tetrahidropirano y su uso como agentes terapeuticos |
| WO2002005616A1 (en) | 2000-07-14 | 2002-01-24 | Altana Pharma Ag | Novel 6-phenylphenanthridines |
| WO2002056160A1 (en) | 2001-01-15 | 2002-07-18 | Sony Corporation | Record medium, and apparatus and method for data processing |
| JP4587294B2 (ja) | 2002-08-29 | 2010-11-24 | ニコメッド ゲゼルシャフト ミット ベシュレンクテル ハフツング | Ｐｄｅ４インヒビターとしての２−ヒドロキシ−６−フェニルフェナントリジン |
| EP1725534A1 (en) | 2004-03-10 | 2006-11-29 | Altana Pharma AG | Novel amido-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
| ATE508130T1 (de) | 2004-09-08 | 2011-05-15 | Nycomed Gmbh | 3-oxa-10-aza-phenanthrene als pde4- oder pde3/4- inhibitoren |
-
2005
- 2005-09-05 EP EP05787333A patent/EP1791847A2/en not_active Withdrawn
- 2005-09-05 WO PCT/EP2005/054365 patent/WO2006027345A2/en not_active Ceased
- 2005-09-05 CA CA2579000A patent/CA2579000C/en not_active Expired - Fee Related
- 2005-09-05 JP JP2007529364A patent/JP4960870B2/ja not_active Expired - Fee Related
- 2005-09-05 AU AU2005281703A patent/AU2005281703B2/en not_active Ceased
- 2005-09-05 US US11/661,377 patent/US7589205B2/en not_active Expired - Fee Related
-
2009
- 2009-05-28 US US12/453,966 patent/US8324404B2/en not_active Expired - Fee Related
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