CA2360386A1 - Polysubstituted 6-phenylphenanthridines with pde-iv inhibiting activity - Google Patents
Polysubstituted 6-phenylphenanthridines with pde-iv inhibiting activity Download PDFInfo
- Publication number
- CA2360386A1 CA2360386A1 CA002360386A CA2360386A CA2360386A1 CA 2360386 A1 CA2360386 A1 CA 2360386A1 CA 002360386 A CA002360386 A CA 002360386A CA 2360386 A CA2360386 A CA 2360386A CA 2360386 A1 CA2360386 A1 CA 2360386A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- alkoxy
- hydrogen
- substituted
- hydroxyl
- 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.)
- Abandoned
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- XXWONCALJGBUFK-UHFFFAOYSA-N 6-phenylphenanthridine Chemical class C1=CC=CC=C1C1=NC2=CC=CC=C2C2=CC=CC=C12 XXWONCALJGBUFK-UHFFFAOYSA-N 0.000 title description 5
- 230000002401 inhibitory effect Effects 0.000 title description 4
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- -1 cyano, nitro, amino Chemical group 0.000 claims description 148
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 67
- 229910052739 hydrogen Inorganic materials 0.000 claims description 65
- 239000001257 hydrogen Substances 0.000 claims description 65
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 62
- 150000003839 salts Chemical class 0.000 claims description 50
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 43
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 35
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 34
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 150000002367 halogens Chemical group 0.000 claims description 31
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 29
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical group [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 26
- 150000001204 N-oxides Chemical class 0.000 claims description 25
- 125000003118 aryl group Chemical class 0.000 claims description 19
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- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
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- 239000007858 starting material Substances 0.000 claims description 7
- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 6
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Classifications
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP99100696 | 1999-01-15 | ||
| EP99100696.6 | 1999-01-15 | ||
| PCT/EP2000/000151 WO2000042018A1 (en) | 1999-01-15 | 2000-01-12 | Polysubstituted 6-phenylphenanthridines with pde-iv inhibiting activity |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2360386A1 true CA2360386A1 (en) | 2000-07-20 |
Family
ID=8237352
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002360386A Abandoned CA2360386A1 (en) | 1999-01-15 | 2000-01-12 | Polysubstituted 6-phenylphenanthridines with pde-iv inhibiting activity |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6534518B1 (enExample) |
| EP (1) | EP1163226B1 (enExample) |
| JP (1) | JP2002534506A (enExample) |
| AT (1) | ATE356810T1 (enExample) |
| AU (1) | AU2904300A (enExample) |
| CA (1) | CA2360386A1 (enExample) |
| DE (1) | DE60033918D1 (enExample) |
| WO (1) | WO2000042018A1 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002006238A1 (en) * | 2000-07-14 | 2002-01-24 | Altana Pharma Ag | Cycloalkyl - or cycloalkylmethyl-substituted 6-phenylphenanthridines |
| AU2001283935B2 (en) | 2000-07-14 | 2006-07-13 | Altana Pharma Ag | Novel 6-heteroarylphenanthridines |
| AU2000270300A1 (en) * | 2000-09-13 | 2002-03-26 | Isis Innovation Limited | Use of phosphodiesterase inhibitors for the treatment of anorectal disorders |
| WO2004018431A2 (en) * | 2002-08-17 | 2004-03-04 | Altana Pharma Ag | Novel phenanthridines |
| WO2004019944A1 (en) | 2002-08-29 | 2004-03-11 | Altana Pharma Ag | 2-hydroxy-6-phenylphenanthridines as pde-4 inhibitors |
| ES2281658T3 (es) | 2002-08-29 | 2007-10-01 | Nycomed Gmbh | 3-hidroxi-6-fenilfenantridinas como inhibidores de pde-4. |
| US6894061B2 (en) | 2002-12-04 | 2005-05-17 | Wyeth | Substituted dihydrophenanthridinesulfonamides |
| JP2007500685A (ja) * | 2003-07-31 | 2007-01-18 | アルタナ ファルマ アクチエンゲゼルシャフト | 新規の６−フェニルフェナントリジン |
| CA2533636A1 (en) * | 2003-07-31 | 2005-02-10 | Altana Pharma Ag | Novel 6-phenylphenanthridines |
| EP1720835B1 (en) | 2004-02-18 | 2012-12-12 | Nycomed GmbH | Novel guanidinyl-substituted hydroxy-6-phenylphenanthridines as effective phosphodiesterase (pde) 4 inhibitors |
| HRP20130828T1 (en) | 2004-03-03 | 2013-09-30 | Takeda Gmbh | Novel hydroxy-6-heroarylphenanthridines and their use as pde4 inhibitors |
| US7838521B2 (en) | 2004-09-08 | 2010-11-23 | Nycomed Gmbh | 3-oxa-10-aza-phenanthrenes |
| EP1791847A2 (en) * | 2004-09-08 | 2007-06-06 | Altana Pharma AG | Novel 3-thia-10-aza-phenanthrene derivatives |
| WO2006040645A1 (en) * | 2004-10-11 | 2006-04-20 | Ranbaxy Laboratories Limited | N-(3,5-dichloropyridin-4-yl)-2,4,5-alkoxy and 2,3,4-alkoxy benzamide derivatives as pde-iv (phophodiesterase type-iv) inhibitors for the treatment of inflammatory diseases such as asthma |
| NZ560268A (en) | 2005-03-02 | 2010-12-24 | Nycomed Gmbh | Novel salts of 6-heterocyclyl substituted hexahydrophenanthridine derivatives |
| WO2006095009A1 (en) * | 2005-03-09 | 2006-09-14 | Nycomed Gmbh | Amido-substituted 6-phenylphenanthridines |
| JP5362729B2 (ja) | 2007-10-04 | 2013-12-11 | エフ．ホフマン−ラ ロシュ アーゲー | シクロプロピルアリールアミド誘導体及びその使用 |
| WO2013106547A1 (en) | 2012-01-10 | 2013-07-18 | President And Fellows Of Harvard College | Beta-cell replication promoting compounds and methods of their use |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3899494A (en) | 1970-05-13 | 1975-08-12 | Sandoz Ltd | Substituted 6-phenyl benzo-naphthyridines |
| GB8800397D0 (en) | 1988-01-08 | 1988-02-10 | Sandoz Ltd | Improvements in/relating to organic compounds |
| EA001205B1 (ru) * | 1996-01-31 | 2000-12-25 | Бык Гульден Ломберг Хемише Фабрик Гмбх | Новые фенантридины |
| US6127378A (en) | 1996-03-26 | 2000-10-03 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Phenanthridines substituted in the 6 position |
| WO1997035854A1 (de) * | 1996-03-26 | 1997-10-02 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Neue in 6-position substituierte phenanthridine |
| ATE234300T1 (de) | 1996-11-11 | 2003-03-15 | Altana Pharma Ag | Benzonaphthyridine als bronchialtherapeutika |
| GB9626643D0 (en) | 1996-12-21 | 1997-02-12 | Astra Pharma Prod | Compounds |
| WO1998040382A1 (en) | 1997-03-07 | 1998-09-17 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel tetrazoles |
| WO1999005113A1 (en) | 1997-07-25 | 1999-02-04 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Substituted 6-phenylphenanthridines |
| CA2297923A1 (en) | 1997-07-25 | 1999-02-04 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Novel tetrazole-substituted 6-phenyl-pheanathridines as pde inhibitors |
| US6436952B1 (en) | 1998-08-31 | 2002-08-20 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Benzonaphthyridine-N-oxides comprising a PDE3 and PDE4 inhibiting activity |
-
2000
- 2000-01-12 JP JP2000593586A patent/JP2002534506A/ja not_active Withdrawn
- 2000-01-12 DE DE60033918T patent/DE60033918D1/de not_active Expired - Lifetime
- 2000-01-12 EP EP00907464A patent/EP1163226B1/en not_active Expired - Lifetime
- 2000-01-12 US US09/889,145 patent/US6534518B1/en not_active Expired - Fee Related
- 2000-01-12 WO PCT/EP2000/000151 patent/WO2000042018A1/en not_active Ceased
- 2000-01-12 AU AU29043/00A patent/AU2904300A/en not_active Abandoned
- 2000-01-12 AT AT00907464T patent/ATE356810T1/de not_active IP Right Cessation
- 2000-01-12 CA CA002360386A patent/CA2360386A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| DE60033918D1 (de) | 2007-04-26 |
| EP1163226A1 (en) | 2001-12-19 |
| AU2904300A (en) | 2000-08-01 |
| WO2000042018A1 (en) | 2000-07-20 |
| US6534518B1 (en) | 2003-03-18 |
| ATE356810T1 (de) | 2007-04-15 |
| JP2002534506A (ja) | 2002-10-15 |
| EP1163226B1 (en) | 2007-03-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |