JP2007526284A5 - - Google Patents
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- JP2007526284A5 JP2007526284A5 JP2007501292A JP2007501292A JP2007526284A5 JP 2007526284 A5 JP2007526284 A5 JP 2007526284A5 JP 2007501292 A JP2007501292 A JP 2007501292A JP 2007501292 A JP2007501292 A JP 2007501292A JP 2007526284 A5 JP2007526284 A5 JP 2007526284A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- substituted
- hydrogen
- alkoxy
- methoxy
- 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.)
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- 229910052739 hydrogen Inorganic materials 0.000 claims 44
- 239000001257 hydrogen Substances 0.000 claims 44
- -1 2,2-difluoroethoxy Chemical group 0.000 claims 32
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 20
- 229910052757 nitrogen Inorganic materials 0.000 claims 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 19
- 150000001204 N-oxides Chemical class 0.000 claims 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 17
- 125000000623 heterocyclic group Chemical group 0.000 claims 16
- 150000003839 salts Chemical class 0.000 claims 16
- 101100177165 Caenorhabditis elegans har-1 gene Proteins 0.000 claims 14
- 125000002950 monocyclic group Chemical group 0.000 claims 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 12
- 229910052760 oxygen Inorganic materials 0.000 claims 12
- 239000001301 oxygen Substances 0.000 claims 12
- 229910052717 sulfur Inorganic materials 0.000 claims 12
- 239000011593 sulfur Substances 0.000 claims 12
- 229910052731 fluorine Inorganic materials 0.000 claims 11
- 239000011737 fluorine Substances 0.000 claims 11
- 125000001153 fluoro group Chemical group F* 0.000 claims 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 10
- 150000002431 hydrogen Chemical class 0.000 claims 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical group 0.000 claims 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 4
- 125000004076 pyridyl group Chemical group 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- 125000004512 1,2,3-thiadiazol-4-yl group Chemical group S1N=NC(=C1)* 0.000 claims 3
- 125000003626 1,2,4-triazol-1-yl group Chemical group [*]N1N=C([H])N=C1[H] 0.000 claims 3
- 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000004304 oxazol-5-yl group Chemical group O1C=NC=C1* 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
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 2
- 208000023504 respiratory system disease Diseases 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000004571 thiomorpholin-4-yl group Chemical group N1(CCSCC1)* 0.000 claims 2
- LNLWSHCOTARULO-SYYKKAFVSA-N (2r,4ar,10br)-9-ethoxy-6-(4-imidazol-1-ylphenyl)-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N([C@@H]1CC[C@@H](O)C[C@@H]1C=1C=C(C(=CC=11)OC)OCC)=C1C(C=C1)=CC=C1N1C=CN=C1 LNLWSHCOTARULO-SYYKKAFVSA-N 0.000 claims 1
- YTJZJQKYNQPQME-YFVAEKQCSA-N (2r,4ar,10br)-9-ethoxy-6-[3-(2-ethyltetrazol-5-yl)phenyl]-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N([C@@H]1CC[C@@H](O)C[C@@H]1C=1C=C(C(=CC=11)OC)OCC)=C1C(C=1)=CC=CC=1C=1N=NN(CC)N=1 YTJZJQKYNQPQME-YFVAEKQCSA-N 0.000 claims 1
- LNLWSHCOTARULO-VCOUNFBDSA-N (2s,4as,10bs)-9-ethoxy-6-(4-imidazol-1-ylphenyl)-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N([C@H]1CC[C@H](O)C[C@H]1C=1C=C(C(=CC=11)OC)OCC)=C1C(C=C1)=CC=C1N1C=CN=C1 LNLWSHCOTARULO-VCOUNFBDSA-N 0.000 claims 1
- 125000004511 1,2,3-thiadiazolyl group Chemical group 0.000 claims 1
- 125000001766 1,2,4-oxadiazol-3-yl group Chemical group [H]C1=NC(*)=NO1 0.000 claims 1
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims 1
- GDIQOJPFSLSOGN-UHFFFAOYSA-N 6-[4-(4,6-dimethoxypyrimidin-2-yl)phenyl]-9-ethoxy-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=C1)=CC=C1C1=NC(OC)=CC(OC)=N1 GDIQOJPFSLSOGN-UHFFFAOYSA-N 0.000 claims 1
- NGYWRRIFHRYUMJ-UHFFFAOYSA-N 8,9-dimethoxy-6-[4-(2-propyltetrazol-5-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound CCCN1N=NC(C=2C=CC(=CC=2)C=2C3=CC(OC)=C(OC)C=C3C3CC(O)CCC3N=2)=N1 NGYWRRIFHRYUMJ-UHFFFAOYSA-N 0.000 claims 1
- HMXMFSLGLXNCHE-UHFFFAOYSA-N 8-(difluoromethoxy)-6-[4-(2-ethyltetrazol-5-yl)phenyl]-9-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound CCN1N=NC(C=2C=CC(=CC=2)C=2C3=CC(OC(F)F)=C(OC)C=C3C3CC(O)CCC3N=2)=N1 HMXMFSLGLXNCHE-UHFFFAOYSA-N 0.000 claims 1
- GTVACIGITVIEJP-UHFFFAOYSA-N 9-(2,2-difluoroethoxy)-6-(4-imidazol-1-ylphenyl)-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N=1C2CCC(O)CC2C=2C=C(OCC(F)F)C(OC)=CC=2C=1C(C=C1)=CC=C1N1C=CN=C1 GTVACIGITVIEJP-UHFFFAOYSA-N 0.000 claims 1
- ZPORNJQEXSZMBO-UHFFFAOYSA-N 9-(2,2-difluoroethoxy)-6-[4-(2-ethyltetrazol-5-yl)phenyl]-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound CCN1N=NC(C=2C=CC(=CC=2)C=2C3=CC(OC)=C(OCC(F)F)C=C3C3CC(O)CCC3N=2)=N1 ZPORNJQEXSZMBO-UHFFFAOYSA-N 0.000 claims 1
- DJIBHIIEAHNVCQ-UHFFFAOYSA-N 9-(2,2-difluoroethoxy)-8-methoxy-6-[3-(2-methyl-1,3-thiazol-4-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N=1C2CCC(O)CC2C=2C=C(OCC(F)F)C(OC)=CC=2C=1C(C=1)=CC=CC=1C1=CSC(C)=N1 DJIBHIIEAHNVCQ-UHFFFAOYSA-N 0.000 claims 1
- HGVHHZNEXADATD-UHFFFAOYSA-N 9-(2,2-difluoroethoxy)-8-methoxy-6-[4-(1,2,4-triazol-1-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N=1C2CCC(O)CC2C=2C=C(OCC(F)F)C(OC)=CC=2C=1C(C=C1)=CC=C1N1C=NC=N1 HGVHHZNEXADATD-UHFFFAOYSA-N 0.000 claims 1
- WZJCFWGFAXCQMA-UHFFFAOYSA-N 9-(2,2-difluoroethoxy)-8-methoxy-6-[4-(1,3-oxazol-5-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound N=1C2CCC(O)CC2C=2C=C(OCC(F)F)C(OC)=CC=2C=1C(C=C1)=CC=C1C1=CN=CO1 WZJCFWGFAXCQMA-UHFFFAOYSA-N 0.000 claims 1
- VHWLGWAAJQZHEG-UHFFFAOYSA-N 9-(difluoromethoxy)-6-[4-(2-ethyltetrazol-5-yl)phenyl]-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound CCN1N=NC(C=2C=CC(=CC=2)C=2C3=CC(OC)=C(OC(F)F)C=C3C3CC(O)CCC3N=2)=N1 VHWLGWAAJQZHEG-UHFFFAOYSA-N 0.000 claims 1
- LNLWSHCOTARULO-UHFFFAOYSA-N 9-ethoxy-6-(4-imidazol-1-ylphenyl)-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=C1)=CC=C1N1C=CN=C1 LNLWSHCOTARULO-UHFFFAOYSA-N 0.000 claims 1
- YTJZJQKYNQPQME-UHFFFAOYSA-N 9-ethoxy-6-[3-(2-ethyltetrazol-5-yl)phenyl]-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=1)=CC=CC=1C=1N=NN(CC)N=1 YTJZJQKYNQPQME-UHFFFAOYSA-N 0.000 claims 1
- HDDPQUMHBIJIHR-UHFFFAOYSA-N 9-ethoxy-6-[3-(2-ethyltetrazol-5-yl)phenyl]-8-methoxy-1,2,3,4,4a,10b-hexahydrophenanthridin-3-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CCC(O)CC2N=C1C(C=1)=CC=CC=1C=1N=NN(CC)N=1 HDDPQUMHBIJIHR-UHFFFAOYSA-N 0.000 claims 1
- QOIQNNLUKOMSCE-UHFFFAOYSA-N 9-ethoxy-8-methoxy-6-(4-morpholin-4-ylphenyl)-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=C1)=CC=C1N1CCOCC1 QOIQNNLUKOMSCE-UHFFFAOYSA-N 0.000 claims 1
- ULOQXALFJYYVSY-UHFFFAOYSA-N 9-ethoxy-8-methoxy-6-[4-(4-methylpiperazin-1-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=C1)=CC=C1N1CCN(C)CC1 ULOQXALFJYYVSY-UHFFFAOYSA-N 0.000 claims 1
- BAUCQVJTUPZQPK-UHFFFAOYSA-N 9-ethoxy-8-methoxy-6-[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]-1,2,3,4,4a,10b-hexahydrophenanthridin-2-ol Chemical compound C1=2C=C(OC)C(OCC)=CC=2C2CC(O)CCC2N=C1C(C=C1)=CC=C1C1=NOC(C)=N1 BAUCQVJTUPZQPK-UHFFFAOYSA-N 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229940124531 pharmaceutical excipient Drugs 0.000 claims 1
- RDOWQLZANAYVLL-UHFFFAOYSA-N phenanthridine Chemical group C1=CC=C2C3=CC=CC=C3C=NC2=C1 RDOWQLZANAYVLL-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
- 208000017520 skin disease Diseases 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04005005 | 2004-03-03 | ||
| EP04106372 | 2004-12-07 | ||
| PCT/EP2005/050946 WO2005090311A1 (en) | 2004-03-03 | 2005-03-03 | Novel heterocyclyl-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007526284A JP2007526284A (ja) | 2007-09-13 |
| JP2007526284A5 true JP2007526284A5 (https=) | 2008-04-17 |
Family
ID=34961674
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007501292A Withdrawn JP2007526284A (ja) | 2004-03-03 | 2005-03-03 | 複素環で置換された新規のヒドロキシ−６−フェニルフェナントリジン及びｐｄｅ４インヒビターとしてのそれらの使用 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US20070191413A1 (https=) |
| EP (1) | EP1812400A1 (https=) |
| JP (1) | JP2007526284A (https=) |
| KR (1) | KR20060130684A (https=) |
| AR (1) | AR049419A1 (https=) |
| AU (1) | AU2005223370A1 (https=) |
| BR (1) | BRPI0508256A (https=) |
| CA (1) | CA2557730A1 (https=) |
| IL (1) | IL177301A0 (https=) |
| NO (1) | NO20064220L (https=) |
| NZ (1) | NZ549109A (https=) |
| TW (1) | TW200540157A (https=) |
| WO (1) | WO2005090311A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| ATE353217T1 (de) | 2002-08-29 | 2007-02-15 | Altana Pharma Ag | 3-hydroxy-6-phenylphenanthridine als pde-4 inhibitoren |
| CA2556086C (en) | 2004-02-18 | 2014-04-01 | Altana Pharma Ag | Novel guanidinyl-substituted hydroxy-6-phenylphenenthridines as effective phosphodiesterase (pde) 4 inhibitors |
| PL2589599T4 (pl) * | 2004-03-03 | 2015-06-30 | Takeda Gmbh | Nowe hydroksy-6-heteroarylofenantrydyny i ich zastosowanie jako inhibitorów PDE4 |
| EP1725534A1 (en) * | 2004-03-10 | 2006-11-29 | Altana Pharma AG | Novel amido-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
| PL1856093T3 (pl) * | 2005-03-02 | 2010-05-31 | Takeda Gmbh | Chlorowodorek (2R,4aR,10bR)-6-(2,6-dimetoksy-pirydyn-3-ylo)-9-etoksy-8-metoksy-1,2,3,4,4a,10b-heksahydrofenantrydyn-2-olu |
| ES2460897T3 (es) | 2007-10-04 | 2014-05-14 | F. Hoffmann-La Roche Ag | Derivados de ciclopropil aril amida y usos de los mismos |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE69231395T3 (de) * | 1991-09-20 | 2005-07-21 | Glaxo Group Ltd., Greenford | Neue medizinische Indikation für Tachykinin-Antagonisten |
| BR9707233A (pt) * | 1996-01-31 | 1999-07-20 | Byk Gulden Lomberg Chem Fab | Fenantridinas |
| US6127378A (en) * | 1996-03-26 | 2000-10-03 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Phenanthridines substituted in the 6 position |
| PL189641B1 (pl) * | 1996-11-11 | 2005-09-30 | Altana Pharma Ag | Benzonaftyrydyny, środki farmaceutyczne je zawierające oraz zastosowanie benzonaftyrydyn |
| PT998460E (pt) * | 1997-07-25 | 2004-07-30 | Altana Pharma Ag | Novos derivados de tetrazole |
| JP2001510827A (ja) * | 1997-07-25 | 2001-08-07 | ビイク グルデン ロンベルク ヒエーミツシエ フアブリーク ゲゼルシヤフト ミツト ベシユレンクテル ハフツング | 置換６−フェニルフェナントリジン |
| WO1999005112A1 (en) * | 1997-07-25 | 1999-02-04 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Substituted 6-alkylphenanthridines |
| DK1075477T3 (da) * | 1998-05-05 | 2003-06-30 | Altana Pharma Ag | Nye benzonaphthyridin-N-oxider |
| TR200501553T2 (tr) * | 1999-01-15 | 2005-06-21 | Altana Pharma Ag | PDE-IV inhibe edici aktivitesi olan fenilfenantridinler |
| ES2241571T3 (es) * | 1999-01-15 | 2005-11-01 | Altana Pharma Ag | N-oxidos de fenantrinida con actividad inhividora de pde-iv. |
| DE60020079T2 (de) * | 1999-01-15 | 2006-01-19 | Altana Pharma Ag | Phenanthridin-N-oxide mit PDE-IV-hemmender Wirkung |
| ES2236288T3 (es) * | 2000-07-14 | 2005-07-16 | Altana Pharma Ag | 6-heteroarilfenantridinas. |
| US6936622B2 (en) * | 2001-02-21 | 2005-08-30 | Altana Pharma Ag | 6-phenylbenzonaphthyridines |
| CA2495597A1 (en) * | 2002-08-17 | 2004-03-04 | Altana Pharma Ag | Novel phenanthridines |
| ATE353217T1 (de) * | 2002-08-29 | 2007-02-15 | Altana Pharma Ag | 3-hydroxy-6-phenylphenanthridine als pde-4 inhibitoren |
| 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 |
| US20060110819A1 (en) * | 2002-09-30 | 2006-05-25 | Lomas Lee O | Apparatus and method for expression and capture of biomolecules and complexes on adsorbent surfaces |
| CA2556086C (en) * | 2004-02-18 | 2014-04-01 | Altana Pharma Ag | Novel guanidinyl-substituted hydroxy-6-phenylphenenthridines as effective phosphodiesterase (pde) 4 inhibitors |
| AU2005220034A1 (en) * | 2004-03-09 | 2005-09-15 | Nycomed Gmbh | Novel isoamido-substituted hydroxy-6-phenylphenanthridines and their use as PDE4 inhibitors |
| EP1725534A1 (en) * | 2004-03-10 | 2006-11-29 | Altana Pharma AG | Novel amido-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
| CA2558390A1 (en) * | 2004-03-10 | 2005-09-22 | Altana Pharma Ag | Novel thio-containing hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
| WO2005085203A1 (en) * | 2004-03-10 | 2005-09-15 | Altana Pharma Ag | Novel difluoroethoxy-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors |
| US20080119505A1 (en) * | 2005-02-01 | 2008-05-22 | Altana Pharma Ag | Novel 6-Pyridylphenanthridines |
| US20080167316A1 (en) * | 2005-03-02 | 2008-07-10 | Altana Pharma Ag | 6-Heteroaryl-1,2,3,4,4A, 10B-Hexahydrophenanthridines as Pde4-Inhibitors for the Treatment of Inflammatory Disorders |
| CA2599368A1 (en) * | 2005-03-09 | 2006-09-14 | Nycomed Gmbh | Amido-substituted 6-phenylphenanthridines |
| US20080312093A1 (en) * | 2005-11-04 | 2008-12-18 | Johji Inazawa | Method for detecting cancer and a method for suppressing cancer |
-
2005
- 2005-03-02 AR ARP050100781A patent/AR049419A1/es unknown
- 2005-03-03 WO PCT/EP2005/050946 patent/WO2005090311A1/en not_active Ceased
- 2005-03-03 BR BRPI0508256-0A patent/BRPI0508256A/pt not_active IP Right Cessation
- 2005-03-03 EP EP05716896A patent/EP1812400A1/en not_active Withdrawn
- 2005-03-03 KR KR1020067019918A patent/KR20060130684A/ko not_active Ceased
- 2005-03-03 JP JP2007501292A patent/JP2007526284A/ja not_active Withdrawn
- 2005-03-03 CA CA002557730A patent/CA2557730A1/en not_active Abandoned
- 2005-03-03 NZ NZ549109A patent/NZ549109A/en unknown
- 2005-03-03 TW TW094106491A patent/TW200540157A/zh unknown
- 2005-03-03 US US10/590,805 patent/US20070191413A1/en not_active Abandoned
- 2005-03-03 AU AU2005223370A patent/AU2005223370A1/en not_active Abandoned
-
2006
- 2006-08-06 IL IL177301A patent/IL177301A0/en unknown
- 2006-09-18 NO NO20064220A patent/NO20064220L/no not_active Application Discontinuation
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