FI115302B - PDE IV -inhibiittoreina hyödylliset trisubstituoidut fenyylijohdannaiset - Google Patents
PDE IV -inhibiittoreina hyödylliset trisubstituoidut fenyylijohdannaiset Download PDFInfo
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- FI115302B FI115302B FI965126A FI965126A FI115302B FI 115302 B FI115302 B FI 115302B FI 965126 A FI965126 A FI 965126A FI 965126 A FI965126 A FI 965126A FI 115302 B FI115302 B FI 115302B
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- Finland
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- formula
- pyridine
- compound
- cyclopentyloxy
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- -1 Tri-substituted phenyl Chemical class 0.000 title claims abstract description 80
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 title abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 197
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 68
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 37
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 20
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 12
- 150000001204 N-oxides Chemical class 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 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 description 6
- 150000004677 hydrates Chemical class 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- RYVZYACBVYKUHD-UHFFFAOYSA-N Alk5 Natural products CC#CC#CCCCCC=CC(=O)NCC(C)C RYVZYACBVYKUHD-UHFFFAOYSA-N 0.000 claims description 5
- 239000012453 solvate Substances 0.000 claims description 5
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 4
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- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 3
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 claims description 2
- SKIMLNLPEKUQLS-UHFFFAOYSA-N 4-[2-(3-cyclopentyloxy-4-methoxyphenyl)ethenyl]-3-(2-phenylethyl)pyridine Chemical class C1=C(OC2CCCC2)C(OC)=CC=C1C=CC1=CC=NC=C1CCC1=CC=CC=C1 SKIMLNLPEKUQLS-UHFFFAOYSA-N 0.000 claims description 2
- 125000003830 C1- C4 alkylcarbonylamino group Chemical group 0.000 claims description 2
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- GQFPQTZBNQKKCC-UHFFFAOYSA-N 4-[2-(3-cyclopentyloxy-4-methoxyphenyl)-2-(4-phenylmethoxyphenyl)ethyl]pyridine Chemical compound COC1=CC=C(C(CC=2C=CN=CC=2)C=2C=CC(OCC=3C=CC=CC=3)=CC=2)C=C1OC1CCCC1 GQFPQTZBNQKKCC-UHFFFAOYSA-N 0.000 claims 1
- YFDLEUQNRUCUKQ-UHFFFAOYSA-N 4-[2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-3-(2-phenylethyl)pyridine Chemical class C1=C(OC2CCCC2)C(OC)=CC=C1CCC1=CC=NC=C1CCC1=CC=CC=C1 YFDLEUQNRUCUKQ-UHFFFAOYSA-N 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 21
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9412385 | 1994-06-21 | ||
| GB9412385A GB9412385D0 (en) | 1994-06-21 | 1994-06-21 | Chemical compounds |
| GB9412492 | 1994-06-22 | ||
| GB9412492A GB9412492D0 (en) | 1994-06-22 | 1994-06-22 | Chemical compounds |
| GB9501459 | 1995-06-21 | ||
| PCT/GB1995/001459 WO1995035281A1 (en) | 1994-06-21 | 1995-06-21 | Tri-substituted phenyl derivates useful as pde iv inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI965126A0 FI965126A0 (fi) | 1996-12-19 |
| FI965126A7 FI965126A7 (fi) | 1996-12-19 |
| FI115302B true FI115302B (fi) | 2005-04-15 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI965126A FI115302B (fi) | 1994-06-21 | 1996-12-19 | PDE IV -inhibiittoreina hyödylliset trisubstituoidut fenyylijohdannaiset |
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| Country | Link |
|---|---|
| US (2) | US5786354A (da) |
| EP (1) | EP0770065B1 (da) |
| JP (1) | JP3856465B2 (da) |
| CN (1) | CN1304372C (da) |
| AT (1) | ATE263153T1 (da) |
| AU (1) | AU707472B2 (da) |
| CZ (1) | CZ293311B6 (da) |
| DE (1) | DE69532808T2 (da) |
| DK (1) | DK0770065T3 (da) |
| ES (1) | ES2218548T3 (da) |
| FI (1) | FI115302B (da) |
| HU (1) | HUT76803A (da) |
| NO (1) | NO312672B1 (da) |
| NZ (1) | NZ288294A (da) |
| PT (1) | PT770065E (da) |
| RU (1) | RU2201921C2 (da) |
| SK (1) | SK282661B6 (da) |
| WO (1) | WO1995035281A1 (da) |
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| WO1995009851A1 (en) * | 1993-10-01 | 1995-04-13 | Ciba-Geigy Ag | Pharmacologically active pyrimidineamine derivatives and processes for the preparation thereof |
| WO1995009847A1 (en) * | 1993-10-01 | 1995-04-13 | Ciba-Geigy Ag | Pyrimidineamine derivatives and processes for the preparation thereof |
| PT672041E (pt) * | 1993-10-01 | 2002-04-29 | Novartis Ag | Derivados da piridina farmacologicamente activos e processos para a sua preparacao |
| US5543520A (en) * | 1993-10-01 | 1996-08-06 | Ciba-Geigy Corporation | Pyrimidine derivatives |
| CN1046274C (zh) * | 1993-11-26 | 1999-11-10 | 辉瑞大药厂 | 用作消炎剂的异噁唑啉化合物 |
| GB9326173D0 (en) * | 1993-12-22 | 1994-02-23 | Celltech Ltd | Chemical compounds and process |
| GB9326600D0 (en) * | 1993-12-22 | 1994-03-02 | Celltech Ltd | Chemical compounds |
| EP0738268B1 (en) * | 1993-12-22 | 2004-03-03 | Celltech R&D Limited | Trisubstituted phenyl derivatives, processes for their preparation and their use as phosphodiesterase (type iv) inhibitors |
| US5691376A (en) * | 1994-02-17 | 1997-11-25 | American Home Products Corporation | Substituted biphenyl derivatives |
| US5559137A (en) * | 1994-05-16 | 1996-09-24 | Smithkline Beecham Corp. | Compounds |
| FI964893A7 (fi) * | 1994-06-06 | 1996-12-05 | Pfizer | Substituoituja pyratsoleja, jotka ovat aktiivisia kortikotropiinin vap auttamistekijän (CRF) antagonisteina |
| US6245774B1 (en) * | 1994-06-21 | 2001-06-12 | Celltech Therapeutics Limited | Tri-substituted phenyl or pyridine derivatives |
| US5786354A (en) * | 1994-06-21 | 1998-07-28 | Celltech Therapeutics, Limited | Tri-substituted phenyl derivatives and processes for their preparation |
| GB9412573D0 (en) * | 1994-06-22 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| GB9412571D0 (en) * | 1994-06-22 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| GB9412672D0 (en) * | 1994-06-23 | 1994-08-10 | Celltech Ltd | Chemical compounds |
| WO1996020281A1 (en) * | 1994-12-23 | 1996-07-04 | Celltech Therapeutics Limited | Human phosphodiesterase type ivc, and its production and use |
| US5593997A (en) * | 1995-05-23 | 1997-01-14 | Pfizer Inc. | 4-aminopyrazolo(3-,4-D)pyrimidine and 4-aminopyrazolo-(3,4-D)pyridine tyrosine kinase inhibitors |
| JP3071830B2 (ja) * | 1995-10-02 | 2000-07-31 | エフ・ホフマン−ラ ロシュ アーゲー | ５ｈｔ２ｃ受容体アンタゴニストとしてのピリミジン誘導体 |
| GB9526243D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9526245D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9526246D0 (en) * | 1995-12-21 | 1996-02-21 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9608435D0 (en) * | 1996-04-24 | 1996-06-26 | Celltech Therapeutics Ltd | Chemical compounds |
| GB9625184D0 (en) * | 1996-12-04 | 1997-01-22 | Celltech Therapeutics Ltd | Chemical compounds |
-
1995
- 1995-06-20 US US08/492,639 patent/US5786354A/en not_active Expired - Fee Related
- 1995-06-21 WO PCT/GB1995/001459 patent/WO1995035281A1/en not_active Ceased
- 1995-06-21 PT PT95922633T patent/PT770065E/pt unknown
- 1995-06-21 NZ NZ288294A patent/NZ288294A/xx unknown
- 1995-06-21 AU AU27461/95A patent/AU707472B2/en not_active Ceased
- 1995-06-21 JP JP50184396A patent/JP3856465B2/ja not_active Expired - Fee Related
- 1995-06-21 CN CNB951937405A patent/CN1304372C/zh not_active Expired - Fee Related
- 1995-06-21 HU HU9603578A patent/HUT76803A/hu unknown
- 1995-06-21 CZ CZ19963730A patent/CZ293311B6/cs not_active IP Right Cessation
- 1995-06-21 ES ES95922633T patent/ES2218548T3/es not_active Expired - Lifetime
- 1995-06-21 SK SK1630-96A patent/SK282661B6/sk unknown
- 1995-06-21 AT AT95922633T patent/ATE263153T1/de not_active IP Right Cessation
- 1995-06-21 DK DK95922633T patent/DK0770065T3/da active
- 1995-06-21 EP EP95922633A patent/EP0770065B1/en not_active Expired - Lifetime
- 1995-06-21 RU RU97100794/04A patent/RU2201921C2/ru not_active IP Right Cessation
- 1995-06-21 DE DE1995632808 patent/DE69532808T2/de not_active Expired - Fee Related
-
1996
- 1996-12-19 FI FI965126A patent/FI115302B/fi active IP Right Grant
- 1996-12-20 NO NO19965524A patent/NO312672B1/no unknown
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1998
- 1998-03-26 US US09/048,592 patent/US6077854A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| FI965126A0 (fi) | 1996-12-19 |
| NO965524L (no) | 1996-12-20 |
| SK282661B6 (sk) | 2002-11-06 |
| CN1151732A (zh) | 1997-06-11 |
| HUT76803A (en) | 1997-11-28 |
| EP0770065A1 (en) | 1997-05-02 |
| ATE263153T1 (de) | 2004-04-15 |
| WO1995035281A1 (en) | 1995-12-28 |
| PT770065E (pt) | 2004-08-31 |
| JPH10503173A (ja) | 1998-03-24 |
| AU707472B2 (en) | 1999-07-08 |
| EP0770065B1 (en) | 2004-03-31 |
| NO965524D0 (no) | 1996-12-20 |
| CZ373096A3 (en) | 1997-08-13 |
| CZ293311B6 (cs) | 2004-03-17 |
| NZ288294A (en) | 1999-01-28 |
| DE69532808D1 (de) | 2004-05-06 |
| HU9603578D0 (en) | 1997-02-28 |
| JP3856465B2 (ja) | 2006-12-13 |
| NO312672B1 (no) | 2002-06-17 |
| AU2746195A (en) | 1996-01-15 |
| FI965126A7 (fi) | 1996-12-19 |
| DK0770065T3 (da) | 2004-07-19 |
| SK163096A3 (en) | 1997-10-08 |
| RU2201921C2 (ru) | 2003-04-10 |
| CN1304372C (zh) | 2007-03-14 |
| DE69532808T2 (de) | 2005-01-13 |
| ES2218548T3 (es) | 2004-11-16 |
| US6077854A (en) | 2000-06-20 |
| US5786354A (en) | 1998-07-28 |
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