MX341474B - Nuevas hidroxi-6-heteroarilfenantridinas y su uso como inhibidores de la fosfodiesterasa tipo 4 ( pde4). - Google Patents

Nuevas hidroxi-6-heteroarilfenantridinas y su uso como inhibidores de la fosfodiesterasa tipo 4 ( pde4).

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Publication number
MX341474B
MX341474B MX2011010146A MX2011010146A MX341474B MX 341474 B MX341474 B MX 341474B MX 2011010146 A MX2011010146 A MX 2011010146A MX 2011010146 A MX2011010146 A MX 2011010146A MX 341474 B MX341474 B MX 341474B
Authority
MX
Mexico
Prior art keywords
alkyl
alkoxy
hydrogen
substituted
completely
Prior art date
Application number
MX2011010146A
Other languages
English (en)
Inventor
Marx Degenhard
Schmidt Beate
Hatzelmann Armin
Kley Hans-Peter
Flockerzi Dieter
Zitt Christof
Barsig Johannes
Kautz Ulrich
Original Assignee
Takeda Gmbh
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Takeda Gmbh filed Critical Takeda Gmbh
Publication of MX341474B publication Critical patent/MX341474B/es

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    • A61K31/47—Quinolines; Isoquinolines
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Abstract

Se describen compuestos de fórmula I. (ver fórmula (I)) que son nuevos inhibidores de PDE4 efectivos, en donde R1 es hidroxilo, alcoxi C1-4, cicloalcoxi C3-7, cicloalquilmetoxi C3-7, 2,2-difluoroetoxi, o alcoxi C1-4 completa o predominantemente sustituido con flúor, R2 es hidroxilo, alcoxi C1-4, cicloalcoxi C3-7, cicloalquilmetoxi C3-7, 2,2-difluoroetoxi, o alcoxi C1-4 completa o predominantemente sustituido con flúor, o en donde R1 y R2 juntos son un grupo alquilendioxi C1-2, R3 es hidrógeno o alquilo C1-4, R31 es hidrógeno o alquilo 01-4, o, en una primera modalidad (modalidad a) de acuerdo a la presente invención, R4 es -O-R41, en donde R41 es hidrógeno, alquilo C1-4, alcoxi C1-4-alquilo C1-4, hidroxialquilo C2-4, alquilcarbonilo C1-7, o alquilo C1-4 completa o predominantemente sustituido con flúor, y R5 es hidrógeno o alquilo C1-4, o, en una segunda modalidad (modalidad b) de acuerdo a la presente invención, R4 es hidrógeno o alquilo C1-4, y R5 es -O-R51, en donde R51 es hidrógeno, alquilo C1-4, alcoxi C1-4-alquilo C1-4, hidroxi alquilo C2-4, alquilcarbonilo C1-7, o alquilo C1-4 completa o predominantemente sustituido con flúor, Har es opcionalmente sustituido por R6 y/o R7 y/o R8, y es un radical heteroarilo insaturado o parcialmente saturado monocíclico o bicíclico fusionado de 5 a 10 miembros que comprende 1 a 4 heteroátomos seleccionados independientemente del grupo que consiste de oxígeno, nitrógeno y azufre.
MX2011010146A 2004-03-03 2005-03-02 Nuevas hidroxi-6-heteroarilfenantridinas y su uso como inhibidores de la fosfodiesterasa tipo 4 ( pde4). MX341474B (es)

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Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60311662T2 (de) 2002-08-29 2007-10-25 Altana Pharma Ag 3-hydroxy-6-phenylphenanthridine als pde-4 inhibitoren
JP4728259B2 (ja) 2004-02-18 2011-07-20 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 効果的なホスホジエステラーゼ（ｐｄｅ）４インヒビターとしての新規のグアニジニル置換されたヒドロキシ−６−フェニルフェナントリジン
KR101152488B1 (ko) 2004-03-03 2012-07-02 니코메드 게엠베하 신규 히드록시-6-헤테로아릴페난트리딘 및 ｐｄｅ4 억제제로서의 이의 용도
ES2342728T3 (es) 2005-02-01 2010-07-13 Nycomed Gmbh Nuevas 6-piridilfenantridinas.
EA200701815A1 (ru) * 2005-03-02 2008-02-28 Никомед Гмбх 6-гетероарил-1,2,3,4,4а,10в-гексагидрофенантридины в качестве pde-4 ингибиторов для лечения воспалительных заболеваний
SI1856093T1 (sl) 2005-03-02 2010-03-31 Nycomed Gmbh Hidrokloridna sol R aR bR dimetoksipiridin il etoksi metoksi a b heksahidrofenantridin ola
US20100179131A1 (en) 2006-09-07 2010-07-15 Nycomed Gmbh Combination treatment for diabetes mellitus
US8013003B2 (en) * 2007-05-17 2011-09-06 Cortex Pharmaceuticals, Inc. Di-substituted amides for enhancing glutamatergic synaptic responses
WO2009025823A1 (en) * 2007-08-21 2009-02-26 Amgen Inc. Phosphodiesterase 10 inhibitors
WO2009109525A1 (en) * 2008-03-03 2009-09-11 Nycomed Gmbh Use of a specific pde4 inhibitor for the treatment and/or prophylaxis of non-alcoholic fatty liver disease
AR074318A1 (es) 2008-11-14 2011-01-05 Nycomed Gmbh Derivados heterociclicos de pirazolona, composiciones farmaceuticas que los contienen y uso de los mismos para el tratamiento de enfermedades de las vias respiratorias.
JP2017503814A (ja) * 2014-01-22 2017-02-02 タケダ ゲー・エム・ベー・ハーＴａｋｅｄａ ＧｍｂＨ 部分的コントロール状態の重症喘息またはコントロール不良状態の重症喘息のｐｄｅ４インヒビターを用いた（およびロイコトリエン調節薬と組み合わせて用いた）治療
CN103936661B (zh) * 2014-04-04 2016-08-24 常州大学 一种6-烷基菲啶衍生物的合成方法
JP2018521077A (ja) * 2015-07-29 2018-08-02 タケダ ゲー・エム・ベー・ハーＴａｋｅｄａ ＧｍｂＨ 糖尿病性腎症を治療するためのｐｄｅ４阻害剤
CN110099686B (zh) * 2016-08-26 2022-04-15 武田药品工业株式会社 非酒精性脂肪性肝病的治疗
CN110573148A (zh) * 2017-03-16 2019-12-13 武田有限公司 特发性肺纤维化的治疗
WO2020113088A1 (en) 2018-11-30 2020-06-04 Nuvation Bio Inc. Diarylhydantoin compounds and methods of use thereof
EP3886854A4 (en) * 2018-11-30 2022-07-06 Nuvation Bio Inc. PYRROLE AND PYRAZOLE COMPOUNDS AND METHODS OF USE THERE
TWI785816B (zh) * 2019-08-30 2022-12-01 國立陽明交通大學 11-芳香基噌啉[2,3-f]菲啶鹽化合物及其製造方法
TWI753296B (zh) * 2019-08-30 2022-01-21 國立陽明交通大學 11-芳香基噌啉[2,3-f]菲啶鹽化合物及其製造方法

Family Cites Families (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9027055D0 (en) 1990-12-13 1991-02-06 Sandoz Ltd Organic compounds
AU650953B2 (en) 1991-03-21 1994-07-07 Novartis Ag Inhaler
PT706513E (pt) 1993-07-02 2002-10-31 Byk Gulden Lomberg Chem Fab Benzimidazois substituidos por fluoralcoxi e sua utilizacao como inibidores de fosfodiesterase nucleotidica ciclica
US6191138B1 (en) 1996-01-31 2001-02-20 Byk Gulden Lomberg Chemische Fabrik Gmbh Phenanthridines
US6127378A (en) 1996-03-26 2000-10-03 Byk Gulden Lomberg Chemische Fabrik Gmbh Phenanthridines substituted in the 6 position
PT889886E (pt) 1996-03-26 2003-02-28 Altana Pharma Ag Novas fenantridinas substituidas na posicao 6
JPH1020274A (ja) * 1996-07-05 1998-01-23 Fujitsu Ltd 液晶表示駆動回路及び液晶表示装置
SK283269B6 (sk) 1996-11-11 2003-04-01 Altana Pharma Ag Benzonaftyridíny, farmaceutický prostriedok s ich obsahom a ich použitie
ATE248167T1 (de) 1997-03-07 2003-09-15 Altana Pharma Ag Tetrazole derivate
AU8106598A (en) 1997-06-03 1998-12-21 Byk Gulden Lomberg Chemische Fabrik Gmbh Benzonaphthyridine
US6214839B1 (en) 1997-07-25 2001-04-10 Byk Gulden Lomberg Chemische Fabrik Gmbh Substituted 6-alkylphenanthridines
ES2189235T3 (es) 1997-07-25 2003-07-01 Altana Pharma Ag 6-fenilfenantridinas sustituidas.
US6410551B1 (en) 1997-07-25 2002-06-25 Byk Gulden Lomberg Chemische Fabrik Gmbh Tetrazole derivatives
CA2309175A1 (en) * 1997-11-04 1999-05-14 Pfizer Products Inc. Therapeutically active compounds based on indazole bioisostere replacement of catechol in pde4 inhibitors
ATE234301T1 (de) * 1998-05-05 2003-03-15 Altana Pharma Ag Neue benzonaphtyridin-n-oxide
US6436952B1 (en) 1998-08-31 2002-08-20 Byk Gulden Lomberg Chemische Fabrik Gmbh Benzonaphthyridine-N-oxides comprising a PDE3 and PDE4 inhibiting activity
ATE312081T1 (de) 1999-01-15 2005-12-15 Altana Pharma Ag 6-phenylphenanthridine mit pde-iv hemmender wirkung
JP2002534506A (ja) * 1999-01-15 2002-10-15 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 Ｐｄｅ−ｉｖ抑制作用を有する多重に置換された６−フェニルフェナントリジン
AU2107700A (en) * 1999-01-15 2000-08-01 Byk Gulden Lomberg Chemische Fabrik Gmbh Phenanthridine-n-oxides with pde-iv inhibiting activity
SI1147103T1 (en) * 1999-01-15 2005-10-31 Altana Pharma Ag Phenantrhridine-n-oxides with pde-iv inhibiting activity
WO2000042019A1 (en) * 1999-01-15 2000-07-20 Byk Gulden Lomberg Chemische Fabrik Gmbh 6-arylphenanthridines with pde-iv inhibiting activity
IL148807A0 (en) * 1999-10-25 2002-09-12 Byk Gulden Lomberg Chem Fab Tetrahydrothiopyran derivatives and pharmaceutical compositions containing the same
AU782908B2 (en) 2000-01-11 2005-09-08 Altana Pharma Ag Phenanthridine-N-oxides
EP1270577B1 (en) 2000-03-23 2006-12-06 Takeda Pharmaceutical Company Limited Furoisoquinoline derivatives, process for producing the same and use thereof
AU2001281965A1 (en) 2000-07-14 2002-01-30 Byk Gulden Lomberg Chemische Fabrik G.M.B.H. Novel 6-phenylphenanthridines
AU2001267589A1 (en) 2000-07-14 2002-01-30 Byk Gulden Lomberg Chemische Fabrik G.M.B.H. Cycloalkyl - or cycloalkylmethyl-substituted 6-phenylphenanthridines
ES2236288T3 (es) * 2000-07-14 2005-07-16 Altana Pharma Ag 6-heteroarilfenantridinas.
CA2438717C (en) 2001-02-21 2011-08-30 Altana Pharma Ag 6-phenylbenzonaphthyridines
JP2005537312A (ja) 2002-08-17 2005-12-08 アルタナ　ファルマ　アクチエンゲゼルシャフト 新規のフェナントリジン
EP1581533A2 (en) 2002-08-17 2005-10-05 ALTANA Pharma AG Novel benzonaphthyridines
ATE348616T1 (de) * 2002-08-29 2007-01-15 Altana Pharma Ag 2-hydroxy-6-phenylphenanthridine als pde-4-hemmer
DE60311662T2 (de) * 2002-08-29 2007-10-25 Altana Pharma Ag 3-hydroxy-6-phenylphenanthridine als pde-4 inhibitoren
RU2247262C2 (ru) 2003-05-19 2005-02-27 Федеральное государственное унитарное предприятие Российский Федеральный Ядерный Центр-Всероссийский Научно-исследовательский институт технической физики им. акад. Е.И. Забабахина (РФЯЦ- ВНИИТФ) Плунжерный насос сверхвысокого давления
JP4728259B2 (ja) 2004-02-18 2011-07-20 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 効果的なホスホジエステラーゼ（ｐｄｅ）４インヒビターとしての新規のグアニジニル置換されたヒドロキシ−６−フェニルフェナントリジン
AR049419A1 (es) 2004-03-03 2006-08-02 Altana Pharma Ag Hidroxi-6-fenilfenantridinas sustituidas con heterociclilo
KR101152488B1 (ko) 2004-03-03 2012-07-02 니코메드 게엠베하 신규 히드록시-6-헤테로아릴페난트리딘 및 ｐｄｅ4 억제제로서의 이의 용도
AU2005220034A1 (en) * 2004-03-09 2005-09-15 Nycomed Gmbh Novel isoamido-substituted hydroxy-6-phenylphenanthridines and their use as PDE4 inhibitors
WO2005087745A1 (en) * 2004-03-10 2005-09-22 Altana Pharma Ag Novel amido-substituted hydroxy-6-phenylphenanthridines and their use as pde4 inhibitors
BRPI0508473A (pt) 2004-03-10 2007-07-31 Altana Pharma Ag hidróxi-6-fenilfenantridinas contendo tiol e seu uso como inibidores de pde4
AU2005219581A1 (en) * 2004-03-10 2005-09-15 Nycomed Gmbh Novel difluoroethoxy-substituted hydroxy-6-phenylphenanthridines and their use as PDE4 inhibitors
SI1856093T1 (sl) 2005-03-02 2010-03-31 Nycomed Gmbh Hidrokloridna sol R aR bR dimetoksipiridin il etoksi metoksi a b heksahidrofenantridin ola

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