HUP0303722A2 - Karbamidszármazékok mint integrin alfa4 antagonisták, eljárás az előállításukra és ezeket tartalmazó gyógyszerkészítmények - Google Patents

Karbamidszármazékok mint integrin alfa4 antagonisták, eljárás az előállításukra és ezeket tartalmazó gyógyszerkészítmények

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Publication number
HUP0303722A2
HUP0303722A2 HU0303722A HUP0303722A HUP0303722A2 HU P0303722 A2 HUP0303722 A2 HU P0303722A2 HU 0303722 A HU0303722 A HU 0303722A HU P0303722 A HUP0303722 A HU P0303722A HU P0303722 A2 HUP0303722 A2 HU P0303722A2
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HU
Hungary
Prior art keywords
group
alkyl
cycloalkyl
heteroaryl
aryl
Prior art date
Application number
HU0303722A
Other languages
English (en)
Inventor
Jordi Bach Tana
Mayorga Juan Miguel Jimenez
Eloisa Navarro Romero
Jesus Maria Ontoria Ontoria
Original Assignee
Almirall Prodesfarma, S.A.
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 Almirall Prodesfarma, S.A. filed Critical Almirall Prodesfarma, S.A.
Publication of HUP0303722A2 publication Critical patent/HUP0303722A2/hu
Publication of HUP0303722A3 publication Critical patent/HUP0303722A3/hu

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Abstract

A találmány tárgyát az a4b1 integrin és/vagy a4b7 integrin általánosképletű új antagonistái - ahol R1 alkil-, alkenil-, alkinil-,cikloalkil-, cikloalkil-alkil-, cikloalkil-alkenil-, cikloalkil-alkinil- heterociklikus, heterociklil-alkil-, heterociklil-alkinil-,heteroaril-, heteroaril-alkil-, heteroaril-alkenil- vagy heteroaril-alkinilcsoport, amelyek adott esetben 1-4 azonos vagy eltérőszubsztituenssel szubsztituáltak; R2 hidrogénatom, alkil-, alkil-cikloalkil-, alkil-aril-, alkil-heteroaril-, cikloalkil-alkil-, aril-alkil- vagy heteroaril-alkil-csoport, amelyek adott esetben 1-4 azonosvagy eltérő szubsztituenssel szubsztituáltak; R3 és R4 egymástólfüggetlenül hidrogénatom vagy alkilcsoport; R3 és R4 a kapcsolódószénatomokkal együtt egy 4-8-tagú gyűrűt képezhetnek; R5 alkil-;cikloalkil-, cikloalkil-alkil-, heterociklikus; heterociklil-alkil-,aril-, aril-alkil-, heteroaril- vagy heteroaril-alkil-csoport; ahol azalkil-, cikloalkil-, heterociklikus, aril- és heteroaril-csoportokadott esetben 1-4 azonos vagy eltérő szubsztituenssel szubsztituáltak;L1 -S-, -S(O)-, -S(O)2-, -C(O)-, -C(O)O-, -C(S)- csoport, -N(Rc)-általános képletű csoport, -CH2-, -CH2N(Rc)-, -CON(Rc)-, -CSN(Rc)-, -N(Rc)CO-, -N(Rc)CS-, -S(O)2N(Rc)- vagy -N(Rc)S(O)2- általános képletűcsoport; L2 -O-, -S-, -S(O)2-, -C(O)-, -C(O)O-, -OC(O)-, -C(S)-csoport, -N((Rc)-, -CON(Rc)-, -OC(O)N(Rc)-, -CSN(Rc)-, -N(Rc)CO-, -N(Rc)C(O)O-, -N(Rc)CS-, -S(O)2N(Rc)-, -N(Rc)S(O)2-, -N(Rc)CON(Rc)-vagy -N(Rc)CSN(Rc)- általános képletű csoport, ahol a két Rc lehetazonos vagy eltérő; W oxigén-, nitrogénatom, iminocsoport, -N(Rc)-általános képletű csoport vagy -NCN- csoport; X -(CH2)n-aril- vagy -(CH2)n-heteroaril-csoport, ahol az aril- vagy heteroaril-csoport adottesetben 1-4 azonos vagy eltérő szubsztituenssel szubsztituált; Y 1vagy 2 -O- és/vagy -S- heteroatomot tartalmazó monociklikus aril-,vagy monociklikus heteroaril-csoport, amely adott esetben 1-4 azonosvagy eltérő szubsztituenssel szubsztituált; Z -C(O))Rd, -P(O)2ORd, -S(O)2ORd, -S(O)2(Rd)(Rd) általános képletű csoport, -C(O)NH2 csoport,-C(O)N(Re)S(O)2Rd, -S(O)2N(Re)C(O)Rd általános képletű csoport, 5-tetrazolil-csoport vagy -C(O)Rd általános képletű csoport - ésgyógyszerészetileg elfogadható sóik képezik. A találmány kiterjed avegyületek előállítására és ezeket tartalmazó gyógyszerkészítményekreis. Ó
HU0303722A 2001-01-19 2002-01-15 Urea derivatives as integrin alpha 4 antanists, process for their preparation and pharmaceutical compositions containing them HUP0303722A3 (en)

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ES200100126A ES2200617B1 (es) 2001-01-19 2001-01-19 Derivados de urea como antagonistas de integrinas alfa 4.
PCT/EP2002/000331 WO2002057242A2 (en) 2001-01-19 2002-01-15 Urea derivatives as integrin alpha 4 antagonists

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Families Citing this family (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6960597B2 (en) 2000-06-30 2005-11-01 Orth-Mcneil Pharmaceutical, Inc. Aza-bridged-bicyclic amino acid derivatives as α4 integrin antagonists
ES2219177B1 (es) * 2003-05-05 2006-02-16 Almirall Prodesfarma, S.A. Derivados de n-(2-feniletil) sulfamida como antagonistas de la integrina alfa4.
WO2005019193A2 (en) * 2003-08-20 2005-03-03 Smithkline Beecham Corporation Phenylurea derivatives useful in the treatment of conditions mediated by polo-like kinases (plk)
JP5170386B2 (ja) 2005-08-18 2013-03-27 日産化学工業株式会社 スルフォニル基を有するチオフェン化合物及びその製造法
CN101360736A (zh) * 2005-11-23 2009-02-04 阿斯利康(瑞典)有限公司 L-丙氨酸衍生物
KR100588821B1 (ko) * 2006-01-06 2006-06-12 모악개발 주식회사 균일 팽창이 가능한 패커를 구비하는 하수관로 부분보수장치
WO2007141473A1 (en) * 2006-06-09 2007-12-13 Astrazeneca Ab N-(benzoyl)-o- [2- (pyridin- 2 -ylamino) ethyl] -l-tyrosine derivatives and related compounds as a5b1 antagonists for the treatment of solid tumors
WO2008093065A1 (en) * 2007-01-29 2008-08-07 Astrazeneca Ab L-ALANINE DERIVATIVES AS α5βL ANTAGONISTS
NZ578744A (en) 2007-01-31 2012-02-24 Vertex Pharma 2-aminopyridine derivatives useful as kinase inhibitors
ES2320955B1 (es) 2007-03-02 2010-03-16 Laboratorios Almirall S.A. Nuevos derivados de 3-((1,2,4)triazolo(4,3-a)piridin-7-il)benzamida.
WO2008125811A1 (en) * 2007-04-11 2008-10-23 Astrazeneca Ab N-[HETEROARYLCARBONYL]-S-THIENYL-L-ALANINE DERIVATIVES AS α5β1 ANTAGONISTS
EP2108641A1 (en) 2008-04-11 2009-10-14 Laboratorios Almirall, S.A. New substituted spiro[cycloalkyl-1,3'-indo]-2'(1'H)-one derivatives and their use as p38 mitogen-activated kinase inhibitors
EP2113503A1 (en) 2008-04-28 2009-11-04 Laboratorios Almirall, S.A. New substituted indolin-2-one derivatives and their use as p39 mitogen-activated kinase inhibitors
WO2010011768A1 (en) 2008-07-23 2010-01-28 Vertex Pharmaceuticals Incorporated Tri-cyclic pyrazolopyridine kinase inhibitors
US8569337B2 (en) 2008-07-23 2013-10-29 Vertex Pharmaceuticals Incorporated Tri-cyclic pyrazolopyridine kinase inhibitors
CA2731451A1 (en) 2008-07-23 2010-01-28 Vertex Pharmaceuticals Incorporated Pyrazolopyridine kinase inhibitors
MX2011001319A (es) 2008-08-06 2011-04-05 Vertex Pharma Inhibidores de aminopiridina cinasa.
KR101038486B1 (ko) * 2008-09-03 2011-06-01 쌍용건설 주식회사 패커를 이용한 비굴착식 하수관로 보수 장치 및 방법
AU2009322167B2 (en) * 2008-12-05 2014-11-20 Molecular Insight Pharmaceuticals, Inc. Technetium- and rhenium-bis(heteroaryl) complexes and methods of use thereof for inhibiting PSMA
CN102459259A (zh) 2009-05-06 2012-05-16 沃泰克斯药物股份有限公司 吡唑并吡啶类
FI20095678A0 (fi) * 2009-06-16 2009-06-16 Biotie Therapies Oy Ureasubstituoituja sulfoniamidijohdannaisia
EP2322176A1 (en) 2009-11-11 2011-05-18 Almirall, S.A. New 7-phenyl-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one derivatives
AU2011209649A1 (en) 2010-01-27 2012-08-09 Vertex Pharmaceuticals Incorporated Pyrazolopyrazine kinase inhibitors
US9067932B2 (en) 2010-01-27 2015-06-30 Vertex Pharmaceuticals Incorporated Pyrazolopyridine kinase inhibitors
WO2011094290A1 (en) 2010-01-27 2011-08-04 Vertex Pharmaceuticals Incorporated Pyrazolopyrimidine kinase inhibitors
RU2617424C2 (ru) * 2010-09-03 2017-04-25 ФОРМА ТиЭм, ЭлЭлСИ Новые соединения и композиции для ингибирования nampt
JP6463366B2 (ja) 2013-10-10 2019-01-30 イースタン バージニア メディカル スクール １２−リポキシゲナーゼ阻害物質としての４−（（２−ヒドロキシ−３−メトキシベンジル）アミノ）ベンゼンスルホンアミド誘導体
WO2020092375A1 (en) 2018-10-30 2020-05-07 Gilead Sciences, Inc. Quinoline derivatives as alpha4beta7 integrin inhibitors
CA3114240C (en) 2018-10-30 2023-09-05 Gilead Sciences, Inc. Imidazopyridine derivatives as alpha4beta7 integrin inhibitors
CA3115820A1 (en) 2018-10-30 2020-05-07 Gilead Sciences, Inc. Compounds for inhibition of .alpha.4.beta.7 integrin
CN112969504B (zh) 2018-10-30 2024-04-09 吉利德科学公司 用于抑制α4β7整合素的化合物
CA3148613A1 (en) 2019-08-14 2021-02-18 Gilead Sciences, Inc. Phenylalanine derived compounds and their use as inhinitors of alpha 4 beta 7 integrin

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4740611A (en) * 1986-10-30 1988-04-26 The Standard Oil Company N,N'-disubstituted ureas
US4705864A (en) * 1986-11-10 1987-11-10 The Standard Oil Company Aryl oxime derivatives of hydantoins
WO1992008464A1 (en) * 1990-11-15 1992-05-29 Tanabe Seiyaku Co. Ltd. Substituted urea and related cell adhesion modulation compounds
WO1997040031A1 (en) * 1996-04-23 1997-10-30 Pharmacia & Upjohn Company Thiadiazolyl(thio)ureas useful as matrix metalloprotease inhibitors
ES2271971T3 (es) 1996-07-25 2007-04-16 Biogen Idec Ma Inc. Inhibidores de la adhesion celular.
ATE311383T1 (de) * 1996-08-22 2005-12-15 Warner Lambert Co Nicht-peptidische bombesin rezeptor antagonisten
AU728435B2 (en) 1997-05-29 2001-01-11 Merck & Co., Inc. Sulfonamides as cell adhesion inhibitors
DE69818049T2 (de) 1997-06-23 2004-07-15 Tanabe Seiyaku Co., Ltd. Inhibitoren der alpha4-beta1 vermittelten zelladhäsion
WO1999011606A2 (en) 1997-08-28 1999-03-11 Pharmacia & Upjohn Company Inhibitors of protein tyrosine phosphatase
WO1999020617A1 (en) * 1997-10-21 1999-04-29 Active Biotech Ab Antiinflammatory thiadiazolyl ureas which act as lfa-1 and mac-1 inhibitors
NZ503491A (en) 1997-11-10 2002-08-28 Bristol Myers Squibb Co 2-substituted amino-1,3-benzothiazole derivatives useful as protein tyrosine kinase inhibitors
US6645939B1 (en) 1997-11-24 2003-11-11 Merck & Co., Inc. Substituted β-alanine derivatives as cell adhesion inhibitors
AU751950B2 (en) 1997-11-24 2002-09-05 Merck & Co., Inc. Substituted beta-alanine derivatives as cell adhesion inhibitors
TR200001752T2 (tr) 1997-12-17 2000-12-21 Merck & Co., Inc. Entegrin reseptör antagonistleri
CA2284864A1 (en) 1998-01-21 1999-07-29 Zymogenetics, Inc. Dialkyl ureas as calcitonin mimetics
AU761407B2 (en) * 1998-12-16 2003-06-05 Bayer Aktiengesellschaft New biphenyl and biphenyl-analogous compounds as integrin antagonists
MXPA01007394A (es) 1999-01-25 2002-04-09 Wyeth Corp Compuestos que inhiben la adhesion de leucocitos mediada mediante alfa4 beta1 integrina y cd49d/cd29 (vla-4).
AU3246600A (en) 1999-03-01 2000-09-21 Elan Pharmaceuticals, Inc. Alpha-aminoacetic acid derivatives useful as alpha 4 beta 7 receptor antagonists
DE19909979A1 (de) * 1999-03-06 2000-09-07 Bayer Ag Verfahren zur Herstellung von Glycokonjugaten von 20(S)-Camptothecin
RU2263109C2 (ru) 1999-05-07 2005-10-27 Тексэс Байотекнолоджи Копэрейшн ПРОИЗВОДНЫЕ КАРБОНОВЫХ КИСЛОТ (ВАРИАНТЫ), ФАРМАЦЕВТИЧЕСКАЯ КОМПОЗИЦИЯ И СПОСОБ СЕЛЕКТИВНОГО ИНГИБИРОВАНИЯ СВЯЗЫВАНИЯ α4β1 ИНТЕГРИНА У МЛЕКОПИТАЮЩЕГО
US6518283B1 (en) 1999-05-28 2003-02-11 Celltech R&D Limited Squaric acid derivatives
AU6909300A (en) * 1999-08-20 2001-03-19 Merck & Co., Inc. Substituted ureas as cell adhesion inhibitors

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