CA2841102C - Novel substituted indole derivatives as gamma secretase modulators - Google Patents

Novel substituted indole derivatives as gamma secretase modulators Download PDF

Info

Publication number
CA2841102C
CA2841102C CA2841102A CA2841102A CA2841102C CA 2841102 C CA2841102 C CA 2841102C CA 2841102 A CA2841102 A CA 2841102A CA 2841102 A CA2841102 A CA 2841102A CA 2841102 C CA2841102 C CA 2841102C
Authority
CA
Canada
Prior art keywords
group
substituents
fluoro
4alkyloxy
formula
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.)
Expired - Fee Related
Application number
CA2841102A
Other languages
English (en)
French (fr)
Other versions
CA2841102A1 (en
Inventor
Garrett Berlond Minne
Francois Paul Bischoff
Henricus Jacobus Maria Gijsen
Adriana Ingrid Velter
Serge Maria Aloysius Pieters
Didier Jean-Claude Berthelot
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cellzome Ltd
Janssen Pharmaceuticals Inc
Original Assignee
Cellzome Ltd
Janssen Pharmaceuticals Inc
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 Cellzome Ltd, Janssen Pharmaceuticals Inc filed Critical Cellzome Ltd
Publication of CA2841102A1 publication Critical patent/CA2841102A1/en
Application granted granted Critical
Publication of CA2841102C publication Critical patent/CA2841102C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D498/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Indole Compounds (AREA)
CA2841102A 2011-07-15 2012-07-12 Novel substituted indole derivatives as gamma secretase modulators Expired - Fee Related CA2841102C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP11174120 2011-07-15
EP11174120.3 2011-07-15
PCT/EP2012/063667 WO2013010904A1 (en) 2011-07-15 2012-07-12 Novel substituted indole derivatives as gamma secretase modulators

Publications (2)

Publication Number Publication Date
CA2841102A1 CA2841102A1 (en) 2013-01-24
CA2841102C true CA2841102C (en) 2019-08-13

Family

ID=46506432

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2841102A Expired - Fee Related CA2841102C (en) 2011-07-15 2012-07-12 Novel substituted indole derivatives as gamma secretase modulators

Country Status (16)

Country Link
US (1) US9115143B2 (cg-RX-API-DMAC7.html)
EP (1) EP2731948B1 (cg-RX-API-DMAC7.html)
JP (1) JP6068464B2 (cg-RX-API-DMAC7.html)
KR (1) KR101913135B1 (cg-RX-API-DMAC7.html)
CN (1) CN103874702B (cg-RX-API-DMAC7.html)
AR (1) AR087182A1 (cg-RX-API-DMAC7.html)
AU (1) AU2012285931B2 (cg-RX-API-DMAC7.html)
BR (1) BR112014000713A2 (cg-RX-API-DMAC7.html)
CA (1) CA2841102C (cg-RX-API-DMAC7.html)
EA (1) EA023045B1 (cg-RX-API-DMAC7.html)
ES (1) ES2555167T3 (cg-RX-API-DMAC7.html)
IL (1) IL230422B (cg-RX-API-DMAC7.html)
IN (1) IN2014MN00258A (cg-RX-API-DMAC7.html)
MX (1) MX2014000626A (cg-RX-API-DMAC7.html)
TW (1) TWI567079B (cg-RX-API-DMAC7.html)
WO (1) WO2013010904A1 (cg-RX-API-DMAC7.html)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BRPI1008473A2 (pt) 2009-02-06 2019-04-02 Ortho-Mcneil-Janssen Pharmaceuticals, Inc. compostos heterocíclicos bicíclicos substituídos como moduladores de gama secretase
MX2011011753A (es) 2009-05-07 2011-11-29 Janssen Pharmaceuticals Inc Nuevos derivados sustitutos de indazol y aza-indazol como moduladores de la gamma secretasa.
AP2011006034A0 (en) 2009-07-15 2011-12-31 Janssen Pharmaceuticals Inc Substituted triazole and imidazole derivatives as gamma secretase modulators.
MX2012008260A (es) 2010-01-15 2012-08-17 Janssen Pharmaceuticals Inc Novedosos derivados de triazol sustituidos como moduladores de la gamma secretasa.
CA2827969A1 (en) 2011-03-24 2012-09-27 Janssen Pharmaceuticals, Inc. Novel substituted triazolyl piperazine and triazolyl piperidine derivatives as gamma secretase modulators
TWI567079B (zh) 2011-07-15 2017-01-21 健生醫藥公司 作為伽瑪分泌酶調節劑之新穎的經取代的吲哚衍生物
AU2013261023B2 (en) 2012-05-16 2016-11-24 Cellzome Limited Substituted 3, 4 - dihydro - 2H - pyrido [1, 2 -a] pyrazine - 1, 6 - dione derivatives useful for the treatment of (inter alia) Alzheimer's disease
EP2738172A1 (en) * 2012-11-28 2014-06-04 Almirall, S.A. New bicyclic compounds as crac channel modulators
EP2953949B1 (en) 2012-12-20 2016-09-28 Janssen Pharmaceutica NV Novel tricyclic 3,4-dihydro-2h-pyrido[1,2-a]pyrazine-1,6-dione derivatives as gamma secretase modulators
EP2945944B1 (en) 2013-01-17 2016-11-09 Janssen Pharmaceutica, N.V. Novel substituted pyrido-piperazinone derivatives as gamma secretase modulators
US10562897B2 (en) 2014-01-16 2020-02-18 Janssen Pharmaceutica Nv Substituted 3,4-dihydro-2H-pyrido[1,2-a]pyrazine-1,6-diones as gamma secretase modulators
GB201506660D0 (en) 2015-04-20 2015-06-03 Cellcentric Ltd Pharmaceutical compounds
GB201506658D0 (en) 2015-04-20 2015-06-03 Cellcentric Ltd Pharmaceutical compounds
EP3490983B1 (en) 2016-07-30 2021-02-17 Bristol-Myers Squibb Company Dimethoxyphenyl substituted indole compounds as tlr7, tlr8 or tlr9 inhibitors
US10660877B2 (en) 2016-09-09 2020-05-26 Bristol-Myers Squibb Company Pyridyl substituted indole compounds
JOP20190060A1 (ar) 2016-09-26 2019-03-26 Chugai Pharmaceutical Co Ltd مشتق بيرازولو بيريدين له تأثير مساعد لمستقبل glp-1
WO2019028302A1 (en) 2017-08-04 2019-02-07 Bristol-Myers Squibb Company SUBSTITUTED INDOLE COMPOUNDS USEFUL AS TLR7 / 8/9 INHIBITORS
KR102688509B1 (ko) 2017-08-04 2024-07-24 브리스톨-마이어스 스큅 컴퍼니 [1,2,4]트리아졸로[4,3-a]피리디닐 치환된 인돌 화합물
BR112020007067A2 (pt) * 2017-10-11 2020-10-06 F. Hoffmann-La Roche Ag compostos bicíclicos para uso como inibidores rip1 quinase
EP3710440B1 (en) 2017-11-14 2023-04-05 Bristol-Myers Squibb Company Substituted indole compounds
CN111527080B (zh) 2017-12-15 2023-09-22 百时美施贵宝公司 取代的吲哚醚化合物
DK3728252T3 (da) 2017-12-18 2023-11-13 Bristol Myers Squibb Co 4-azaindolforbindelser
SG11202005700SA (en) 2017-12-19 2020-07-29 Bristol Myers Squibb Co Amide substituted indole compounds useful as tlr inhibitors
CN111491930B (zh) 2017-12-19 2023-09-26 百时美施贵宝公司 可用作tlr抑制剂的经取代的吲哚化合物
SG11202005704RA (en) 2017-12-19 2020-07-29 Bristol Myers Squibb Co 6-azaindole compounds
CA3086431A1 (en) 2017-12-20 2019-06-27 Bristol-Myers Squibb Company Amino indole compounds useful as tlr inhibitors
MX2020006014A (es) 2017-12-20 2020-08-17 Bristol Myers Squibb Co Compuestos de diazaindol.
US11420958B2 (en) 2017-12-20 2022-08-23 Bristol-Myers Squibb Company Aryl and heteroaryl substituted indole compounds
AR116051A1 (es) 2018-09-03 2021-03-25 Hoffmann La Roche Derivados de heteroarilo bicíclicos
EP3628669A1 (en) * 2018-09-28 2020-04-01 GenKyoTex Suisse SA Novel compounds as nadph oxidase inhibitors
JP7597710B2 (ja) 2018-10-24 2024-12-10 ブリストル-マイヤーズ スクイブ カンパニー 置換インドール二量体の化合物
KR102839382B1 (ko) 2018-10-24 2025-07-25 브리스톨-마이어스 스큅 컴퍼니 치환된 인돌 및 인다졸 화합물
IL283823B2 (en) 2018-12-13 2024-07-01 Hoffmann La Roche 7-phenoxy-n-(3-azabicyclo[3.2.1]octan-8-yl)-6,7-dihydro-5h-pyrrolo[1,2-b][1,2,4]triazol-2-amine derivatives and related compounds as gamma-secretase modulators for the treatment of alzheimer's disease
WO2020227484A1 (en) 2019-05-09 2020-11-12 Bristol-Myers Squibb Company Substituted benzimidazolone compounds
EP4041730A1 (en) 2019-10-01 2022-08-17 Bristol-Myers Squibb Company Substituted bicyclic heteroaryl compounds
EP4038059B1 (en) 2019-10-04 2023-09-20 Bristol-Myers Squibb Company Substituted carbazole compounds

Family Cites Families (65)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE172975T1 (de) * 1992-05-19 1998-11-15 Adir Benzimidezolderivate mit antidiabetischer und anti-plättchenklumpungswirkung
US5767144A (en) 1994-08-19 1998-06-16 Abbott Laboratories Endothelin antagonists
WO1997003067A1 (en) 1995-07-13 1997-01-30 Knoll Aktiengesellschaft Piperazine derivatives as therapeutic agents
HRP20020027A2 (en) 1999-06-10 2005-02-28 Warner-Lambert Company Method of inhibiting amyloid protein aggregation and imaging amyloid deposits using isoindoline derivatives
WO2001078721A1 (en) 2000-04-13 2001-10-25 Mayo Foundation For Medical Education And Research Aβ42 LOWERING AGENTS
WO2001087845A2 (en) 2000-05-15 2001-11-22 Fujisawa Pharmaceutical Co., Ltd. N-containing heterocyclic compounds and their use as 5-ht antagonists
DE10109867A1 (de) 2001-03-01 2002-09-05 Abbott Gmbh & Co Kg Verwendung von Triazolverbindungen zur Prophylaxe und Therapie neurodegenerativer Erkrankungen, Hirntrauma und zerebraler Ischämie
DE10238002A1 (de) 2002-08-20 2004-03-04 Merck Patent Gmbh Benzimidazolderivate
EP1599472A1 (en) 2003-02-27 2005-11-30 F. Hoffmann-La Roche Ag Ccr-3 receptor antagonists
BRPI0410348A (pt) 2003-05-14 2006-05-30 Torreypines Therapeutics Inc compostos e usos dos mesmos na modulação de amilóide-beta
JP2007502257A (ja) 2003-08-14 2007-02-08 エフ.ホフマン−ラ ロシュ アーゲー γアミノ酪酸作動性モジュレーター
EP1725555B1 (en) 2004-03-08 2010-10-06 Prosidion Ltd. Pyrrolopyridine-2-carboxylic acid hydrazides as inhibitors of glycogen phosphorylase
KR100966749B1 (ko) 2004-05-26 2010-06-30 에자이 알앤드디 매니지먼트 가부시키가이샤 신나미드 화합물
KR20070083781A (ko) 2004-10-26 2007-08-24 에자이 알앤드디 매니지먼트 가부시키가이샤 신나미드 화합물의 비정질체
ZA200707896B (en) * 2005-03-14 2009-07-29 High Point Pharma Llc Benzazole derivatives, compositions, and methods of use as B-secretase inhibitors
US7572807B2 (en) 2005-06-09 2009-08-11 Bristol-Myers Squibb Company Heteroaryl 11-beta-hydroxysteroid dehydrogenase type I inhibitors
CA2623317A1 (en) 2005-09-22 2007-03-29 Sanofi-Aventis Amino-alkyl-amide derivatives as ccr3 receptor liquids
US20070078136A1 (en) 2005-09-22 2007-04-05 Bristol-Myers Squibb Company Fused heterocyclic compounds useful as kinase modulators
WO2007043786A1 (en) 2005-10-10 2007-04-19 Seiyang Yang Dynamic-based verification apparatus for verification from electronic system level to gate level, and verification method using the same
CN101283031B (zh) 2005-10-11 2012-10-10 科聚亚公司 二芳基胺
US20070117804A1 (en) 2005-11-10 2007-05-24 Schering Corporation Imidazopyrazines as protein kinase inhibitors
EP2007749A2 (en) 2006-03-13 2008-12-31 Pfizer Products Inc. Tetralines antagonists of the h-3 receptor
GB0606774D0 (en) 2006-04-03 2006-05-10 Novartis Ag Organic compounds
US7893058B2 (en) 2006-05-15 2011-02-22 Janssen Pharmaceutica Nv Imidazolopyrazine compounds useful for the treatment of degenerative and inflammatory diseases
EP2099798A1 (en) 2006-12-01 2009-09-16 Galapagos N.V. Imidazolopyridine compounds useful for the treatment of degenerative and inflammatory diseases
CN101631779A (zh) 2006-12-12 2010-01-20 先灵公司 含有三环系统的天冬氨酰蛋白酶抑制剂
CA2672960A1 (en) 2006-12-20 2008-07-10 Schering Corporation Novel jnk inhibitors
US8183276B2 (en) 2007-02-08 2012-05-22 Christian Fischer Therapeutic agents
WO2008100412A1 (en) 2007-02-12 2008-08-21 Merck & Co., Inc. Piperidine derivatives
JP2010518064A (ja) 2007-02-12 2010-05-27 メルク・シャープ・エンド・ドーム・コーポレイション Adおよび関連状態の治療のためのピペラジン誘導体
KR20100017573A (ko) 2007-05-07 2010-02-16 쉐링 코포레이션 감마 세크레타제 조정인자
CA2686754C (en) 2007-05-11 2014-10-28 F. Hoffmann-La Roche Ag Hetarylanilines as modulators for amyloid beta
WO2008156580A1 (en) 2007-06-13 2008-12-24 Merck & Co., Inc. Triazole derivatives for treating alzheimer's disease and related conditions
WO2009005729A1 (en) 2007-06-29 2009-01-08 Schering Corporation Gamma secretase modulators
US7935815B2 (en) 2007-08-31 2011-05-03 Eisai R&D Management Co., Ltd. Imidazoyl pyridine compounds and salts thereof
EP2200990A1 (en) 2007-09-06 2010-06-30 Schering Corporation Gamma secretase modulators
GB0720444D0 (en) 2007-10-18 2007-11-28 Glaxo Group Ltd Novel compounds
CA2707712A1 (en) * 2007-12-06 2009-06-11 Schering Corporation Gamma secretase modulators
WO2009076352A1 (en) 2007-12-11 2009-06-18 Schering Corporation Gamma secretase modulators
KR101247840B1 (ko) 2008-02-22 2013-03-26 에프. 호프만-라 로슈 아게 아밀로이드 베타 조절제
US20100137320A1 (en) 2008-02-29 2010-06-03 Schering Corporation Gamma secretase modulators
WO2010010188A1 (en) 2008-07-25 2010-01-28 Galapagos Nv Novel compounds useful for the treatment of degenerative and inflammatory diseases.
US8785489B2 (en) 2008-10-17 2014-07-22 Boehringer Ingelheim International Gmbh Heteroaryl substituted indole compounds useful as MMP-13 inhibitors
WO2010054078A1 (en) 2008-11-06 2010-05-14 Schering Corporation Gamma secretase modulators
KR101293421B1 (ko) 2008-11-10 2013-08-05 에프. 호프만-라 로슈 아게 헤테로사이클릭 감마 분비효소 조절제
EP2367817A4 (en) 2008-12-03 2012-05-09 Via Pharmaceuticals Inc INHIBITORS OF DIACYLGLYCEROL ACYLTRANSFERASE
PA8854101A1 (es) 2008-12-18 2010-07-27 Ortho Mcneil Janssen Pharm Derivados de imidazol bicíclicos sustituidos como moduladores de gamma secretasa
TW201030002A (en) 2009-01-16 2010-08-16 Bristol Myers Squibb Co Bicyclic compounds for the reduction of beta-amyloid production
BRPI1008473A2 (pt) 2009-02-06 2019-04-02 Ortho-Mcneil-Janssen Pharmaceuticals, Inc. compostos heterocíclicos bicíclicos substituídos como moduladores de gama secretase
TWI461425B (zh) 2009-02-19 2014-11-21 Janssen Pharmaceuticals Inc 作為伽瑪分泌酶調節劑之新穎經取代的苯并唑、苯并咪唑、唑并吡啶及咪唑并吡啶衍生物類
JP2012051807A (ja) 2009-02-26 2012-03-15 Eisai R & D Management Co Ltd アリールイミダゾール化合物
JP2012051806A (ja) * 2009-02-26 2012-03-15 Eisai R & D Management Co Ltd イミダゾリルピラジン誘導体
RU2515976C2 (ru) 2009-02-26 2014-05-20 Эйсай Ар Энд Ди Менеджмент Ко., Лтд. Азотсодержащие конденсированные гетероциклические соединения и их применение в качестве ингибиторов продукции бета-амилоида
CA2751534A1 (en) 2009-03-03 2010-09-10 Pfizer Inc. Novel phenyl imidazoles and phenyl triazoles as gamma-secretase modulators
EP2410529A1 (en) 2009-03-16 2012-01-25 Panasonic Corporation Application running device
US20120029190A1 (en) * 2009-04-03 2012-02-02 Douglas Burdi Compounds for treating disorders mediated by metabotropic glutamate receptor 5, and methods of use thereof
WO2010126745A1 (en) * 2009-04-27 2010-11-04 High Point Pharmaceuticals, Llc SUBSTITUTED IMIDAZO[1,2-A]PYRIDINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE AS β-SECRETASE INHIBITORS
MX2011011753A (es) 2009-05-07 2011-11-29 Janssen Pharmaceuticals Inc Nuevos derivados sustitutos de indazol y aza-indazol como moduladores de la gamma secretasa.
JP2010274429A (ja) 2009-05-26 2010-12-09 Ihi Corp アライメントステージ
AP2011006034A0 (en) 2009-07-15 2011-12-31 Janssen Pharmaceuticals Inc Substituted triazole and imidazole derivatives as gamma secretase modulators.
MX2012008260A (es) 2010-01-15 2012-08-17 Janssen Pharmaceuticals Inc Novedosos derivados de triazol sustituidos como moduladores de la gamma secretasa.
TW201307347A (zh) * 2010-11-01 2013-02-16 Arqule Inc 經取代苯並-咪唑並-吡啶並-二氮呯化合物
CA2827969A1 (en) 2011-03-24 2012-09-27 Janssen Pharmaceuticals, Inc. Novel substituted triazolyl piperazine and triazolyl piperidine derivatives as gamma secretase modulators
ES2602794T3 (es) 2011-03-31 2017-02-22 Pfizer Inc Piridinonas bicíclicas novedosas
TWI567079B (zh) 2011-07-15 2017-01-21 健生醫藥公司 作為伽瑪分泌酶調節劑之新穎的經取代的吲哚衍生物

Also Published As

Publication number Publication date
AR087182A1 (es) 2014-02-26
KR101913135B1 (ko) 2018-10-30
EA201490287A1 (ru) 2014-05-30
AU2012285931B2 (en) 2017-01-12
JP2014518286A (ja) 2014-07-28
MX2014000626A (es) 2014-04-30
CN103874702A (zh) 2014-06-18
US20140148450A1 (en) 2014-05-29
CN103874702B (zh) 2015-12-09
IN2014MN00258A (cg-RX-API-DMAC7.html) 2015-09-25
TWI567079B (zh) 2017-01-21
JP6068464B2 (ja) 2017-01-25
IL230422B (en) 2018-03-29
CA2841102A1 (en) 2013-01-24
EP2731948A1 (en) 2014-05-21
NZ619683A (en) 2015-01-30
KR20140063595A (ko) 2014-05-27
EA023045B1 (ru) 2016-04-29
ES2555167T3 (es) 2015-12-29
BR112014000713A2 (pt) 2017-01-10
WO2013010904A1 (en) 2013-01-24
TW201315736A (zh) 2013-04-16
US9115143B2 (en) 2015-08-25
EP2731948B1 (en) 2015-09-09

Similar Documents

Publication Publication Date Title
CA2841102C (en) Novel substituted indole derivatives as gamma secretase modulators
US8946266B2 (en) Substituted triazole and imidazole derivatives as gamma secretase modulators
JP5576403B2 (ja) γ分泌酵素調節物質としての新規置換二環複素環化合物
AU2015233654B2 (en) Heteroaryl Syk inhibitors
KR101410453B1 (ko) 소정의 화학 물질, 조성물 및 방법
JP6106745B2 (ja) (特に)アルツハイマー病の治療に有用な置換3,4−ジヒドロ−2H−ピリド[1,2−a]ピラジン−1,6−ジオン誘導体
US20120295901A1 (en) Novel substituted bicyclic triazole derivatives as gamma secretase modulators
US20060058295A1 (en) Novel compounds as pharmaceutical agents
JP2012514044A (ja) Rafキナーゼ阻害剤として有用なヘテロアリール化合物
JP2024502258A (ja) Cgasに関連する状態の処置に有用なインドール誘導体
RU2782375C2 (ru) Новые соединения и их фармацевтические композиции для лечения заболеваний
JP2024528072A (ja) イミダゾール有機化合物及び炎症性腸疾患に対するその使用
NZ619683B2 (en) Novel substituted indole derivatives as gamma secretase modulators
HK1169113A (en) Substituted triazole and imidazole derivatives as gamma secretase modulators

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20170628

MKLA Lapsed

Effective date: 20220712