CA2737694C - Novel cyclic benzimidazole derivatives useful anti-diabetic agents - Google Patents

Novel cyclic benzimidazole derivatives useful anti-diabetic agents Download PDF

Info

Publication number
CA2737694C
CA2737694C CA2737694A CA2737694A CA2737694C CA 2737694 C CA2737694 C CA 2737694C CA 2737694 A CA2737694 A CA 2737694A CA 2737694 A CA2737694 A CA 2737694A CA 2737694 C CA2737694 C CA 2737694C
Authority
CA
Canada
Prior art keywords
6alkyl
substituted
unsubstituted
halogen
heteroaryl
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.)
Active
Application number
CA2737694A
Other languages
English (en)
French (fr)
Other versions
CA2737694A1 (en
Inventor
Brett C. Bookser
Qun Dang
Tony S. Gibson
Hongjian Jiang
De Michael Chung
Jianming Bao
Jinlong Jiang
Andy Kassick
Ahmet Kekec
Ping LAN
Huagang Lu
Gergely M. Makara
F. Anthony Romero
Iyassu Sebhat
David Wilson
Dariusz Wodka
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.)
Metabasis Therapeutics Inc
Merck Sharp and Dohme LLC
Original Assignee
Metabasis Therapeutics Inc
Merck Sharp and Dohme LLC
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 Metabasis Therapeutics Inc, Merck Sharp and Dohme LLC filed Critical Metabasis Therapeutics Inc
Publication of CA2737694A1 publication Critical patent/CA2737694A1/en
Application granted granted Critical
Publication of CA2737694C publication Critical patent/CA2737694C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D235/26Oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/08Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D235/28Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Diabetes (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
CA2737694A 2008-09-26 2009-09-21 Novel cyclic benzimidazole derivatives useful anti-diabetic agents Active CA2737694C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US19433708P 2008-09-26 2008-09-26
US61/194,337 2008-09-26
PCT/US2009/057686 WO2010036613A1 (en) 2008-09-26 2009-09-21 Novel cyclic benzimidazole derivatives useful anti-diabetic agents

Publications (2)

Publication Number Publication Date
CA2737694A1 CA2737694A1 (en) 2010-04-01
CA2737694C true CA2737694C (en) 2013-07-02

Family

ID=41395799

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2737694A Active CA2737694C (en) 2008-09-26 2009-09-21 Novel cyclic benzimidazole derivatives useful anti-diabetic agents

Country Status (10)

Country Link
US (1) US8394969B2 (enExample)
EP (1) EP3924343A1 (enExample)
JP (1) JP5764064B2 (enExample)
CN (1) CN102361857B (enExample)
AR (1) AR073677A1 (enExample)
AU (1) AU2009296820B2 (enExample)
CA (1) CA2737694C (enExample)
MX (1) MX2011003239A (enExample)
TW (1) TWI393709B (enExample)
WO (1) WO2010036613A1 (enExample)

Families Citing this family (54)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8410284B2 (en) 2008-10-22 2013-04-02 Merck Sharp & Dohme Corp Cyclic benzimidazole derivatives useful as anti-diabetic agents
JP2012507530A (ja) 2008-10-29 2012-03-29 メルク・シャープ・エンド・ドーム・コーポレイション 有用な抗糖尿病剤である新規な環状ベンズイミダゾール誘導体
EP2362731B1 (en) 2008-10-31 2016-04-06 Merck Sharp & Dohme Corp. Novel cyclic benzimidazole derivatives useful anti-diabetic agents
EA201290808A1 (ru) 2010-02-18 2013-03-29 ХАЙ ПОЙНТ ФАРМАСЬЮТИКАЛЗ, ЭлЭлСи Замещенные конденсированные производные имидазола, фармацевтические композиции и способы их применения
US8759535B2 (en) 2010-02-18 2014-06-24 High Point Pharmaceuticals, Llc Substituted fused imidazole derivatives, pharmaceutical compositions, and methods of use thereof
JP2013520502A (ja) * 2010-02-25 2013-06-06 メルク・シャープ・エンド・ドーム・コーポレイション 有用な抗糖尿病薬である新規な環状ベンズイミダゾール誘導体
US8344137B2 (en) * 2010-04-14 2013-01-01 Hoffman-La Roche Inc. 3,3-dimethyl tetrahydroquinoline derivatives
CN103209981B (zh) 2010-09-10 2016-12-28 盐野义制药株式会社 具有ampk活化作用的杂环稠合咪唑衍生物
WO2012047772A2 (en) * 2010-10-07 2012-04-12 Schering Corporation Imidazole derivatives
WO2012064569A1 (en) * 2010-11-08 2012-05-18 Merck Sharp & Dohme Corp. Imidazole derivatives
FR2968213B1 (fr) 2010-12-03 2014-03-21 Oreal Utilisation d'une association amincissante
AR084174A1 (es) 2010-12-21 2013-04-24 Lilly Co Eli Compuestos de imidazol-2-benzamida utiles para el tratamiento de osteoartritis y una composicion farmaceutica
SG192941A1 (en) * 2011-02-25 2013-09-30 Merck Sharp & Dohme Novel cyclic azabenzimidazole derivatives useful as anti-diabetic agents
WO2012162635A1 (en) * 2011-05-26 2012-11-29 Sunovion Pharmaceuticals Inc. Metabotropic glutamate receptors 5 modulators and methods of use thereof
BR112014001018A2 (pt) 2011-07-15 2017-01-10 Shionogi & Co derivado de azabenzimidazol tendo atividade de ativação de ampk
TWI449702B (zh) * 2012-07-11 2014-08-21 Merck Sharp & Dohme 作為抗糖尿病劑之新穎環氮雜苯并咪唑衍生物
WO2014022528A1 (en) 2012-08-02 2014-02-06 Merck Sharp & Dohme Corp. Antidiabetic tricyclic compounds
WO2014031441A1 (en) * 2012-08-22 2014-02-27 Merck Sharp & Dohme Corp. Novel benzimidazole tetrahydrofuran derivatives
US9527839B2 (en) 2012-08-22 2016-12-27 Merck Sharp & Dohme Corp. Benzimidazole tetrahydropyran derivatives
US9556193B2 (en) 2012-08-22 2017-01-31 Merck Shapr & Dohme Corp. Benzimidazole hexahydrofuro[3,2-b]furan derivatives
EP2888006B1 (en) 2012-08-22 2019-04-24 Merck Sharp & Dohme Corp. Novel azabenzimidazole tetrahydropyran derivatives useful as ampk activators
WO2014031517A1 (en) 2012-08-22 2014-02-27 Merck Sharp & Dohme Corp. Novel azabenzimidazole tetrahydrofuran derivatives
KR20150045436A (ko) * 2012-08-22 2015-04-28 머크 샤프 앤드 돔 코포레이션 신규 아자벤즈이미다졸 헥사히드로푸로[3,2-b]푸란 유도체
WO2014133008A1 (ja) 2013-02-27 2014-09-04 塩野義製薬株式会社 Ampk活性化作用を有するインドールおよびアザインドール誘導体
EP2970119B1 (en) 2013-03-14 2021-11-03 Merck Sharp & Dohme Corp. Novel indole derivatives useful as anti-diabetic agents
WO2015051496A1 (en) 2013-10-08 2015-04-16 Merck Sharp & Dohme Corp. Antidiabetic tricyclic compounds
US10519115B2 (en) 2013-11-15 2019-12-31 Merck Sharp & Dohme Corp. Antidiabetic tricyclic compounds
WO2015089809A1 (en) 2013-12-19 2015-06-25 Merck Sharp & Dohme Corp. Antidiabetic substituted heteroaryl compounds
WO2015103480A1 (en) 2014-01-02 2015-07-09 Massachusetts Eye & Ear Infirmary Treating ocular neovascularization
EP3091970B1 (en) 2014-01-10 2020-10-28 Rgenix, Inc. Lxr agonists and uses thereof
AU2015309863B2 (en) 2014-08-27 2019-12-05 Shionogi & Co., Ltd. Azaindole derivative having AMPK-activating effect
AU2015338042A1 (en) 2014-10-28 2017-04-27 Shionogi & Co., Ltd. Heterocyclic derivative having AMPK activating effect
WO2016089648A1 (en) 2014-12-01 2016-06-09 Vtv Therapeutics Llc Bach 1 inhibitors in combination with nrf2 activators and pharmaceutical compositions thereof
CN104961703A (zh) * 2015-07-14 2015-10-07 佛山市赛维斯医药科技有限公司 一类苯并异恶唑类11β-HSD1抑制剂、制备方法及其用途
CN104961702A (zh) * 2015-07-14 2015-10-07 佛山市赛维斯医药科技有限公司 苯并异恶唑类11β-HSD1抑制剂、制备方法及其用途
CN105596333A (zh) * 2016-02-02 2016-05-25 白强 一种防治糖尿病及其并发症的药物组合物及其应用
WO2017146186A1 (ja) 2016-02-26 2017-08-31 塩野義製薬株式会社 Ampk活性化作用を有する5-フェニルアザインドール誘導体
EP3459949A4 (en) 2016-05-20 2020-04-08 Shionogi & Co., Ltd 5-SUBSTITUTED BENZIMIDAZOLE DERIVATIVE AND 5-SUBSTITUTED AZABENZIMIDAZOLE DERIVATIVE WITH AMPK ACTIVATION EFFECT
WO2018035128A1 (en) 2016-08-19 2018-02-22 Rigel Pharmaceuticals, Inc. Benzimidazole direct ampk activators
EP3679027A1 (en) * 2017-09-04 2020-07-15 C4 Therapeutics, Inc. Dihydrobenzimidazolones
EP3713575A4 (en) 2017-11-21 2021-08-25 Rgenix, Inc. POLYMORPHS AND THEIR USES
CN108503632B (zh) * 2018-06-26 2020-07-28 北京圣永制药有限公司 一种吲哚类衍生物及其在糖尿病中的应用
CA3137224A1 (en) 2019-04-19 2020-10-22 Sorbonne Universite P16ink4a inhibitor for preventing or treating huntington's disease
PL4073025T3 (pl) 2019-12-13 2024-09-16 Inspirna, Inc. Sole metali i ich zastosowania
WO2021160109A1 (zh) * 2020-02-13 2021-08-19 劲方医药科技(上海)有限公司 二氢萘啶酮类化合物,其制法与医药上的用途
TW202140440A (zh) 2020-02-28 2021-11-01 美商克力歐普股份有限公司 Gpr40激動劑
AR121842A1 (es) * 2020-04-15 2022-07-13 Ache Laboratorios Farmaceuticos Sa Compuesto de benzimidazol para el tratamiento de trastornos metabólicos
AU2021275038A1 (en) 2020-05-19 2022-12-22 Kallyope, Inc. AMPK activators
CA3183575A1 (en) 2020-06-26 2021-12-30 Iyassu Sebhat Ampk activators
WO2023092094A2 (en) 2021-11-19 2023-05-25 The Broad Institute, Inc. Bifunctional chimeric molecules for labeling of kinases with target binding moieties and methods of use thereof
TW202329944A (zh) * 2021-11-23 2023-08-01 美商克力歐普股份有限公司 Ampk活化劑
CN117050043A (zh) * 2022-05-13 2023-11-14 中国海洋大学 一种3-苯基二苯并呋喃类化合物及其制备方法和用途
CN117243950A (zh) * 2023-10-31 2023-12-19 首都医科大学附属北京朝阳医院 Mk-3903在制备预防和/或治疗缺血性心脏病的药物中的应用
WO2025101276A1 (en) * 2023-11-06 2025-05-15 University Of Pittsburgh-Of The Commonwealth System Of Higher Education Compositions and methods for making and using immune cells

Family Cites Families (100)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2472574A1 (fr) * 1979-12-24 1981-07-03 Ici Pharma Derives de cephalosporine et composition pharmaceutique les contenant
JPS57151944A (en) 1981-03-16 1982-09-20 Fuji Photo Film Co Ltd Color photosensitive silver halide material
JPS58193541A (ja) 1982-05-07 1983-11-11 Konishiroku Photo Ind Co Ltd 熱現像画像記録材料
JPH0245181B2 (ja) 1983-03-16 1990-10-08 Fuji Photo Film Co Ltd Netsugenzokaraakankozairyo
GB8313322D0 (en) 1983-05-14 1983-06-22 Ciba Geigy Ag Heterocyclic-(cyclo)aliphatic carboxylic acids
GB8313320D0 (en) 1983-05-14 1983-06-22 Ciba Geigy Ag Coating compositions
GB8313321D0 (en) 1983-05-14 1983-06-22 Ciba Geigy Ag Preparation of mercaptan substituted carboxylic acids
GB8412064D0 (en) 1984-05-11 1984-06-20 Ciba Geigy Ag Compositions containing heterocyclic corrosion inhibitors
GB8412063D0 (en) 1984-05-11 1984-06-20 Ciba Geigy Ag Compositions containing heterocyclic corrosion inhibitors
GB8412065D0 (en) 1984-05-11 1984-06-20 Ciba Geigy Ag Preparation of carboxylic acid derivatives
GB8525452D0 (en) * 1985-10-16 1985-11-20 Fisons Plc Biologically active nitrogen heterocycles
ATE79620T1 (de) * 1986-02-03 1992-09-15 Janssen Pharmaceutica Nv N-heterozyklische-4-piperidinamine enthaltende anti-histaminische zusammensetzungen.
WO1988002367A1 (en) * 1986-09-27 1988-04-07 Fisons Plc Compounds
US4851423A (en) 1986-12-10 1989-07-25 Schering Corporation Pharmaceutically active compounds
CA1317939C (en) * 1987-07-01 1993-05-18 Janssen Pharmaceutica Naamloze Vennootschap ¬(bicyclic heterocyclyl)methyl and -hetero| substituted hexahydro-1h-azepines and pyrrolidines
WO1992020642A1 (en) 1991-05-10 1992-11-26 Rhone-Poulenc Rorer International (Holdings) Inc. Bis mono-and bicyclic aryl and heteroaryl compounds which inhibit egf and/or pdgf receptor tyrosine kinase
PT100905A (pt) 1991-09-30 1994-02-28 Eisai Co Ltd Compostos heterociclicos azotados biciclicos contendo aneis de benzeno, ciclo-hexano ou piridina e de pirimidina, piridina ou imidazol substituidos e composicoes farmaceuticas que os contem
US5559127A (en) 1992-10-14 1996-09-24 Merck & Co., Inc. Fibrinogen receptor antagonists
JPH06298731A (ja) 1993-04-13 1994-10-25 Fuji Photo Film Co Ltd 複素環化合物の製造方法
DE4326151A1 (de) 1993-08-04 1995-02-09 Hoechst Ag Aromatische Verbindungen und ihre Verwendung in flüssigkristallinen Mischungen
CA2134192A1 (en) 1993-11-12 1995-05-13 Michael L. Denney 5, 6-bicyclic glycoprotein iib/iiia antagonists
US5945425A (en) 1994-04-29 1999-08-31 G.D. Searle & Co. Method of using (H+ /K+)ATPase inhibitors as antiviral agents
CA2191238C (en) 1994-06-30 2004-01-27 Joel D. Oxman Dental impression material with cure-indicating dye
JPH09227854A (ja) 1996-02-26 1997-09-02 Toyo Ink Mfg Co Ltd 感エネルギー線酸発生剤、感エネルギー線酸発生剤組成物、硬化性組成物およびその硬化物
JP2000516958A (ja) 1996-08-26 2000-12-19 ジェネティックス・インスチチュート・インコーポレーテッド ホスホリパーゼ酵素の阻害剤
EP0970095B1 (en) 1997-03-07 2003-10-29 Metabasis Therapeutics, Inc. Novel benzimidazole inhibitors of fructose-1,6-bisphosphatase
AU6691798A (en) 1997-03-07 1998-09-22 Metabasis Therapeutics, Inc. Novel indole and azaindole inhibitors of fructose-1,6-bisphosphatase
US6284748B1 (en) 1997-03-07 2001-09-04 Metabasis Therapeutics, Inc. Purine inhibitors of fructose 1,6-bisphosphatase
CN1265665A (zh) 1997-06-10 2000-09-06 葛兰素集团有限公司 苯并咪唑衍生物
EA200000873A1 (ru) 1998-02-25 2001-04-23 Дженетикс Инститьют, Инк. Ингибиторы фосфолипазы a
US6312662B1 (en) 1998-03-06 2001-11-06 Metabasis Therapeutics, Inc. Prodrugs phosphorus-containing compounds
AU767599B2 (en) 1998-03-06 2003-11-20 Metabasis Therapeutics, Inc. Novel prodrugs for phosphorus-containing compounds
HRP20010030A2 (en) 1998-07-15 2001-12-31 Teijin Ltd Thiobenzimidazole derivatives
DE69910045T2 (de) 1998-09-09 2004-04-22 Metabasis Therapeutics Inc., San Diego Neue heteroaromatische fructose 1,6-bisphosphatase inhibitoren
SE9900211D0 (sv) * 1999-01-25 1999-01-25 Pharmacia & Upjohn Ab New compounds
EP1724276A1 (en) 1999-03-05 2006-11-22 Metabasis Therapeutics, Inc. Novel phosphorus-containing prodrugs
JP4295458B2 (ja) * 1999-06-30 2009-07-15 アムジェン インコーポレイテッド Ppar−ガンマ活性調節用化合物
ES2225231T3 (es) 1999-10-06 2005-03-16 Boehringer Ingelheim Pharmaceuticals Inc. Compuestos heterociclicos, utiles como inhibidores de tirosina quinasas.
US20030083315A1 (en) 2000-01-17 2003-05-01 Naoki Tsuchiya Human chymase inhibitors
AU777813B2 (en) 2000-01-17 2004-11-04 Teijin Limited Benzimidazole derivatives
EP1681287A1 (en) * 2000-07-04 2006-07-19 Ube Industries, Ltd. Benzoxazole compounds, process for producing the same, and herbicides
JP4734705B2 (ja) 2000-10-31 2011-07-27 三菱化学株式会社 リチウム二次電池用正極材料、リチウム二次電池用正極及びリチウム二次電池
WO2002040019A1 (en) * 2000-11-15 2002-05-23 Banyu Pharmaceutical Co.,Ltd. Benzimidazole derivatives
US7030150B2 (en) 2001-05-11 2006-04-18 Trimeris, Inc. Benzimidazole compounds and antiviral uses thereof
CA2442761A1 (en) 2001-08-24 2003-03-06 Teijin Limited Drugs comprising chymase inhibitors and ace inhibitors as effective ingredients
FR2829765A1 (fr) 2001-09-14 2003-03-21 Lipha Derives imidazolylalkoxylarylalcanoiques leurs applications en therapeutique
SE0104331D0 (sv) * 2001-12-19 2001-12-19 Astrazeneca Ab Novel compounds
AU2003214873A1 (en) 2002-01-18 2003-09-02 Ceretek Llc Methods of treating conditions associated with an edg receptor
US20050113283A1 (en) 2002-01-18 2005-05-26 David Solow-Cordero Methods of treating conditions associated with an EDG-4 receptor
JP2005289816A (ja) * 2002-05-14 2005-10-20 Banyu Pharmaceut Co Ltd ベンズイミダゾール誘導体
JP2004067629A (ja) 2002-08-09 2004-03-04 Yamanouchi Pharmaceut Co Ltd ミトコンドリア機能活性化剤及び新規なベンゾイミダゾール誘導体
US7122665B2 (en) 2002-10-15 2006-10-17 Synta Pharmaceuticals Corp. Heterocyclic compounds
FR2846656B1 (fr) 2002-11-05 2004-12-24 Servier Lab Nouveaux derives d'imidazopyridine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
WO2004043913A2 (en) 2002-11-08 2004-05-27 Trimeris, Inc. Hetero-substituted benzimidazole compounds and antiviral uses thereof
EP1594847A2 (en) 2003-02-12 2005-11-16 Transtech Pharma, Inc. Substituted azole derivatives as therapeutic agents
US7531553B2 (en) 2003-03-21 2009-05-12 Amgen Inc. Heterocyclic compounds and methods of use
JP2006528687A (ja) * 2003-05-09 2006-12-21 メルク エンド カムパニー インコーポレーテッド ベンズイミダゾール、こうした化合物を含有する組成物および使用方法
US7119205B2 (en) 2003-05-16 2006-10-10 Abbott Laboratories Thienopyridones as AMPK activators for the treatment of diabetes and obesity
US20060148805A1 (en) 2003-07-01 2006-07-06 Meng Hsin Chen Opthalmic compositions for treating ocular hypertension
AU2004259012C1 (en) 2003-07-23 2012-08-02 Exelixis, Inc. Anaplastic lymphoma kinase modulators and methods of use
GT200400136A (es) * 2003-07-30 2005-05-02 Compuestos de indazol 3,5-disustituidos, composiciones farmaceuticas y metodos para intervenir en o inhibirlaproliferacion celular.
US7008953B2 (en) * 2003-07-30 2006-03-07 Agouron Pharmaceuticals, Inc. 3, 5 Disubstituted indazole compounds, pharmaceutical compositions, and methods for mediating or inhibiting cell proliferation
US20070161582A1 (en) 2003-08-08 2007-07-12 Dusan Mijikovic Pharmaceutical compositions and methods for metabolic modulation
US20050148643A1 (en) 2003-08-19 2005-07-07 Agouron Pharmaceuticals, Inc. Carbamate compositions and methods fo rmodulating the activity of the CHK1 enzyme
JP4387360B2 (ja) 2003-08-22 2009-12-16 帝人ファーマ株式会社 キマーゼ阻害剤を有効成分として含有する薬剤
WO2005028624A2 (en) 2003-09-15 2005-03-31 Plexxikon, Inc. Molecular scaffolds for kinase ligand development
US20050107374A1 (en) 2003-10-21 2005-05-19 Amgen Inc. Substituted heterocyclic compounds and methods of use
WO2005044793A2 (en) 2003-10-31 2005-05-19 Takeda Pharmaceutical Company Limited Nitrogen-containing fused heterocyclic compounds
WO2005047266A1 (en) 2003-11-14 2005-05-26 Lorus Therapeutics Inc. Aryl imidazoles and their use as anti-cancer agents
EP1730118A1 (en) 2004-02-12 2006-12-13 Transtech Pharma, Inc. Substituted azole derivatives, compositions, and methods of use
WO2005086904A2 (en) * 2004-03-08 2005-09-22 Amgen Inc. Therapeutic modulation of ppar (gamma) activity
US7097961B2 (en) 2004-05-17 2006-08-29 Agfa Gevaert Stabilizers for use in substantially light-insensitive thermographic recording materials
US7687638B2 (en) 2004-06-04 2010-03-30 Takeda San Diego, Inc. Dipeptidyl peptidase inhibitors
WO2005121132A1 (ja) 2004-06-11 2005-12-22 Shionogi & Co., Ltd. 抗hcv作用を有する縮合ヘテロ環化合物
US20070054916A1 (en) * 2004-10-01 2007-03-08 Amgen Inc. Aryl nitrogen-containing bicyclic compounds and methods of use
KR101354345B1 (ko) 2004-11-02 2014-01-22 디에스엠 아이피 어셋츠 비.브이. 자외선-차단제용 첨가제
WO2006053342A2 (en) 2004-11-12 2006-05-18 Osi Pharmaceuticals, Inc. Integrin antagonists useful as anticancer agents
WO2006078907A1 (en) * 2005-01-20 2006-07-27 Amgen Inc. 2-substituted benzimidazole derivatives as vanilloid receptor ligands and their use in treatments
WO2006094209A2 (en) 2005-03-03 2006-09-08 Sirtris Pharmaceuticals, Inc. N-benzimidazolylalkyl-substituted amide sirtuin modulators
US7893267B2 (en) 2005-03-14 2011-02-22 High Point Pharmaceuticals, Llc Benzazole derivatives, compositions, and methods of use as β-secretase inhibitors
TWI370820B (en) 2005-04-27 2012-08-21 Takeda Pharmaceutical Fused heterocyclic compounds
JP2009500351A (ja) 2005-07-04 2009-01-08 ドクター レディズ ラボラトリーズ リミテッド Ampkアクチベータとしてのチアゾール誘導体
US20090278115A1 (en) 2005-07-11 2009-11-12 Idemitsu Kosan Co., Ltd. Nitrogen-containing heterocyclic derivative and organic electroluminescence element using the same
US20090140637A1 (en) 2005-07-11 2009-06-04 Idemitsu Kosan Co., Ltd. Nitrogen-containing heterocyclic derivative having electron-attracting substituent and organic electroluminescence element using the same
JP2007039406A (ja) 2005-08-05 2007-02-15 Idemitsu Kosan Co Ltd 含窒素複素環誘導体及びそれを用いた有機エレクトロルミネッセンス素子
JP2007153778A (ja) 2005-12-02 2007-06-21 Idemitsu Kosan Co Ltd 含窒素複素環誘導体及びそれを用いた有機エレクトロルミネッセンス素子
US8338594B2 (en) * 2005-12-02 2012-12-25 Bayer Healthcare Llc Pyrrolotriazine derivatives useful for treating cancer through inhibition of aurora kinase
WO2007084390A2 (en) 2006-01-13 2007-07-26 Takeda San Diego, Inc. Histone deacetylase inhibitors
AU2007213451B2 (en) 2006-02-10 2013-02-07 Summit (Oxford) Limited Treatment of Duchenne muscular dystrophy
US7820821B2 (en) 2006-02-10 2010-10-26 Transtech Pharma, Inc. Benzazole derivatives, compositions, and methods of use as aurora kinase inhibitors
FR2903695B1 (fr) * 2006-07-13 2008-10-24 Merck Sante Soc Par Actions Si Utilisation de derives d'imidazole activateurs de l'ampk, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
AU2007272795A1 (en) 2006-07-14 2008-01-17 Merck & Co., Inc. 2-substituted proline bis-amide orexin receptor antagonists
EP1878724A1 (en) 2006-07-15 2008-01-16 sanofi-aventis A regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
US8486370B2 (en) * 2006-09-08 2013-07-16 The Regents Of The University Of California Heterocyclic ligands for integrin imaging and therapy
JP2010507664A (ja) * 2006-10-25 2010-03-11 武田薬品工業株式会社 ベンズイミダゾール化合物
TW200840110A (en) 2006-11-20 2008-10-01 Idemitsu Kosan Co Organic electroluminescent device
TW200843756A (en) * 2007-03-02 2008-11-16 Schering Corp Benzimidazole derivatives and methods of use thereof
CL2008002279A1 (es) 2007-08-03 2009-11-27 Summit Corp Plc Combinacion farmaceutica que comprende un compuesto heteroarilbiciclico o arilbiciclico y un agente auxiliar; proceso de preparacion; y envase farmaceutico, util en el tratamiento y/o profilaxis de la distrofia muscular de duchenne, distrofia muscular de becker y caquexia.
NZ587165A (en) 2008-02-04 2012-03-30 Mercury Therapeutics Inc Ampk modulators
UY32138A (es) * 2008-09-25 2010-04-30 Boehringer Ingelheim Int Amidas sustituidas del ácido 2-(2,6-dicloro-fenilamino)-6-fluoro-1-metil-1h-bencimidazol-5-carboxílico y sus sales farmacéuticamente aceptables

Also Published As

Publication number Publication date
JP2012503661A (ja) 2012-02-09
WO2010036613A1 (en) 2010-04-01
US8394969B2 (en) 2013-03-12
WO2010036613A8 (en) 2010-11-18
TWI393709B (zh) 2013-04-21
TW201016672A (en) 2010-05-01
CN102361857B (zh) 2015-09-16
MX2011003239A (es) 2011-04-28
EP3924343A1 (en) 2021-12-22
CA2737694A1 (en) 2010-04-01
AU2009296820B2 (en) 2014-03-20
AU2009296820A1 (en) 2010-04-01
US20100081643A1 (en) 2010-04-01
CN102361857A (zh) 2012-02-22
AR073677A1 (es) 2010-11-24
JP5764064B2 (ja) 2015-08-12

Similar Documents

Publication Publication Date Title
CA2737694C (en) Novel cyclic benzimidazole derivatives useful anti-diabetic agents
EP2352374B1 (en) Novel cyclic benzimidazole derivatives useful anti-diabetic agents
AU2009307884B2 (en) Novel cyclic benzimidazole derivatives useful anti-diabetic agents
AU2011218830B2 (en) Novel cyclic benzimidazole derivatives useful anti-diabetic agents
US8329914B2 (en) Cyclic benzimidazole derivatives useful as anti-diabetic agents
US9527839B2 (en) Benzimidazole tetrahydropyran derivatives
US9540364B2 (en) Benzimidazole tetrahydrofuran derivatives

Legal Events

Date Code Title Description
EEER Examination request