CA2631082C - Oncogenic ras-specific cytotoxic compound and methods of use thereof - Google Patents

Oncogenic ras-specific cytotoxic compound and methods of use thereof Download PDF

Info

Publication number
CA2631082C
CA2631082C CA2631082A CA2631082A CA2631082C CA 2631082 C CA2631082 C CA 2631082C CA 2631082 A CA2631082 A CA 2631082A CA 2631082 A CA2631082 A CA 2631082A CA 2631082 C CA2631082 C CA 2631082C
Authority
CA
Canada
Prior art keywords
butyl
oncrasin
methyl
group
indole
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
CA2631082A
Other languages
English (en)
French (fr)
Other versions
CA2631082A1 (en
Inventor
Bingliang Fang
Jinsong Liu
Wei Guo
Shuhong Wu
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.)
University of Texas System
Original Assignee
University of Texas System
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 University of Texas System filed Critical University of Texas System
Publication of CA2631082A1 publication Critical patent/CA2631082A1/en
Application granted granted Critical
Publication of CA2631082C publication Critical patent/CA2631082C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404Indoles, e.g. pindolol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Virology (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
CA2631082A 2005-11-23 2006-11-22 Oncogenic ras-specific cytotoxic compound and methods of use thereof Expired - Fee Related CA2631082C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US73986505P 2005-11-23 2005-11-23
US60/739,865 2005-11-23
PCT/US2006/061219 WO2007062399A2 (en) 2005-11-23 2006-11-22 Oncogenic ras-specific cytotoxic compound and methods of use thereof

Publications (2)

Publication Number Publication Date
CA2631082A1 CA2631082A1 (en) 2007-05-31
CA2631082C true CA2631082C (en) 2015-02-03

Family

ID=38068056

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2631082A Expired - Fee Related CA2631082C (en) 2005-11-23 2006-11-22 Oncogenic ras-specific cytotoxic compound and methods of use thereof

Country Status (8)

Country Link
US (1) US8883841B2 (https=)
EP (1) EP1956910B1 (https=)
JP (1) JP5460054B2 (https=)
CN (1) CN101360422B (https=)
AU (1) AU2006318212C1 (https=)
CA (1) CA2631082C (https=)
RU (1) RU2448703C2 (https=)
WO (1) WO2007062399A2 (https=)

Families Citing this family (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL212489B1 (pl) 2008-01-22 2012-10-31 Univ Jagiellonski Pochodne fenoksyalkiloaminoalkanoli i ich zastosowania
CA2720275A1 (en) * 2008-04-01 2009-10-08 Astellas Pharma Inc. Indolinone compound
CN102137658A (zh) * 2008-06-30 2011-07-27 斯兰斯德有限公司 局部递送药物的方法、组合物和系统
US8304421B2 (en) 2008-09-30 2012-11-06 Vanderbilt University Indole compounds and their use as radiation sensitizing agents and chemotherapeutic agents
US8362277B2 (en) 2009-01-09 2013-01-29 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
EP2385829B1 (en) 2009-01-09 2018-08-01 Board of Regents of the University of Texas System Pro-neurogenic compounds
US9962368B2 (en) 2009-01-09 2018-05-08 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
US9095572B2 (en) 2009-01-09 2015-08-04 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
US9162980B2 (en) 2009-01-09 2015-10-20 Board Of Regents Of The University Of Texas System Anti-depression compounds
WO2011060976A1 (en) * 2009-11-20 2011-05-26 Universite De Liege Tryptamine-derived compounds as antibacterial agents
CA2784024C (en) * 2009-12-16 2018-03-13 Yvon Durant Emulsion polymerization of esters of itaconic acid
US9526709B2 (en) 2011-04-06 2016-12-27 Chemo-Enhanced Llc Compositions and methods for treating cancer
US9474730B2 (en) * 2012-04-30 2016-10-25 Board Of Regents Of The University Of Texas System Methods and compositions for use with K-ras mediated disorders
AU2013305591B2 (en) 2012-08-24 2017-04-13 Board Of Regents Of The University Of Texas System Pro-neurogenic compounds
CN104903308B (zh) 2013-01-10 2018-06-08 默克专利股份有限公司 作为抗疟药的哌啶基咔唑类
CA2936345A1 (en) 2013-01-14 2014-07-17 Chemo-Enhanced Llc Compositions and methods for treating cancer
WO2014145576A2 (en) 2013-03-15 2014-09-18 Northwestern University Substituted pyrrolo(2,3-d)pyrimidines for the treatment of cancer
WO2015070237A1 (en) 2013-11-11 2015-05-14 Board Of Regents Of The University Of Texas System Neuroprotective chemicals and methods for identifying and using same
WO2015070234A2 (en) 2013-11-11 2015-05-14 Board Of Regents Of The University Of Texas System Neuroprotective compounds and use thereof
MA40074A (fr) * 2014-05-30 2015-12-03 Univ Columbia Composés liant ras multivalents
WO2015192343A1 (en) * 2014-06-18 2015-12-23 Guangzhou Institutes Of Biomedicine And Health, Chinese Academy Of Sciences P53 activator small molecules
CN111533734A (zh) 2014-07-04 2020-08-14 默克专利股份有限公司 具有抗寄生虫活性的氮杂环庚烷基衍生物和包含它们的药物组合物
US10736877B2 (en) 2015-12-31 2020-08-11 Syracuse University Tryptamine-based ship inhibitors for the treatment of cancer
CN108602775B (zh) 2016-01-14 2022-04-29 贝思以色列女会吏医学中心公司 肥大细胞调节剂及其用途
US10918650B2 (en) * 2016-06-02 2021-02-16 University Of South Florida Method of treating melanoma using an inhibitor of an atypical protein kinase C
WO2018058029A1 (en) 2016-09-26 2018-03-29 Dana-Farber Cancer Institute, Inc. Chromobox protein inhibitors and uses thereof
JOP20190086A1 (ar) 2016-10-21 2019-04-18 Novartis Ag مشتقات نافثيريدينون جديدة واستخدامها في معالجة عدم انتظام ضربات القلب
BR112019012263A2 (pt) 2016-12-15 2020-01-28 The Regents Of The University Of California composições e métodos para tratar câncer
CN108251377B (zh) * 2018-01-16 2021-08-27 内蒙古大学 利用携带Xist Tale抑制性转录因子R6的R6-MEF制备饲养层细胞的方法
US10738139B2 (en) 2018-12-18 2020-08-11 Itaconix Corporation Decarboxylation and amidation of polyitaconic acid polymers
KR102620902B1 (ko) * 2020-04-24 2024-01-04 가천대학교 산학협력단 신규 알파-시누클레인 방사성 리간드 및 이를 포함하는 신경퇴행성 질환 진단용 조성물
KR102428024B1 (ko) * 2020-06-11 2022-08-03 충북대학교 산학협력단 프로카스파제-3의 활성화제로서 신규한 (e)-n-아릴리덴-1-(4-클로로벤질)-1h-인돌-3-카보하이드라지드 및 이를 유효성분으로 포함하는 항암제 조성물
KR102617885B1 (ko) * 2021-05-07 2023-12-27 충북대학교 산학협력단 신규한 (e)-n'-((1-(4-클로로벤질)-1h-인돌-3-일)메틸렌)-2-(4-옥소퀴나졸린-3(4h)-일)아세토히드라지드 화합물 및 이를 유효성분으로 포함하는 항암제 조성물

Family Cites Families (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4217344A (en) 1976-06-23 1980-08-12 L'oreal Compositions containing aqueous dispersions of lipid spheres
US4235871A (en) 1978-02-24 1980-11-25 Papahadjopoulos Demetrios P Method of encapsulating biologically active materials in lipid vesicles
US4186183A (en) 1978-03-29 1980-01-29 The United States Of America As Represented By The Secretary Of The Army Liposome carriers in chemotherapy of leishmaniasis
US4261975A (en) 1979-09-19 1981-04-14 Merck & Co., Inc. Viral liposome particle
US4485054A (en) 1982-10-04 1984-11-27 Lipoderm Pharmaceuticals Limited Method of encapsulating biologically active materials in multilamellar lipid vesicles (MLV)
US4501728A (en) 1983-01-06 1985-02-26 Technology Unlimited, Inc. Masking of liposomes from RES recognition
US4603044A (en) 1983-01-06 1986-07-29 Technology Unlimited, Inc. Hepatocyte Directed Vesicle delivery system
US4946787A (en) 1985-01-07 1990-08-07 Syntex (U.S.A.) Inc. N-(ω,(ω-1)-dialkyloxy)- and N-(ω,(ω-1)-dialkenyloxy)-alk-1-yl-N,N,N-tetrasubstituted ammonium lipids and uses therefor
US4737323A (en) 1986-02-13 1988-04-12 Liposome Technology, Inc. Liposome extrusion method
US4837028A (en) 1986-12-24 1989-06-06 Liposome Technology, Inc. Liposomes with enhanced circulation time
US4957773A (en) 1989-02-13 1990-09-18 Syracuse University Deposition of boron-containing films from decaborane
US5549910A (en) 1989-03-31 1996-08-27 The Regents Of The University Of California Preparation of liposome and lipid complex compositions
US5725871A (en) 1989-08-18 1998-03-10 Danbiosyst Uk Limited Drug delivery compositions comprising lysophosphoglycerolipid
US5707644A (en) 1989-11-04 1998-01-13 Danbiosyst Uk Limited Small particle compositions for intranasal drug delivery
US5466468A (en) 1990-04-03 1995-11-14 Ciba-Geigy Corporation Parenterally administrable liposome formulation comprising synthetic lipids
WO1991017424A1 (en) 1990-05-03 1991-11-14 Vical, Inc. Intracellular delivery of biologically active substances by means of self-assembling lipid complexes
JP3218637B2 (ja) 1990-07-26 2001-10-15 大正製薬株式会社 安定なリポソーム水懸濁液
JP2958076B2 (ja) 1990-08-27 1999-10-06 株式会社ビタミン研究所 遺伝子導入用多重膜リポソーム及び遺伝子捕捉多重膜リポソーム製剤並びにその製法
US5399363A (en) 1991-01-25 1995-03-21 Eastman Kodak Company Surface modified anticancer nanoparticles
US5145684A (en) 1991-01-25 1992-09-08 Sterling Drug Inc. Surface modified drug nanoparticles
US5756353A (en) 1991-12-17 1998-05-26 The Regents Of The University Of California Expression of cloned genes in the lung by aerosol-and liposome-based delivery
ES2105262T3 (es) 1992-05-18 1997-10-16 Minnesota Mining & Mfg Dispositivo de suministro de farmaco a traves de las mucosas.
US5792451A (en) 1994-03-02 1998-08-11 Emisphere Technologies, Inc. Oral drug delivery compositions and methods
US5543158A (en) 1993-07-23 1996-08-06 Massachusetts Institute Of Technology Biodegradable injectable nanoparticles
DK0746544T3 (da) 1994-02-22 1999-06-07 Merrell Pharma Inc Indolderivater til behandling af østrogenafhængige neoplasmer og sygdomme
US5534499A (en) 1994-05-19 1996-07-09 The University Of British Columbia Lipophilic drug derivatives for use in liposomes
US5741516A (en) 1994-06-20 1998-04-21 Inex Pharmaceuticals Corporation Sphingosomes for enhanced drug delivery
US6027726A (en) 1994-09-30 2000-02-22 Inex Phamaceuticals Corp. Glycosylated protein-liposome conjugates and methods for their preparation
US5885613A (en) 1994-09-30 1999-03-23 The University Of British Columbia Bilayer stabilizing components and their use in forming programmable fusogenic liposomes
US5820873A (en) 1994-09-30 1998-10-13 The University Of British Columbia Polyethylene glycol modified ceramide lipids and liposome uses thereof
US5795587A (en) 1995-01-23 1998-08-18 University Of Pittsburgh Stable lipid-comprising drug delivery complexes and methods for their production
US5580579A (en) 1995-02-15 1996-12-03 Nano Systems L.L.C. Site-specific adhesion within the GI tract using nanoparticles stabilized by high molecular weight, linear poly (ethylene oxide) polymers
IE80468B1 (en) 1995-04-04 1998-07-29 Elan Corp Plc Controlled release biodegradable nanoparticles containing insulin
ATE285477T1 (de) 1995-06-07 2005-01-15 Inex Pharmaceutical Corp Herstellung von lipid-nukleinsäure partikeln duch ein hydrophobische lipid-nukleinsäuree komplexe zwischenprodukt und zur verwendung in der gentransfer
US5738868A (en) 1995-07-18 1998-04-14 Lipogenics Ltd. Liposome compositions and kits therefor
US6320017B1 (en) 1997-12-23 2001-11-20 Inex Pharmaceuticals Corp. Polyamide oligomers
US20010007877A1 (en) * 1998-12-16 2001-07-12 George O. Burton Novel anti-infectives
JP2000247949A (ja) * 1999-02-26 2000-09-12 Eisai Co Ltd スルホンアミド含有インドール化合物
DE60023920T2 (de) * 1999-08-27 2006-07-20 Sugen, Inc., South San Francisco Phosphatmimetika und Verfahren zur Behandlung mit Phosphataseinhibitoren HIBITOREN
US6900043B1 (en) * 1999-09-21 2005-05-31 Amgen Inc. Phosphatases which activate map kinase pathways
US6436965B1 (en) * 2000-03-02 2002-08-20 Merck Frosst Canada & Co. PDE IV inhibiting amides, compositions and methods of treatment
WO2001077114A1 (en) * 2000-04-10 2001-10-18 Merck & Co., Inc. Inhibitors of prenyl-protein transferase
PL366068A1 (en) 2000-10-10 2005-01-24 Smithkline Beecham Corporation Substituted indoles, pharmaceutical compositions containing such indoles and their use as ppar-gamma binding agents
WO2003022274A2 (en) * 2001-09-13 2003-03-20 Synta Pharmaceuticals Corp. 2-aroylimidazole compounds for treating cancer
EP1484329A1 (de) 2003-06-06 2004-12-08 Zentaris GmbH Indolderivate mit Apoptose induzierender Wirkung
BRPI0410998A (pt) 2003-06-05 2006-07-04 Zentaris Gmbh derivados de indol com efeito de indução de apoptose
US7371875B2 (en) * 2004-03-12 2008-05-13 Miikana Therapeutics, Inc. Cytotoxic agents and methods of use

Also Published As

Publication number Publication date
AU2006318212A1 (en) 2007-05-31
AU2006318212B2 (en) 2012-01-12
RU2008125065A (ru) 2009-12-27
CA2631082A1 (en) 2007-05-31
EP1956910A2 (en) 2008-08-20
JP5460054B2 (ja) 2014-04-02
CN101360422A (zh) 2009-02-04
EP1956910A4 (en) 2010-03-24
US8883841B2 (en) 2014-11-11
CN101360422B (zh) 2013-10-23
WO2007062399A2 (en) 2007-05-31
WO2007062399A3 (en) 2007-12-21
US20090286847A1 (en) 2009-11-19
JP2009517401A (ja) 2009-04-30
AU2006318212C1 (en) 2012-08-30
EP1956910B1 (en) 2014-09-17
RU2448703C2 (ru) 2012-04-27

Similar Documents

Publication Publication Date Title
CA2631082C (en) Oncogenic ras-specific cytotoxic compound and methods of use thereof
JP6389884B2 (ja) 癌を治療するための方法及び組成物
JP4989976B2 (ja) 翻訳開始阻害剤としての3−3−二置換オキシインドール
CN111479570A (zh) 用于治疗与dux4表达相关的疾病的化合物
EP3062808A1 (en) Treatment of metastatic prostate cancer
EP4585273A2 (en) Mechanism of resistance to bet bromodomain inhibitors
CA2648520A1 (en) Compositions for transfection of oligonucleotides active for gene silencing and their biological and therapeutical applications
US20200197392A1 (en) Compositions and methods for treating tuberous sclerosis complex
Gong et al. DHPAC, a novel microtubule depolymerizing agent, suppresses angiogenesis and vasculogenic mimicry formation of human non‐small cell lung cancer
Dong et al. Adriamycin induces cardiac fibrosis in mice via PRMT5-mediated cardiac fibroblast activation
Sun et al. Curcumin enhances vascular contractility via induction of myocardin in mouse smooth muscle cells
JP2025517442A (ja) Teadを標的とする化合物およびその方法
CA2401016A1 (en) Scytonemin and methods of using thereof
JP7138975B2 (ja) 新生物障害及び神経性障害の診断、治療及び予防のための組成物及び方法
WO2022251382A1 (en) Modulating expression level of a gene encoding an uncoupling protein by treating a human subject with a nitroxide
WO2020009175A1 (ja) タンキラーゼ阻害剤感受性を検査する方法、その効果を増強する医薬組成物、及び医薬のスクリーニング方法
HK1242313B (zh) 用於治疗尤文肉瘤家族肿瘤的方法和组合物

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20171122