WO2003096982A3 - Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof - Google Patents

Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof Download PDF

Info

Publication number
WO2003096982A3
WO2003096982A3 PCT/US2003/015432 US0315432W WO03096982A3 WO 2003096982 A3 WO2003096982 A3 WO 2003096982A3 US 0315432 W US0315432 W US 0315432W WO 03096982 A3 WO03096982 A3 WO 03096982A3
Authority
WO
WIPO (PCT)
Prior art keywords
chromenes
caspases
inducers
activators
apoptosis
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.)
Ceased
Application number
PCT/US2003/015432
Other languages
French (fr)
Other versions
WO2003096982A2 (en
Inventor
Sui Xiong Cai
Songchun Jiang
Giorgio Attardo
Real Denis
Richard Storer
Rabindra Rej
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.)
Shire Canada Inc
Cytovia Therapeutics LLC
Original Assignee
Shire BioChem Inc
Cytovia 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 Shire BioChem Inc, Cytovia Inc filed Critical Shire BioChem Inc
Priority to EP03731218A priority Critical patent/EP1513515A2/en
Priority to AU2003241482A priority patent/AU2003241482A1/en
Priority to US10/514,426 priority patent/US7476741B2/en
Publication of WO2003096982A2 publication Critical patent/WO2003096982A2/en
Publication of WO2003096982A3 publication Critical patent/WO2003096982A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/74—Benzo[b]pyrans, hydrogenated in the carbocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/76—Benzo[c]pyrans

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The present invention is directed to substituted 4H-chromenes, 2H-chromenes, chromans and analogs thereof, represented by the general Formula (I) wherein R5, A, B, X, Y, Z and dotted lines are defined herein. The present invention also relates to the discovery that compounds having Formula (I) are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.
PCT/US2003/015432 2002-05-16 2003-05-16 Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof Ceased WO2003096982A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP03731218A EP1513515A2 (en) 2002-05-16 2003-05-16 Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
AU2003241482A AU2003241482A1 (en) 2002-05-16 2003-05-16 Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
US10/514,426 US7476741B2 (en) 2002-05-16 2003-05-16 Substituted 4H-chromens, 2H-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US37804302P 2002-05-16 2002-05-16
US60/378,043 2002-05-16

Publications (2)

Publication Number Publication Date
WO2003096982A2 WO2003096982A2 (en) 2003-11-27
WO2003096982A3 true WO2003096982A3 (en) 2004-07-29

Family

ID=29549893

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2003/015432 Ceased WO2003096982A2 (en) 2002-05-16 2003-05-16 Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof

Country Status (4)

Country Link
US (1) US7476741B2 (en)
EP (1) EP1513515A2 (en)
AU (1) AU2003241482A1 (en)
WO (1) WO2003096982A2 (en)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE260269T1 (en) 1999-11-05 2004-03-15 Cytovia Inc SUBSTITUTED 4H-CHROMENS AND SIMILAR COMPOUNDS AS KASPASIS ACTIVATORS AND APOPTOSIS INDUCTORS AND THE USE THEREOF
WO2002092076A1 (en) * 2001-05-16 2002-11-21 Cytovia, Inc. Substituted coumarins and quinolines as caspases activators
WO2002092594A1 (en) 2001-05-16 2002-11-21 Cytovia, Inc. Substituted 4h-chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
US20050165053A1 (en) * 2001-06-04 2005-07-28 Cytovia, Inc. Substituted4-aryl-3-(3-aryl-1-oxo-2-propenyl)-2(1h)-quinolinones and analogs as activators of caspases and inducers of apoptosis and the use thereof
EP1513515A2 (en) 2002-05-16 2005-03-16 Cytovia, Inc. Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
CN100349887C (en) 2002-05-16 2007-11-21 西托维亚公司 Substituted 4-aryl-4H-pyrrolo[2,3-H]chromenes and analogues, pharmaceutical compositions and uses thereof
US7456214B2 (en) 2004-05-03 2008-11-25 Baylor University Chromene-containing compounds with anti-tubulin and vascular targeting activity
EP1807426A2 (en) * 2004-10-07 2007-07-18 Cytovia, Inc. SUBSTITUTED N-ARYL-1H-PYRAZOLOÝ3,4-b¨QUINOLIN-4-AMINES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS
CA2600797A1 (en) * 2005-03-11 2006-09-21 The Regents Of The University Of Michigan Chromen-4-one inhibitors of anti-apoptotic bcl-2 family members and the uses thereof
JP2009542701A (en) 2006-07-06 2009-12-03 サイトビア インコーポレイティッド Substituted 4-aryl-chromenes as caspase activators and inducers of apoptosis and as anti-vascular agents and methods of use thereof
US20100150844A1 (en) * 2006-07-28 2010-06-17 The Johns Hopkins University Use of 8-quinolinol and its analogs to target cancer stem cells
KR100799246B1 (en) * 2006-12-13 2008-01-29 재단법인서울대학교산학협력재단 Compound having benzopyran as a central structure and method for preparing the same
US8258131B2 (en) * 2007-08-01 2012-09-04 Mitsubishi Tanabe Pharma Corporation Fused bicyclic compound
ES2331451B1 (en) 2008-06-30 2010-10-21 Consejo Superior De Investigaciones Cientificas (Csic) IMMUNOSUPRESSOR BASED ON THE INTERRUPTION OF THE TCR-NCK INTERACTION.
CN102924477B (en) * 2009-02-09 2014-10-29 沈阳药科大学 New oxazine compound and application thereof
US9371333B2 (en) * 2010-11-12 2016-06-21 Deutsches Krebsforschungszentrum Chromene derivatives and their analoga as Wnt pathway antagonists
US20150018566A1 (en) * 2011-08-25 2015-01-15 The Provost, Fellows, Foundation Scholars, & the Other Members of Board, of The College of the Holy Tubulin binding agents
CN102424675B (en) * 2011-11-07 2014-04-16 镇江市高等专科学校 Method for preparing 2-amino-3-cyan benzopyran derivative
ES2534336B1 (en) * 2013-10-18 2016-01-28 Artax Biopharma Inc. Chromene derivatives as inhibitors of the TCR-Nck interaction
ES2534318B1 (en) 2013-10-18 2016-01-28 Artax Biopharma Inc. Alkoxide substituted chromene derivatives as inhibitors of the TCR-Nck interaction
WO2015160321A1 (en) * 2014-04-18 2015-10-22 Ni̇dai̇ Özeş Osman Chromene analogs and use thereof in the treatment of cancer
CN107501281B (en) * 2017-09-26 2019-11-22 清华大学 Compound shown in formula I and application thereof
FR3071726B1 (en) * 2017-09-29 2020-09-04 Univ Paris Sud TCTP PROTEIN INHIBITORS FOR THE TREATMENT OF PROLIFERATIVE AND INFECTIOUS DISEASES
EP3759086A1 (en) 2018-02-27 2021-01-06 Artax Biopharma Inc. Chromene derivatives as inhibitors of tcr-nck interaction

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4303656A (en) * 1979-05-19 1981-12-01 Beecham Group Limited Aminomethyl chromans
US5994390A (en) * 1996-10-28 1999-11-30 Novo Nordisk Trans-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8402047D0 (en) 1984-01-26 1984-02-29 Fisons Plc Nitrogen heterocycles
JPH059179A (en) 1990-09-27 1993-01-19 Takeda Chem Ind Ltd Heterocyclic compound, its production and acat inhibitor
US5284868A (en) 1991-10-09 1994-02-08 Eli Lilly And Company Pharmaceutical compounds
US5281619A (en) 1992-09-25 1994-01-25 Eli Lilly And Company Therapy for diabetic complications
EP0599514A3 (en) 1992-11-18 1994-07-06 Lilly Industries Ltd Pyranoquinoline derivatives as inhibitors of cell proliferation.
GB9306062D0 (en) 1993-03-24 1993-05-12 Lilly Industries Ltd Pharmaceutical compounds
EP0619314A1 (en) 1993-04-09 1994-10-12 Eli Lilly And Company 4-Phenyl-4H- naphtho(2,1-b)pyran derivatives and their pharmaceutical use
US6087160A (en) 1993-06-24 2000-07-11 The General Hospital Corporation Programmed cell death genes and proteins
US5637589A (en) 1993-10-29 1997-06-10 University Of North Carolina At Chapel Hill Suksdorfin, analogs, compositions thereof, and methods for making and using thereof
US5741818A (en) 1995-06-07 1998-04-21 University Of Saskatchewan Semicarbazones having CNS activity and pharmaceutical preparations containing same
NO311614B1 (en) 1996-10-01 2001-12-17 Janssen Pharmaceutica Nv Substituted diamino-1,3,5-triazine derivatives
US6495579B1 (en) 1996-12-02 2002-12-17 Angiotech Pharmaceuticals, Inc. Method for treating multiple sclerosis
US6515016B2 (en) 1996-12-02 2003-02-04 Angiotech Pharmaceuticals, Inc. Composition and methods of paclitaxel for treating psoriasis
US5902792A (en) 1997-05-22 1999-05-11 Advanced Research & Technology Institute Method of inducing apoptosis in cancer cells
EA200000408A1 (en) 1997-10-10 2000-12-25 Сайтовиэ, Инк. NEW FLUORESCENT SIGNAL MOLECULES AND THEIR APPLICATION, INCLUDING THE CASPAS ANALYSIS
ATE269295T1 (en) 1998-04-17 2004-07-15 Parker Hughes Inst BTK INHIBITORS AND METHODS OF IDENTIFICATION AND USE
US6303652B1 (en) 1998-08-21 2001-10-16 Hughes Institute BTK inhibitors and methods for their identification and use
CA2338328A1 (en) 1998-07-21 2000-02-03 Thomas Jefferson University Small molecule inhibitors of bcl-2 proteins
PL349839A1 (en) 1999-02-11 2002-09-23 Pfizer Prod Inc Heteroaryl-substituted quinolin-2-one derivatives useful as anticancer agents
ATE260269T1 (en) 1999-11-05 2004-03-15 Cytovia Inc SUBSTITUTED 4H-CHROMENS AND SIMILAR COMPOUNDS AS KASPASIS ACTIVATORS AND APOPTOSIS INDUCTORS AND THE USE THEREOF
WO2002012545A2 (en) 2000-08-03 2002-02-14 Cytovia, Inc. Method of identifying immunosuppressive agents
US6323228B1 (en) 2000-09-15 2001-11-27 Abbott Laboratories 3-substituted indole angiogenesis inhibitors
WO2002092594A1 (en) 2001-05-16 2002-11-21 Cytovia, Inc. Substituted 4h-chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2002092083A1 (en) 2001-05-16 2002-11-21 Cytovia, Inc. 7,8-fused 4$i(h)-chromene and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2002092076A1 (en) 2001-05-16 2002-11-21 Cytovia, Inc. Substituted coumarins and quinolines as caspases activators
US6858607B1 (en) 2001-05-16 2005-02-22 Cytovia, Inc. 7,8-fused 4H-chromene and analogs as activators of caspases and inducers of apoptosis and the use thereof
US20050165053A1 (en) 2001-06-04 2005-07-28 Cytovia, Inc. Substituted4-aryl-3-(3-aryl-1-oxo-2-propenyl)-2(1h)-quinolinones and analogs as activators of caspases and inducers of apoptosis and the use thereof
EP1513515A2 (en) 2002-05-16 2005-03-16 Cytovia, Inc. Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
CN100349887C (en) 2002-05-16 2007-11-21 西托维亚公司 Substituted 4-aryl-4H-pyrrolo[2,3-H]chromenes and analogues, pharmaceutical compositions and uses thereof
AU2003300883A1 (en) 2002-12-12 2004-07-09 Cytovia, Inc. Substituted 1-benzoyl-3-cyano-pyrrolo(1,2-a)quinolines
EP1807426A2 (en) 2004-10-07 2007-07-18 Cytovia, Inc. SUBSTITUTED N-ARYL-1H-PYRAZOLOÝ3,4-b¨QUINOLIN-4-AMINES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4303656A (en) * 1979-05-19 1981-12-01 Beecham Group Limited Aminomethyl chromans
US5994390A (en) * 1996-10-28 1999-11-30 Novo Nordisk Trans-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE CAPLUS RAM, ET AL: "SYNTHESIS OF 4H-BENZOPYRANS, BENZOPYRANO(2,3-D)PYRIMIDINES AND RELATED COMPOUNDS AS BIODYNAMIC AGENTS", XP002977038, Database accession no. 1995:170512 *
IND. J. CHEM., vol. 33B, no. 9, 1994, CDRI, LUCKNOW, 226 001, INDIA, pages 908 - 911 *

Also Published As

Publication number Publication date
EP1513515A2 (en) 2005-03-16
WO2003096982A2 (en) 2003-11-27
AU2003241482A8 (en) 2003-12-02
US20050176750A1 (en) 2005-08-11
US7476741B2 (en) 2009-01-13
AU2003241482A1 (en) 2003-12-02

Similar Documents

Publication Publication Date Title
WO2003096982A3 (en) Substituted 4h-chromenes, 2h-chromenes, chromans and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2001034591A3 (en) Substituted 4h-chromene and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2002100826A3 (en) Substituted 3-aryl-5-aryl-[1,2,4]-oxadiazoles and analogs
WO2002092594A8 (en) Substituted 4h-chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2008057402A3 (en) N-aryl-isoxazolopyrimidin-4-amines and related compounds as activators of caspases and inducers of apoptosis and the use thereof
WO2000044216A8 (en) Gambogic acid, analogs and derivatives as activators of caspases and inducers of apoptosis
WO2008011045A3 (en) 3-ARYL-6-ARYL-7H-[1,2,4]TRIAZOLO[3,4-b][1,3,4]THIADIAZINES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS AND THE USE THEREOF
WO2001079187A3 (en) Substituted 1,4-thiazepine and analogs and their use as activators of caspases
WO2008060578A3 (en) 3-aryl-6-aryl-[1,2,4] triazolo[3,4-b][1,3,4] thiadiazoles and related compounds as activators of caspases and inducers of apoptosis and the use thereof
WO2004002428A3 (en) Derivatives of gambogic acid and induce apoptosis
WO2008021456A3 (en) N-aryl-5,7-dihydrofuro[3,4-d]pyrimidin-4-amines and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2007056215A3 (en) N-aryl-thienopyrimidin-4-amines and the use thereof
WO2007056208A3 (en) N-arylalkyl-thienopyrimidin-4-amines and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2005060663A3 (en) Derivatives of gambogic acid and analogs as activators of caspases and inducers of apoptosis
DE59912366D1 (en) NON-BROKEN PERYLENE BISIMIDES AND THEIR USE AS FLUORESCENCE DYES
WO2002089745A3 (en) Substituted n'-(arylcarbonyl)-benzhydrazides, n'-(arylcarbonyl)-benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2007056214A3 (en) N-alkyl-n-aryl-thienopyrimidin-r-amines and uses thereof
EA200200301A1 (en) SUBSTITUTED COLLECTION CENTER
GB0412769D0 (en) Organic compounds
WO2002102301A3 (en) Substituted indole-2-carboxylic acid benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
WO2004055163A3 (en) Substituted 1-benzoyl-3-cyano-pyrrolo[1,2-a]quinolines
WO2003097806A3 (en) Substituted 4-aryl-4h-pyrrolo[2,3-h]chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof
MXPA05013905A (en) Arylamine-substituted quinazolinone compounds.
WO2006039356A8 (en) Substituted n-aryl-9-oxo-9h-fluorene-1-carboxamides and analogs as activators of caspases and inducers of apoptosis
WO2006041900A3 (en) SUBSTITUTED N-ARYL-1H-PYRAZOLO[3,4-b]QUINOLIN-4-AMINES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A2

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PH PL PT RO RU SC SD SE SG SK SL TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A2

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 10514426

Country of ref document: US

WWE Wipo information: entry into national phase

Ref document number: 2003731218

Country of ref document: EP

WWP Wipo information: published in national office

Ref document number: 2003731218

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: JP

WWW Wipo information: withdrawn in national office

Country of ref document: JP