Title:
CYCLOPENTANONE AND CYCLOPENTANONE DERIVATIVES AS POTENT ACTIVATORS OF HSF-1
Document Type and Number:
WIPO Patent Application WO2004013077
Kind Code:
A3
Abstract:
A compound of formula (I) or (II): wherein A is hydrogen or CR<1>R<2>; Y and Z are each, independently, hydrogen or a halogen; X is -NR<4>R<5>, or R<7>; R<1> is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-4 carbon atoms; when X is -NR<4>R<5>, R<2> is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; when X is R<7>, R<2> is an unsubstituted alkyl, alkenyl or alkynyl group, or a substituted or unsubstituted aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R<3> is a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms; R<4> is hydrogen, a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, aralkyl aralkenyl, or aralkynyl group, that optionally includes at least one heteroatom in its carbon skeleton and contains 1-12 carbon atoms, -COOR<8>, or -COR<8>; R<5> is hydrogen, or a substituted or unsubstituted alkyl or alkenyl group containing 1-5 carbon atoms; R<7> is an unsubstituted alkyl, alkenyl, or alkynyl group, that contains 1-4 carbon atoms; and, R<8> is an unsubstituted or halo-substituted alkyl, aryl, or aralkyl group, that contains 1-12 carbon atoms.
Inventors:
ROBERTS STANLEY MICHAEL (GB)
SANTORO GABRIELLA MARIA (IT)
HAPPE ALAN MICHAEL (GB)
DAUVERNE JEROME (GB)
JADHAV VASUDEV (GB)
SANTORO GABRIELLA MARIA (IT)
HAPPE ALAN MICHAEL (GB)
DAUVERNE JEROME (GB)
JADHAV VASUDEV (GB)
Application Number:
PCT/GB2003/003413
Publication Date:
April 22, 2004
Filing Date:
August 06, 2003
Export Citation:
Assignee:
CHARTERHOUSE THERAPEUTICS LTD (GB)
ROBERTS STANLEY MICHAEL (GB)
SANTORO GABRIELLA MARIA (IT)
HAPPE ALAN MICHAEL (GB)
DAUVERNE JEROME (GB)
JADHAV VASUDEV (GB)
ROBERTS STANLEY MICHAEL (GB)
SANTORO GABRIELLA MARIA (IT)
HAPPE ALAN MICHAEL (GB)
DAUVERNE JEROME (GB)
JADHAV VASUDEV (GB)
International Classes:
A61P25/28; A61P29/00; A61P31/12; A61P31/16; A61P35/00; C07C45/67; C07C49/647; C07C49/653; C07C49/657; C07C49/753; C07C205/45; C07C225/20; C07C233/32; C07C233/76; C07C271/24; C07C271/36; C07C271/56; C07C271/66; C07C311/20; C07C311/53; C07C323/43; C07C323/59; (IPC1-7): C07C49/683; A61K31/122; A61K31/136; A61K31/16; A61K31/325; A61P25/28; A61P29/00; A61P31/12; A61P31/16; A61P35/00; C07C49/753; C07C205/45; C07C225/22; C07C233/32; C07C233/76; C07C271/24; C07C271/56; C07C323/30; C07C323/59
Domestic Patent References:
| WO2000056341A1 | 2000-09-28 | |||
| WO2001044254A1 | 2001-06-21 | |||
| WO2003080552A2 | 2003-10-02 |
Foreign References:
| EP0984001A1 | 2000-03-08 |
Other References:
FLOYD M B ET AL: "PROSTAGLANDINS AND CONGENERS. 22.1 SYNTHESIS OF 11-SUBSTITUTED DERIVATIVES OF 11-DEOXYPROSTAGLANDINS E1 AND E2. POTENTIAL BRONCHODILATORS", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 23, 1980, pages 903 - 913, XP000955991, ISSN: 0022-2623
PATENT ABSTRACTS OF JAPAN vol. 011, no. 184 (C - 427) 12 June 1987 (1987-06-12)
RAMESH N G ET AL: "Enantioselective Synthesis of 4-Aminocyclopent-2-ene-1-one from Tricyclo[5.2.1.0]decenyl Enaminones", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 39, no. 11, 12 March 1998 (1998-03-12), pages 1429 - 1432, XP004107953, ISSN: 0040-4039
R. NOYORI: "Photochemistry of 2,6-cycloheptadienones in Strong Acid", J. AM. CHEM. SOC., vol. 94, no. 14, 1972, pages 5105 - 5106, XP002262504
MASATOSHI ASAMI: "An Asymetric Synthesis of (1S,4R)-4-Amino-2-cyclopentenol Derivatives", TETRAHEDRON LETTERS, no. 40, 1999, pages 1563 - 1564, XP002262505
NEGISHI E-I ET AL: "Strictly Regiocontrolled alpha-Monosubstitution of Cyclic Carbonyl Compounds with Alkynyl and Alkyl Groups via Pd-Catalyzed Coupling of Cyclic alpha-Iodoenones with Organozincs", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 56, no. 52, 22 December 2000 (2000-12-22), pages 10197 - 10207, XP004227584, ISSN: 0040-4020
GREENE A E ET AL: "ASYMMETRIC INDUCTION IN THE CYCLOADDITION REACTION OF DICHLOROKETENE WITH CHIRAL ENOL ETHERS A VERSATILE APPROACH TO OPTICALLY ACTIVE CYCLOPENTENONE DERIVATIVES", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 26, no. 45, 1985, pages 5525 - 5528, XP001028972, ISSN: 0040-4039
ALBERT C. GYORKOS: "Total Synthesis of epi-Jatrophone...", J. AM. CHEM. SOC., no. 112, 1990, pages 8465 - 8472, XP002262506
PATENT ABSTRACTS OF JAPAN vol. 011, no. 184 (C - 427) 12 June 1987 (1987-06-12)
RAMESH N G ET AL: "Enantioselective Synthesis of 4-Aminocyclopent-2-ene-1-one from Tricyclo[5.2.1.0]decenyl Enaminones", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 39, no. 11, 12 March 1998 (1998-03-12), pages 1429 - 1432, XP004107953, ISSN: 0040-4039
R. NOYORI: "Photochemistry of 2,6-cycloheptadienones in Strong Acid", J. AM. CHEM. SOC., vol. 94, no. 14, 1972, pages 5105 - 5106, XP002262504
MASATOSHI ASAMI: "An Asymetric Synthesis of (1S,4R)-4-Amino-2-cyclopentenol Derivatives", TETRAHEDRON LETTERS, no. 40, 1999, pages 1563 - 1564, XP002262505
NEGISHI E-I ET AL: "Strictly Regiocontrolled alpha-Monosubstitution of Cyclic Carbonyl Compounds with Alkynyl and Alkyl Groups via Pd-Catalyzed Coupling of Cyclic alpha-Iodoenones with Organozincs", TETRAHEDRON, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 56, no. 52, 22 December 2000 (2000-12-22), pages 10197 - 10207, XP004227584, ISSN: 0040-4020
GREENE A E ET AL: "ASYMMETRIC INDUCTION IN THE CYCLOADDITION REACTION OF DICHLOROKETENE WITH CHIRAL ENOL ETHERS A VERSATILE APPROACH TO OPTICALLY ACTIVE CYCLOPENTENONE DERIVATIVES", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 26, no. 45, 1985, pages 5525 - 5528, XP001028972, ISSN: 0040-4039
ALBERT C. GYORKOS: "Total Synthesis of epi-Jatrophone...", J. AM. CHEM. SOC., no. 112, 1990, pages 8465 - 8472, XP002262506
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