Title:
FUSED-ARYL AND HETEROARYL DERIVATIVES AS MODULATORS OF METABOLISM AND THE PROPHYLAXIS AND TREATMENT OF DISORDERS RELATED THERETO
Document Type and Number:
WIPO Patent Application WO2005007658
Kind Code:
A3
Abstract:
The present invention relates to certain fused aryl and heteroaryl derivatives of Formula (I) that are modulators of metabolism. Accordingly, compounds of the present invention are useful in the prophylaxis or treatment of metabolic disorders and complications thereof, such as, diabetes and obesity.
Inventors:
JONES ROBERT M (US)
SEMPLE GRAEME (US)
XIONG YIFENG (US)
SHIN YOUNG-JUN (US)
REN ALBERT S (US)
CALDERON IMELDA (US)
FIORAVANTI BEATRIZ (US)
CHOI JIN SUN KAROLINE (US)
SAGE CARLTON R (US)
SEMPLE GRAEME (US)
XIONG YIFENG (US)
SHIN YOUNG-JUN (US)
REN ALBERT S (US)
CALDERON IMELDA (US)
FIORAVANTI BEATRIZ (US)
CHOI JIN SUN KAROLINE (US)
SAGE CARLTON R (US)
Application Number:
PCT/US2004/022417
Publication Date:
June 16, 2005
Filing Date:
July 13, 2004
Export Citation:
Assignee:
ARENA PHARM INC (US)
JONES ROBERT M (US)
SEMPLE GRAEME (US)
XIONG YIFENG (US)
SHIN YOUNG-JUN (US)
REN ALBERT S (US)
CALDERON IMELDA (US)
FIORAVANTI BEATRIZ (US)
CHOI JIN SUN KAROLINE (US)
SAGE CARLTON R (US)
JONES ROBERT M (US)
SEMPLE GRAEME (US)
XIONG YIFENG (US)
SHIN YOUNG-JUN (US)
REN ALBERT S (US)
CALDERON IMELDA (US)
FIORAVANTI BEATRIZ (US)
CHOI JIN SUN KAROLINE (US)
SAGE CARLTON R (US)
International Classes:
A61P3/00; A61P3/10; C07D215/233; C07D471/04; C07D473/00; C07D487/04; C07D498/04; C07D215/22; (IPC1-7): C07D487/04; C07D473/00; C07D498/04; C07D471/04; C07D215/22; A61K31/519; A61K31/52; A61K31/4375; A61K31/47; A61P3/00; A61P3/10
Domestic Patent References:
| WO1994013677A1 | 1994-06-23 | |||
| WO2003032989A1 | 2003-04-24 | |||
| WO2004000843A1 | 2003-12-31 | |||
| WO2002098878A1 | 2002-12-12 | |||
| WO2000011003A1 | 2000-03-02 | |||
| WO1998008847A1 | 1998-03-05 | |||
| WO1998008846A1 | 1998-03-05 | |||
| WO1998047874A1 | 1998-10-29 | |||
| WO2001023387A2 | 2001-04-05 | |||
| WO2001023388A2 | 2001-04-05 | |||
| WO1997029109A1 | 1997-08-14 | |||
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Foreign References:
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| EP1097709A2 | 2001-05-09 | |||
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THOMPSON R D ET AL: "N6,9-DISUBSITUTED ADENINES: POTENT, SELECTIVE ANTAGONISTS AT THE A, ADENOSINE RECEPTOR", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 34, no. 9, 1991, pages 2877 - 2882, XP002048672, ISSN: 0022-2623
PRESS, JEFFERY B. ET AL: "Synthesis and structure-activity relationship of 6-substituted purine derivatives as novel selective positive inotropes", JOURNAL OF MEDICINAL CHEMISTRY , 35(24), 4509-15 CODEN: JMCMAR; ISSN: 0022-2623, 1992, XP002325466
BAINDUR, NAND ET AL: "Solution-Phase Synthesis of a Library of 3,5,7-Trisubstituted 3H-[1,2,3]triazolo[4,5-d]pyrimidines", JOURNAL OF COMBINATORIAL CHEMISTRY , 5(5), 653-659 CODEN: JCCHFF; ISSN: 1520-4766, 2003, XP002325467
ESCHER, ANDRE ET AL: "Cyclopentylamine substituted triazolo[4,5-d]pyrimidine: implications for binding to the adenosine receptor", TETRAHEDRON LETTERS , 32(29), 3583-4 CODEN: TELEAY; ISSN: 0040-4039, 1991, XP002325468
CHORVAT R J ET AL: "SYNTHESIS, CORTICOTROPIN-RELEASING FACTOR RECEPTOR BINDING AFFINITY AND PHARMACOKINETIC PROPERTIES OF TRIAZOLO-, IMIDAZO- AND PYRROLOPYRIMIDINES AND -PYRIDINES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 42, no. 5, 11 March 1999 (1999-03-11), pages 833 - 848, XP001093941, ISSN: 0022-2623
BETTI LAURA ET AL: "Novel 3-aralkyl-7-(amino-substituted)-1,2,3-triazolo(4,5-d)pyrimidines with high affinity toward A1 adenosine receptors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 41, no. 5, 26 February 1998 (1998-02-26), pages 668 - 673, XP002325469, ISSN: 0022-2623
DESIMONI, GIOVANNI ET AL: "Polynuclear isoxazole types. I. Isoxazolo[4,5-d]pyrimidines", TETRAHEDRON , 23(2), 675-80 CODEN: TETRAB; ISSN: 0040-4020, 1967, XP002325470
HERSPERGER R ET AL: "Pd-Catalysed Cross-Coupling Reactions for the Synthesis of 6,8-Disubstituted 1,7-Naphtyridines: A Novel Class of Potent and Selective Phosphodiesterase Type 4D Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 43, 2000, pages 675 - 682, XP002234191, ISSN: 0022-2623
REWCASTLE G W ET AL: "TYROSINE KINASE INHIBITORS. 10. ISOMERIC 4-Ú(3-BROMOPHENYL)AMINO PYRIDOÚD-PYRIMIDINES ARE POTENT ATP BINDING SITE INHIBITORS OF THETYROSINE KINASE FUNCTION OF THE EPIDERMAL GROWTH FACTOR RECEPTOR", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 39, no. 9, 26 April 1996 (1996-04-26), pages 1823 - 1835, XP000671261, ISSN: 0022-2623
HECHT, SIDNEY M. ET AL: "Activation of cytokinins", JOURNAL OF BIOLOGICAL CHEMISTRY , 250(18), 7343-51 CODEN: JBCHA3; ISSN: 0021-9258, 1975, XP002325471
ZHANG, HAN CHENG ET AL: "Preparation of 1-(tri-n-butylstannyl) furanoid glycals and their use in palladium-mediated coupling reactions", TETRAHEDRON LETTERS , 34(10), 1571-4 CODEN: TELEAY; ISSN: 0040-4039, 1993, XP002325472
MUELLER C E ET AL: "7-Deaza-2-phenyladenines: Structure-Activity Relationships of Potent A1 Selective Receptor Antagonists", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 33, no. 10, 1990, pages 2822 - 2828, XP002229257, ISSN: 0022-2623
DATABASE CHEMCATS [online] 9 May 2003 (2003-05-09), XP002311323, retrieved from CHEMCATS accession no. 2003:2417080
DATABASE CHEMCATS [online] 9 May 2003 (2003-05-09), XP002311324, retrieved from CHEMCATS accession no. 2003:2416398
DATABASE CHEMCATS [online] 9 May 2003 (2003-05-09), XP002311325, retrieved from CHEMCATS accession no. 2003:2415906
DATABASE CHEMCATS [online] 9 May 2003 (2003-05-09), XP002311326, retrieved from CHEMCATS accession no. 2003:2415108
DATABASE CHEMCATS [online] 25 April 2003 (2003-04-25), XP002311327, retrieved from CHEMCATS accession no. 2003:2246300
DATABASE CHEMCATS [online] 25 April 2003 (2003-04-25), XP002311328, retrieved from CHEMCATS accession no. 2003:2246299
THOMPSON R D ET AL: "N6,9-DISUBSITUTED ADENINES: POTENT, SELECTIVE ANTAGONISTS AT THE A, ADENOSINE RECEPTOR", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 34, no. 9, 1991, pages 2877 - 2882, XP002048672, ISSN: 0022-2623
PRESS, JEFFERY B. ET AL: "Synthesis and structure-activity relationship of 6-substituted purine derivatives as novel selective positive inotropes", JOURNAL OF MEDICINAL CHEMISTRY , 35(24), 4509-15 CODEN: JMCMAR; ISSN: 0022-2623, 1992, XP002325466
BAINDUR, NAND ET AL: "Solution-Phase Synthesis of a Library of 3,5,7-Trisubstituted 3H-[1,2,3]triazolo[4,5-d]pyrimidines", JOURNAL OF COMBINATORIAL CHEMISTRY , 5(5), 653-659 CODEN: JCCHFF; ISSN: 1520-4766, 2003, XP002325467
ESCHER, ANDRE ET AL: "Cyclopentylamine substituted triazolo[4,5-d]pyrimidine: implications for binding to the adenosine receptor", TETRAHEDRON LETTERS , 32(29), 3583-4 CODEN: TELEAY; ISSN: 0040-4039, 1991, XP002325468
CHORVAT R J ET AL: "SYNTHESIS, CORTICOTROPIN-RELEASING FACTOR RECEPTOR BINDING AFFINITY AND PHARMACOKINETIC PROPERTIES OF TRIAZOLO-, IMIDAZO- AND PYRROLOPYRIMIDINES AND -PYRIDINES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 42, no. 5, 11 March 1999 (1999-03-11), pages 833 - 848, XP001093941, ISSN: 0022-2623
BETTI LAURA ET AL: "Novel 3-aralkyl-7-(amino-substituted)-1,2,3-triazolo(4,5-d)pyrimidines with high affinity toward A1 adenosine receptors", JOURNAL OF MEDICINAL CHEMISTRY, vol. 41, no. 5, 26 February 1998 (1998-02-26), pages 668 - 673, XP002325469, ISSN: 0022-2623
DESIMONI, GIOVANNI ET AL: "Polynuclear isoxazole types. I. Isoxazolo[4,5-d]pyrimidines", TETRAHEDRON , 23(2), 675-80 CODEN: TETRAB; ISSN: 0040-4020, 1967, XP002325470
HERSPERGER R ET AL: "Pd-Catalysed Cross-Coupling Reactions for the Synthesis of 6,8-Disubstituted 1,7-Naphtyridines: A Novel Class of Potent and Selective Phosphodiesterase Type 4D Inhibitors", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 43, 2000, pages 675 - 682, XP002234191, ISSN: 0022-2623
REWCASTLE G W ET AL: "TYROSINE KINASE INHIBITORS. 10. ISOMERIC 4-Ú(3-BROMOPHENYL)AMINO PYRIDOÚD-PYRIMIDINES ARE POTENT ATP BINDING SITE INHIBITORS OF THETYROSINE KINASE FUNCTION OF THE EPIDERMAL GROWTH FACTOR RECEPTOR", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 39, no. 9, 26 April 1996 (1996-04-26), pages 1823 - 1835, XP000671261, ISSN: 0022-2623
HECHT, SIDNEY M. ET AL: "Activation of cytokinins", JOURNAL OF BIOLOGICAL CHEMISTRY , 250(18), 7343-51 CODEN: JBCHA3; ISSN: 0021-9258, 1975, XP002325471
ZHANG, HAN CHENG ET AL: "Preparation of 1-(tri-n-butylstannyl) furanoid glycals and their use in palladium-mediated coupling reactions", TETRAHEDRON LETTERS , 34(10), 1571-4 CODEN: TELEAY; ISSN: 0040-4039, 1993, XP002325472
MUELLER C E ET AL: "7-Deaza-2-phenyladenines: Structure-Activity Relationships of Potent A1 Selective Receptor Antagonists", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 33, no. 10, 1990, pages 2822 - 2828, XP002229257, ISSN: 0022-2623
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