Title:
HYDROXYL COMPOUNDS AND COMPOSITIONS FOR CHOLESTEROL MANAGEMENT AND RELATED USES
Document Type and Number:
WIPO Patent Application WO2004067489
Kind Code:
A3
Abstract:
The present invention relates to novel hydroxyl compounds, compositions comprising hydroxyl compounds, and methods useful for treating and preventing a variety of diseases and conditions such as, but not limited to aging, Alzheimer's Disease, cancer, cardiovascular disease, diabetic nephropathy, diabetic retinopathy, a disorder of glucose metabolism, dyslipidemia, dyslipoproteinemia, hypertension, impotence, inflammation, insulin resistance, lipid elimination in bile, obesity, oxysterol elimination in bile, pancreatitis, pancreatitius, Parkinson's disease, a peroxisome proliferator activated receptor-associated disorder, phospholipid elimination in bile, renal disease, septicemia, metabolic syndrome disorders (e.g., Syndrome X), thrombotic disorder. Compounds and methods of the invention can also be used to modulate C reactive protein or enhance bile production in a patient. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.
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Inventors:
DASSEUX JEAN-LOUIS HENRI (US)
ONICIU DANIELA CARMEN (US)
ONICIU DANIELA CARMEN (US)
Application Number:
PCT/US2003/041411
Publication Date:
November 25, 2004
Filing Date:
December 23, 2003
Export Citation:
Assignee:
ESPERION THERAPEUTICS INC (US)
DASSEUX JEAN-LOUIS HENRI (US)
ONICIU DANIELA CARMEN (US)
DASSEUX JEAN-LOUIS HENRI (US)
ONICIU DANIELA CARMEN (US)
International Classes:
A61P3/10; C07C31/20; C07C31/22; C07C31/24; C07C59/11; C07C59/245; C07C59/285; C07C59/29; C07C59/46; C07C59/48; C07C59/54; C07C62/02; C07C62/06; C07C65/17; C07C69/757; C07D213/80; C07D309/10; C07D309/12; C07D405/12; C07F9/09; C07F9/117; C07F9/24; C07F9/44; (IPC1-7): C07C31/22; C07C31/20; C07C59/105; C07C59/245; C07C261/04; C07C311/24; C07F9/06; C07F9/22; C07D257/04; C07D207/44; C07D261/12; C07D233/02; C07D309/38; A61P3/10; A61K31/047
Domestic Patent References:
| WO1998030530A1 | 1998-07-16 |
Foreign References:
| FR1545224A | 1968-11-08 | |||
| US3930024A | 1975-12-30 | |||
| US4287200A | 1981-09-01 | |||
| US5756544A | 1998-05-26 |
Other References:
J.B. BICKING ET AL: "11,12-Secoprostaglandins. 1. Acylhydroxyalkanoic acids and related compounds", J.MED.CHEM., vol. 20, no. 1, 1977, pages 35 - 43, XP002278551
NAGANO H ET AL: "Stereoselectivity in the formation and radical reduction of cyclic bromoacetals, key intermediates for the synthesis of delta-hydroxy- and epsilon-hydroxy-alpha-methylcarboxylic acid esters", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 44, no. 36, 1 September 2003 (2003-09-01), pages 6867 - 6870, XP004444421, ISSN: 0040-4039
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 28 August 1992 (1992-08-28), XP002278555, Database accession no. 5001278 AND 5025574
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 28 August 1992 (1992-08-28), XP002278556, Database accession no. 5021975
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 12 February 1993 (1993-02-12), XP002278557, Database accession no. 5732477
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 12 November 1996 (1996-11-12), XP002278558, Database accession no. 7473723
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278559, Database accession no. 1778991
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 11 July 1989 (1989-07-11), XP002278560, Database accession no. 2961112
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278561, Database accession no. 1741087
A.H. BLATT ET AL: "The reducing action of the Grignard reagent and the synthesis of tertiary aliphatic carbinols", J.AM.CHEM.SOC., vol. 54, 1932, pages 1495 - 1499, XP002278552
H.C. BROWN ET AL: "Hydroboration. 67. Cyclic hydroboration of acyclic alpha, omega-dienes with 9-Borabicyclo[3.3.1]nonane/Borane-dimethyl sulfide", J.ORG.CHEM., vol. 49, no. 6, 1984, pages 1072 - 1078, XP002278553
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 4 May 1993 (1993-05-04), XP002278562, Database accession no. 5836264
Y. YAMAMOTO: "Asymmetric synthesis of 5- and 6-membered lactones from cyclic substrates bearing a c2-chiral auxiliary", J.ORG.CHEM., vol. 56, no. 3, 1991, pages 1112 - 1119, XP002278554
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278563, Database accession no. 1733552
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278564, Database accession no. 1784568
J.C. DALTON ET AL: "Type I and type II photochemical reactions of some five- and six-membered cycloalkanones", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY , 93(26), 7213-21 CODEN: JACSAT; ISSN: 0002-7863, 1971, XP002294789
SCHAPER U A: "Die gemischte Guerbet-Reaktion zwischen cyclischen und acyclischen Alkoholen", FETTE, SEIFEN, ANSTRICHMITTEL, INDUSTRIEVERLAG VON HERNHAUSSEN KG. HAMBURG, DE, vol. 82, no. 11, 1980, pages 454 - 456, XP002181108
NAGANO H ET AL: "Stereoselectivity in the formation and radical reduction of cyclic bromoacetals, key intermediates for the synthesis of delta-hydroxy- and epsilon-hydroxy-alpha-methylcarboxylic acid esters", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 44, no. 36, 1 September 2003 (2003-09-01), pages 6867 - 6870, XP004444421, ISSN: 0040-4039
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 28 August 1992 (1992-08-28), XP002278555, Database accession no. 5001278 AND 5025574
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 28 August 1992 (1992-08-28), XP002278556, Database accession no. 5021975
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 12 February 1993 (1993-02-12), XP002278557, Database accession no. 5732477
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 12 November 1996 (1996-11-12), XP002278558, Database accession no. 7473723
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278559, Database accession no. 1778991
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 11 July 1989 (1989-07-11), XP002278560, Database accession no. 2961112
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278561, Database accession no. 1741087
A.H. BLATT ET AL: "The reducing action of the Grignard reagent and the synthesis of tertiary aliphatic carbinols", J.AM.CHEM.SOC., vol. 54, 1932, pages 1495 - 1499, XP002278552
H.C. BROWN ET AL: "Hydroboration. 67. Cyclic hydroboration of acyclic alpha, omega-dienes with 9-Borabicyclo[3.3.1]nonane/Borane-dimethyl sulfide", J.ORG.CHEM., vol. 49, no. 6, 1984, pages 1072 - 1078, XP002278553
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 4 May 1993 (1993-05-04), XP002278562, Database accession no. 5836264
Y. YAMAMOTO: "Asymmetric synthesis of 5- and 6-membered lactones from cyclic substrates bearing a c2-chiral auxiliary", J.ORG.CHEM., vol. 56, no. 3, 1991, pages 1112 - 1119, XP002278554
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278563, Database accession no. 1733552
DATABASE BEILSTEIN BEILSTEIN INSTITUTE FOR ORGANIC CHEMISTRY, FRANKFURT-MAIN, DE; 27 February 1989 (1989-02-27), XP002278564, Database accession no. 1784568
J.C. DALTON ET AL: "Type I and type II photochemical reactions of some five- and six-membered cycloalkanones", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY , 93(26), 7213-21 CODEN: JACSAT; ISSN: 0002-7863, 1971, XP002294789
SCHAPER U A: "Die gemischte Guerbet-Reaktion zwischen cyclischen und acyclischen Alkoholen", FETTE, SEIFEN, ANSTRICHMITTEL, INDUSTRIEVERLAG VON HERNHAUSSEN KG. HAMBURG, DE, vol. 82, no. 11, 1980, pages 454 - 456, XP002181108
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