Thienopyridinone compounds and methods of treatment

Details Thienopyridinone compounds and methods of treatment Thienopyridinone compounds and methods of treatment

2011-07-19

2011-07-19

Covington, Raymond (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S114000, C546S115000

Reexamination Certificate

active

07982040

ABSTRACT:
The invention relates to 5-HT receptor agonists and partial agonists. Novel thienopyridinone compounds represented by Formula I, and synthesis and uses thereof for treating diseases mediated directly or indirectly by 5-HT receptors, are disclosed. Such conditions include Alzheimer's disease, cognition disorders, irritable bowel syndrome, nausea, emesis, vomiting, prokinesia, gastroesophageal reflux disease, nonulcer dyspepsia, depression, anxiety, urinary incontinence, migraine, arrhythmia, atrial fibrillation, ischemic stroke, gastritis, gastric emptying disorders, feeding disorders, gastrointestinal disorders, constipation, erectile dysfunction, and respiratory depression. Methods of preparation and novel intermediates and pharmaceutical salts thereof are also included.

REFERENCES:
patent: 3069412 (1962-12-01), Roberts et al.
patent: 3658807 (1972-04-01), Schmidt et al.
patent: 4146716 (1979-03-01), Cox et al.
patent: 4316020 (1982-02-01), Reissenweber et al.
patent: 5155155 (1992-10-01), Jurlaro et al.
patent: 5219864 (1993-06-01), Suzuki et al.
patent: 5227387 (1993-07-01), Dreikorn et al.
patent: 5236917 (1993-08-01), Dunlap et al.
patent: 5371074 (1994-12-01), Dunlap et al.
patent: 5378679 (1995-01-01), Nuebling et al.
patent: 5571815 (1996-11-01), Schaper et al.
patent: 5591751 (1997-01-01), Fuljoka et al.
patent: 5593943 (1997-01-01), Nuebling et al.
patent: 5596012 (1997-01-01), Dunlap et al.
patent: 5650422 (1997-07-01), Dunlap et al.
patent: 5753673 (1998-05-01), Ohuchi et al.
patent: 5798451 (1998-08-01), von Deyn et al.
patent: 5874432 (1999-02-01), Dunlap et al.
patent: 5972841 (1999-10-01), von Deyn et al.
patent: 6103903 (2000-08-01), Cai et al.
patent: 6159962 (2000-12-01), Steiner et al.
patent: 6187788 (2001-02-01), Furuya et al.
patent: 6222034 (2001-04-01), Steiner et al.
patent: 6232320 (2001-05-01), Stewart et al.
patent: 6300333 (2001-10-01), Schaper et al.
patent: 6340759 (2002-01-01), Ueno et al.
patent: 6596727 (2003-07-01), Schaper et al.
patent: 6924283 (2005-08-01), Thorarensen
patent: 7030240 (2006-04-01), Dhanoa et al.
patent: 7119205 (2006-10-01), Iyengar et al.
patent: 7153858 (2006-12-01), Dhanoa et al.
patent: 7407966 (2008-08-01), Dhanoa et al.
patent: 7488736 (2009-02-01), Dhanoa et al.
patent: 7576211 (2009-08-01), Dhanoa et al.
patent: 7598265 (2009-10-01), Dhanoa et al.
patent: 2002/0028782 (2002-03-01), Castelhano et al.
patent: 2004/0138238 (2004-07-01), Dhanoa et al.
patent: 2005/0049243 (2005-03-01), Ballard et al.
patent: 2005/0065176 (2005-03-01), Field et al.
patent: 2005/0137142 (2005-06-01), Schulz et al.
patent: 2005/0222175 (2005-10-01), Dhanoa et al.
patent: 2005/0222176 (2005-10-01), Dhanoa et al.
patent: 2005/0256153 (2005-11-01), Dhanoa et al.
patent: 2006/0079547 (2006-04-01), Dhanoa et al.
patent: 2006/0084805 (2006-04-01), Dhanoa et al.
patent: 2006/0084806 (2006-04-01), Sridharan et al.
patent: 2006/0205737 (2006-09-01), Becker et al.
patent: 2006/0234998 (2006-10-01), Dhanoa et al.
patent: 2007/0004742 (2007-01-01), Dhanoa et al.
patent: 2007/0173487 (2007-07-01), Saha et al.
patent: 0447891 (1991-09-01), None
patent: 0503844 (1992-09-01), None
patent: 0505058 (1992-09-01), None
patent: 0710662 (1996-05-01), None
patent: 1018513 (2000-07-01), None
patent: 1229025 (2002-08-01), None
patent: 1325921 (2003-07-01), None
patent: 2295387 (1996-05-01), None
patent: 11 130777 (1999-05-01), None
patent: WO-94/12176 (1994-06-01), None
patent: WO-94/22871 (1994-10-01), None
patent: WO-00/64441 (2000-11-01), None
patent: WO-01/14333 (2001-03-01), None
patent: WO-01/25218 (2001-04-01), None
patent: WO-02/102797 (2002-12-01), None
patent: WO-2004/014850 (2004-02-01), None
patent: WO-2004/017950 (2004-03-01), None
patent: WO-2004/030629 (2004-04-01), None
patent: WO-2004/034963 (2004-04-01), None
patent: WO-2004/089312 (2004-10-01), None
patent: WO-2005/121151 (2005-12-01), None
patent: WO-2006/041985 (2006-04-01), None
patent: WO-2007/058805 (2007-05-01), None
patent: WO-2008/002539 (2008-01-01), None
patent: WO-2008/045558 (2008-04-01), None
patent: WO-2008/060632 (2008-05-01), None
Abenhaim et al. N. Engl. J. Med., 335(9):609-616 (1996).
Barker et al., Journal of Chemical Research, Synopses, 1985 (7) 214-15.
Bonhaus, D.W., et al., British J. Pharmac., 1999 (127) 1075-1082.
Brea et al., J. Med. Chem., 45:54-71 (2002).
Buchheit et al.J. Med. Chem., 38(13):2326-2330 (1995).
Buchheit et al.J. Med. Chem., 38(13):2331-2338 (1995).
Buchstaller, H.P. et al., “Thieno[2,3-b]pyridinones as Antagonists on the Glycine Site of the N-methyl-D-aspartate Receptor-Binding Studies, Molecular Modelling and Structure-Activity Relationships”, Scientia Pharmazeutica, 68, 3-14 (2000).
Coppola et al., Journal of Organic Chemistry, 1976 (41) 825-831.
Database Caplus on STN, Accession No. 1999:783937, Castelhano et al., WO 99/62518 A1, Cadue Pharmaceuticals Corp. Dec. 9, 1999.
Database Caplus on STN, Accession No. 2000:806616 Horvath et al., Neurogen Corporation, 6,147,085, Nov. 14, 2000.
Doggrell, Sheila A., Expert Opin. Investig. Drugs, 2003 (12) 805-823.
Farber et al., N. Engl. J. Med., 351 (16):1655-1665 (2004).
Fishman, Chest, 114(3):242S-247S (1998).
Fitzgerald et al. Mol. Pharmacol., 57:75-81 (2000).
Gribble, Gordon W., Sodium Borohydride in Carboxylic Acid Media: A Phenomenal Reduction System, Chemical Society Reviews, 1998 (27) 395-40.
Hutchins, R.O. et al., J. Org. Chem., 1977 (42) 82-91.
Hwang et al., Arch. of Pharm. Res., 2001, 24(4), 270-275.
International Search Report for PCT/US2003/23539 mailed Jul. 23, 2004.
International Search Report for PCT/US2004/09944 mailed Mar. 1, 2005.
International Search Report for PCT/US2005/035935 mailed May 12, 2006.
International Search Report for PCT/US2005/034862 mailed Jan. 24, 2006.
International Search Report for PCT/US2005/17121 mailed Apr. 4, 2006.
International Search Report for PCT/US2006/043140 mailed Aug. 16, 2007.
Jerry March in Advanced Organic Chemistry, 4thEdition, 1992, by John Wiley & Sons: New York, pp. 378-383.
Kaumann, A.J.,Naunyn-Schmiedeberg's Arch. Pharmacol., 342:619-622 (1990).
Kennett et al., Neuropharmacol., 36(2):233-239 (1997).
Kursar et al. Mol. Pharmacol., 46(2):227-234 (1994).
Kuryshev et al., J. Pharmacol. Exp. Ther., 295(2):614-620 (2000).
Lamirault L. et al., “Combined Treatment With Galanthaminium Bromide, a New Cholinesterase Inhibitor, and RS 67333, a Partial Agonist of 5-HT4 Receptors, Enhances Place and Object Recognition in Young Adult and Old Rats,”Progress in Neuro-Psychopharmacology&Biological Psychiatry, Oxford, Great Britain, vol. 27, No. 1, Feb. 2003, pp. 185-195, XP008043794 ISSN: 0278-5846.
Launay et al., Nat. Med., 8(10):1129-1135 (2002).
Maclean Trends Pharmacol. Sci., 20(12):490-495 (1999).
Manivert et al., J. Biol. Chem., 277(19):17170:17178 (2002).
Marcos et al., Circ. Res., 94:1263-1270 (2004).
Moser, Paul C. et al., “SL65.0155, a novel 5-hydroxytryptamine4 receptor partial agonist with potent cognition-enhancing properties,”Journal of Pharmacology and Experimental Therapeutics(2002), 302(2), 731-741 CODEN: JPETAB; ISSN: 0022-3565, 2002, XP007902745.
Nauser et al., Am. Fam. Physician, 63(9):1789-1798 (2001).
Nebigil et al., Proc. Natl. Acad. Sci., U.S.A., 97(6):2591-2596 (2000).
Poissonnet et al., Mini-Rev. Med. Chem., 4(3):325-330 (2004).
Recanatini, M. et al., “Acetylcholinesterase Inhibitors in the Context of Therapeutic Strategies to Combat Alzheimer's Disease,”Expert Opinion on Therapeutic Patents, Ashley Publications, Great Britain, vol. 12, No. 12, 2002, pp. 1853-1865, XP008043793 ISSN: 1354-3776.
Rich et al., Chest, 117(3): 870-874 (2000).
Roth, B.L., et al., Expert Opin. Ther. Targets, 2001, (5) 685-695.
Rothman et al., Circulation, 102:2836-2841 (2000).
Science IP Search, Apr. 30, 2004.
Science IP Search, May 11, 2004.
Setola et al., Mol. Pharmacol., 63(6):1223-1229 (2003).
Stachel, Hans-Dietrich, et al., “Derivatives of Oxalyldimalonic Acid,” 1995.
Suzuki, M., “Synthesis and Evaluation of Novel 2-Oxo-1,2-dihydro-3-Quinolinecarboxamide Derivatives as Potent

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