Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2011-03-22
2011-03-22
Desai, Rita J (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C546S105000, C514S290000
Reexamination Certificate
active
07910739
ABSTRACT:
The invention provides compounds of formula:which have a tacrine moiety connected to an heterocyclic moiety through a linker. Through careful selection of the substituents and the linker, the activity and selectivity towards acetylcholinesterase can be modulated. The compounds show potent AChE inhibition activities together with modifications in the β-amyloid aggregation properties by binding simultaneously to the catalytic and peripheral AChE sites. They are useful in the treatment of AChE mediated diseases, such as the Alzheimer's disease.
REFERENCES:
patent: 2006/0142323 (2006-06-01), Gil
patent: 0 397 040 (1990-11-01), None
patent: 3-47179 (1991-02-01), None
patent: 5-500055 (1993-01-01), None
patent: 9-512784 (1997-12-01), None
patent: WO 91/02725 (1991-03-01), None
patent: WO 95/23137 (1995-08-01), None
patent: WO 01/17529 (2001-03-01), None
patent: WO 0117529 (2001-03-01), None
patent: WO 03/033489 (2003-04-01), None
patent: WO 2004/032929 (2004-04-01), None
Ana Castro et al Peripheral and Dual Binding Site Acetylcholinesterase inhibitors. 2001.
Dorwald F. A. Side Reactions in Organic Synthesis, 2005, Wiley: VCH, Weinheim p. IX of Preface.
John Kelly, 1998, The Alzheimer's disease, Tacrine Legacy.
Agarwal et al., Synthetic Communications, 1993, vol. 23, No. 8, pp. 1101-1110.
Alvarez et al., J. Neurosci, 1998, vol. 18, pp. 3213-3223.
Bogdal et al., “Remarkable Fast N-Alkylation of Azaheterocycles under Microwave Irradiation in Dry Media”, Heterocycles, 1997, vol. 45, pp. 715-722.
Bruce et al., Tetrahedron Letters, 1996, vol. 7, pp. 937-940.
CAPLUS: SciFinder—Structures, Aug. 22, 2007, 5 pages.
Carlier et al., J. Med. Chem., 1999, vol. 42, pp. 4225-4231.
Castro et al., Mini Rev. Med. Chem., 2001, vol. 1, pp. 267-272.
Ellman et al., Biochem. Pharmacol., 1961, vol. 7, pp. 88-95.
Evans et al., “Enantioselective Indole Friedel—Crafts Alkylations Catalyzed by Bis(oxazolinyl)pyridine—Scandlum(III) Triflate Complexes”, J. Am. Chem. Soc., 2003. vol. 125, pp. 10780-10781.
Inestrosa et al., J. Neuron, 1996, vo.. 16, pp. 881-891.
Klunk et al., J. Hystochem, 1989, vol. 8, pp. 1293-1297.
Muñoz et al., FEBS Lett., 1999, vol. 450, pp. 205-209.
Padwa et al., Synthesis, 1994, vol. 9, pp. 993-1004.
Piazza et al., J. Med. Chem., 2003, vol. 46, pp. 2279-2282.
Recanatini et al., “SAR of 9-Amino-1,2,3,4-tetrahydroacridine-Based Acetylcholinesterase Inhibitors: Synthesis, Enzyme Inhibitory Activity, QSAR, and Structure-Based CoMFA of Tacrine Analogues”, J. Med. Chem., 2000, vol. 43, pp. 2007-2018.
Savini et al., “Novel and Potent Tacrine-Related Hetero- and Homobivalent Ligands for Acetylcholinesterase and Butyrycholinesterase”, Bioorganic & Medicinal Chemistry Letters, 2001, vol. 11, pp. 1779-1782.
U.S. Appl. No. 10/530,667, filed Dec. 19, 2005, Ana Martinez Gil.
Arrieta Laura Rubio
De Austria Celia
Del Monte Millan Maria
Diaz Isabel Dorronsoro
Egea Paola Usan
Desai Rita J
King & Spalding LLP
Noscira, S.A.
Sonnenfeld Kenneth H.
LandOfFree
Acetylcholinesterase dual inhibitors does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Acetylcholinesterase dual inhibitors, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Acetylcholinesterase dual inhibitors will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2673255