Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2005-12-20
2005-12-20
Shameem, Golam M M (Department: 1626)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
C514S231200, C514S236200, C514S237500, C544S106000, C544S124000, C544S138000
Reexamination Certificate
active
06977256
ABSTRACT:
The present invention relates to novel selective cathepsin S inhibitors, the pharmaceutically acceptable salts and N-oxides thereof, their uses as therapeutic agents and the methods of their making.
REFERENCES:
patent: 4927809 (1990-05-01), Stuber et al.
patent: 5424325 (1995-06-01), Ando et al.
patent: 5486623 (1996-01-01), Zimmerman et al.
patent: 5498616 (1996-03-01), Mallano et al.
patent: 5847135 (1998-12-01), Bemis et al.
patent: 5852007 (1998-12-01), Chatterjee et al.
patent: 5874424 (1999-02-01), Batchelor et al.
patent: 5998390 (1999-12-01), Ramamurthy et al.
patent: 6004933 (1999-12-01), Spruce et al.
patent: 6015791 (2000-01-01), Gyorkos et al.
patent: 6022861 (2000-02-01), Scarborough et al.
patent: 6114310 (2000-09-01), Chamberland et al.
patent: 6124333 (2000-09-01), Miller et al.
patent: 6255453 (2001-07-01), Gyorkos et al.
patent: 6353017 (2002-03-01), Altmann et al.
patent: 6455502 (2002-09-01), Bryant et al.
patent: 6476026 (2002-11-01), Bryant et al.
patent: 6492362 (2002-12-01), Graupe et al.
patent: 6506733 (2003-01-01), Buysse
patent: 6576630 (2003-06-01), Link et al.
patent: 6608057 (2003-08-01), Cywin et al.
patent: 0272671 (1988-06-01), None
patent: 0355572 (1990-02-01), None
patent: 0376012 (1990-07-01), None
patent: 0419683 (1991-04-01), None
patent: 0536399 (1993-04-01), None
patent: 0652009 (1995-10-01), None
patent: 0754454 (1997-01-01), None
patent: 0291234 (1998-11-01), None
patent: 42009133 (1967-05-01), None
patent: 63303868 (1988-12-01), None
patent: 06192199 (1994-07-01), None
patent: 2001-011037 (2001-01-01), None
patent: 2001-055366 (2001-02-01), None
patent: WO 98/21188 (1988-05-01), None
patent: WO 95/13069 (1995-05-01), None
patent: WO 95/15309 (1995-06-01), None
patent: WO 95/24382 (1995-09-01), None
patent: WO 96/21655 (1996-07-01), None
patent: WO 96/30353 (1996-10-01), None
patent: WO 96/40647 (1996-12-01), None
patent: WO 96/40744 (1996-12-01), None
patent: WO 96/41638 (1996-12-01), None
patent: WO 97/03679 (1997-02-01), None
patent: WO 98/01133 (1998-01-01), None
patent: WO 98/01428 (1998-01-01), None
patent: WO 98/05336 (1998-02-01), None
patent: WO 98/08802 (1998-03-01), None
patent: WO 98/08867 (1998-03-01), None
patent: WO 98/23588 (1998-06-01), None
patent: WO 98/49190 (1998-11-01), None
patent: WO 99/24460 (1999-05-01), None
patent: WO 00/48992 (2000-08-01), None
patent: WO 00/49007 (2000-08-01), None
patent: WO 00/49008 (2000-08-01), None
patent: WO 00/51998 (2000-09-01), None
patent: WO 00/59881 (2000-10-01), None
patent: WO 00/69855 (2000-11-01), None
patent: WO 01/09110 (2001-02-01), None
patent: WO01/09169 (2001-02-01), None
patent: WO 01/19796 (2001-03-01), None
patent: WO 01/19808 (2001-03-01), None
patent: WO 01/19816 (2001-03-01), None
patent: WO 01/30772 (2001-05-01), None
patent: WO 01/55125 (2001-08-01), None
patent: WO 01/58886 (2001-08-01), None
patent: WO02/20485 (2002-03-01), None
patent: WO02/096892 (2002-05-01), None
patent: WO02/057248 (2002-07-01), None
patent: WO02/057249 (2002-07-01), None
patent: WO02/057270 (2002-07-01), None
patent: WO02/100849 (2002-12-01), None
U.S. Appl. No. 10/035,783, filed Dec. 24, 2001, Graupe et al.
U.S. Appl. No. 10/719,080, filed Nov. 21, 2003, Graupe et al.
U.S. Appl. No. 10/787,367, filed Sep. 16, 2002, Graupe et al.
U.S. Appl. No. 10/418,183, filed Oct. 23, 2003, Li et al.
Adams, et al., Potent and Selective Inhibitors of the Proteasom: Dipeptidyl Boronic Acids, Bioorganic & Medicinal Chemistry Letters, 8: 333-338 (1998).
Ashworth, et al., 4-Cyanothiazolidides as very potent, stable inhibitors of dipeptidyl peptidases IV, Bioorganic & Med. Chem. Letters, B, Oxford, 6(22):2745-2748 (1996).
Bergeman, et al., Studies on the reactivity of .alpha.-cyano.alpha-isocyano alkanoates. Versitile synthons for the assembly of imidazoles, Helv.Chim. ACTA, 82(6):909-918 (1999).
Billson, et al., The Design and Synthesis of Inhibitors of the Cysteinyl, Bioorg. Med. Chem. Lett. vol. 8, pp. 993-998, 1998.
Bromme, et al., Potent Inactivation of Cathepsins S and L , Biol. Chem. Hoppe—Seyler. vol. 375, No. 5, pp. 343-347, 1994.
Chatterjee, et al., D-Amino Acid Containing, High-Affinity Inhibitors of Recombinant Human Calpain I, Journal of Medicinal Chemistry, vol. 41, No. 15, p: 2663-2666 (1998).
Cohen, et al., Therapy of relapsing multiple sclerosis. Treatment approaches for nonresponders, Journal of Neuroimmunology, 98: 29-36 (1999).
Dufour, et al., Engineering nitrile hydratase activity into a cysteine protease by a single mutation, Bio.chemistry, US, Am. Chem. Soc., Easton, PA, 34(50):16382-16388 (1995).
Edwards, et al., Design, Synthesis, and Kinetic Evaluation of a Unique Class of Elastase Inhibitors, the Peptidyl a-Ketobenzoxazoles, and the X-ray Crystal Structure of Covalent Complex between Porcine Pancreatic Elastase and Ac-Ala-Pro-Val-2-Benzoxazole, Journal of American Chemical Society, vol. 114, No. 5, p 1854-1863 (1992).
Evoli, et al., abstract only, Drugs, 1996, 52(5), 662-70.
Gour-Salin, et al., Inhibition of papain by peptide nitriles: conversion of the nitrile group into other functionalities via the papain:nitrile thiomidate ester adduct, Can. J. of Chem, CA, National Research Council. Ottawa, 69(8):1288-1297 (1991).
Hallegua, et al., Cyclosporine for lupus membranous nephritis: experience with ten patients and review of the literature, Lupus, 9: 241-251 (2000).
Hanzlik, et al., Reversible covalent binding of peptide nitriles to papain, Biochim. Biophys, Acta, vol. 1035, No. 1, 1990, pp. 62-70.
Harris, et al., Characteristics of a continuous fluorogenic assay for calpain I. Kinetic evaluation of peptide aldehydes, halomethyl ketones and )achalasia) methyl ketones as inhibitors of the enzyme, Chemical Abstracts, 110:7, Bioorg. Med. Chem. Lett, 5(4) 393-398 (1995).
Heitmiller, R.F., abstract only., Semin, Thorac. Cardiovasc. Surg., 1999, 11(1), 41-6.
Katritzky, et al., Benzotriazole-assisted synthesis of alpha.-(acylamino) nitrites and a conceptually novel method for peptide elongation, Chem. Soc., Perkin Trans. 1(7):1853-1857 (1990).
Khamashta, et al., Expert. Opin. Investig. Drugs, 2000, 9(7), 1581-93.
Krantz, et al., Peptidyl (Acyloxy)methyl Ketones and the Quiescent, Biochemistry. vol. 30, pp. 4678-4687 1991.
Levy, E.G., Baillieres Clin. Endocrinol. Metab., 1997, 11(3) 585-595.
Li, et al., Aminoacylpyrrolidine-2-nitriles: Potent and stable inhibitors of dipeptidyl-peptidase IV (CD 26), Archives of Biochem. and Bioph., 323(1)148-154 (1995).
Lipshutz, et al., Chiral induction in originally racemic amino acids via 5-acyl and 5-acyloxyaminooxazoles, Isr, J. Chem. 27(1):49-55 (1986), abstract.
Lipshutz, et al., Heterocycles as masked diamide/dipeptide equivalents. Formation and reactions of substituted 5-(acylamino)oxazoles as intermediates en route to the cyclopeptide alkaloids, . Am. Chem. Soc., 105(26):7703-7713 (1983).
Lipshutz, et al., Oxazolophanes as masked cyclopeptide alkaloid equivalents: cyclic peptide chemistry without peptide couplings, J. Am. Chem. Soc., 112(19):7032-7041 (1990).
Marquis, et al., Potent dipeptidylketone inhibitors of the cysteine protease cathespin, Chemical Abstracts, 7:4 581-588 (1999).
McMath, et al., Direct dialkylation of peptide nitriles: Application of the synthesis of 1-aminocyclopropane-1 carboxylic acid (Acc)-containing dipeptides, Bull. Soc. Chim. Fr. 134(1):105-110 (1997).
Moriya, et al., Synthesis and Hypolipidemic Activities of 5-Thienyl-4-oxazoleacetic Acid Derivatives.sup.1, J. Med. Chem., 29: 333-341 (1986).
Moser, et al., 130 Poly (dipeptamidinium)-Salze: definition und metoden zur praparativen herstellung. poly (dipeptamidinium) salts: definition and methods of preparation, Helvitica Chimica ACTA, CH, Verlag, Basel 69:1224-1262 (1986).
Nippon, K., Patent Abstracts of Japan, Publication No. 63301868, 013(137)(1988), abstract.
North, et al., Synthetic studies towards cyclic peptides. Concise synthesis of thiazoline and thiazole containing amino acids, Tetrahedron, 46(24):8627-8290 (1990).
Ogilvie, et al., Peptidomimetic inhibitors of the human cytomegalovirus protease, Journal of Medicinal Chemistry vol. 40 No. 25
Aldous David J.
Li Jiayo
Thurairatnam Sukanthini
Aventis Pharmaceuticals Inc.
Axys Pharmaceuticals Inc.
Shameem Golam M M
Synnestvedt & Lechner LLP
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