Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Peptide containing doai
Patent
1993-03-25
1997-08-12
Scheiner, Toni R.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Peptide containing doai
514 12, 424 169, 424 9341, 530324, 530325, 530326, A61K 3800, C07K 500, C07K 700, C07K 1700
Patent
active
056566000
ABSTRACT:
.alpha.-Ketoamide derivatives, their pharmaceutically acceptable salts, compositions, diagnostic compositions and pharmaceutical compositions, which are useful for preventing or treating in a mammal a pathological condition characterized by thrombosis are described.
.alpha.-Ketoamide derivatives, their pharmaceutically acceptable salts, compositions and diagnostic compositions, which are useful for in vivo imaging of thrombi in a mammal are also described.
Methods of preventing or treating in a mammal a pathological condition characterized by thrombosis and methods of in vivo imaging of thrombi in a mammal are also disclosed.
REFERENCES:
patent: 4418052 (1983-11-01), Wong
patent: 4652440 (1987-03-01), Paik et al.
patent: 4957939 (1990-09-01), Gries et al.
patent: 4980148 (1990-12-01), Dean et al.
patent: 5011686 (1991-04-01), Pang
patent: 5024829 (1991-06-01), Berger et al.
patent: 5051405 (1991-09-01), Klein et al.
patent: 5053392 (1991-10-01), Klein et al.
patent: 5118790 (1992-06-01), Winant et al.
patent: 5196404 (1993-03-01), Maraganore et al.
patent: 5240913 (1993-08-01), Maraganore et al.
Bourdon et al., FEBS Letters, 294(3):163-166 (Dec. 1991).
DiMaio, et al., J. Med. Chem., 35:3331-3341 (1992).
Fischman et al., J. Nucl. Med., 34(12):2253-2263 (Dec. 1993).
Angelastro et al., ".alpha.-Diketone and .alpha.-Keto Ester Derivatives of N-Protected Amino Acids and Peptides as Novel Inhibitors of Cysteine and Serine Proteinases," J. Med. Chem. 33:11-13 (1990).
Bajusz et al., "Highly Active and Selective Anticoagulants: .sub.D -Phe-Pro-Arg-H, a Free Tripeptide Aldehyde Prone to Spontaneous Inactivation, and Its Stable N-Methyl Derivative, .sub.D -MePhe-Pro-Arg-H", J. Med. Chem. 33:1729-1735 (1990).
Bajusz, "Interaction of Trypsin-Like Enzymes with Small Inhibitors", Symposia Biologica Hungarica 25:277-298 (1984).
Bajusz et al., "Inhibition of Thrombin and Trypsin by Tripeptide Aldehydes," Int. J. Peptide Protein Res., 12:217-221 (1978).
Berndt and Phillips, "Platelet Membrane Proteins: Composition and Receptor Function," Platelets in Biology and Pathology -2, pp 43-75, Elsevier/North Holland Biomedica Press (1981).
Bourdon et al., "Structure-function relationships of hirulog peptide interactions with thrombin," FEBS 294:163-166 (1991).
Brechbiel et al., "Synthesis of 1-p-Isothiocyanatobenzyl) Derivatives of DTPA and EDTA. Antibody Labeling and Tumor Imaging Studies," Inorg. Chem. 25:2772-2781 (1986).
Brown et al., "Conjugation of Methallothionein to a Murine Monoclonal Antibody," Analytical Biochemistry 172:22-28 (1988).
Califf et al., "Restenosis After Coronary Angioplasty: An Overview," J. Am. Coll. Cardiol. 17:2B-13B (1991).
Chen and Buchanan, "Mitogenic Activity of Blood Components. I. Thrombin and Prothrombin (Chick Enbryo Fibroblasts/Growth Factors in Plasma and Serum/Wound Healing)," Proc. Natl. Acad. Sci. USA 72:131-135 (1975).
Church et al., "Chimeric Antithrombin Peptide," The Journal of Biological Chemistry 266:11975-11979 (1991).
Connolly et al., "An Inhibitor of Collagen-Stimulated Platelet Activation from the Salivary Glands of the Haementeria officinalis Leech," J. Biol. Chem. 267:6893-6898 (1992).
DeRoos et al., "Myocardial infarct sizing and assessment of reperfusion by magnetic resonance imaging: a review," Int. J. Card. Imaging 7:133-138 (1991).
Dixon, "The Graphical Determination of K.sub.m and K.sub.i," Biochem J. 129:197-202 (1972).
Edwards et al., "Design, Synthesis, and Kinetic Evaluation of a Unique Class of Elastase Inhibitors, the Peptidyl .alpha.-Ketobenzoxazoles, and the X-Ray Crystal Structure of the Covalent Complex Between Porcine Pancreatic Elastase and Ac-Ala-Pro-Val-2-Benzoxazole," J. Am. Chem. Soc. 114:1854-1863 (1992).
Eidt et al., "Thrombin is an Important Mediator of Platelet Aggregation in Stenosed Canine Coronary Arteries with Endothelial Injury," J. Clin. Invest. 84:18-27 (1989).
Fehrentz and Castro, "An Efficient Synthesis of Optically Active .alpha.-(t-Butoxycarbonylamino)-aldehydes from .alpha.-Amino Acids," Synthesis 7:676-678 (1983).
Fusetani and Matsunaga, "Cyclotheonamides, Potent Thrombin Inhibitors, From a Marine Sponge Theonella sp," J. Am. Chem. Soc. 112:7053-7054 (1990).
Gash et al., "Factors Influencing Reocclusion After Coronary Thrombolysis for Acute Myocardial Infarction," Am. J. Cardiol. 57:175-177 (1986).
Haghiara and Schreiber, "Reassignment of Stereochemistry and Total Synthesis of the Thrombin Inhibitor Cyclotheonamide B," J. Am. Chem. Soc. 114:6570-6571 (1992).
Hladovec, "A Sensitive Model of Venous Thrombosis in Rats," Thrombosis Research 43:539-544 (1986).
Houghten, "General Method for the Rapid Solid-Phase Synthesis of Large Numbers of Peptides: Specificity of Antigen-Antibody Interaction at the Level of Individual Amino Acids," Proc. Natl. Acad. Sci. USA 82:5131-5135 (1985).
Jakubowski and Maraganore, "Inhibition of Coagulation and Thrombin-Induced Platelet Activities by a Synthetic Dodecapeptide Modeled on the Carboxy-Terminus of Hirudin," Blood 75:399-406 (1990).
Jang et al., "In Vivo Thrombin Inhibition Enhances and Sustains Arterial Recanalization With Recombinant Tissue-Type Plasminogen Activator," Cir. Res. 67:1552-1561 (1990).
Jang et al., "Prevention of Platelet-Rich Arterial Thrombosis by Selective Thrombin Inhibition," Circulation 81:219-225 (1990).
Kelly et al., "Hirudin Interruption of Heparin-Resistant Arterial Thrombus Formation in Baboons," Blood 77:1006-1012 (1991).
Kelly et al., "Relative Antithrombotic Potencies and Hemostatic Risks of Reversible D-Phe-Pro-Arg (D-FPR) Antithrombin Derivatives," Thromb. Haemostas. 65:736 at abstract 257 (1991).
Kettner et al., "The Selective Inhibition of Thrombin by Peptides of Boroarginine," J. Biol. Chem. 265:18289-18297 (1990).
Kettner and Shaw, "Inactivation of Trypsin-Like Enzymes with Peptides of Arginine Chloromethyl Ketone," Methods Enzymol. 80:826-842 (1987).
Khaw et al., "Myocardial Infarct Imaging of Antibodies to Canine Cardiac Myosin with Indium-111-Diethylenetriamine Pentaacetic Acid," Science 209:295-297 (1980).
Kline et al., "Hirulog Peptides with Scissile bond Replacements Resistant to Thrombin Cleavage," Biochem. Biophys. Res. Commun. 177:1049-1055 (1991).
Krstenansky et al., "Development of MDL 28,050, a Small Stable Antithrombin Agent Based on a Functional Domain of the Leech Protein, Hirudin," Thrombosis and Haemostasis 63:208-214 (1990).
Krstenansky and Mao, "Antithrombin Properties of C-Terminus of Hirudin Using Synthetic Unsulfated N.sup..alpha. -acetyl-hirudin.sub.45-65," FEBS Lett 211:10-16 (1987).
Kurz et al., "Rat Model of Arterial Thrombosis Induced by Ferric Chloride," Thrombosis Research 60:269-280 (1990).
Levin et al., "Specificity of the Thrombin-Induced Release of Tissue Plasminogen Activator From Cultured Human Endothelial Cells," Thromb. Haemostas. 56:115-119 (1986).
Liu et al., "The Region of the Thrombin Receptor Resembling Hirudin Binds to Thrombin and Alters Enzyme Specificity," J. Biol. Chem. 266:16977-16980 (1991).
Lorand and Konishi, "Activation of the Fibrin Stabilizing Factor of Plasma by Thrombin," Arch. Biochem. Biophys. 105:58-67 (1964).
Mann et al., "Surface-Dependent Reactions of Vitamin K-Dependent Enzyme Complexes," Blood 76:1-16 (1990).
Mao et al., "Interaction of Hirudin with Thrombin: Identification of a Minimal Binding Domain of Hirudin That Inhibits Clotting Activity," Biochemistry 27:8170-8173 (1988).
Maraganore et al., "Anticoagulant Activity of Synthetic Hirudin Peptides," J. Biol. Chem. 264:8692-8698 (1989).
Maraganore et al., "Design and Characterization of Hirulogs: A Novel Class of Bivalent Peptide Inhibitors of Thrombin," Biochemistry 29:7095-7101 (1990).
Maraganore et al., "Comparison of Anticoagulant and Antithrombotic Activities of Hirulog-1 and Argatroban (MD-805)," Thromb. Haemostas. 65:651 at abstract 17 (1991).
Marki et al., "Total Solid-Phase Synthesis of Porcine Gut Gastrin Releasing Peptide (GRP), a Mammalian Bombesin," J. Am. Chem. Soc. 103)3178-3185 (1981).
Marki and Wallis, "The Anticoagulant of Antithrombotic Properties of Hirudins," Thrombosis and Haemostasis 64:344-348 (1990).
Ma
Abelman Matthew M.
Pearson Daniel A.
Vlasuk George P.
Webb Thomas R.
Corvas International Inc.
Huff Sheela J.
Scheiner Toni R.
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