Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Patent
1997-10-10
2000-08-08
Raymond, Richard L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
540504, 540506, 540507, 540508, 540509, 540510, 540511, 540512, 540513, 540514, A61K 315513, A61P 2500, C07D24316
Patent
active
061002542
ABSTRACT:
Disclosed herein are small molecule, non-peptidyl inhibitors of protein tyrosine kinases, and methods for their use. The instant inhibitors are based on a 1,4-benzodiazepin-2-one nucleus. Methods are provided for inhibition of specific protein tyrosine kinases, for example pp60.sup.c-src. Methods are further provided for the use of these inhibitors in situations where the inhibition of a protein tyrosine kinase is indicated, for example, in the treatment of certain diseases in mammals, including humans.
REFERENCES:
patent: 5288514 (1994-02-01), Ellman
patent: 5532359 (1996-07-01), Martstes, Jr. et al.
patent: 5545568 (1996-08-01), Ellman
patent: 5569654 (1996-10-01), Armour et al.
patent: 5618812 (1997-04-01), Castro Pineiro et al.
patent: 5631251 (1997-05-01), Butcher et al.
patent: 5633251 (1997-05-01), Claremon et al.
patent: 5688943 (1997-11-01), Ryder et al.
Jessup and Gallick; "The Biology of Colorectal Carcinoma," Curr. Probl. Cancer, 16:265, 1992.
Choong and Ellman, "Solid-Phase Synthesis: Applications to Combinatorial Libraries," in Annual Reports in Medicinal Chemistry; Trainor, Ed.; Academic Press, Inc., 1996, pp. 309-318.
Aggarwal, Totpal, Ali-Osman, Budde, Pocsik, "pp60.sup.v-src Kinase Overexpression Leads to Resistance to the Antiproliferative Effects of Tumor Necrosis Factor" FEBS Lett., 345:219, 1994.
Barnekow, "Functional Aspects of the c-src Gene," Crit. Rev. Oncogenesis, 1:277, 1989.
Becker, Meier, Herlyn, "Proliferation of Human Malignant Melanomas is Inhibited by Antisense Oligodeoxynucleotides Targeted Against Basic Fibroblast Growth Factor," The EMBO Journal, 8(12):3685, 1989.
Bjelfman, Hedborg, Johansson, Nordenskjold, Pahlman, "Expression of the Neuronal Form of pp60.sup.c-src in Neuroblastoma in Relation to Clinical Stage and Prognosis," Cancer Res., 50:6908, 1990.
Bock, Dipardo, Evans, Rittle, Whitter, Veber, Anderson, Freidinger, "Benzodiazepine Gastrin and Brain Cholecystokinin Receptor Ligands: L-365,260" J. Med. Chem., 32:13, 1989.
Bolen, Rosen, Israel, "Increased pp60.sup.c-src Tyrosyl Kinase Activity in Human Neuroblastomas is Associated With Amino-Terminal Tyrosine Phosphorylation of the src Gene Product," Proc. Natl. Acad. Sci., 82:7275, 1985.
Bolen, Veillette, Schwartz, Deseau, Rosen, "Activation of pp60.sup.c-src Protein Kinase Activity in Human Colon Carcinoma," Proc. Natl. Acad. Sci. USA, 84:2251, 1987.
Bolen, Veillette, Schwartz, Deseau, Rosen, "Analysis of pp60.sup.c-src in Human Colon Carcinoma and Normal Human Colon Mucosal Cells," Oncogene Res., 1:149, 1987.
Boojamra, Burow, Ellman, "A General and Straightforward Method for the Solid-Phase Synthesis of 1,4-Benzodiazepine-2,5-diones" J. Org. Chem. 60:5742, 1995.
Boojamra, Burow, Thompson, Ellman "Solid-Phase Synthesis of 1,4-Benzodiazepine-2,5-diones. Library Preparation and Demonstration of Synthesis Generality" J. Org. Chem. 62:1240, 1997.
Budde, Ke, Levin, "Activity of pp60.sup.c-src in 60 Different Cell Lines Derived from Human Tumors," Cancer Biochem. Biophys., 14:171, 1994.
Budde, Obeyesekere, Ke, McMurray, "Use of Synthetic Peptides and Copolymers to Study Substrate Specificity and Inhibition of the Protein Tyrosine Kinase pp60.sup.c-src," Biochem. Biophys. Acta., 1248:50, 1995.
Budde, "Evidence for Kinetically Distinct Forms of pp60.sup.c-src with Different K.sub.m Values for their Protein Substrate" J. Biol. Chem. 268:24868, 1993.
Budde, McMurray, Saya, Gallick, Levin "Discovery, Development and Testing of Substrates and Inhibitors of pp60.sup.c-src " Int. J. Pharmacog., 33:27, 1995.
Bunin and Ellman, "A General and Expedient Method for the Solid-Phase Synthesis of 1,4-Benzodiazepine Derivatives" J. Am. Chem. Soc. 114:10997, 1992.
Bunin and Ellman, "Increasing the Diversity of a 1,4-Benzodiazepine Library through Side-Chain Functionalization" Polymer Preprints, 35:983, 1994.
Bunin, Plunkett, Bray, Ellman, "The Synthesis of a 1680 Compound 1,4-Benzodiazepine Library" New J. Chem. 21:125, 1997.
Bunin, Plunkett, Ellman "Synthesis and Evaluation of 1,4-Benzodiazepine Libraries" Methods Enzymol., 267:448, 1996.
Bunin, Plunkett, Ellman "The Combinatorial Synthesis, and Chemical and Biological Evaluation of a 1,4-Benzodiazepine Library" Proc. Natl. Acad. Sci USA, 91:4708, 1994.
Burke, Jr. "Protein-Tyrosine Kinase Inhibitors," Drugs of the Future, 17:119, 1992.
Burke, Jr. "Protein-Tyrosine Kinases: Potential Targets for Anticancer Drug Design," Stem Cells, 12:1, 1994.
Burke, Jr., Lim, Marquez, Li, Bolen, Stefanova, Horak, "Bicyclic Compounds as Ring Constrained Inhibitors of Protein-Tyrosine Kinase p56.sup.lck," J. Med. Chem., 36:425, 1993.
Cartwright, Kamps, Meisler, Pipas, Eckhart, "pp60.sup.c-src Activation in Human Colon Carcinoma," J. Clin. Invest., 83:2025, 1989.
Cartwright, Meisler, Eckhart, "Activation of the pp60.sup.c-src Protein Kinase is an Early Event in Colonic Carcinogenesis," Proc. Natl. Acad. Sci. USA, 87:558, 1990.
Chackalaparampil and Shalloway, "Altered Phosphorylation and Activation of pp60.sup.c-src During Fibroblast Mitosis" Cell, 52:801, 1988.
Chang and Geahlen, "Protein-Tyrosine Kinase Inhibition: Mechanism-Based Discovery of Anti-Tumor Agents," J. Nat. Prod., 55:1529, 1992.
Chen, Boiziau, Parker, Maillet, Commercon, Tocque, LePecq, Roques, Garbay, "Structure-Activity Relationships in a Series of 5-[(2,5-dihydroxybenzyl)amino] Salicylate Inhibitors of EGF-Receptor-Associated Tyrosine Kinase: Importance of Additional Hydrophobic Aromatic Interactions," J. Med. Chem., 37:845, 1994.
Coyle and Puttfarcken, "Oxidative Stress, Glutamate, and Neurodegenerative Disorders," Science 262:689, 1993.
Cushman, Chinnasamy, Chakkraborti, Jurayj, Geahlen, Haugwitz, "Synthesis of [(4-pyridyl-1-oxide)-L-Alanine.sup.4 ]-Angiotensin I as a Potential Suicide Substrate for Protein-Tyrosine Kinases," Int. J. Pept. Prot. Res., 36:538, 1990.
Cushman, Nagarathnam, Burg, Geahlen, "Synthesis and Protein-Tyrosine Kinase Inhibitory Activities of Flavonoid Analogues," J. Med. Chem., 34:798, 1991.
Cushman, Nagarathnam, Gopol, Geahlen, "Synthesis and Evaluation of New Protein-Tyrosine Kinase Inhibitors. Part 1. Pyridine-Containing Stilbenes and Amides," Biorg. Med. Chem. Lett., 1:211, 1991.
Cushman, Nagarathnam, Gopal, Geahlen, "Synthesis and Evaluation of New Protein-Tyrosine Kinase Inhibitors. Part 2. Phenylhydrazones," Biorg. Med. Chem. Lett., 1:215, 1991.
Dow, Chou, Bechle, Goddard, C. and Larson, E.R. "Identification of Tricyclic Analogs Related to Ellagic Acid as Potent/Selective Tyrosine Protein Kinase Inhibitors," J. Med. Chem., 37:2224, 1994.
Ellman, "Combinatorial Organic Libraries" Chemtracts: Org. Chem., 8(1):1, 1995.
Ellman, "Design, Synthesis, and Evaluation of Small-Molecule Libraries" Acc. Chem. Res., 29: 132, 1996.
Ellman, "Synthesis and Evaluation of Three 1,4-Benzodiazepine Libraries" in Combinatorial Peptide and Nonpeptide Libraries; Jung, G., Ed.; VCH Verlagsgesellschaft mbH: Weinham, Germany, 1996, pp. 405-424.
Ellman, "The Solid-Phase Synthesis of Complex Small Molecules" Chimia 50:260, 1996.
Ellman, Stoddard, Wells, "Combinatorial Thinking in Chemistry and Biology" Proc. Natl. Acad. Sci., USA 94:2779, 1997.
Fanning, Bulovas, Saini, Libertino, Joyce, Summerhayes, "Elevated Expression of pp60.sup.c-src in Low Grade Human Bladder Carcinimoa," Cancer Res, 52:1457, 1992.
Fry, Kraker, McMichael, Ambroso, Nelson, Leopold, Conners, Bridges, "A Specific Inhibitor of the Epidermal Growth Factor Receptor Tyrosine Kinase," Science, 265:1093, 1994.
Garcia, Parikh, Saya, Gallick, "Effect of Herbimycin A on Growth and pp60.sup.c-src Activity in Human Colon Tumor Cell Lines," Oncogene, 6:1983, 1991.
Hall, Schaeublin, Missbach, "Evidence that c-src is Involved in the Process of Osteoclastic Bone Resorption," Biochem. Biophys. Res. Commun., 199:1237, 1994.
Heresco-Levy, Silipo, Javitt "Glycerinergic Augmentation of NMDA Receptor-Mediated Neurotransmission in the Treatment of Schizophrenia," Psychopharm. Bull. 32(4):731, 1996.
Honeggar, Dull, Szapary, Komoriya, Kris, Ullrich, Schlessinger, "Kinetic Parameters of the Protein Tyrosine Kinase Activity of EGF-Receptor Mutants with Individu
Budde Raymond J. A.
Ellman Jonathan A.
Gallick Gary E.
Levin Victor A.
Newman Robert A.
Board of Regents , The University of Texas System
Coleman Brenda
Raymond Richard L.
The Regents of the University of California
LandOfFree
Inhibitors of protein tyrosine kinases does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Inhibitors of protein tyrosine kinases, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Inhibitors of protein tyrosine kinases will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1150313