Isoquinoline derivatives and methods of use thereof

Details Isoquinoline derivatives and methods of use thereof Isoquinoline derivatives and methods of use thereof

2005-10-18

2005-10-18

Aulakh, Charanjit S. (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

C544S125000, C544S361000, C546S061000, C514S253030, C514S284000

Reexamination Certificate

active

06956035

ABSTRACT:
The invention provides novel classes of Isoquinoline Derivatives. Pharmaceutical compositions and methods of making and using the compounds, are also described.

REFERENCES:
patent: 3710795 (1973-01-01), Higuchi et al.
patent: 4113731 (1978-09-01), Winters et al.
patent: 4263304 (1981-04-01), Ishizumi et al.
patent: 5079246 (1992-01-01), Forbes et al.
patent: 5260316 (1993-11-01), Van Duzer et al.
patent: 5262564 (1993-11-01), Kun et al.
patent: 5597831 (1997-01-01), Michalsky et al.
patent: 5710162 (1998-01-01), Okazaki et al.
patent: 5733918 (1998-03-01), Okazaki et al.
patent: 6028079 (2000-02-01), Okazaki et al.
patent: 6346535 (2002-02-01), Cotter et al.
patent: 6346536 (2002-02-01), Li et al.
patent: 6498194 (2002-12-01), Cotter et al.
patent: 6635642 (2003-10-01), Jackson et al.
patent: 2002/0099063 (2002-07-01), Cotter et al.
patent: 2004/0039009 (2004-02-01), Jagtap et al.
patent: 2349227 (2000-05-01), None
patent: 2025932 (1980-01-01), None
patent: 2003267888 (2003-09-01), None
patent: WO 93/05023 (1993-03-01), None
patent: WO 99/08680 (1999-02-01), None
patent: WO 99/11311 (1999-03-01), None
patent: WO 99/11623 (1999-03-01), None
patent: WO 99/11628 (1999-03-01), None
patent: WO 99/11644 (1999-03-01), None
patent: WO 99/11645 (1999-03-01), None
patent: WO 99/11649 (1999-03-01), None
patent: WO 99/59973 (1999-11-01), None
patent: WO 99/59975 (1999-11-01), None
patent: WO 00/21537 (2000-04-01), None
patent: WO 00/39070 (2000-07-01), None
patent: WO 00/39104 (2000-07-01), None
patent: WO 00/42040 (2000-07-01), None
patent: WO 01/12199 (2001-02-01), None
patent: WO 02/06284 (2002-01-01), None
Chatterjea, J.N. et al.: Cyclisation of alpha-benzylhomophthalic acids. Experientia, vol. 16, pp. 439-440, 1960.
Abdelkarim et al., 2001, “Protective effects of PJ34, a novel, potent inhibitor of poly(ADP-ribose) polymerase (PARP) in in vitro and in vivo models of stroke”, Int. J. Mol. Med. 7:255-260.
Ando et al., 1974, “Cyclization reactions of 1,2-bis(2-cyanophenyl)propionitriles. II. Synthesis of 5-amino-4,7-dimethoxy-11H-indeno[1,2-c]isoquinolin-11-one”, Bull. Chem. Soc. Japan 47:1014-1017.
Banasik and Ueda, 1994, “Inhibitors and activators of ADP-ribosylation reactions”, Mol. Cell. Biol. 138:185-197.
Banasik et al., 1992, “Specific inhibitors of poly(ADP-ribose) synthetase and mono(ADP-ribosyl) transferase”, J. Biol. Chem. 267:1569-1575.
Cushman et al., 2000, “Synthesis of new ideno[1,2-c]isoquinolines: Cytotoxic non-camptothecin topoisomerase I inhibitors”, J. Med. Chem. 43:3688-3698.
Dusemund and Kröger, 1984, “5-hydroxyisoindolo[2,1b]isoquinolin-7-one: Synthesis and isomerization”, Arch. Pharm. (Weinheim) 317:381-382.
Griffin et al., 1998, “Resistance-modifying agents. 5. Synthesis and biological properties of quinazolinone inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase(PARP)”, J. Med. Chem. 41:5247-5256.
Grupp et al., 1999, “Protection against hypoxia-reoxygenation in the absence of poly(ADP-ribose) synthetase in isolated working hearts”, J. Mol. Cell Cardiol. 31:297-303.
Lal and Gidwani, 1999, “Applications of carbon-nitrogen bond cleavage reaction: A synthesis/derivisation of 11H-indeno[1,2-c]isoquinolines”, Ind. J. Chem. 38B:33-39.
Lamping et al., 1998, “LPS-binding protein protects mice from septic shock caused by LPS or gram-negative bacteria”, J. Clin. Invest. 101:2065-2071.
Mabley et al., 2001, “Inhibition of poly(ADP-ribose) synthetase by gene disruption or inhibition with 5-iodo-6-amino-1,2-benzopyrone protects mice from multiple-low-dose-streptozotocin-induced diabetes”, Br. J. Pharmacol. 133:909-919.
Milarn and Cleaver, 1984, “Inhibitors of poly(adenosine diphosphate-ribose) synthesis: Effect on other metabolic processes”, Science 223:589-591.
Parrillo, 1993, “Pathogenic mechanisms of spetic shock”, N. Eng. J. Med. 328:1471-1477.
Shinkwin et al., 1999, “Synthesis of thiophenecarboxamides, thieno[3,4-c]pyridin-4(5H)-ones and thio[3,4-d]pyrimidin-4(3H)-ones and preliminary evaluation as inhibitors of poly(ADP-ribose) polymerase (PARP)”, Bioorg. & Med. Chem. 7:297-308.
Soriano et al., 2001, “Diabetic endothelial dysfunction: the role of poly(ADP-ribose) polymerase activation”, Nature Med. 7:108-113.
Strumberg et al., 1999, “Synthesis of cytotoxic indenosoquinoline topisomerase I poisons”, J. Med. Chem. 42:446-457.
Szabo and Dawson, 1998, “Role of poly(ADP-ribose) synthetase in inflammation and ischaemia-reperfusion”, TIPS 19:287-298.
Szabo, 1996, “The pathophysiological role of peroxynitrite in shock, inflammation, and ischemia-reperfusion injury”, Shock 6:79-88.
Virág et al., 1998, “Peroxynitrite-induced thymocyte apoptosis: the role of caspases and poly(ADP-ribose) synthetase (PARS) activation”, Immunol. 94:345-355.
Wawzonek, 1982, “Synthesis of 6-substituted-6H-indeno[1,2-c]isoquinoline-5,11-diones”, Org. prep. Proc. Int. 14:163-168.
Wawzonek, 1981, “Preparation and reactions of 4b-acetoxy-4b,9b-dihydroindeno[2,1-a]indene-5,10-dione”, Can. J. Chem. 59:2833-2834.
White et al., 2000, “Resistance-Modifying Agents. Synthesis and Biological Properties of Benzimidazole Inhibitors of the DNA Repari Enzyme Poly(ADP-ribose Polymerase”, J. Med. Chem. 43:4084-4097.
Zhang et al., 2000, “GPI 6150 Prevents H2O2Cytotoxicity by Inhibiting Poly(ADP-ribose) Polymerase”, Biochem and Biophys Res. Commun. 278:590-598.
Aldrich, p. 32, Aldrich Chemical Company, 1992.
Bloch et al., The role of the 5′-hydroxyl group of adenosine in determining substrate specificity for adenosine deaminase, J. Med. Chem., 10(5):908-912, 1967.
Burger's Medicinal Chemistry and Drug Discovery, 5thed., vol. 1: Principles and Practice, John Wiley and Sons, Inc., pp. 975-977, 1994.
Hakimelahi et al., Ring Open Analogues of Adenine Nucleoside, Aminoacyl Derivatives of Cyclo- and Acyclo-nucleosides, Helvetica Chemica Acta, 70:219-231, 1987.
Hiremath et al., A New Method for the Synthesis of 6H,11H-indolo[3,2-c]-isoquinolin-5-ones/thiones and their Reactions, J. Heterocyc. Chem., 30(3):603-609, 1993.
Jantzen and Robinson, Modern Pharmaceutics, 3rded., eds. Baker and Rhodes, p. 596, 1995.
Kawana et al., Nucleoside Peptides. III. The Synthesis of N-[1-(9-Adenyl)-β-D-ribofuranuronosyl] Derivatives of Certain Amino Acids and Peptides, J. Org. Chem., 37(2):288-290, 1972.
Mandir et al., A novel in vivo post-translational modification of p53 by PARP-1 in MPTP-Induced parkinsonism, J. Neurochem., 83(1):186-192, 2002.
Mandir et al., Poly(ADP-ribose) polymerase activation mediates 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP)-induced parkinsonism, Proc. Natl. Acad. Sci. U.S.A., 96(10):5774-5779, 1999.
Ojika et al, Ptaquiloside, a Potent Carcinogen Isolated From Braken FemPteridium AquilinumVar.Latiusculum: Structure Elucidation Based On Chemical and Spectral Evidence, and Reactions with Amino Acids, Nucleosides, and Nucleotides, Tetrahedron, 43(22):5261-5274, 1987.
Wang et al., Apoptosis inducing factor and PARP-mediated injury in the MPTP mouse model of Parkinson's disease, Ann N.Y. Acad. Sci., 991:132-139, 2003.
Yamaguchi et al., The Synthesis of Benzofuroquinolines. IX. A Benzofuroisoquinolinone and a Benzofuroisocoumarin, J. Hetercycl. Chem., 32(2);419-423, 1995.
Chatterjea et al., On 4-Keto-3:4-Dihydroisocoumarin, J. Indian Chem. Soc. 44(11):911-919, 1967.
Hiremath et al., Synthesis of Substituted 7H-Indolo[2,3-c] Isoquinolines, Indian Journal of Chemistry, Section B 24B(12):1235-1238, 1985.
Hiremath et al., Synthesis and Biological Evaluation of Some Substituted 5H, 6H, 7H,-Indolo[2,3-C] Isoquinolin-5-thiones and their Derivatives, Indian Journal of Heterocyclic Chemistry 3(1):37-42, 1993.
Hiremath et al., Synthesis of [10-substituted-6H,7H-indolo[2,3-c]iso-quinolin-5-one-6-yl]acetyl-3,5-disubstituted-pyrazoles/pyrazolones and 5-[10-substituted-6H,7H-

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