Tetrahydropyridothiophenes as antiproliferative agents for...

Details Tetrahydropyridothiophenes as antiproliferative agents for... Tetrahydropyridothiophenes as antiproliferative agents for...

2006-02-10

2010-06-22

Seaman, D. Margaret (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07741488

ABSTRACT:
Compounds of a certain formula (I),in which Ra and Rb have the meanings indicated in the description, are novel effective compounds with anti-proliferative and apoptosis inducing activity.

REFERENCES:
patent: 3449439 (1969-06-01), Kuhnen et al.
patent: 4963559 (1990-10-01), Suzuki
patent: 5422335 (1995-06-01), Hagen et al.
patent: 6069620 (2000-05-01), Nakamura et al.
patent: 7138529 (2006-11-01), Erickson et al.
patent: 2003/0218593 (2003-11-01), Inoue et al.
patent: 2003/0232994 (2003-12-01), Lu et al.
patent: 2004/0171603 (2004-09-01), Pato et al.
patent: 2004/0209943 (2004-10-01), Erickson et al.
patent: 2005/0154024 (2005-07-01), Bryans
patent: 272 078 (1989-09-01), None
patent: 40 39 734 (1992-06-01), None
patent: WO 9427969 (1994-12-01), None
patent: WO 98/02440 (1998-01-01), None
patent: 99/46267 (1999-09-01), None
patent: WO 0014090 (2000-03-01), None
patent: WO 0247762 (2002-06-01), None
patent: WO 02/092076 (2002-11-01), None
patent: WO 03080607 (2003-10-01), None
patent: WO 03084947 (2003-10-01), None
patent: WO 03102153 (2003-12-01), None
patent: 2004/024065 (2004-03-01), None
patent: 2004/024066 (2004-03-01), None
patent: WO 2004/065351 (2004-08-01), None
patent: WO 2004/069149 (2004-08-01), None
patent: 2004/092156 (2004-10-01), None
patent: WO 2005023818 (2005-03-01), None
patent: 2005/033102 (2005-04-01), None
patent: WO 2005030770 (2005-04-01), None
patent: WO 2005/044008 (2005-05-01), None
patent: 2005/060711 (2005-07-01), None
patent: WO 2006/014135 (2006-02-01), None
patent: WO 2006/084869 (2006-08-01), None
patent: WO 2006/084904 (2006-08-01), None
patent: WO 2006/125813 (2006-11-01), None
patent: WO 2006/125815 (2006-11-01), None
patent: WO 2008020045 (2008-12-01), None
Database Chemcats, Columbus, Ohio, U.S., XP 002377744, 2 pages, which is the same as Sep. 3, 2007—SciFinder pp. 1 and 2.
Chemical Abstracts, CAS RN 724704-04-5 CAS RN 724704-02-3 XP 002336416, 10 pages.
Fujita, M. et al., “Synthesis and Bioactivities of Novel Bicyclic Thiophenes and 4,5,6,7-Tetrahydrothieno[2,3-c]pyridines as Inhibitors of Tumor Necrosis Factor-alpha (TNF-alpha) Production,” Bioorganic & Medicinal Chemistry Letters, vol. 12, pp. 1897-1900 (2002).
Database Chemcats, Chemical Abstracts Service, Columbus, Ohio, U.S.; XP002303659; Abstract and “Ambinter Screening Library”, Jan. 1, 2004.
Database Chemcats, Chemical Abstracts Service, Columbus, Ohio, U.S.; XP002369767; Abstract and “Interchim Intermediates”, Jan. 18, 2005.
Database Chemcats, Chemical Abstracts Service, Columbus, Ohio, U.S.; XP002369768; Abstract and “Ambinter Stock Screening Collection”, Jul. 3, 2005.
Database Chemcats, Chemical Abstracts Service, Columbus, Ohio, U.S.; XP002303660; Abstract and “TimTec Overseas Stock”, Jun. 1, 2004.
Database Chemcats, Chemical Abstracts Service, Columbus, Ohio, U.S.; XP002361377 Abstract and “Ambinter Screening Library”, Jan. 1, 2004.
Sensfuss, U. et al., “2-Aminothiophenes from Triacetonamine: A Convenient Way to Novel Sterically Hindered Piperidine Deriviatives,” Heteroatom Chemistry, vol. 9, No. 6, pp. 529-536 (1998).
Sensfuss, U. et al., “An unusual Cascade Reaction Yielding Ortho-Peri-Fused Thienopyridopyrimidines,” Heterocycles, vol. 55, No. 1, pp. 171-180 (2001).
Castanedo, G. And Sutherlin, D. “Synthesis of tetrasubstituted thiphenes on solid-support using the Gewald reaction,” Tetrahedron Letters, vol. 42, pp. 7181-7184 (2001).
Charette, A. Janes, M. Lebel, H., “Bis(oxazoline) copper(I)-catalyzed enantioselective cyclopropanation of cinnamate esters with diazomethane,” Tetrahedron: Asymmetry, vol. 14, pp. 867-872 (2003).
Ezquerra, J., Prieto, L., Avendano, C., Martos, J., and De la Cuesta, E., “Asymmetric Michael Addition Reactions Using Ethyl (S)-4,4-Dimethylpyroglutamate as a Chiral Auxiliary,” Tetrahedron Letters, vol. 40, pp. 1575-1578 (1999).
Huang, K., Huang, Z., “A practical and Controllable Enantioselective Synthesis of 2-Phenyl-cyclopropanecarboxylates via a Camphor-Derived Sulfonium Ylide,” Synlett, No. 10, pp. 1621-1623 (2005).
Lipshutz, B., Servesko, J., and Taft, B., “Asymmetric 1,4-Hydrosilylations of alpha, beta-Unsaturated Esters,” J. Am. Chem. Soc., vol. 126, pp. 8352-8353 (2004).
Lyle, M., Wilson, P., “Synthesis of a New Chiral Nonracemic C2-Symmetric 2,2'-Bipyridyl Ligand and Its Application in Copper (I)-Catalyzed Enantioselective Cyclopropanation Reactions,” Organic Letters, vol. 6, No. 5, pp. 855-857.
Sakuma, S., Sakai, M, Itooka, R., and Miyaura, N. “Asymmetric Conjugate 1,4-Addition of Arylboronic Acids to alpha, beta-Unsaturated Esters Catalyzed by Rhodium(I)(S)-binap,” J. Org. Chem., vol. 65, pp. 5951-5955 (2000).
Lindstedt, E. and Nilsson, M., “2-Thienyl as Auxiliary Group in Mixed Lithium Diorganocuprates,” Acta Chemica Scandinavica, B 40, pp. 466-469 (1986).
Sainsbury, M., Weerasinghe, D., and Dolman, D., Chemistry of 6H-pyridol[4,3-b]carbazoles, Part 9. An Efficient route to 3-[1-(3-Ethylpyridyl)] indoles and the Synthesis of Some New Ellipticines. J.C.S. Perkin I, pp. 587-590.
Tang, W., Wang, W., and Zhang, X., “Phospholane-Oxazoline Ligands for Ir-Catalyzed Asymmetric Hydrogenation,” Angew. Chem. Int. Ed., vol. 42, No. 8, pp. 943-946 (2003).
Chemcats, Interchim Intermediates—XP-002361378—“Thieno[2,3-c]pyridine-6(5H)-carboxylic acid, 2-[(3-chlorobenzoyl)amino]-3-cyano-4,7-dihydroethyl ester” pp. 1-5.
Non-Final Office Action dated Jun. 19, 2008 in related U.S. Appl. No. 11/597,556 filed Nov. 26, 2007. (US-2007-0213360-A1).
Non-Final Office Action dated Oct. 8, 2008 in related U.S. Appl. 11/883,596 filed Sep. 17, 2007. (US-2008-0096914-A1).
Non-Final Office Action dated Oct. 8, 2008 in related U.S. Appl. No. 11/628,369 filed Dec. 4, 2006. (US-2007-0259911-A1).
Non-Final Office Action dated Jun. 25, 2008 in related U.S. Appl. No. 11/597,142 filed Nov. 20, 2006. (US-2007-0244112-A1).
Non-Final Office Action dated Jun. 3, 2009 in related U.S. Appl. No. 12/411,486 filed Mar. 26, 2009.
Non-Final Office Action dated Jun. 4, 2009 in related U.S. Appl. No. 12/390,827 filed Feb. 23, 2009.
Ashimori et al., “Novel 1,4-Dihydropyridine Calcium Antagonists. I. Synthesis and Hypotensive Activity of 4-(Substituted Pyridel)-1,4-dihydropyridine Derivatives.”Chem. Pharm. Bull., v.38(9), pp. 2446-2458, 1990.
Srikrishna et al., “A Simple Strategy for Spirocyclopentannulation of Cyclic Ketones. Formal Total Synthesis of (+)-Acorone.”Tetrahedron Letters, v.37(10, pp. 1683-1686, 1996.
Uemura et al., “Highly Efficient Enantioselective Synthesis of Optically Active Carboxylic Acids by Ru(OCOCH3)2[(S)-H8-BINAP] .”J. Org. Chem., v.61, pp. 5510-5516, 1996.

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