Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2008-04-15
2008-04-15
Solola, Taofiq (Department: 1625)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C548S247000
Reexamination Certificate
active
10728339
ABSTRACT:
This invention is directed to the compound of formula (I) which is useful for inhibiting the activity of Factor Xa. The present invention is also directed to compositions containing said compounds, processes for their preparation, their use, such as in inhibiting the formation of thrombin or for therapeutically or prophylactically treating a patient suffering from, or subject to, or associated with a disease state associated with a cardiovascular disorder.
REFERENCES:
patent: 4395547 (1983-07-01), Raghu et al.
patent: 6020357 (2000-02-01), Pinto et al.
patent: 6906084 (2005-06-01), Nazaré et al.
patent: 6953857 (2005-10-01), Nazaré et al.
patent: 7067665 (2006-06-01), Nazaré et al.
patent: 7196103 (2007-03-01), Nazaré et al.
patent: 2004/0204406 (2004-10-01), Nazaréet al.
patent: 2004/0235824 (2004-11-01), Nazaré et al.
patent: 2005/0009827 (2005-01-01), Nazaré et al.
patent: 2005/0009828 (2005-01-01), Nazaré et al.
patent: 2005/0009829 (2005-01-01), Nazaré et al.
patent: 2005/0043302 (2005-02-01), Nazaré et al.
patent: 2007/0049573 (2007-03-01), Bauer et al.
patent: 0987274 (2000-03-01), None
patent: WO 92/06711 (1992-04-01), None
patent: WO 95/29189 (1995-11-01), None
patent: WO 96/12800 (1996-05-01), None
patent: WO 97/47651 (1997-12-01), None
patent: WO 01/07436 (2001-02-01), None
patent: WO 01/32628 (2001-05-01), None
patent: WO 02/00651 (2002-01-01), None
Abad, et al., N-Multilabeled Adenine and Guanine Nucleosides. Syntheses Of [1,3,NH2-15N3]- and [2-13C-1,3,NH2-15N3]-Labeled Adenosine, Guanosine, 2′-Deoxyadenosine, and 2′-Deoxyguanosine, J. Org. Chem. 1999, 64, 6575-6582.
Abarbri, et al., Preparation Of New Polyfunctional Magnesiated Heterocycles Using A Chlorine-, Bromine-, or Iodine -Magnesium Exchange, J. Org. Chem. 2000, 65, 4618-4634.
Allen, et al., Self-Assembled Helices From 2,2′-Biimidazoles, Chem. Eur. J. 2001, 7(3), 721-729.
Anthony, et al., Design And In Vivo Analysis Of Potent Non-Thiol Inhibitors Of Farnesyl Protein Transferase, J. Med. Chem. 1999, 42, 3356-3368.
Adang, et al., A New Generation Of Orally Active Antithrombotics: Comparing Strategies In The GPllb/llla, thrombin and Factor Xa areas, Drugs of the Future 2000, 25,369-383.
Baldwin, et al., Beta1-Selective Adrenoceptor Antagonists: Examples Of The 2-[4-[3-(Substituted Amino)-2-Hydroxypropoxyl] phenyl] Imidazole Class. 2, J. Med. Chem. 1986, 29, 1065-1080.
Baldwin, et al., 4-Trifluoromethylimidazoles And 5-(4-Pyridyl)-1,2,4-triazoles, New Classes Of Xanthine Oxidase Inhibitors, J. Med. Chem., 1975, 18(9), 895-900.
Baldwin, et al., Beta-Adrenergic Blocking Agents With Acute Antihypertensive Activity, J. Med. Chem., 1979, 22(6), 687-694.
Brackeen, et al., An Efficient And Mild Synthesis Of Highly Substituted Imidazoles, Tetrahedron Lett. 1994, 1635-1638.
Breslow, et al., Synthesis Of Some Polyimidazole Ligands Related To Zinc Enzymes, J. Am. Chem. Soc. 1983, 105, 5337-5342.
Bundgaard, et al., Novel Chemical Approaches in Prodrug Design, Drugs Of The Future, 16 (1991) 443-458.
Chan, et al., New N- and O-Arylations With Phenylboronic Acids And Cupric Acetate, Tetrahedron Letters 39 (1998) 2933-2936.
Cheng Yung-Chi et al., Relationship Between the Inhibition Constant (K1) and the Concentration of Inhibitor which causes 50 per cent Inhibition (I 50) of an Enzymatic Reaction, Biochem. Pharmacol., 1973, vol. 22, pp. 3099-3108.
Collman, et al., Catalytic Activities of Cu(II) Complexes with Nitrogen-Chelating Bidentate Ligands in the Coupling of Imidazoles with Arylboronic Acids, J. Org. Chem.; 66; 2001; pp. 7892-7897.
Cozzi, et al., Ethyl-2-{[5,6-Dihydro-7-(1H-Imidazol-1-YL)2-Naphthalenyl] Oxy}-2-Methylpropanoate As A New Potent Oxyisobutyrate Hypolipidaemic With Unusual Features, Farmaco (1987) 42, 205-218.
Fleisher, et al., Improved Oral Drug Delivery: Solubility Limitations Overcome By The Use Of Prodrugs, Advanced Drug Delivery Reviews 19 (1996) 115-130.
Hartwig John F et al., Room-Temperature Palladium-Catalyzed Amination of Aryl Bromides and Chlorides and Extended Scope of Aromatic C-N Bond Formation with a Commercial Ligand, J. Org. Chem., 1999, vol. 64, pp. 5575-5580.
Hartwig, John, Transition Metal Catalyzed Synthesis of Arylamines and Aryl Ethers from Aryl Halides and Triflates: Scope and Mechanism, Angew. Chem. 1998, 37, 2046-2067.
Heindel, et al., Imidazole Carboxylates By A Claisen-Type Rearrangement Of Amidoxime-Propiolate Adducts, Tetrahedron Letters No. 1971, No. 18, pp. 1439-1440.
Jimonet, et al., Bioisosteres Of 9-Carboxymethyl-4-Oxo-Imidazol[1,2-a]Indeno-[1,2-e]Pyrazin-2-Carboxylic Acid Derivatives. Progress Towards Selective, Potent In Vivo AMPA Antagonists With Longer Durations Of Action, Bioorganic & Medicinal Chemistry Letters 2001, 11, 127-132.
Judd, et al., Bromobenzofuran-Based Non-Peptide Antagonists Of Angiotensin II: GR13895, A Potent Antihypertensive Agent With High Oral Bioavailability, J. Med. Chem. 1994, 37, 3108-3120.
Kang, et al., Copper-Catalyzed N-Arylation Of Aryl Iodides With Benzamides Or Nitrogen Heterocycles In The Presence Of Ethylenediamine, Synlett 2002, 3, 427-430.
Kempter, et al., Darstellung Von Heterocyclisch Substituierten Imidazolen Und Imidazo [2.1-b] Thiazolen, J. Prakt. Chem., 1971, 977-985.
Kim, et al, Preparation Of N(pi)-Alkyl- Histamine And Histidine Derivatives Through Efficient Alkylation Followed by Deprotection Using Activated Silica Gel, Tetrahedron Lett., 2000, 41, 10031-10034.
Kimbonguila, et al. , On The Allyl Protection Of The Imidazole Ring Of Histidine, Tetrahedron, 1997, 53(37), 12525-12538.
Klapars, et al., A General And Efficient Copper Catalyst For The Amidation Of Aryl Halides And the N-Arylation of Nitrogen Heterocycles, J. Am. Chem. Soc. 2001, 123, 7727-7729.
Kwong, et al., Copper-Catalyzed Coupling Of Alkylamines And Aryl Iodides: An Efficient System Even In An Air Atmosphere, Organic Lett. 2002, 4 (4), 581-584.
Lam, et al., New Aryl/Heteroaryl C-N Bond Cross-coupling Reactions Via Arylboronic Acid/Cupric Acetate Arylation, Tetrahedron Letters 39 (1998) 2941-2944.
Mann Grace et al., Palladium-Catalyzed C-N(sp 2) Bond Formation: N-Arylation of Aromatic and Unsaturated Nitrogen and the Reductive Elimination Chemistry of Palladium Azolyl and Methyleneamido Complexes, J. Am. Chem. Soc., 1998, vol. 120, pp. 827-828.
Matthews, et al., Synthesis And Cardiotonic Activity Of Novel Biimidazoles, J. Med. Chem., 1990, 317-327.
Mederski Werner W K R et al., N-Aryl Heterocycles via Coupling Reactions with Arylboronic Acids, Tetrahedron, 1999, vol. 55, pp. 12757-12770.
Nichols, et al., 1-(2,5-Dimethoxy-4-(Trifluoromethyl) Phenyl)-2-Aminopropane: A Potent Serotonin 5-HT2A/2C Agonist, J. Med. Chem. 1994,37, 4336-4351.
O'Connell, et al., Convenient Synthesis Of Methyl 1-Methyl-2,4-dibromo-5-imidazolecarboxylate, Synthesis 1988, 767-771.
Ohmori, et al., Novel AMPA Receptor Antagonists: Synthesis and Structure-Activity Relationships of 1-Hydroxy-7-(1H-imidazol-1-yl)-6-nitro-2,3(1H,4H)-quinoxalinedione and Related Compounds, J. Med. Chem.; 39; 1996; pp. 3971-3979.
Old David W et al., Efficient Palladium-Catalyzed N-Arylation of Indoles, Organic Letters, 2000, vol. 2, No. 10, pp. 1403-1406.
Ostrem James A et al., Discovery of a Novel, Potent, and Specific Family of Factor Xa Inhibitors via Combinatorial Chemistry, Biochemistry, 1998, vol. 37, pp. 1053-1059.
Paul, et al., Imidazo[1,5-d][1,2,4]Triazines as Potential Antiasthma Agents, J. Med. Chem. 1985, 28, 1704-1716.
Pierce, et al., Practical Synthesis And Regioselective Alkylation Of Methyl 4(5)-Pentafluoroethyl)-2-Propylimidazole-5(4)-Carboxylate To Give DuP 532, A Potent Angiotensin II Antagonist, J. Org. Chem. 1993, 58, 4642-4645.
Qing, et al., First Synthesis Of Ortho-Trifluoromethylated Aryl Triflates, J. Chem Soc. Perkin Trans. I, 1997, 20, 3053-3057.
Sakamoto, et al. Palladium-Catalyzed Cyanation Of Aryl and Heteroaryl Iodides With Copper (I) Cyanide, J. Chem. Soc. Perkin Trans I, 1999, 2323-2326.
Segel Irwin H, Behavior and Analysis of Rapid Equilibrium and Steady-State Enzyme Systems, Enzyme Kinetics, 1975, John Wile
Bauer Armin
Matter Hans
Nazare Marc
Schreuder Herman
Wagner Michael
Knight Julie Anne
Lin Jiang
Ort Ronald G.
Sanofi-Aventis Deutschland GmbH
Solola Taofiq
LandOfFree
Imidazole derivatives as factor Xa inhibitors does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Imidazole derivatives as factor Xa inhibitors, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Imidazole derivatives as factor Xa inhibitors will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3917059