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0030852320
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0029014045
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0028269445
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Ecotin Is a Potent Anticoagulant and Reversible Tight-Binding Inhibitor of Factor Xa
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15144344269
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Rational Design and Synthesis of Novel, Potent Bisphenylamidine Carboxylate Factor Xa Inhibitors
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Very recently a novel series of bis-phenylamidine carboxylate-derived inhibitors of factor Xa has been published: Maduskuie, T. P., Jr.; McNamara, K. J.; Ru, Y.; Knabb, R. M.; Stouten, P. F. W. Rational Design and Synthesis of Novel, Potent Bisphenylamidine Carboxylate Factor Xa Inhibitors. J. Med. Chem. 1998, 41, 53-62.
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(a) Katakura, S.; Nagahara, T.; Hara, T.; Iwamoto, M. A Novel Factor Xa Inhibitor: Structure-Activity Relationships and Selectivity Between Factor Xa and Thrombin. Biochem. Biophys. Res. Commun. 1993, 197, 965-972.
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0028265990
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Dibasic (Amidinoaryl)propanoic Acid Derivatives as Novel Blood Coagulation Factor Xa Inhibitors
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(b) Nagahara, T.; Yokoyama, Y.; Inamura, K.; Katakura, S.; Komoriya, S.; Yamaguchi, H.; Hara, T.; Iwamoto, M. Dibasic (Amidinoaryl)propanoic Acid Derivatives as Novel Blood Coagulation Factor Xa Inhibitors. J. Med. Chem. 1994, 37, 1200-1207.
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0028269097
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DX-9065a, a New Synthetic, Potent Anticoagulant and Selective Inhibitor for Factor Xa
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(c) Hara, T.; Yokoyama, A.; Ishihara, H.; Yokoyama, Y.; Nagahara, T.; Iwamoto, M. DX-9065a, a New Synthetic, Potent Anticoagulant and Selective Inhibitor for Factor Xa. Thromb. Haemostasis 1994, 71, 314-319.
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0029111442
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DX-9065a, an Orally Active, Specific Inhibitor of Factor Xa, Inhibits Thrombosis without Affecting Bleeding Time in Rats
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(d) Hara, T.; Yokoyama, A.; Tanabe, K.; Ishihara, H.; Iwamoto, M. DX-9065a, an Orally Active, Specific Inhibitor of Factor Xa, Inhibits Thrombosis without Affecting Bleeding Time in Rats. Thromb. Haemostasis 1995, 74, 635-639.
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24
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0029025746
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Molecular Model of an Interaction between Factor Xa and DX-9065a, a Novel Factor Xa Inhibitor: Contribution of the Acetimidoylpyrrolidine moiety of the Inhibitor to Potency and Selectivity for Serine Proteases
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25
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0030980359
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A Short Synthesis of the Factor Xa Inhibitor DX-9065a Using Palladium-Catalyzed Key Steps
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For an improved synthesis of DX-9065a, see: Kehr, C.; Neidlein, R.; Engh, R. A.; Brandstetter, H.; Kucznierz, R.; Leinert, H.; Marzenell, K.; Strein, K.; von der Saal, W. A Short Synthesis of the Factor Xa Inhibitor DX-9065a Using Palladium-Catalyzed Key Steps. Helv. Chim. Acta 1997, 80, 892-896.
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26
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0027304964
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Structure of Human Des(1-45) Factor Xa at 2.2 Å Resolution
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Padmanabhan, K.; Padmanabhan, K. P.; Tulinsky, A.; Park, C. H.; Bode. W.; Huber, R.; Blankenship, D. T.; Cardin, A. D.; Kisiel, W. Structure of Human Des(1-45) Factor Xa at 2.2 Å Resolution. J. Mol. Biol. 1993, 232, 947-966.
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27
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0029923976
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X-ray Structure of Active Site-inhibited Clotting Factor Xa: Implications for Drug Design and Substrate Recognition
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0006577464
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The Synthesis of Isoquinolines, Indoles and Benzthiophen by an Improved Pomeranz-Fritsch Reaction Using Boron Trifluoride in Trifluoroacetic Anhydride
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Bevis, M.J.1
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0000414496
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The Mitsunobu Reaction
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For reviews on Mitsunobu reactions, see: (a) Hughes, D. L. The Mitsunobu Reaction. Org. React. 1992, 42, 335-656. (b) Mitsunobu, O. The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products. Synthesis 1981, 1-28.
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Hughes, D.L.1
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30
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85077634689
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The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products
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For reviews on Mitsunobu reactions, see: (a) Hughes, D. L. The Mitsunobu Reaction. Org. React. 1992, 42, 335-656. (b) Mitsunobu, O. The Use of Diethyl Azodicarboxylate and Triphenylphosphine in Synthesis and Transformation of Natural Products. Synthesis 1981, 1-28.
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Mitsunobu, O.1
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31
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33751391460
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1H-Pyrazole-1-carboxamidine Hydrochloride: An Attractive Reagent for Guanylation of Amines and Its Application to Peptide Synthesis
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Bernatowicz, M. S.; Wu, Y.; Matsueda, G. R. 1H-Pyrazole-1-carboxamidine Hydrochloride: An Attractive Reagent for Guanylation of Amines and Its Application to Peptide Synthesis. J. Org. Chem. 1992, 57, 2497-2502.
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Bernatowicz, M.S.1
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32
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0000829488
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Der Allyloxycarbonyl(Aloc)-Rest - Die Verwandlung einer untauglichen in eine wertvolle Aminoschutzgruppe für die Peptidsynthese
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Kunz, H.; Unverzagt, C. Der Allyloxycarbonyl(Aloc)-Rest - die Verwandlung einer untauglichen in eine wertvolle Aminoschutzgruppe für die Peptidsynthese. Angew. Chem. 1984, 96, 426-427.
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Kunz, H.1
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33
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7844223480
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The Use of Carbamate Protecting Groups in the Synthesis of Monomeric and Dimeric Pyrrolor[2,1-c]benzodiazepines
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The application of pyrrolidine as an allyl scavenger in the palladium-catalyzed cleavage of allyl carbamates has been reported recently: (a) Howard, P. W.; Thurston, D. E. The Use of Carbamate Protecting Groups in the Synthesis of Monomeric and Dimeric Pyrrolor[2,1-c]benzodiazepines. J. Pharm. Pharmacol 1995, 1078. (b) See also: Roos, E. C.; Bernabé, P.; Hiemstra, H.; Speckamp, W. N. Palladium-Catalyzed Transprotection of Allyloxycarbonyl-Protected Amines: Efficient One-Pot Formation of Amides and Dipeptides. J. Org. Chem. 1995, 60, 1733-1740.
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Howard, P.W.1
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34
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0028940130
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Palladium-Catalyzed Transprotection of Allyloxycarbonyl-Protected Amines: Efficient One-Pot Formation of Amides and Dipeptides
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The application of pyrrolidine as an allyl scavenger in the palladium-catalyzed cleavage of allyl carbamates has been reported recently: (a) Howard, P. W.; Thurston, D. E. The Use of Carbamate Protecting Groups in the Synthesis of Monomeric and Dimeric Pyrrolor[2,1-c]benzodiazepines. J. Pharm. Pharmacol 1995, 1078. (b) See also: Roos, E. C.; Bernabé, P.; Hiemstra, H.; Speckamp, W. N. Palladium-Catalyzed Transprotection of Allyloxycarbonyl-Protected Amines: Efficient One-Pot Formation of Amides and Dipeptides. J. Org. Chem. 1995, 60, 1733-1740.
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Roos, E.C.1
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Speckamp, W.N.4
-
35
-
-
7844243484
-
-
note
-
The enamine derivative of 20 has not been detected under these conditions, not even in traces. This is attributed to the generally enhanced tendency of pyrrolidines to form enamines.
-
-
-
-
36
-
-
33845282500
-
Selective Cleavage of the Allyl and Allyloxycarbonyl Groups through Palladium-Catalyzed Hydrostannolysis with Tributyltin Hydride: Application to the Selective Protection-Deprotection of Amino Acid Derivatives and in Peptide Synthesis
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Dangles, O.; Guibé, F.; Balavoine, G.; Lavielle, S.; Marquet, A. Selective Cleavage of the Allyl and Allyloxycarbonyl Groups through Palladium-Catalyzed Hydrostannolysis with Tributyltin Hydride: Application to the Selective Protection-Deprotection of Amino Acid Derivatives and in Peptide Synthesis. J. Org. Chem. 1987, 52, 4984-4993.
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Dangles, O.1
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37
-
-
7844244902
-
-
Concerning the nomenclature of the subsites of fXa, see ref 14
-
Concerning the nomenclature of the subsites of fXa, see ref 14.
-
-
-
-
38
-
-
0028143534
-
Design and Synthesis of Potent and Highly Selective Thrombin Inhibitors
-
Hilpert, K.; Ackermann, J.; Banner, D. W.; Gast, A.; Gubernator, K.; Hadváry, P.; Labler, L.; Müller, K.; Schmid, G.; Tschopp, T. B.; van de Waterbeemd, H. Design and Synthesis of Potent and Highly Selective Thrombin Inhibitors. J. Med. Chem. 1994, 37, 3889-3901.
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Hilpert, K.1
Ackermann, J.2
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Hadváry, P.6
Labler, L.7
Müller, K.8
Schmid, G.9
Tschopp, T.B.10
Van de Waterbeemd, H.11
-
39
-
-
7844249992
-
-
note
-
For the MD all residues of the S1 pocket were allowed to move freely. All other residues were kept fixed. Solvents have not been used. Trajectories were not written out, but the movement of the residues was followed on the screen. For docking experiments the inhibitors were manually adjusted and minimized to convergence using the CVFF force field of the Insight II/Discover (MSI, San Diego, CA) program package. The protein atoms were fixed for this purpose, and a constraint was given from the exocyclic amino nitrogen atoms to Asp189 in the S1 pocket.
-
-
-
-
40
-
-
0028824422
-
Crystal Structures of Factor Xa Specific Inhibitors in Complex with Trypsin: Structural Grounds for Inhibition of Factor Xa and Selectivity Against Thrombin
-
Stubbs, M. T.; Huber, R.; Bode, W. Crystal Structures of Factor Xa Specific Inhibitors in Complex with Trypsin: Structural Grounds for Inhibition of Factor Xa and Selectivity Against Thrombin. FEBS Lett. 1995, 375, 103-107.
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Stubbs, M.T.1
Huber, R.2
Bode, W.3
-
41
-
-
7844226844
-
-
note
-
iplasmin = 13, μM.
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Engh, R.A.1
Brandstetter, H.2
Sucher, G.3
Eichinger, A.4
Baumann, U.5
Bode, W.6
Huber, R.7
Poll, T.8
Rudolph, R.9
Von der Saal, W.10
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