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Volumn 42, Issue 18, 1999, Pages 3557-3571

Design and structure-activity relationships of potent and selective inhibitors of blood coagulation factor Xa

Author keywords

[No Author keywords available]

Indexed keywords

BLOOD CLOTTING FACTOR 10A INHIBITOR; N [1 (2 AMINOIMINOMETHYL 4 THIENYLMETHYL) 2 OXO 3 PYRROLIDINYL] 7 METHOXY N METHYL 2 NAPHTHALENESULFONAMIDE; SERINE PROTEINASE; UNCLASSIFIED DRUG;

EID: 0033539050     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm990040h     Document Type: Article
Times cited : (47)

References (37)
  • 4
    • 0028946949 scopus 로고
    • Factor Xa inhibitors as novel antithrombotic agents: Facts and perspectives. Cardiovasc
    • Kaiser, B.; Hauptmann, J. Factor Xa inhibitors as novel antithrombotic agents: facts and perspectives. Cardiovasc. Drug Rev. 1994, 12, 225-36.
    • (1994) Drug Rev. , vol.12 , pp. 225-236
    • Kaiser, B.1    Hauptmann, J.2
  • 5
    • 0029082921 scopus 로고
    • Antithrombotic benefits and hemorrhagic risks of direct thrombin antagonists
    • Harker, L. A.; Hanson, S. R.; Kelly, A. B. Antithrombotic benefits and hemorrhagic risks of direct thrombin antagonists. Thromb. Haemost. 1995, 74, 464-72.
    • (1995) Thromb. Haemost. , vol.74 , pp. 464-472
    • Harker, L.A.1    Hanson, S.R.2    Kelly, A.B.3
  • 9
    • 0017059735 scopus 로고
    • Synthetic inhibitors of serine proteinases XIV. Inhibition of factor Xa by derivatives of benzamidine
    • (a) Sturzebecher, J.; Markwardt, F.; Walsmann, P. Synthetic inhibitors of serine proteinases XIV. Inhibition of factor Xa by derivatives of benzamidine. Thromb. Res. 1976, 9, 637-46.
    • (1976) Thromb. Res. , vol.9 , pp. 637-646
    • Sturzebecher, J.1    Markwardt, F.2    Walsmann, P.3
  • 10
    • 0017611813 scopus 로고
    • Inhibition of serine proteinases by benzamidine derivatives
    • (b) Walsmann, P. Inhibition of serine proteinases by benzamidine derivatives. Acta Biol. Med. Germ. 1977, 36, 1931-7.
    • (1977) Acta Biol. Med. Germ. , vol.36 , pp. 1931-1937
    • Walsmann, P.1
  • 11
    • 0024328497 scopus 로고
    • Synthetic inhibitors of bovine factor xa and thrombin comparison of their anticoagulant efficiency
    • (c) Sturzebecher, J.; Sturzebecher, U.; Vieweg, H.; Wagner, G.; Hauptmann, J.; Markwardt, F. Synthetic inhibitors of bovine factor Xa and thrombin comparison of their anticoagulant efficiency. Thromb. Res. 1989, 54, 245-52.
    • (1989) Thromb. Res. , vol.54 , pp. 245-252
    • Sturzebecher, J.1    Sturzebecher, U.2    Vieweg, H.3    Wagner, G.4    Hauptmann, J.5    Markwardt, F.6
  • 12
    • 0345327263 scopus 로고    scopus 로고
    • US5,612,353
    • (a) US5,612,353.
  • 13
    • 0344033323 scopus 로고    scopus 로고
    • WO9640679
    • (b) WO9640679.
  • 14
    • 0020405829 scopus 로고
    • Monobactams. Preparation of (S)-3-amino-2-oxoazetidine-l-sulfonic acids from L-amino-hydroxy acids via their hydroxamic esters
    • (c) Floyd, D. M.; Fritz, A. W.; Pluscec, J.; Weaver, E.; Cimarusti, C. M. Monobactams. Preparation of (S)-3-amino-2-oxoazetidine-l-sulfonic acids from L-amino-hydroxy acids via their hydroxamic esters. J. Org. Chem. 1982, 47, 5160-7.
    • (1982) J. Org. Chem. , vol.47 , pp. 5160-5167
    • Floyd, D.M.1    Fritz, A.W.2    Pluscec, J.3    Weaver, E.4    Cimarusti, C.M.5
  • 16
    • 33845378961 scopus 로고
    • Zinc-modified cyanoborohydride as a selective reducing agent
    • Kim, S.; Oh, C. H.; Ko, J. S.; Ahn, K. H.; Kim, Y. J. Zinc-modified cyanoborohydride as a selective reducing agent. J. Org. Chem. 1985, 50, 1927-32.
    • (1985) J. Org. Chem. , vol.50 , pp. 1927-1932
    • Kim, S.1    Oh, C.H.2    Ko, J.S.3    Ahn, K.H.4    Kim, Y.J.5
  • 17
    • 85004712700 scopus 로고
    • Hexamethylenetetramine, a versatile reagent in organic synthesis
    • Blazevic, N.; Kolbah, D.; Berlin, B.; Sunjic, V.; Kajfez, F. Hexamethylenetetramine, A versatile reagent in organic synthesis. Synthesis 1979, 161-76.
    • (1979) Synthesis , pp. 161-176
    • Blazevic, N.1    Kolbah, D.2    Berlin, B.3    Sunjic, V.4    Kajfez, F.5
  • 18
    • 85078487680 scopus 로고
    • An improved synthesis of arylsulfonyl chlorides from aryl halides
    • Hamada, T.; Osamu, Y. An improved synthesis of arylsulfonyl chlorides from aryl halides. Synthesis 1986, 852-4.
    • (1986) Synthesis , pp. 852-854
    • Hamada, T.1    Osamu, Y.2
  • 19
    • 0344464404 scopus 로고    scopus 로고
    • U.S. Patent 5,371,091. (b) DE Patent 41,21,947
    • Carried out modifying the procedures described in (a) U.S. Patent 5,371,091. (b) DE Patent 41,21,947.
  • 23
    • 0021245974 scopus 로고
    • Synthese von N-(tosyl-alanyl)-und N-(tosyl-aminocapronyl)amidinophenylalainamiden ais stark wirksame thrombin inhibioren
    • Pfeiffer, C.; Voigt, B.; Wagner, G.; Synthese von N-(tosyl-alanyl)-und N-(tosyl-aminocapronyl)amidinophenylalainamiden ais stark wirksame thrombin inhibioren. Pharmazie 1984, 39, 315-7.
    • (1984) Pharmazie , vol.39 , pp. 315-317
    • Pfeiffer, C.1    Voigt, B.2    Wagner, G.3
  • 24
    • 0029111696 scopus 로고
    • Comparative pharmacology of site directed antithrombin agents. Implication in drug development
    • Callas, D.; Fareed, J. Comparative pharmacology of site directed antithrombin agents. Implication in drug development. Thromb. Haemost. 1995, 74, 473-81.
    • (1995) Thromb. Haemost. , vol.74 , pp. 473-481
    • Callas, D.1    Fareed, J.2
  • 26
  • 28
    • 0344464401 scopus 로고    scopus 로고
    • Obtained at B3LYP/G-31G** using Jaguar v3.5
    • Obtained at B3LYP/G-31G** using Jaguar v3.5.
  • 29
    • 0028824422 scopus 로고
    • 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, 103-7.
    • (1995) FEBS Lett. , vol.375 , pp. 103-107
    • Stubbs, M.T.1    Huber, R.2    Bode, W.3
  • 30
    • 0032585544 scopus 로고    scopus 로고
    • Structural and functional analyses of benzamidine-based inhibitors in complex with trypsin: Implications for the inhibition of factor Xa, tPA, and urokinase
    • (b) Renatus, M.; Bode, W.; Huber, H.; Sturzebecher, J.; Stubbs, M. Structural and functional analyses of benzamidine-based inhibitors in complex with trypsin: Implications for the inhibition of factor Xa, tPA, and urokinase. J. Med. Chem. 1998, 41, 5445-6.
    • (1998) J. Med. Chem. , vol.41 , pp. 5445-5446
    • Renatus, M.1    Bode, W.2    Huber, H.3    Sturzebecher, J.4    Stubbs, M.5
  • 31
    • 0025614358 scopus 로고
    • Rat model of arterial thrombosis induced by ferric chloride
    • Kurz, K. D.; Main, B. W.; Sandusky, G. E. Rat model of arterial thrombosis induced by ferric chloride. Thromb. Res. 1990, 60, 269-80.
    • (1990) Thromb. Res. , vol.60 , pp. 269-280
    • Kurz, K.D.1    Main, B.W.2    Sandusky, G.E.3
  • 33
    • 0027202357 scopus 로고
    • A convenient synthesis of cis-4-(Sulfomethyl)-piperidine-2-carboxylic acid: NMR assignment
    • Hardi, A. E.; Leclerc, G. A Convenient Synthesis of cis-4-(Sulfomethyl)-piperidine-2-carboxylic Acid: NMR Assignment. J. Heterocycl. Chem. 1993, 30, 631-5.
    • (1993) J. Heterocycl. Chem. , vol.30 , pp. 631-635
    • Hardi, A.E.1    Leclerc, G.2
  • 34
    • 0344896236 scopus 로고
    • Direct cyanation of the furan nucleus by chlorosulphonyl isocyanate
    • Floyd, A. J.; Kinsman, R. G.; Roshan-Ali, Y.; Brown, D. W. Direct cyanation of the furan nucleus by chlorosulphonyl isocyanate. Tetrahedron 1983, 39, 3881-5.
    • (1983) Tetrahedron , vol.39 , pp. 3881-3885
    • Floyd, A.J.1    Kinsman, R.G.2    Roshan-Ali, Y.3    Brown, D.W.4
  • 35
    • 84987305990 scopus 로고
    • 142. Syntheisis of thiophene-substituted spiropyrans and spirooxazines, precursors of photochromic polymers
    • Moustrou, C.; Samat, A.; Guglielmetti, R.; Dubest, R.; Garnier, F. 142. Syntheisis of thiophene-substituted spiropyrans and spirooxazines, precursors of photochromic polymers. Helv. Chem. Acta 1995, 78, 1887-93.
    • (1995) Helv. Chem. Acta , vol.78 , pp. 1887-1893
    • Moustrou, C.1    Samat, A.2    Guglielmetti, R.3    Dubest, R.4    Garnier, F.5
  • 36
    • 0026644849 scopus 로고
    • A simple method of protecting a secondary amine with tert-butyloxycarbonyl (BOC) in the presence of a primary amine
    • Prugh, J. D.; Birchenough, L. A.; Egbertson, M. S. A simple method of protecting a secondary amine with tert-butyloxycarbonyl (BOC) in the presence of a primary amine. Synth. Commun. 1992, 22, 2357-60.
    • (1992) Synth. Commun. , vol.22 , pp. 2357-2360
    • Prugh, J.D.1    Birchenough, L.A.2    Egbertson, M.S.3
  • 37
    • 84986440363 scopus 로고
    • A facile synthesis of 3-substituted indoles
    • Nagarathnam, D. A facile synthesis of 3-substituted indoles. J. Heterocycl. Chem. 1992, 29, 953-8.
    • (1992) J. Heterocycl. Chem. , vol.29 , pp. 953-958
    • Nagarathnam, D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.