메뉴 건너뛰기




Volumn 57, Issue 8, 2014, Pages 3213-3222

Agonists for the adenosine A1 receptor with tunable residence time. a case for nonribose 4-amino-6-aryl-5-cyano-2-thiopyrimidines

Author keywords

[No Author keywords available]

Indexed keywords

4 AMINO 6 (BENZO[D][1,3]DIOXOL 5 YL) 2 [[2 (4 CHLOROPHENYL)THIAZOL 4 YL]METHYLTHIO]PYRIMIDINE 5 CARBONITRILE; ADENOSINE A1 RECEPTOR AGONIST; PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84899562267     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm401643m     Document Type: Article
Times cited : (49)

References (47)
  • 1
    • 79952033865 scopus 로고    scopus 로고
    • International Union of Basic and Clinical Pharmacology. LXXXI. Nomenclature and classification of adenosine receptors-an update
    • Fredholm, B. B.; IJzerman, A. P.; Jacobson, K. A.; Linden, J.; Müller, C. E. International Union of Basic and Clinical Pharmacology. LXXXI. Nomenclature and classification of adenosine receptors-an update Pharmacol. Rev. 2011, 63, 1-34
    • (2011) Pharmacol. Rev. , vol.63 , pp. 1-34
    • Fredholm, B.B.1    Ijzerman, A.P.2    Jacobson, K.A.3    Linden, J.4    Müller, C.E.5
  • 2
    • 33644770260 scopus 로고    scopus 로고
    • Adenosine receptors as therapeutic targets
    • Jacobson, K. A.; Gao, Z. G. Adenosine receptors as therapeutic targets Nat. Rev. Drug Discovery 2006, 5, 247-264
    • (2006) Nat. Rev. Drug Discovery , vol.5 , pp. 247-264
    • Jacobson, K.A.1    Gao, Z.G.2
  • 3
    • 13844315635 scopus 로고    scopus 로고
    • Actions of adenosine at its receptors in the CNS: Insights from knockouts and drugs
    • Fredholm, B. B.; Chen, J. F.; Masino, S. A.; Vaugeois, J. M. Actions of adenosine at its receptors in the CNS: insights from knockouts and drugs Annu. Rev. Pharmacol. Toxicol. 2005, 45, 385-412
    • (2005) Annu. Rev. Pharmacol. Toxicol. , vol.45 , pp. 385-412
    • Fredholm, B.B.1    Chen, J.F.2    Masino, S.A.3    Vaugeois, J.M.4
  • 9
    • 0023947965 scopus 로고
    • Pharmaceutical innovation by the seven UK-owned pharmaceutical companies (1964-1985)
    • Prentis, R. A.; Lis, Y.; Walker, S. R. Pharmaceutical innovation by the seven UK-owned pharmaceutical companies (1964-1985) Br. J. Clin. Pharmacol. 1988, 25, 387-396
    • (1988) Br. J. Clin. Pharmacol. , vol.25 , pp. 387-396
    • Prentis, R.A.1    Lis, Y.2    Walker, S.R.3
  • 10
    • 0029865450 scopus 로고    scopus 로고
    • Design of drugs involving the concepts and theories of drug metabolism and pharmacokinetics
    • Smith, D. A.; Jones, B. C.; Walker, D. K. Design of drugs involving the concepts and theories of drug metabolism and pharmacokinetics Med. Res. Rev. 1996, 16, 243-266
    • (1996) Med. Res. Rev. , vol.16 , pp. 243-266
    • Smith, D.A.1    Jones, B.C.2    Walker, D.K.3
  • 11
    • 67649973722 scopus 로고    scopus 로고
    • The importance of drug-target residence time
    • Zhang, R.; Monsma, F. The importance of drug-target residence time Curr. Opin. Drug Discovery Dev. 2009, 12, 488-496
    • (2009) Curr. Opin. Drug Discovery Dev. , vol.12 , pp. 488-496
    • Zhang, R.1    Monsma, F.2
  • 12
    • 77958535230 scopus 로고    scopus 로고
    • Binding kinetics and mechanism of action: Toward the discovery and development of better and best in class drugs
    • Zhang, R.; Monsma, F. Binding kinetics and mechanism of action: toward the discovery and development of better and best in class drugs Expert Opin. Drug Discovery 2010, 5, 1023-1029
    • (2010) Expert Opin. Drug Discovery , vol.5 , pp. 1023-1029
    • Zhang, R.1    Monsma, F.2
  • 13
    • 33748325882 scopus 로고    scopus 로고
    • Drug-target residence time and its implications for lead optimization
    • Copeland, R. A.; Pompliano, D. L.; Meek, T. D. Drug-target residence time and its implications for lead optimization Nat. Rev. Drug Discovery 2006, 5, 730-739
    • (2006) Nat. Rev. Drug Discovery , vol.5 , pp. 730-739
    • Copeland, R.A.1    Pompliano, D.L.2    Meek, T.D.3
  • 14
    • 77950197835 scopus 로고    scopus 로고
    • The dynamics of drug-target interactions: Drug-target residence time and its impact on efficacy and safety
    • Copeland, R. A. The dynamics of drug-target interactions: drug-target residence time and its impact on efficacy and safety Expert Opin. Drug Discovery 2010, 5, 305-310
    • (2010) Expert Opin. Drug Discovery , vol.5 , pp. 305-310
    • Copeland, R.A.1
  • 16
    • 62949153839 scopus 로고    scopus 로고
    • 1 receptor interactions: In vitro evidence for insurmountable antagonism and inverse agonism
    • 1 receptor interactions: In vitro evidence for insurmountable antagonism and inverse agonism Mol. Cell. Endocrinol. 2008, 302, 237-243
    • (2008) Mol. Cell. Endocrinol. , vol.302 , pp. 237-243
    • Van Liefde, I.1    Vauquelin, G.2
  • 17
    • 33751023848 scopus 로고
    • A one step synthesis of new 4-aminopyrimidine derivatives: Preparation of tetrazolo- and s-triazolopyrimidines
    • Daboun, H. A.; El-Reedy, A. M. A one step synthesis of new 4-aminopyrimidine derivatives: preparation of tetrazolo- and s-triazolopyrimidines Z. Naturforsch. 1983, 38b, 1686-1689
    • (1983) Z. Naturforsch. , vol.38 , pp. 1686-1689
    • Daboun, H.A.1    El-Reedy, A.M.2
  • 20
    • 0025873557 scopus 로고
    • Synthesis and anthelmintic activity of 3′-benzoylurea derivatives of 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1- b ]thiazole
    • Weikert, R. J.; Bingham, S., Jr.; Emanuel, M. A.; Fraser-Smith, E. B.; Loughhead, D. G.; Nelson, P. H.; Poulton, A. L. Synthesis and anthelmintic activity of 3′-benzoylurea derivatives of 6-phenyl-2,3,5,6- tetrahydroimidazo[2,1- b ]thiazole J. Med. Chem. 1991, 34, 1630-1633
    • (1991) J. Med. Chem. , vol.34 , pp. 1630-1633
    • Weikert, R.J.1    Bingham, Jr.S.2    Emanuel, M.A.3    Fraser-Smith, E.B.4    Loughhead, D.G.5    Nelson, P.H.6    Poulton, A.L.7
  • 21
    • 2542442491 scopus 로고    scopus 로고
    • Reactions of some ortho and para halogenated aromatic nitriles with ethylenediamine: Selective synthesis of imidazolines
    • Crane, L. J.; Anastassiadou, M.; Stigliani, J.-L.; Baziard-Mouysset, G.; Payard, M. Reactions of some ortho and para halogenated aromatic nitriles with ethylenediamine: selective synthesis of imidazolines Tetrahedron 2004, 60, 5325-5330
    • (2004) Tetrahedron , vol.60 , pp. 5325-5330
    • Crane, L.J.1    Anastassiadou, M.2    Stigliani, J.-L.3    Baziard-Mouysset, G.4    Payard, M.5
  • 22
    • 31544478015 scopus 로고    scopus 로고
    • Phosphorus pentasulfide: A mild and versatile reagent for the preparation of thioamides from nitriles
    • Kaboudin, B.; Elhamifar, D. Phosphorus pentasulfide: A mild and versatile reagent for the preparation of thioamides from nitriles Synthesis 2006, 2006, 224-226
    • (2006) Synthesis , vol.2006 , pp. 224-226
    • Kaboudin, B.1    Elhamifar, D.2
  • 25
    • 84873697000 scopus 로고    scopus 로고
    • Dual-point competition association assay: A fast and high-throughput kinetic screening method for assessing ligand-receptor binding kinetics
    • Guo, D.; van Dorp, E. J.; Mulder-Krieger, T.; van Veldhoven, J. P.; Brussee, J.; IJzerman, A. P.; Heitman, L. H. Dual-point competition association assay: A fast and high-throughput kinetic screening method for assessing ligand-receptor binding kinetics J. Biomol. Screening 2013, 18, 309-320
    • (2013) J. Biomol. Screening , vol.18 , pp. 309-320
    • Guo, D.1    Van Dorp, E.J.2    Mulder-Krieger, T.3    Van Veldhoven, J.P.4    Brussee, J.5    Ijzerman, A.P.6    Heitman, L.H.7
  • 30
    • 84899551143 scopus 로고    scopus 로고
    • The values for π were either derived from the Craig plot or calculated using Chemaxon Marvin.
    • The values for π were either derived from the Craig plot or calculated using Chemaxon Marvin: http://www.chemaxon.com/marvin/sketch/index.jsp.
  • 31
    • 4243664295 scopus 로고
    • A survey of Hammett substituent constants and resonance and field parameters
    • Hansch, C.; Leo, A.; Taft, R. W. A survey of Hammett substituent constants and resonance and field parameters Chem. Rev. 1991, 91, 165-195
    • (1991) Chem. Rev. , vol.91 , pp. 165-195
    • Hansch, C.1    Leo, A.2    Taft, R.W.3
  • 32
    • 0000125835 scopus 로고
    • Inter-ring dihedral angles in polychlorinated biphenyls from photoelectron spectroscopy
    • Dynes, J. J.; Baudais, F. L.; Boyd, R. K. Inter-ring dihedral angles in polychlorinated biphenyls from photoelectron spectroscopy Can. J. Chem. 1985, 63, 1292-1299
    • (1985) Can. J. Chem. , vol.63 , pp. 1292-1299
    • Dynes, J.J.1    Baudais, F.L.2    Boyd, R.K.3
  • 34
    • 77957244790 scopus 로고    scopus 로고
    • A universal scale of aromaticity for π-organic compounds
    • Alonso, M; Herradon, B. A universal scale of aromaticity for π-organic compounds J. Comput. Chem. 2010, 31, 917-928
    • (2010) J. Comput. Chem. , vol.31 , pp. 917-928
    • Alonso, M.1    Herradon, B.2
  • 36
    • 84859388604 scopus 로고    scopus 로고
    • Investigation of the effect of molecular properties on the binding kinetics of a ligand to its biological target
    • Miller, D. C.; Lunn, G.; Jones, P.; Sabnis, Y.; Davies, N. L.; Driscoll, P. Investigation of the effect of molecular properties on the binding kinetics of a ligand to its biological target MedChemComm 2012, 3, 449-452
    • (2012) MedChemComm , vol.3 , pp. 449-452
    • Miller, D.C.1    Lunn, G.2    Jones, P.3    Sabnis, Y.4    Davies, N.L.5    Driscoll, P.6
  • 40
    • 84864021073 scopus 로고    scopus 로고
    • 2 adrenoceptors binding sites uncovers the potential of kinetic basis of antagonist selectivity
    • 2 adrenoceptors binding sites uncovers the potential of kinetic basis of antagonist selectivity Chem. Biol. Drug Des. 2012, 80, 215-226
    • (2012) Chem. Biol. Drug Des. , vol.80 , pp. 215-226
    • Selvam, B.1    Wereszczynski, J.2    Tikhonova, I.G.3
  • 42
    • 0035209620 scopus 로고    scopus 로고
    • International Union of Pharmacology. XXV. Nomenclature and classification of adenosine receptors
    • Fredholm, B. B.; IJzerman, A. P.; Jacobson, K. A.; Klotz, K. N.; Linden, J. International Union of Pharmacology. XXV. Nomenclature and classification of adenosine receptors Pharmacol. Rev. 2001, 264, 527-552
    • (2001) Pharmacol. Rev. , vol.264 , pp. 527-552
    • Fredholm, B.B.1    Ijzerman, A.P.2    Jacobson, K.A.3    Klotz, K.N.4    Linden, J.5
  • 46
    • 0019507802 scopus 로고
    • 5′- N -Ethylcarboxamidoadenosine: A potent inhibitor of human platelet aggregation
    • Cusack, N. J.; Hourani, S. M. 5′- N -Ethylcarboxamidoadenosine: a potent inhibitor of human platelet aggregation Br. J. Pharmacol. 1981, 72, 443-447
    • (1981) Br. J. Pharmacol. , vol.72 , pp. 443-447
    • Cusack, N.J.1    Hourani, S.M.2
  • 47
    • 0021336303 scopus 로고
    • The kinetics of competitive radioligand binding predicted by the law of mass action
    • Motulsky, H. J.; Mahan, L. C. The kinetics of competitive radioligand binding predicted by the law of mass action Mol. Pharmacol. 1984, 25, 1-9
    • (1984) Mol. Pharmacol. , vol.25 , pp. 1-9
    • Motulsky, H.J.1    Mahan, L.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.