메뉴 건너뛰기




Volumn 14, Issue 1, 1996, Pages 53-75

Synthesis and evaluation as platelet aggregation inhibitors of 6-phenyl-2,4-substituted-3(2H)-pyridazinones and their rigid analogues benzo[h]cinnolin-3,5-diones

Author keywords

3(2H) pyridazinones benzo h cinnolinones synthesis antiplatelet activity

Indexed keywords

ADENYLATE CYCLASE; ANTITHROMBOCYTIC AGENT; CYCLIC AMP; NITRIC OXIDE; PHOSPHODIESTERASE; PROSTAGLANDIN; PYRIDAZINONE DERIVATIVE; THROMBOXANE;

EID: 0029936772     PISSN: 10559612     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (11)

References (24)
  • 2
    • 0012295542 scopus 로고
    • Systemic thromboembolism in mitral and aortic Starr-Edwards prostheses: A 10-19 year follow-up
    • Fuster, V., Pumphrey, C.W., Mc Goon, M.D., Chesebro, J.H., Pluth, J.R. and Mc Goon, D.C. (1982) Systemic thromboembolism in mitral and aortic Starr-Edwards prostheses: A 10-19 year follow-up. Circulation, 66 (Suppl. I), 157-161.
    • (1982) Circulation , vol.66 , Issue.1 SUPPL. , pp. 157-161
    • Fuster, V.1    Pumphrey, C.W.2    Mc Goon, M.D.3    Chesebro, J.H.4    Pluth, J.R.5    Mc Goon, D.C.6
  • 3
    • 0024549489 scopus 로고
    • Oxidative cleavage of 7-oxo-6,7-dihydro[3,4-d]pyridazines by Cerium (IV) diammonium nitrate. A synthetic approach to new 5-acyl-4-nitro-3-oxo-2,3-dihydropyridazines
    • Dal Piaz, V., Ciciani, G. and Turco, G., (1989) Oxidative cleavage of 7-oxo-6,7-dihydro[3,4-d]pyridazines by Cerium (IV) diammonium nitrate. A synthetic approach to new 5-acyl-4-nitro-3-oxo-2,3-dihydropyridazines. Synthesis, 213-214.
    • (1989) Synthesis , pp. 213-214
    • Dal Piaz, V.1    Ciciani, G.2    Turco, G.3
  • 4
    • 0025793950 scopus 로고
    • 5-Acyl-6-aryl-4-nitro-3(2H)-pyridazinones and related 4-amino compounds: Synthesis and pharmacological evaluation
    • Dal Piaz, V., Ciciani, G., Turco, G., Giovannoni, M.P., Miceli, M., Pirisino, R. and Perretti, M. (1991) 5-Acyl-6-aryl-4-nitro-3(2H)-pyridazinones and related 4-amino compounds: synthesis and pharmacological evaluation. J. Pharm. Sci., 80, 341-348.
    • (1991) J. Pharm. Sci. , vol.80 , pp. 341-348
    • Dal Piaz, V.1    Ciciani, G.2    Turco, G.3    Giovannoni, M.P.4    Miceli, M.5    Pirisino, R.6    Perretti, M.7
  • 5
    • 0028347302 scopus 로고
    • Synthesis and evaluation of some 4,5-disubstituted-6-phenyl-3(2H)-pyridazinones as hypotensive agents
    • Dal Piaz, V., Giovannoni, M.P., Laguna, R. and Cano, E. (1994) Synthesis and evaluation of some 4,5-disubstituted-6-phenyl-3(2H)-pyridazinones as hypotensive agents. Eur. J. Med. Chem., 29, 249-252.
    • (1994) Eur. J. Med. Chem. , vol.29 , pp. 249-252
    • Dal Piaz, V.1    Giovannoni, M.P.2    Laguna, R.3    Cano, E.4
  • 6
    • 0020570966 scopus 로고
    • Cardiotonic activity of milrinone, a new and potent cardiac bipyridine, on the normal and failing heart of experimental animals
    • Alousi, A.A., Canter, J.M , Montenaro, M.J., Fort, D.J. and Ferrari, R.A. (1983) Cardiotonic activity of milrinone, a new and potent cardiac bipyridine, on the normal and failing heart of experimental animals. J. Cardiovascular. Pharmacol., 5, 792-803.
    • (1983) J. Cardiovascular. Pharmacol. , vol.5 , pp. 792-803
    • Alousi, A.A.1    Canter, J.M.2    Montenaro, M.J.3    Fort, D.J.4    Ferrari, R.A.5
  • 7
    • 0021285593 scopus 로고
    • Cardiotonic agents. 1. 4,5-Dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones: Novel positive inotropic agents for the treatment of congestive heart failure
    • Bristol J.A., Sircar, I., Moos, W.H., Evans, D.B. and Weishaar, R.E. (1984) Cardiotonic agents. 1. 4,5-Dihydro-6-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones: novel positive inotropic agents for the treatment of congestive heart failure. J. Med. Chem., 27, 1099-1101.
    • (1984) J. Med. Chem. , vol.27 , pp. 1099-1101
    • Bristol, J.A.1    Sircar, I.2    Moos, W.H.3    Evans, D.B.4    Weishaar, R.E.5
  • 8
    • 0023552639 scopus 로고
    • Cardiotonic agents. 8. Selective inhibitors of adenosine 3′,5′-cyclic phosphate phophodiesterase III. Elaboration of a five-point model for positive inotropic activity
    • Moos, W.H., Humblet, C.C., Rithner, C., Weishaar, R.E., Bristol, J.A. and McPhail, A.T. (1987) Cardiotonic agents. 8. Selective inhibitors of adenosine 3′,5′-cyclic phosphate phophodiesterase III. Elaboration of a five-point model for positive inotropic activity. J. Med. Chem., 30, 1963-1972.
    • (1987) J. Med. Chem. , vol.30 , pp. 1963-1972
    • Moos, W.H.1    Humblet, C.C.2    Rithner, C.3    Weishaar, R.E.4    Bristol, J.A.5    McPhail, A.T.6
  • 9
    • 2042506081 scopus 로고
    • Condensation between β-oxobenzoyl compounds and hydroximic chlorides
    • Renzi, G., Dal Piaz, V., Musante, C. (1968) Condensation between β-oxobenzoyl compounds and hydroximic chlorides. Gazz. Chim. Ital., 98, 656-666.
    • (1968) Gazz. Chim. Ital. , vol.98 , pp. 656-666
    • Renzi, G.1    Dal Piaz, V.2    Musante, C.3
  • 10
    • 37049060717 scopus 로고
    • Acylation of metal chelates. Part I, The influence of the metal ion and α, β-diketone ligand on the point of reaction
    • Murdoch, H.D. and Nonhebel, D.C. (1962) Acylation of metal chelates. Part I, The influence of the metal ion and α, β-diketone ligand on the point of reaction. J. Chem. Soc., 2153-2162.
    • (1962) J. Chem. Soc. , pp. 2153-2162
    • Murdoch, H.D.1    Nonhebel, D.C.2
  • 11
    • 0014582163 scopus 로고
    • New derivatives of isossazolo[3,4-d]pyridazin-7(6H)-one system
    • Renzi, G. and Pinzauti, S . (1969) New derivatives of isossazolo[3,4-d]pyridazin-7(6H)-one system. II Farmaco, ed. Sci , 24, 885-892.
    • (1969) II Farmaco, Ed. Sci , vol.24 , pp. 885-892
    • Renzi, G.1    Pinzauti, S.2
  • 12
    • 33947483559 scopus 로고
    • Nucleophilic substitution at the pyridazine carbons. Synthesis of iodopyridazines
    • Coad, P., Coad, R.A., Clough, S., Hyepock, J., Salisbury, R. and Wilkins, C. (1963) Nucleophilic substitution at the pyridazine carbons. Synthesis of iodopyridazines. J. Org. Chem., 28, 218-221.
    • (1963) J. Org. Chem. , vol.28 , pp. 218-221
    • Coad, P.1    Coad, R.A.2    Clough, S.3    Hyepock, J.4    Salisbury, R.5    Wilkins, C.6
  • 13
    • 0022349218 scopus 로고
    • Cardiotonic agents 2. Synthesis and structure-activity relationships of 4,5-dihydro-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones: A new class of positive inotropic agents
    • Sircar, I., Duell, B.L., Bobowsky, G., Bristol, A.J. and Evans, D.B. ( 1985) Cardiotonic agents 2. Synthesis and structure-activity relationships of 4,5-dihydro-[4-(1H-imidazol-1-yl)phenyl]-3(2H)-pyridazinones: a new class of positive inotropic agents. J. Med. Chem., 28, 1405-1413.
    • (1985) J. Med. Chem. , vol.28 , pp. 1405-1413
    • Sircar, I.1    Duell, B.L.2    Bobowsky, G.3    Bristol, A.J.4    Evans, D.B.5
  • 15
    • 0022973570 scopus 로고
    • Cardiotonic agents. 4. Synthesis and biological evaluation of N-substituted 2,4,4a,5-tetrahydro-3H-indeno[1,2-c]pyridazin-3-ones: Rigid structures derived from CI-930 and analogues
    • Sircar, I., Duell, B.L., Cain, M.H., Burke, S.E. and Bristol, J.A. (1986) Cardiotonic agents. 4. Synthesis and biological evaluation of N-substituted 2,4,4a,5-tetrahydro-3H-indeno[1,2-c]pyridazin-3-ones: rigid structures derived from CI-930 and analogues. J. Med. Chem., 29, 2142-2148.
    • (1986) J. Med. Chem. , vol.29 , pp. 2142-2148
    • Sircar, I.1    Duell, B.L.2    Cain, M.H.3    Burke, S.E.4    Bristol, J.A.5
  • 16
    • 0024455032 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of substituted benzo[h]cinnolinones and 3H-benzo[6,7]cyclohepta[1,2-c]pyridazinones: Higher homologues of the antihypertensive and antithrombotic 5H-indeno[1,2-c]pyridazinones
    • Cignarella, G., Barlocco, D., Pinna, G., Loriga, M., Curzu, M.M., Tofanetti, O., Germim, M., Cazzulani, P. and Cavalletti, E., Synthesis and biological evaluation of substituted benzo[h]cinnolinones and 3H-benzo[6,7]cyclohepta[1,2-c]pyridazinones: higher homologues of the antihypertensive and antithrombotic 5H-indeno[1,2-c]pyridazinones. J. Med. Chem., 32, 2277-2282.
    • J. Med. Chem. , vol.32 , pp. 2277-2282
    • Cignarella, G.1    Barlocco, D.2    Pinna, G.3    Loriga, M.4    Curzu, M.M.5    Tofanetti, O.6    Germim, M.7    Cazzulani, P.8    Cavalletti, E.9
  • 17
    • 0025606978 scopus 로고
    • Inotropic, vasodilator and low Km cAMP-seiective, cGMP-inhibited phosphodiesterase (PDE III) inhibitory activities of 4a-methyl-4,4a-dihydro-5H-mdeno[1,2c]pyridazin-3(2H)-ones
    • Bakewell, S.J., Coates, W.J., Comer, M.B., Reeves, M.L. and Worrington, B .H., (1990) Inotropic, vasodilator and low Km cAMP-seiective, cGMP-inhibited phosphodiesterase (PDE III) inhibitory activities of 4a-methyl-4,4a-dihydro-5H-mdeno[1,2c]pyridazin-3(2H)-ones. Eur. J. Med. Chem , 25, 765-774.
    • (1990) Eur. J. Med. Chem , vol.25 , pp. 765-774
    • Bakewell, S.J.1    Coates, W.J.2    Comer, M.B.3    Reeves, M.L.4    Worrington, B.H.5
  • 18
    • 0026793923 scopus 로고
    • Taurine modifies platelet sensitivity to aspirin, indomethacin, nitroprusside and papaverine
    • Miceli, M., Bernardini, A., Mattana, A., Covarrubias, T., Seghieri, G. and Franconi, F. (1992) Taurine modifies platelet sensitivity to aspirin, indomethacin, nitroprusside and papaverine. Platelets, 3, 265-269.
    • (1992) Platelets , vol.3 , pp. 265-269
    • Miceli, M.1    Bernardini, A.2    Mattana, A.3    Covarrubias, T.4    Seghieri, G.5    Franconi, F.6
  • 19
    • 0002301506 scopus 로고
    • Quantitative investigation into the aggregation of blood platelets
    • Born, G.V.R. and Cross, M.J., (1962) Quantitative investigation into the aggregation of blood platelets. J. Physiol , 162, 67-68.
    • (1962) J. Physiol , vol.162 , pp. 67-68
    • Born, G.V.R.1    Cross, M.J.2
  • 20
    • 0018896022 scopus 로고
    • Arachidonic acid-induced malondialdheyde formation in rat platelets. Kinetic aspects and inhibition by acetylsalicilic acid and indomethacin
    • De Gaetano, G., Rajtar, G., Livio, M. and Merino, J. (1980) Arachidonic acid-induced malondialdheyde formation in rat platelets. Kinetic aspects and inhibition by acetylsalicilic acid and indomethacin. Naunyn-Schmiedebergs Arch. Pharmacol , 312, 85-92.
    • (1980) Naunyn-Schmiedebergs Arch. Pharmacol , vol.312 , pp. 85-92
    • De Gaetano, G.1    Rajtar, G.2    Livio, M.3    Merino, J.4
  • 21
    • 0024298971 scopus 로고
    • 1-induced activation of adenylate cyclase in human blood platelet membrane
    • 1-induced activation of adenylate cyclase in human blood platelet membrane. Biochimica et Biophisica Acta. 972, 45-53.
    • (1988) Biochimica et Biophisica Acta , vol.972 , pp. 45-53
    • Kahn, N.N.1    Sinha, A.K.2
  • 23
    • 0016374975 scopus 로고
    • A highly sensitive adenylate cyclase assay
    • Salornon, Y., Londos, C. and Rodbell, M. (1974) A highly sensitive adenylate cyclase assay. Anal. Biochem., 58, 541-548.
    • (1974) Anal. Biochem. , vol.58 , pp. 541-548
    • Salornon, Y.1    Londos, C.2    Rodbell, M.3
  • 24
    • 0026008409 scopus 로고
    • Differential modulation of tissue function and therapeutic potential of selective inhibitors of cyclic nucleotide phosphodiesterase isoenzymes
    • Nicholsen, C.D., (1991) Differential modulation of tissue function and therapeutic potential of selective inhibitors of cyclic nucleotide phosphodiesterase isoenzymes Trends Pharmacol. Sci., 12, 19-27.
    • (1991) Trends Pharmacol. Sci. , vol.12 , pp. 19-27
    • Nicholsen, C.D.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.