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Volumn 59, Issue 1, 2004, Pages 7-12

Synthesis and anticonvulsant properties of tetrahydroisoquinoline derivatives

Author keywords

AMPA receptor antagonists; Anticonvulsant agents; DBA 2 mice; Tetrahydroisoquinolines

Indexed keywords

1 (2,3 DIFLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (3 AMINOPHENYL) 6,7 DIMETHOXY 1,2,3,4, TETRAHYDROISOQUINOLINE; 1 (3,4 DIFLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 1 (3,5 DICHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (2,3 DICHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (2,3 DIFLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (3 CHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (3,4 DICHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (3,4 DIFLUOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL (3,5 DICHLOROPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL 1 (3 AMINOPHENYL) 6,7 DIMETHOXY 1,2,3,4 TETRAHYDROISOQUINOLINE; 2 ACETYL 6,7 DIMETHOXY 1 (3 NITROPHENYL) 1,2,3,4 TETRAHYDROISOQUINOLINE; TETRAHYDROISOQUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 1642498133     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.farmac.2003.10.003     Document Type: Article
Times cited : (24)

References (31)
  • 1
    • 0029085982 scopus 로고
    • Excitatory amino acid receptors and neurodegeneration
    • Doble A. Excitatory amino acid receptors and neurodegeneration. Therapie. 50:1995;319-337.
    • (1995) Therapie , vol.50 , pp. 319-337
    • Doble, A.1
  • 2
    • 0028897733 scopus 로고
    • Clinical experience with excitatory amino acid antagonist drugs
    • Muir K.W., Lees K.R. Clinical experience with excitatory amino acid antagonist drugs. Stroke. 26:1995;503-513.
    • (1995) Stroke , vol.26 , pp. 503-513
    • Muir, K.W.1    Lees, K.R.2
  • 3
    • 0027302996 scopus 로고
    • Glutamate, its role in learning, memory, and the aging brain
    • McEntee W.C., Crook T.H. Glutamate, its role in learning, memory, and the aging brain. Psychopharmacology. 111:1993;391-401.
    • (1993) Psychopharmacology , vol.111 , pp. 391-401
    • McEntee, W.C.1    Crook, T.H.2
  • 5
    • 0034059343 scopus 로고    scopus 로고
    • Pharmacology of AMPA/kainate receptor ligands and their therapeutic potential in neurological and psychiatric disorders
    • Lees G.J. Pharmacology of AMPA/kainate receptor ligands and their therapeutic potential in neurological and psychiatric disorders. Drugs. 59:2000;33-78.
    • (2000) Drugs , vol.59 , pp. 33-78
    • Lees, G.J.1
  • 6
    • 0030724836 scopus 로고    scopus 로고
    • Molecular targets for the rational design of antiepileptic drugs and related neuroprotective agents
    • Lin Z., Kadaba P.K. Molecular targets for the rational design of antiepileptic drugs and related neuroprotective agents. Med. Res. Rev. 17:1997;537-572.
    • (1997) Med. Res. Rev. , vol.17 , pp. 537-572
    • Lin, Z.1    Kadaba, P.K.2
  • 7
    • 0032606035 scopus 로고    scopus 로고
    • AMPA receptors in epilepsy and as targets for antiepileptic drugs
    • Rogawski M.A., Donevan S.D. AMPA receptors in epilepsy and as targets for antiepileptic drugs. Adv. Neurol. 79:1999;947-963.
    • (1999) Adv. Neurol. , vol.79 , pp. 947-963
    • Rogawski, M.A.1    Donevan, S.D.2
  • 9
    • 0027414222 scopus 로고
    • Aniracetam reverses the anticonvulsant action of NBQX and GYKI 52466 in DBA/2 mice
    • Chapman A.G., Al-Zubaidy Z., Meldrum B.S. Aniracetam reverses the anticonvulsant action of NBQX and GYKI 52466 in DBA/2 mice. Eur. J. Pharmacol. 231:1993;301-303.
    • (1993) Eur. J. Pharmacol , vol.231 , pp. 301-303
    • Chapman, A.G.1    Al-Zubaidy, Z.2    Meldrum, B.S.3
  • 10
    • 0027404879 scopus 로고
    • GYKI 52466, a 2,3-benzodiazepine, is a highly selective, noncompetitive antagonist of AMPA/kainate receptor responses
    • Donevan S.D., Rogawski M.A. GYKI 52466, a 2,3-benzodiazepine, is a highly selective, noncompetitive antagonist of AMPA/kainate receptor responses. Neuron. 10:1993;51-59.
    • (1993) Neuron , vol.10 , pp. 51-59
    • Donevan, S.D.1    Rogawski, M.A.2
  • 11
    • 0027176541 scopus 로고
    • Therapeutic potential of excitatory amino acid antagonists: Channel blockers and 2,3-benzodiazepines
    • Rogawski M.A. Therapeutic potential of excitatory amino acid antagonists: channel blockers and 2,3-benzodiazepines. Trend. Pharmacol. Sci. 14:1993;325-331.
    • (1993) Trend. Pharmacol. Sci. , vol.14 , pp. 325-331
    • Rogawski, M.A.1
  • 12
    • 0036247871 scopus 로고    scopus 로고
    • Non-competitive AMPA antagonists of 2,3-benzodiazepine type
    • Solyom S., Tarnawa I. Non-competitive AMPA antagonists of 2,3-benzodiazepine type. Curr. Pharm. Des. 8:2002;913-939.
    • (2002) Curr. Pharm. Des. , vol.8 , pp. 913-939
    • Solyom, S.1    Tarnawa, I.2
  • 13
    • 0034782149 scopus 로고    scopus 로고
    • Talampanel
    • Andrási F. Talampanel. Drug. Future. 26:2001;754-756.
    • (2001) Drug. Future , vol.26 , pp. 754-756
    • Andrási, F.1
  • 14
  • 15
  • 16
    • 0031764446 scopus 로고    scopus 로고
    • Relationship between anticonvulsant activity and plasma level of some 2,3-benzodiazepines in genetically epilepsy prone rats
    • De Sarro G., Rizzo M., Sinopoli V.A., Gitto R., De Sarro A., Zappalà M., et al. Relationship between anticonvulsant activity and plasma level of some 2,3-benzodiazepines in genetically epilepsy prone rats. Pharmacol. Biochem. Behav. 61:1998;215-220.
    • (1998) Pharmacol. Biochem. Behav. , vol.61 , pp. 215-220
    • De Sarro, G.1    Rizzo, M.2    Sinopoli, V.A.3    Gitto, R.4    De Sarro, A.5    Zappalà, M.6
  • 17
    • 0032807148 scopus 로고    scopus 로고
    • Anticonvulsant activity and plasma level of some 2,3-benzodiazepin-4- ones (CFMs) in genetically epilepsy prone rats
    • De Sarro G., Rizzo M., Spagnolo C., Gitto R., De Sarro A., Scotto G., et al. Anticonvulsant activity and plasma level of some 2,3-benzodiazepin-4-ones (CFMs) in genetically epilepsy prone rats. Pharmacol. Biochem. Behav. 63:1999;621-627.
    • (1999) Pharmacol. Biochem. Behav. , vol.63 , pp. 621-627
    • De Sarro, G.1    Rizzo, M.2    Spagnolo, C.3    Gitto, R.4    De Sarro, A.5    Scotto, G.6
  • 18
    • 0032572821 scopus 로고    scopus 로고
    • 3,5-Dihydro-4H-2,3-benzodiazepine-4-thiones: A new class of AMPA receptor antagonists
    • Chimirri A., De Sarro G., De Sarro A., Gitto R., Quartarone S., Zappalà M., et al. 3,5-Dihydro-4H-2,3-benzodiazepine-4-thiones: a new class of AMPA receptor antagonists. J. Med. Chem. 41:1998;3409-3416.
    • (1998) J. Med. Chem. , vol.41 , pp. 3409-3416
    • Chimirri, A.1    De Sarro, G.2    De Sarro, A.3    Gitto, R.4    Quartarone, S.5    Zappalà, M.6
  • 19
    • 0036178207 scopus 로고    scopus 로고
    • Design and development of 2,3-benzodiazepine (CFM) noncompetitive AMPA receptor antagonists
    • Gitto R., Zappalà M., De Sarro G., Chimirri A. Design and development of 2,3-benzodiazepine (CFM) noncompetitive AMPA receptor antagonists. Il Farmaco. 57:2002;129-134.
    • (2002) Il Farmaco , vol.57 , pp. 129-134
    • Gitto, R.1    Zappalà, M.2    De Sarro, G.3    Chimirri, A.4
  • 22
    • 0034649560 scopus 로고    scopus 로고
    • Synthesis and evaluation of pharmacological and pharmacokinetic properties of 11H-[1,2,4]triazolo[4,5-c][2,3]benzodiazepin-3(2H)-ones
    • Zappalà M., Gitto R., Bevacqua F., Quartarone S., Chimirri A., Rizzo M., et al. Synthesis and evaluation of pharmacological and pharmacokinetic properties of 11H-[1,2,4]triazolo[4,5-c][2,3]benzodiazepin-3(2H) -ones. J. Med. Chem. 43:2000;4834-4839.
    • (2000) J. Med. Chem. , vol.43 , pp. 4834-4839
    • Zappalà, M.1    Gitto, R.2    Bevacqua, F.3    Quartarone, S.4    Chimirri, A.5    Rizzo, M.6
  • 23
    • 0042231981 scopus 로고    scopus 로고
    • Synthesis and evaluation of pharmacological properties of novel annelated 2,3-benzodiazepine derivatives
    • (web release July 10, 2003)
    • Gitto R., Orlando V., Quartarone S., De Sarro G., De Sarro A., Russo E., et al. Synthesis and evaluation of pharmacological properties of novel annelated 2,3-benzodiazepine derivatives. J. Med. Chem. 46:2003;. (web release July 10, 2003).
    • (2003) J. Med. Chem. , vol.46
    • Gitto, R.1    Orlando, V.2    Quartarone, S.3    De Sarro, G.4    De Sarro, A.5    Russo, E.6
  • 24
    • 0036753715 scopus 로고    scopus 로고
    • Synthesis and pharmacological properties of new 3-ethoxycarbonyl-11H-[1, 2,4]triazolo[4,5-c][2,3]benzodiazepines
    • Chimirri A., Gitto R., Quartarone S., Orlando V., De Sarro A., De Sarro G. Synthesis and pharmacological properties of new 3-ethoxycarbonyl-11H-[1,2,4] triazolo[4,5-c][2,3]benzodiazepines. Il Farmaco. 57:2002;759-763.
    • (2002) Il Farmaco , vol.57 , pp. 759-763
    • Chimirri, A.1    Gitto, R.2    Quartarone, S.3    Orlando, V.4    De Sarro, A.5    De Sarro, G.6
  • 25
    • 0037365448 scopus 로고    scopus 로고
    • Pharmacophore modeling as an efficient tool in the discovery of novel noncompetitive AMPA receptor antagonists
    • Barreca M.L., Gitto R., Quartarone S., De Luca L., De Sarro G., Chimirri A. Pharmacophore modeling as an efficient tool in the discovery of novel noncompetitive AMPA receptor antagonists. J. Chem. Inf. Comp. Sci. 43:2003;651-655.
    • (2003) J. Chem. Inf. Comp. Sci. , vol.43 , pp. 651-655
    • Barreca, M.L.1    Gitto, R.2    Quartarone, S.3    De Luca, L.4    De Sarro, G.5    Chimirri, A.6
  • 27
    • 1642472477 scopus 로고
    • Synthesis and properties of new 6,7-dimethoxy-3,4-dihydro and 1,2,3,4-tetrahydroisoquinolines. II. 1-Phenyl- and 1-benzyl- derivatives
    • Viel C., Dorme R., Rumpf P. Synthesis and properties of new 6,7-dimethoxy-3,4-dihydro and 1,2,3,4-tetrahydroisoquinolines. II. 1-Phenyl- and 1-benzyl- derivatives. Bull. Soc. Chim. Fr. 6:1966;1956-1966.
    • (1966) Bull. Soc. Chim. Fr. , vol.6 , pp. 1956-1966
    • Viel, C.1    Dorme, R.2    Rumpf, P.3
  • 28
    • 0033593374 scopus 로고    scopus 로고
    • Prototype Pictet-Spengler reactions catalyzed by superacids. Involvement of dicationic superelectrophiles
    • Yokoyama A., Ohwada T., Shudo K. Prototype Pictet-Spengler reactions catalyzed by superacids. Involvement of dicationic superelectrophiles. J. Org. Chem. 64:1999;611-617.
    • (1999) J. Org. Chem. , vol.64 , pp. 611-617
    • Yokoyama, A.1    Ohwada, T.2    Shudo, K.3
  • 29
    • 0000390504 scopus 로고
    • Audiogenic seizures
    • P. Purpura, J.K. Penry, D. Tower, D.M. Woodbury, & R. Walter. New York: Raven Press
    • Collins R.L. Audiogenic seizures. Purpura P., Penry J.K., Tower D., Woodbury D.M., Walter R. Experimental Models of Epilepsy. 1972;347-372 Raven Press, New York.
    • (1972) Experimental Models of Epilepsy , pp. 347-372
    • Collins, R.L.1
  • 30
    • 0021259006 scopus 로고
    • Anticonvulsant actions of DS 103-282: Pharmacological studies in rodents and the baboon papio papio
    • De Sarro G.B., Croucher M.J., Meldrum B.S. Anticonvulsant actions of DS 103-282: pharmacological studies in rodents and the baboon papio papio. Neuropharmacology. 23:1984;526-530.
    • (1984) Neuropharmacology , vol.23 , pp. 526-530
    • De Sarro, G.B.1    Croucher, M.J.2    Meldrum, B.S.3
  • 31
    • 84951384024 scopus 로고
    • A simplified method of evaluating dose-effects experiments
    • Litchfield J.T., Wilcoxon F. A simplified method of evaluating dose-effects experiments. J. Pharmacol. Exp. Ther. 96:1949;99-113.
    • (1949) J. Pharmacol. Exp. Ther. , vol.96 , pp. 99-113
    • Litchfield, J.T.1    Wilcoxon, F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.