메뉴 건너뛰기




Volumn 48, Issue 3, 1999, Pages 121-129

Synthesis and pharmacological properties of 5H,10H-imidazo[1,2- a]indeno[1,2-e]pyrazine,4-one, a new competitive AMPA/KA receptor antagonist

Author keywords

AMPA KA antagonists; Anticonvulsant agent; Neuroprotective agent

Indexed keywords

5,7 DICHLOROKYNURENIC ACID; 5H,10H IMIDAZO[1,2 A]INDENO[1,2 E]PYRAZIN 4 ONE; ALPHA AMINO 3 HYDROXY 5 METHYL 4 ISOXAZOLEPROPIONIC ACID; AMPA RECEPTOR ANTAGONIST; ANTICONVULSIVE AGENT; KAINIC ACID RECEPTOR ANTAGONIST; NEUROPROTECTIVE AGENT; POTASSIUM CHLORIDE; TRITIUM; UNCLASSIFIED DRUG;

EID: 0033388441     PISSN: 02724391     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1098-2299(199911)48:3<121::AID-DDR4>3.0.CO;2-E     Document Type: Article
Times cited : (14)

References (33)
  • 1
    • 0345375396 scopus 로고
    • Derivatives of 5H, 10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one, preparation there of and medicaments containing them
    • Patent Applications WO 94/9407893
    • Aloup JC, Audiau F, Damour D, Genevois-Borella A, Jimonet P, Mignani S. 1993. Derivatives of 5H, 10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one, preparation there of and medicaments containing them. Patent Applications WO 94/9407893. Chem Abstr 1994 121:1111.
    • (1993) Chem Abstr 1994 , vol.121 , pp. 1111
    • Aloup, J.C.1    Audiau, F.2    Damour, D.3    Genevois-Borella, A.4    Jimonet, P.5    Mignani, S.6
  • 4
    • 0030929466 scopus 로고    scopus 로고
    • AMPA receptor agonist, antagonists and modulators: Their potential for clinical utility
    • Bigge CF, Nikam SS. 1997. AMPA receptor agonist, antagonists and modulators: their potential for clinical utility. Exp Opin Ther Patents 7:1099-1114.
    • (1997) Exp Opin Ther Patents , vol.7 , pp. 1099-1114
    • Bigge, C.F.1    Nikam, S.S.2
  • 5
    • 0025943535 scopus 로고
    • Blockade of the AMPA receptor prevents CA1 hippocampal injury following severe but transient forebrain ischemia in adult rats
    • Buchan AM, Li H, Cho S, Pulsinelli WA. 1991. Blockade of the AMPA receptor prevents CA1 hippocampal injury following severe but transient forebrain ischemia in adult rats. Neurosci Lett 132:255-258.
    • (1991) Neurosci Lett , vol.132 , pp. 255-258
    • Buchan, A.M.1    Li, H.2    Cho, S.3    Pulsinelli, W.A.4
  • 7
    • 0002776658 scopus 로고
    • Excitatory amino acid antagonists and therapy of epilepsy
    • Meldrum BS, editor. Oxford: Blackwell Scientific Publications
    • Chapman A. 1991. Excitatory amino acid antagonists and therapy of epilepsy. In: Meldrum BS, editor. Excitatory amino acid antagonists. Oxford: Blackwell Scientific Publications. p 265-286.
    • (1991) Excitatory Amino Acid Antagonists , pp. 265-286
    • Chapman, A.1
  • 8
    • 0023179817 scopus 로고
    • Anticonvulsant action and biochemical effects in DBA/2 mice of CPP 3-((+/-)-2-carboxypiperazin-4-yl)-propyl-1-phosphonate, a novel N-methyl-D-aspartate
    • Chapman AG, Meldrum BS, Nanji N, Watkins JC. 1987. Anticonvulsant action and biochemical effects in DBA/2 mice of CPP (3-((+/-)-2-carboxypiperazin-4-yl)-propyl-1-phosphonate, a novel N-methyl-D-aspartate. Eur J Pharmacol 139:91-96.
    • (1987) Eur J Pharmacol , vol.139 , pp. 91-96
    • Chapman, A.G.1    Meldrum, B.S.2    Nanji, N.3    Watkins, J.C.4
  • 9
    • 0024093449 scopus 로고
    • Glutamate neurotoxicity and diseases of the nervous system
    • Choi DW. 1988. Glutamate neurotoxicity and diseases of the nervous system. Neuron 1:623-634.
    • (1988) Neuron , vol.1 , pp. 623-634
    • Choi, D.W.1
  • 10
    • 0025338354 scopus 로고
    • Excitatory amino acid receptors and synaptic plasticity
    • Collingridge GL, Singer W. 1990. Excitatory amino acid receptors and synaptic plasticity. Trends Pharmacol Sci 11:290-291.
    • (1990) Trends Pharmacol Sci , vol.11 , pp. 290-291
    • Collingridge, G.L.1    Singer, W.2
  • 11
    • 0019952387 scopus 로고
    • Anticonvulsant action of excitatory amino acid antagonists
    • Croucher MJ, Collins JF, Meldrum BS. 1982. Anticonvulsant action of excitatory amino acid antagonists. Science 216:899-901.
    • (1982) Science , vol.216 , pp. 899-901
    • Croucher, M.J.1    Collins, J.F.2    Meldrum, B.S.3
  • 13
    • 0023617702 scopus 로고
    • Synthesis of 6-phenylimidazo[1,2-a]pyrazin-8-one and 1-methyl-6-phenylimidazo[1,5-a]pyrazin-8-one via quaternary intermediates
    • Davey DD. 1987. Synthesis of 6-phenylimidazo[1,2-a]pyrazin-8-one and 1-methyl-6-phenylimidazo[1,5-a]pyrazin-8-one via quaternary intermediates. J Org Chem 52:4379-4381.
    • (1987) J Org Chem , vol.52 , pp. 4379-4381
    • Davey, D.D.1
  • 14
    • 0027213025 scopus 로고
    • Inhibition by riluzole of electrophysiological responses mediated by rat kainate and NMDA receptors expressed in Xenopus oocytes
    • Debono MW, Le Guern J, Canton T, Dohle A, Pradier L. 1993. Inhibition by riluzole of electrophysiological responses mediated by rat kainate and NMDA receptors expressed in Xenopus oocytes. Eur J Pharmacol 235:283-289.
    • (1993) Eur J Pharmacol , vol.235 , pp. 283-289
    • Debono, M.W.1    Le Guern, J.2    Canton, T.3    Dohle, A.4    Pradier, L.5
  • 16
    • 0028882254 scopus 로고
    • Improved synthesis of imidazole-2-carboxaldehyde, imidazole-2-carboxylic acid and ethyl imidazole-2-carboxylate
    • Galeazzi E, Guzman A, Nava JL, Liu Y, Maddox ML, Muchowski JM. 1995. Improved synthesis of imidazole-2-carboxaldehyde, imidazole-2-carboxylic acid and ethyl imidazole-2-carboxylate. J Org Chem 60:1090-1092.
    • (1995) J Org Chem , vol.60 , pp. 1090-1092
    • Galeazzi, E.1    Guzman, A.2    Nava, J.L.3    Liu, Y.4    Maddox, M.L.5    Muchowski, J.M.6
  • 17
    • 0023679750 scopus 로고
    • Chaotropic ions after conformation of quisqualate receptors in rat cortical membranes
    • Honoré T, Drejer J. 1988. Chaotropic ions after conformation of quisqualate receptors in rat cortical membranes. J Neurochem 51:457-461.
    • (1988) J Neurochem , vol.51 , pp. 457-461
    • Honoré, T.1    Drejer, J.2
  • 19
    • 0025907224 scopus 로고
    • Excitatory amino acids rise to toxic levels upon impact injury to the rat spinal cord
    • Liu D, Thangnipon W, McAdoo D. 1991. Excitatory amino acids rise to toxic levels upon impact injury to the rat spinal cord. Brain Res 547:344-348.
    • (1991) Brain Res , vol.547 , pp. 344-348
    • Liu, D.1    Thangnipon, W.2    McAdoo, D.3
  • 20
    • 0024307317 scopus 로고
    • Riluzole, a novel antiglutamate, prevents memory loss and hippocampal neuronal damage in ischemic gerbils
    • Malgouris C, Bardot F, Daniel M, Pellis F, Rataud J, Uzan A, Blanchard JC, Laduron P. 1989. Riluzole, a novel antiglutamate, prevents memory loss and hippocampal neuronal damage in ischemic gerbils. J Neurosci 9(11):3720-3727.
    • (1989) J Neurosci , vol.9 , Issue.11 , pp. 3720-3727
    • Malgouris, C.1    Bardot, F.2    Daniel, M.3    Pellis, F.4    Rataud, J.5    Uzan, A.6    Blanchard, J.C.7    Laduron, P.8
  • 22
    • 0008231304 scopus 로고
    • Historical introduction: Key discoveries
    • Meldrum BS, editor. Oxford: Blackwell Scientific Publication
    • Meldrum BS. 1991. Historical introduction: key discoveries. In: Meldrum BS, editor. Excitatory amino acid antagonists. Oxford: Blackwell Scientific Publication. p 1-13.
    • (1991) Excitatory Amino Acid Antagonists , pp. 1-13
    • Meldrum, B.S.1
  • 23
    • 0024596865 scopus 로고
    • The excitatory amino acid receptors: Their classes, pharmacology, and distinct properties in the function of the central nervous system
    • Monaghan DT, Bridges RJ, Ctmann CW. 1989. The excitatory amino acid receptors: their classes, pharmacology, and distinct properties in the function of the central nervous system. Annu Rev Pharmacol Toxicol 29:365-402.
    • (1989) Annu Rev Pharmacol Toxicol , vol.29 , pp. 365-402
    • Monaghan, D.T.1    Bridges, R.J.2    Ctmann, C.W.3
  • 24
    • 0028314957 scopus 로고
    • 6-(1H-Imidazol-1-yl)-7-nitro-2,3(1H,4H)-quinoxalinedione hydrochloride (YM90K) and related compounds: Structure-activity relationships for the AMPA-type non-NMDA receptor
    • Ohmori J, Sakamoto S, Kubota H, Shimizu-Sasamata M, Okada M, Kawasaki S, Hidaka K, Togami J, Furuya T, Murase K. 1994. 6-(1H-Imidazol-1-yl)-7-nitro-2,3(1H,4H)-quinoxalinedione hydrochloride (YM90K) and related compounds: structure-activity relationships for the AMPA-type non-NMDA receptor. J Med Chem 37:467-475.
    • (1994) J Med Chem , vol.37 , pp. 467-475
    • Ohmori, J.1    Sakamoto, S.2    Kubota, H.3    Shimizu-Sasamata, M.4    Okada, M.5    Kawasaki, S.6    Hidaka, K.7    Togami, J.8    Furuya, T.9    Murase, K.10
  • 25
    • 0030988859 scopus 로고    scopus 로고
    • 8-(1H-Imidazol-1-yl)-7-nitro-4(5H)-imidazo[1,2-a]quinoxalinone and related compounds: Synthesis and structure-activity relationships for the AMPA-type non-NMDA receptor
    • Ohmori J, Shimizu-Sasamata M, Okada M, Sakamoto S. 1997. 8-(1H-Imidazol-1-yl)-7-nitro-4(5H)-imidazo[1,2-a]quinoxalinone and related compounds: synthesis and structure-activity relationships for the AMPA-type non-NMDA receptor. J Med Chem 40:2053-2063.
    • (1997) J Med Chem , vol.40 , pp. 2053-2063
    • Ohmori, J.1    Shimizu-Sasamata, M.2    Okada, M.3    Sakamoto, S.4
  • 26
    • 0024399770 scopus 로고
    • Excitatory amino acids and neuropsychiatric disorders
    • Olney JW. 1989. Excitatory amino acids and neuropsychiatric disorders. Biol Psychiatry 26(5):505-525.
    • (1989) Biol Psychiatry , vol.26 , Issue.5 , pp. 505-525
    • Olney, J.W.1
  • 28
    • 0017650830 scopus 로고
    • Objective clinical assessment of motor function after experimental spinal cord injury in the rat
    • Rivlin A, Tator, C. 1977. Objective clinical assessment of motor function after experimental spinal cord injury in the rat. J Neurosci 47:577-581.
    • (1977) J Neurosci , vol.47 , pp. 577-581
    • Rivlin, A.1    Tator, C.2
  • 29
    • 0025117827 scopus 로고
    • 2,3-Dihydro-6-nitro-7-sulfamoyl-benzo(F)quinoxaline: A neuroprotectant for cerebral ischemia
    • Sheardown MJ, Nielsen EO, Hansen AJ, Jacobsen P, Honoré T. 1990. 2,3-Dihydro-6-nitro-7-sulfamoyl-benzo(F)quinoxaline: a neuroprotectant for cerebral ischemia. Science 247:571-574.
    • (1990) Science , vol.247 , pp. 571-574
    • Sheardown, M.J.1    Nielsen, E.O.2    Hansen, A.J.3    Jacobsen, P.4    Honoré, T.5
  • 30
    • 0023756296 scopus 로고
    • Structural requirements for activation of the glycine receptor that modulates the N-methyl-D-aspartate operated ion channel
    • Snell LD, Morter RS, Johnson KM. 1988. Structural requirements for activation of the glycine receptor that modulates the N-methyl-D-aspartate operated ion channel. Eur J Pharmacol 156:105.
    • (1988) Eur J Pharmacol , vol.156 , pp. 105
    • Snell, L.D.1    Morter, R.S.2    Johnson, K.M.3
  • 31
    • 84940141832 scopus 로고
    • Comparative assays of anti-epileptic drugs in mice and rats
    • Swinyard, EA, Brown WC, Goodman LS. 1952. Comparative assays of anti-epileptic drugs in mice and rats. J Pharmacol Exp Ther 106:319-330.
    • (1952) J Pharmacol Exp Ther , vol.106 , pp. 319-330
    • Swinyard, E.A.1    Brown, W.C.2    Goodman, L.S.3
  • 32
    • 0019868418 scopus 로고
    • Focal cerebral ischemia in the rat: Description of the technique and early neuropathological consequences following middle cerebral artery occlusion
    • Tamura L, Graham DI, McCulloch J, Teasdale GM. 1981. Focal cerebral ischemia in the rat: description of the technique and early neuropathological consequences following middle cerebral artery occlusion. J Cereb Blood Flow Metab 1:53-60.
    • (1981) J Cereb Blood Flow Metab , vol.1 , pp. 53-60
    • Tamura, L.1    Graham, D.I.2    McCulloch, J.3    Teasdale, G.M.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.