메뉴 건너뛰기




Volumn 21, Issue 10, 2012, Pages 2807-2822

Design, synthesis, and anticonvulsant screening of some substituted piperazine and aniline derivatives of 5-phenyloxazolidin- 2,4-diones and 5,5-diphenylimidazolidin-2,4 diones

Author keywords

Aniline derivative; Anticonvulsants; Heteroaryl; MES; Neurotoxicity; Piperazine derivative

Indexed keywords

3 (2 CHLORO ETHYL) 5 PHENYL OXAZOLIDINE 2,4 DIONE; 3 (2 CHLORO ETHYL) 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 (4 CHLORO PHENYLAMINO)ETHYL] 5 PHENYL OXAZOLIDINE 2,4 DIONE; 3 [2 (4 CHLORO PHENYLAMINO)ETHYL] 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 (4 FLUORO PHENYLAMINO)ETHYL] 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 (4 HYDROXY PHENYLAMINO)ETHYL] 5 PHENYL OXAZOLIDINE 2,4 DIONE; 3 [2 (4 HYDROXY PHENYLAMINO)ETHYL] 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 (4 METHOXY PHENYLAMINO)ETHYL] 5 PHENYL OXAZOLIDINE 2,4 DIONE; 3 [2 (4 METHOXY PHENYLAMINO)ETHYL] 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 CHLORO PHENYL)PIPERAZIN 1 YL]ETHYL] 5 PHENYLOXAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 CHLORO PHENYL)PIPERAZIN 1 YL]ETHYL] 5,5 DIPHENYLIMIDAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 FLUORO PHENYL)PIPERAZIN 1 YL] ETHYL] 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 FLUORO PHENYL)PIPERAZIN 1 YL]ETHYL] 5 PHENYLOXAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 HYDROXY PHENYL)PIPERAZIN 1 YL]ETHYL] 5 PHENYLOXAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 HYDROXY PHENYL)PIPERAZIN 1 YL]ETHYL] 5,5 DIPHENYLIMIDAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 NITRO PHENYL)PIPERAZIN 1 YL]ETHYL] 5 PHENYLOXAZOLIDINE 2,4 DIONE; 3 [2 [4 (4 NITRO PHENYL)PIPERAZIN 1 YL]ETHYL] 5,5 DIPHENYLIMIDAZOLIDINE 2,4 DIONE; 5 PHENYL 3 [2 (4 PARA TOLYL PIPERAZIN 1 YL)ETHYL]OXAZOLIDINE 2,4 DIONE; 5 PHENYL OXAZOLIDINE 2,4 DIONE; 5,5 DIPHENYL 3 [2 (4 PARA TOLYL PIPERAZIN 1 YL)ETHYL] IMIDAZOLIDINE 2,4 DIONE; 5,5 DIPHENYL 3 [2 (4 PYRIDIN 2 YL PIPERAZIN 1 YL)ETHYL] IMIDAZOLIDINE 2,4 DIONE; 5,5 DIPHENYL IMIDAZOLIDINE 2,4 DIONE; ANTICONVULSIVE AGENT; HYDANTOIN DERIVATIVE; HYDROXY PHENYL ACETIC ACID ETHYL ESTER; KETANSERIN TARTRATE; N [2 [4 (2 METHOXYPHENYL) 1 PIPERAZINYL]ETHYL] N (2 PYRIDYL)CYCLOHEXANECARBOXAMIDE; OXAZOLIDINEDIONE DERIVATIVE; PHENYTOIN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84866382246     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-011-9805-z     Document Type: Article
Times cited : (32)

References (37)
  • 2
    • 0345307720 scopus 로고    scopus 로고
    • Rational conversion from antiepileptic polytherapy to monotherapy
    • Baulac M (2003) Rational conversion from antiepileptic polytherapy to monotherapy. Epileptic Disord 5:125-132
    • (2003) Epileptic Disord , vol.5 , pp. 125-132
    • Baulac, M.1
  • 3
    • 0024471992 scopus 로고
    • Selective activation of 5HT1A receptors induces lower lip retraction in the rat
    • Berendsen HH, Jenck F, Broekkamp CL (1989) Selective activation of 5HT1A receptors induces lower lip retraction in the rat. Pharmacol Biochem Behav 33:821-827
    • (1989) Pharmacol Biochem Behav , vol.33 , pp. 821-827
    • Berendsen, H.H.1    Jenck, F.2    Broekkamp, C.L.3
  • 4
    • 84979185654 scopus 로고
    • Constitution of the products of the interaction of substituted carbamides on Benzil and certain new methods for the preparation of 5,5-diphenylhydantoin
    • Biltz H (1908) Constitution of the products of the interaction of substituted carbamides on Benzil and certain new methods for the preparation of 5,5-diphenylhydantoin. Chem Ber 41:1379
    • (1908) Chem Ber , vol.41 , pp. 1379
    • Biltz, H.1
  • 8
    • 70350500264 scopus 로고    scopus 로고
    • Rhodanineacetic acid derivatives as potential drugs: Preparation, hydrophobic properties and antifungal activity of (5-arylalkylidene-4-oxo-2- thioxo-1,3-thiazolidin-3-yl) acetic acids
    • Dolezel J, Hirsova P, Opletalova V, Dohnal J, Marcela V, Kunes J, Jampilek J (2009) Rhodanineacetic acid derivatives as potential drugs: preparation, hydrophobic properties and antifungal activity of (5-arylalkylidene-4-oxo-2-thioxo-1,3-thiazolidin-3-yl) acetic acids. Molecules 14:4197-4212
    • (2009) Molecules , vol.14 , pp. 4197-4212
    • Dolezel, J.1    Hirsova, P.2    Opletalova, V.3    Dohnal, J.4    Marcela, V.5    Kunes, J.6    Jampilek, J.7
  • 10
    • 0012977172 scopus 로고
    • Molecular rearrangements. I. The base-catalyzed condensation of benzil with urea
    • Dunnavant WR, James FL (1956) Molecular rearrangements. I. The base-catalyzed condensation of benzil with urea. J Am Chem Soc 78:2740-2743
    • (1956) J Am Chem Soc , vol.78 , pp. 2740-2743
    • Dunnavant, W.R.1    James, F.L.2
  • 11
    • 0029804087 scopus 로고    scopus 로고
    • Similarities in the pharmacology of spontaneous and DOI-induced head-shakes suggest 5HT1A receptors are active under physiological conditions
    • Dursun SM, Handley SL (1996) Similarities in the pharmacology of spontaneous and DOI-induced head-shakes suggest 5HT1A receptors are active under physiological conditions. Psychopharmacology 128:198-205
    • (1996) Psychopharmacology , vol.128 , pp. 198-205
    • Dursun, S.M.1    Handley, S.L.2
  • 12
    • 0033548027 scopus 로고    scopus 로고
    • A serotonin-1A receptor agonist and an N-methyl-aspartate receptor antagonist oppose each others effects in a genetic rat epilepsy model
    • Filakovszky J, Gerber K, Bagdy G (1999) A serotonin-1A receptor agonist and an N-methyl-aspartate receptor antagonist oppose each others effects in a genetic rat epilepsy model. Neurosci Lett 261:89-92
    • (1999) Neurosci Lett , vol.261 , pp. 89-92
    • Filakovszky, J.1    Gerber, K.2    Bagdy, G.3
  • 14
    • 1842608901 scopus 로고    scopus 로고
    • Selective 5-HT1A and 5-HT7 antagonists decrease epileptic activity in the WAG/Rij rat model of absence epilepsy
    • Graf M, Jakus R, Kantor S, Levay G, Bagdy G (2004) Selective 5-HT1A and 5-HT7 antagonists decrease epileptic activity in the WAG/Rij rat model of absence epilepsy. Neurosci Lett 359: 45-48
    • (2004) Neurosci Lett , vol.359 , pp. 45-48
    • Graf, M.1    Jakus, R.2    Kantor, S.3    Levay, G.4    Bagdy, G.5
  • 18
    • 0035289779 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski CA, Lombardo F, Dominy BW, Feeney PJ (2001) Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Del Rev 46:3-26
    • (2001) Adv Drug Del Rev , vol.46 , pp. 3-26
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 19
    • 77049201873 scopus 로고
    • Use of the dione drugs (propazone, tridione, paradione, dimedione and malidone) in the treatment of epilepsy of children
    • Livingston S, Boks LL (1955) Use of the dione drugs (propazone, tridione, paradione, dimedione and malidone) in the treatment of epilepsy of children. N Engl J Med 253:138-143
    • (1955) N Engl J Med , vol.253 , pp. 138-143
    • Livingston, S.1    Boks, L.L.2
  • 20
    • 0001141297 scopus 로고
    • The chemistry of the hydantoin
    • Maryland F (1943) The chemistry of the hydantoin. Chem Rev 46: 403-470
    • (1943) Chem Rev , vol.46 , pp. 403-470
    • Maryland, F.1
  • 21
    • 0026687040 scopus 로고
    • Synthesis and antiarrhythmic activity of 2,2-dialkyl-10- (N-substituted aminoalkyl)-spiro-(chroman-4,40-imidazolidine)- 20,50-diones
    • Matsukura M, Daiku Y, Ueda K, Tanaka S, Igarashi T, Minami N (1992) Synthesis and antiarrhythmic activity of 2,2-dialkyl-10- (N-substituted aminoalkyl)-spiro-(chroman-4,40-imidazolidine)- 20,50-diones. Chem Pharm Bull 40:1823-1827
    • (1992) Chem Pharm Bull , vol.40 , pp. 1823-1827
    • Matsukura, M.1    Daiku, Y.2    Ueda, K.3    Tanaka, S.4    Igarashi, T.5    Minami, N.6
  • 22
    • 0026633481 scopus 로고
    • Synthesis and structure of substituted benzyl imidazolidinedione and chlorobenzyl thiazolidine-dione compounds
    • Menezes EHC, Góes AJS, Diu MBS, Galdino SL, Pitta IR, Luu- Duc C (1992) Synthesis and structure of substituted benzyl imidazolidinedione and chlorobenzyl thiazolidine-dione compounds. Pharmazie 46:457-458
    • (1992) Pharmazie , vol.46 , pp. 457-458
    • Menezes, E.H.C.1    Góes, A.J.S.2    Diu, M.B.S.3    Galdino, S.L.4    Pitta, I.R.5    Luu- Duc, C.6
  • 23
    • 0037187361 scopus 로고    scopus 로고
    • Novel 5-substituted 2,4-thiazolidinedione and 2,4-oxazolidinedione derivatives as insulin sensitizers with antidiabetic activities
    • Momose Y, Maekawa T, Yamano T, Kawada M, Odaka H, Ikeda H, Sohda T (2002) Novel 5-substituted 2,4-thiazolidinedione and 2,4-oxazolidinedione derivatives as insulin sensitizers with antidiabetic activities. J Med Chem 45:1518-1534
    • (2002) J Med Chem , vol.45 , pp. 1518-1534
    • Momose, Y.1    Maekawa, T.2    Yamano, T.3    Kawada, M.4    Odaka, H.5    Ikeda, H.6    Sohda, T.7
  • 24
    • 79551470791 scopus 로고    scopus 로고
    • Synthesis of novel biologically active heterocyclic compounds from 2-oxo-2hbenzopyran- 6-yl-imidazolidine
    • Mulwad VV, Langi BP, Chaskar AC (2011) Synthesis of novel biologically active heterocyclic compounds from 2-oxo-2hbenzopyran- 6-yl-imidazolidine. Acta Pol Pharm Drug Res 68: 39-47
    • (2011) Acta Pol Pharm Drug Res , vol.68 , pp. 39-47
    • Mulwad, V.V.1    Langi, B.P.2    Chaskar, A.C.3
  • 25
    • 0007423644 scopus 로고    scopus 로고
    • Antiepileptic drugs: Newly licensed and under development
    • Pastalos PN (1999) Antiepileptic drugs: newly licensed and under development. IDrugs 3:549-562
    • (1999) IDrugs , vol.3 , pp. 549-562
    • Pastalos, P.N.1
  • 26
    • 13844272106 scopus 로고    scopus 로고
    • Synthesis, structure-activity relationship of some new anti-arrhythmic 5-arylidene imidazolidine-2,4-dione derivatives
    • Pekala E, Stadnicka K, Broda A, Zygmunt M, Filipek B, Kononowicz KK (2005) Synthesis, structure-activity relationship of some new anti-arrhythmic 5-arylidene imidazolidine-2,4-dione derivatives. Eur J Med Chem 40:259-269
    • (2005) Eur J Med Chem , vol.40 , pp. 259-269
    • Pekala, E.1    Stadnicka, K.2    Broda, A.3    Zygmunt, M.4    Filipek, B.5    Kononowicz, K.K.6
  • 27
    • 0028060268 scopus 로고
    • Role of 5-hydroxytryptamine receptor subtypes in the 1-[3- (trifluoromethyl) phenyl] piperazine-induced increase in threshold for maximal electroconvulsions in mice
    • Przegaliński E, Baran L, Siwanowicz J (1994) Role of 5-hydroxytryptamine receptor subtypes in the 1-[3-(trifluoromethyl) phenyl] piperazine-induced increase in threshold for maximal electroconvulsions in mice. Epilepsia 35:889-894
    • (1994) Epilepsia , vol.35 , pp. 889-894
    • Przegaliński, E.1    Baran, L.2    Siwanowicz, J.3
  • 29
    • 30144443464 scopus 로고    scopus 로고
    • Molecular targets versus models for new antiepileptic drug discovery
    • Rogawski MA (2006) Molecular targets versus models for new antiepileptic drug discovery. Epilepsy Res 68:22-28
    • (2006) Epilepsy Res , vol.68 , pp. 22-28
    • Rogawski, M.A.1
  • 30
    • 0030463937 scopus 로고    scopus 로고
    • Effects of serotonin on induced epileptiform activity in CA1 pyramidal neurons of genetically epilepsy prone rats
    • Salgado-Commissariat D, Alkadhi KA (1996) Effects of serotonin on induced epileptiform activity in CA1 pyramidal neurons of genetically epilepsy prone rats. Brain Res 743:212-216
    • (1996) Brain Res , vol.743 , pp. 212-216
    • Salgado-Commissariat, D.1    Alkadhi, K.A.2
  • 31
    • 0028987495 scopus 로고
    • (1-(2,5-Dimethoxy-4 iodophenyl)-2-aminopropane)- induced head-twitches in the rat are mediated by 5-hydroxytryptamine (5-HT) 2A receptors: Modulation by novel 5-HT2A/2C antagonists, D1 antagonists and 5-HT1A agonists
    • Schreiber R, Brocco M, Audinot V, Gobert A, Veiga S, Millan MJ (1995) (1-(2,5-Dimethoxy-4 iodophenyl)-2-aminopropane)- induced head-twitches in the rat are mediated by 5-hydroxytryptamine (5-HT) 2A receptors: modulation by novel 5-HT2A/2C antagonists, D1 antagonists and 5-HT1A agonists. J Pharmacol Exp Ther 273:101-112
    • (1995) J Pharmacol Exp Ther , vol.273 , pp. 101-112
    • Schreiber, R.1    Brocco, M.2    Audinot, V.3    Gobert, A.4    Veiga, S.5    Millan, M.J.6
  • 32
    • 37449022029 scopus 로고    scopus 로고
    • Docking mode of delvardine and its analogues into the p66 domain of HIV-1 reverse transcriptase: Screening using molecular mechanics generalized born/surface area and absorption, distribution, metabolism and excretion properties
    • Sengupta D, Verma D, Naik PK (2007) Docking mode of delvardine and its analogues into the p66 domain of HIV-1 reverse transcriptase: screening using molecular mechanics generalized born/surface area and absorption, distribution, metabolism and excretion properties. J Biosci 32:1307-1316
    • (2007) J Biosci , vol.32 , pp. 1307-1316
    • Sengupta, D.1    Verma, D.2    Naik, P.K.3
  • 36
    • 0002499897 scopus 로고    scopus 로고
    • The NIH anticonvulsant drug development (ADD) program: Preclinical anticonvulsant screening project
    • Avanzini G, Tanganelli P, Avoli M (eds). John Libbey & Company Ltd, London, England
    • Stables JP, Kupferberg HJ (1997b) The NIH anticonvulsant drug development (ADD) program: preclinical anticonvulsant screening project. In: Avanzini G, Tanganelli P, Avoli M (eds) Molecular and cellular targets for antiepileptic drugs. John Libbey & Company Ltd, London, England, pp 4-17
    • (1997) Molecular and Cellular Targets for Antiepileptic Drugs , pp. 4-17
    • Stables, J.P.1    Kupferberg, H.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.