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Volumn 33, Issue 7, 2010, Pages 971-980

Design, synthesis and biological evaluation of some novel benzimidazole derivatives for their potential anticonvulsant activity

Author keywords

Anticonvulsant; Benzimidazole; MES and PTZ convulsions; QSAR

Indexed keywords

2 (4 CHLORO PHENYL) 5 NITRO 1H BENZIMIDAZOLE; 2 (4 FLUORO PHENYL) 5 NITRO 1H BENZIMIDAZOLE; 2 (4 METHYL PHENYL) 5 NITRO 1H BENZIMIDAZOLE; 4 AMINOBUTYRIC ACID A RECEPTOR; 5 NITRO 2 PYRIDIN 3 YL 1H BENZIMIDAZOLE; ANTICONVULSIVE AGENT; BENZIMIDAZOLE DERIVATIVE; PENTETRAZOLE; UNCLASSIFIED DRUG;

EID: 77955360270     PISSN: 02536269     EISSN: 19763786     Source Type: Journal    
DOI: 10.1007/s12272-010-0701-8     Document Type: Article
Times cited : (29)

References (26)
  • 1
    • 3342920853 scopus 로고    scopus 로고
    • Anticonvulsant activities of new 1,4-dihydropyridine derivatives containing 4-nitroimidazolyl substituents
    • S. Abbas N. Rastkari M. Sharifzadeh 2004 Anticonvulsant activities of new 1,4-dihydropyridine derivatives containing 4-nitroimidazolyl substituents DARU 12 81 86
    • (2004) DARU , vol.12 , pp. 81-86
    • Abbas, S.1    Rastkari, N.2    Sharifzadeh, M.3
  • 2
    • 18244431460 scopus 로고    scopus 로고
    • N-Substituted amino acid N′-benzylamides: Synthesis, anticonvulsant, and metabolic activities
    • DOI 10.1016/j.bmc.2004.02.043, PII S0968089604002172
    • C. Beguin L. T. Arnaud J. P. Stables R. D. Voyksner H. Kohn 2004 N-Substituted amino acid N-benzylamides: synthesis, anticonvulsant, and metabolic activities Bioorg. Med. Chem. 12 3079 3096 10.1016/j.bmc.2004.02.043 1:CAS:528:DC%2BD2cXktVKqtLs%3D 15142567 (Pubitemid 38622142)
    • (2004) Bioorganic and Medicinal Chemistry , vol.12 , Issue.11 , pp. 3079-3096
    • Beguin, C.1    LeTiran, A.2    Stables, J.P.3    Voyksner, R.D.4    Kohn, H.5
  • 4
    • 34548585823 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant evaluation of 4-(4-alkoxylphenyl)-3-ethyl- 4H-1,2,4-triazoles as open-chain analogues of 7-alkoxyl-4,5-dihydro[1,2,4] triazolo[4,3-a]quinolines
    • DOI 10.1016/j.bmc.2007.08.004, PII S096808960700689X
    • J. Chen X. Y. Sun K. Y. Chai J. S. Lee M. S. Song Z. S. Quana 2007 Synthesis and anticonvulsant evaluation of 4-(4-alkoxylphenyl)-3-ethyl-4H-1, 2, 4-triazoles as openchain analogues of 7-alkoxyl-4,5-dihydro [1, 2, 4] triazolo [4, 3-a] quinolines Bioorg. Med. Chem. 15 6775 6781 10.1016/j.bmc.2007.08.004 1:CAS:528:DC%2BD2sXhtVCitr7J 17761423 (Pubitemid 47393627)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.21 , pp. 6775-6781
    • Chen, J.1    Sun, X.-Y.2    Chai, K.-Y.3    Lee, J.-S.4    Song, M.-S.5    Quan, Z.-S.6
  • 5
    • 0022539058 scopus 로고
    • Anticonvulsant activity of 2- and 3-aminobenzanilides
    • 10.1021/jm00158a038 1:CAS:528:DyaL28XlsFaltrY%3D 3735320
    • C. R. Clark C. M. Lin R. T. Sansom 1986 Anticonvulsant activity of 2- and 3-aminobenzanilides J. Med. Chem. 29 1534 1537 10.1021/jm00158a038 1:CAS:528:DyaL28XlsFaltrY%3D 3735320
    • (1986) J. Med. Chem. , vol.29 , pp. 1534-1537
    • Clark, C.R.1    Lin, C.M.2    Sansom, R.T.3
  • 6
    • 33646037307 scopus 로고    scopus 로고
    • Synthesis, anticonvulsant, and antiinflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles
    • 10.1016/j.bmc.2006.01.033 1:CAS:528:DC%2BD28XjvFWnu7c%3D 16464601
    • K. M. Dawood H. A. Gawad E. A. Rageb M. Ellithey H. A. Mohamed 2006 Synthesis, anticonvulsant, and antiinflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles Bioorg. Med. Chem. 14 3672 3680 10.1016/j.bmc.2006.01.033 1:CAS:528:DC%2BD28XjvFWnu7c%3D 16464601
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 3672-3680
    • Dawood, K.M.1    Gawad, H.A.2    Rageb, E.A.3    Ellithey, M.4    Mohamed, H.A.5
  • 10
    • 60549109247 scopus 로고    scopus 로고
    • Design and synthesis of 5-alkoxy-[1,2,4]triazolo[4,3-a]quinoline derivatives with anticonvulsant activity
    • 10.1016/j.ejmech.2008.07.010 1:CAS:528:DC%2BD1MXisVOmt74%3D 18752871
    • L. J. Guo X. W. Cheng H. J. Jing L. M. Zhao Z. S. Quan 2009 Design and synthesis of 5-alkoxy-[1,2,4]triazolo[4,3-a]quinoline derivatives with anticonvulsant activity Eur. J. Med. Chem. 44 954 958 10.1016/j.ejmech.2008.07. 010 1:CAS:528:DC%2BD1MXisVOmt74%3D 18752871
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 954-958
    • Guo, L.J.1    Cheng, X.W.2    Jing, H.J.3    Zhao, L.M.4    Quan, Z.S.5
  • 11
    • 34447521097 scopus 로고
    • Correlation of biological activity of phenoxyacetic acids with Hammett substituent constants and partition coefficients
    • 10.1038/194178b0 1:CAS:528:DyaF38XktFaltLg%3D
    • C. Hansch P. P. Maloney T. Fujita R. M. Muir 1962 Correlation of biological activity of phenoxyacetic acids with Hammett substituent constants and partition coefficients Nature 194 178 180 10.1038/194178b0 1:CAS:528:DyaF38XktFaltLg%3D
    • (1962) Nature , vol.194 , pp. 178-180
    • Hansch, C.1    Maloney, P.P.2    Fujita, T.3    Muir, R.M.4
  • 12
    • 0000652554 scopus 로고    scopus 로고
    • Comparative QSAR: Towards a deeper understanding of chemicobiological interactions
    • 10.1021/cr9400976 1:CAS:528:DyaK28Xitl2rtL8%3D 11848780
    • C. Hansch D. Hoekman H. Gao 1996 Comparative QSAR: Towards a deeper understanding of chemicobiological interactions Chem. Rev. 96 1045 1076 10.1021/cr9400976 1:CAS:528:DyaK28Xitl2rtL8%3D 11848780
    • (1996) Chem. Rev. , vol.96 , pp. 1045-1076
    • Hansch, C.1    Hoekman, D.2    Gao, H.3
  • 13
    • 12844286268 scopus 로고    scopus 로고
    • Correlation ranking procedure for factor selection in PC-ANN modeling and application to ADMETox evaluation
    • DOI 10.1016/j.chemolab.2004.09.005, PII S0169743904002205
    • B. Hemmateenejad 2005 Correlation ranking procedure for factor selection in PC-ANN modeling and application to ADMETox evaluation Chemom. Intell. Lab. Syst. 75 231 245 10.1016/j.chemolab.2004.09.005 1:CAS:528:DC%2BD2MXmtFOrsA%3D%3D (Pubitemid 40164345)
    • (2005) Chemometrics and Intelligent Laboratory Systems , vol.75 , Issue.2 , pp. 231-245
    • Hemmateenejad, B.1
  • 14
    • 41849101471 scopus 로고    scopus 로고
    • Synthesis of new benzimidazole linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates with efficient DNA-binding affinity and potent cytotoxicity
    • DOI 10.1016/j.bmcl.2008.03.039, PII S0960894X08003120
    • A. Kamal P. P. Kumar K. Sreekanth B. N. Seshadri P. Ramulu 2008 Synthesis of new benzimidazole linked pyrrolo [2, 1-c] [1, 4] benzodiazepine conjugates with efficient DNA-binding affinity and potent cytotoxicity Bioorg. Med. Chem. Lett. 18 2594 2598 10.1016/j.bmcl.2008.03.039 1:CAS:528:DC%2BD1cXks1aktrc%3D 18378445 (Pubitemid 351503889)
    • (2008) Bioorganic and Medicinal Chemistry Letters , vol.18 , Issue.8 , pp. 2594-2598
    • Kamal, A.1    Praveen Kumar, P.2    Sreekanth, K.3    Seshadri, B.N.4    Ramulu, P.5
  • 15
    • 0033050672 scopus 로고    scopus 로고
    • Synthesis and structure activity study of N-1 substituted (S)-(+)-5-n- propyl-2-iminohydantoins as potential anticonvulsant agents
    • DOI 10.1002/(SICI)1098-2299(199905)47:1<17::AID-DDR3>3.0.CO;2-#
    • C. H. Kung N. D. John C. H. Kwon 1999 Synthesis and structure activity study of N-1 substituted (S)-(+)-5-n- Propyl-2-iminohydantoins as potential anticonvulsant agents Drug Dev. Res. 47 17 26 10.1002/(SICI)1098-2299(199905)47: 1<17::AID-DDR3>3.0.CO;2-# 1:CAS:528:DyaK1MXktFagurg%3D (Pubitemid 29293569)
    • (1999) Drug Development Research , vol.47 , Issue.1 , pp. 17-26
    • Kung, C.-H.1    Wurpel, J.N.D.2    Kwon, C.-H.3
  • 16
    • 67149097675 scopus 로고    scopus 로고
    • QSAR analysis of 2-Amino or 2-Methyl-1-substituted benzimidazoles against Pseudomonas aeruginosa
    • 10.3390/ijms10041670
    • S. O. P. Kuzmanovic D. D. Cvetkoviæ D. J. Barna 2009 QSAR analysis of 2-Amino or 2-Methyl-1-substituted benzimidazoles against Pseudomonas aeruginosa Int. J. Mol. Sci. 10 1670 1682 10.3390/ijms10041670
    • (2009) Int. J. Mol. Sci. , vol.10 , pp. 1670-1682
    • Kuzmanovic, S.O.P.1    Cvetkoviæ, D.D.2    Barna, D.J.3
  • 17
    • 0347761409 scopus 로고    scopus 로고
    • Investigation into new anticonvulsant derivatives of α-substituted N-benzylamides of γ-hydroxy- and γ-acetoxybutyric acid. Part 5: Search for new anticonvulsant compounds
    • DOI 10.1016/j.bmc.2003.10.036
    • B. Malawska K. Kulig S. Agnieszka J. P. Stables 2004 Investigation into new anticonvulsant derivatives of substituted N-benzylamides of hydroxy and acetoxybutyric acid. Part 5: Search for new anticonvulsant compounds Bioorg. Med. Chem. 12 625 632 10.1016/j.bmc.2003.10.036 1:CAS:528:DC%2BD2cXltVCltA%3D%3D 14738973 (Pubitemid 38102232)
    • (2004) Bioorganic and Medicinal Chemistry , vol.12 , Issue.3 , pp. 625-632
    • Malawska, B.1    Kulig, K.2    Spiewak, A.3    Stables, J.P.4
  • 18
    • 0031662066 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant properties of triazolo- and imidazopyridazinyl carboxamides and carboxylic acids
    • DOI 10.1016/S0968-0896(98)00057-1, PII S0968089698000571
    • S. Moreau P. Coudert C. Rubat V. G. Danielle D. Gardette J. C. Gramainc J. Couquelet 1998 Synthesis and anticonvulsant properties of Triazolo- and Imidazopyridazinyl carboxamides and carboxylic acids Bioorg. Med. Chem. 6 983 991 10.1016/S0968-0896(98)00057-1 1:CAS:528:DyaK1cXlsVans7s%3D 9730234 (Pubitemid 28464528)
    • (1998) Bioorganic and Medicinal Chemistry , vol.6 , Issue.7 , pp. 983-991
    • Moreau, S.1    Coudert, P.2    Rubat, C.3    Vallee-Goyet, D.4    Gardette, D.5    Gramain, J.-C.6    Couquelet, J.7
  • 19
    • 0033748227 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant activity of 4-bromophenyl substituted aryl semicarbazones
    • 10.1016/S0223-5234(00)01169-7 1:CAS:528:DC%2BD3cXovFaitLo%3D 11121613
    • S. N. Pandeya P. Yogeeswari J. P. Stables 2000 Synthesis and anticonvulsant activity of 4-bromophenyl substituted aryl semicarbazones Eur. J. Med. Chem. 35 879 886 10.1016/S0223-5234(00)01169-7 1:CAS:528: DC%2BD3cXovFaitLo%3D 11121613
    • (2000) Eur. J. Med. Chem. , vol.35 , pp. 879-886
    • Pandeya, S.N.1    Yogeeswari, P.2    Stables, J.P.3
  • 20
    • 33746233391 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant activity of new N-1′,N-3′- disubstituted-2′H,3H,5′H-spiro-(2-benzofuran-1,4′- imidazolidine)-2′,3,5′-triones
    • DOI 10.1016/j.bmcl.2006.05.102, PII S0960894X06006561
    • H. J. Patel J. Sarra F. Caruso M. Rossi U. Doshia R. A. Stephan 2006 Synthesis and anticonvulsant activity of new N-1', N-3'-disubstituted-2'H, 3H, 5'H-spiro-(2-benzofuran-1,4'-imidazolidine)-2', 3, 5'-triones Bioorg. Med. Chem. Lett. 16 4644 4647 10.1016/j.bmcl.2006.05.102 1:CAS:528:DC%2BD28XnsFOlurs%3D 16793262 (Pubitemid 44094058)
    • (2006) Bioorganic and Medicinal Chemistry Letters , vol.16 , Issue.17 , pp. 4644-4647
    • Patel, H.J.1    Sarra, J.2    Caruso, F.3    Rossi, M.4    Doshi, U.5    Stephani, R.A.6
  • 21
    • 3342920853 scopus 로고    scopus 로고
    • Anticonvulsant activities of new 1,4-Dihydropyridine derivatives containing 4-Nitroimidazolyl substituents
    • 1:CAS:528:DC%2BD2cXnt1Sru7s%3D
    • A. Shafiee N. Rastkari M. Sharifzadeh 2004 Anticonvulsant activities of new 1,4-Dihydropyridine derivatives containing 4-Nitroimidazolyl substituents DARU 12 81 86 1:CAS:528:DC%2BD2cXnt1Sru7s%3D
    • (2004) DARU , vol.12 , pp. 81-86
    • Shafiee, A.1    Rastkari, N.2    Sharifzadeh, M.3
  • 22
    • 44449083297 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant activity of aromatic tetramethylcyclopropanecarboxamide derivatives
    • DOI 10.1016/j.bmc.2008.03.051, PII S0968089608002769
    • J. A. Shimshoni M. Bialera B. Yagen 2008 Synthesis and anticonvulsant activity of aromatic tetramethylcyclopro-panecarboxamide derivatives Bioorg. Med. Chem. 16 6297 6305 10.1016/j.bmc.2008.03.051 1:CAS:528:DC%2BD1cXmvFegurs%3D 18472270 (Pubitemid 351758815)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.11 , pp. 6297-6305
    • Shimshoni, J.A.1    Bialer, M.2    Yagen, B.3
  • 24
    • 34548283953 scopus 로고    scopus 로고
    • A receptor and docking studies with zolpidem: Implications for selectivity
    • DOI 10.1016/j.jmgm.2007.03.007, PII S1093326307000629
    • A receptor and docking studies with zolpidem: Implications for selectivity J. Mol. Graph. Model. 26 537 545 10.1016/j.jmgm.2007.03.007 17451983 (Pubitemid 47333215)
    • (2007) Journal of Molecular Graphics and Modelling , vol.26 , Issue.2 , pp. 537-545
    • Su, Q.C.1    Ren, T.R.2    Cai, X.M.3    Zhi, G.S.4
  • 25
    • 0026064751 scopus 로고
    • 2-Phenyl-3H-imidazo [4, 5-b] pyridine-3- acetamides as nonbenzodiazepine anticonvulsants and anxiolytics
    • 10.1021/jm00114a007 1:CAS:528:DyaK3MXlvVeitbg%3D 1681105
    • B. E. Tomczuk C. R. Taylor L. M. Moses D. B. Sutherland S. L. Young D. N. Johnson W. B. Kinnier B. F. Kilpatrick 1991 2-Phenyl-3H-imidazo [4, 5-b] pyridine-3- acetamides as nonbenzodiazepine anticonvulsants and anxiolytics J. Med. Chem. 34 2993 3006 10.1021/jm00114a007 1:CAS:528:DyaK3MXlvVeitbg%3D 1681105
    • (1991) J. Med. Chem. , vol.34 , pp. 2993-3006
    • Tomczuk, B.E.1    Taylor, C.R.2    Moses, L.M.3    Sutherland, D.B.4    Young, S.L.5    Johnson, D.N.6    Kinnier, W.B.7    Kilpatrick, B.F.8
  • 26
    • 4644337416 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant evaluation of some new 2-substituted-3- arylpyrido[2,3-d]pyrimidinones
    • DOI 10.1016/j.bmc.2004.07.068, PII S0968089604005413
    • D. C. White T. D. Greenwood A. L. Downey J. R. Bloomquistc J. F. Wolfea 2004 Synthesis and anticonvulsant evaluation of some new 2-substituted-3- arylpyrido [2,3-d] pyrimidinones Bioorg. Med. Chem. 12 5711 5717 10.1016/j.bmc.2004.07.068 1:CAS:528:DC%2BD2cXotF2iur0%3D 15465347 (Pubitemid 39304068)
    • (2004) Bioorganic and Medicinal Chemistry , vol.12 , Issue.21 , pp. 5711-5717
    • White, D.C.1    Greenwood, T.D.2    Downey, A.L.3    Bloomquist, J.R.4    Wolfe, J.F.5


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