메뉴 건너뛰기




Volumn 59, Issue 11, 2004, Pages 849-856

Synthesis, central and peripheral benzodiazepine receptor affinity of pyrazole and pyrazole-containing polycyclic derivatives

Author keywords

1 Aryl 1,4 dihydro indeno 1,2 c pyrazoles; Binding assay; Central benzodiazepine receptor; Peripheral benzodiazepine receptor; Structure activity relationships

Indexed keywords

1 (4 CHLOROPHENYL)INDENO[1,2 C]PYRAZOL 4(1H) ONE; BENZODIAZEPINE RECEPTOR; BUTYL 1 (2 CHLOROPHENYL) 4 OXO 1,4 DIHYDROINDENOL[1,2 C]PYRAZOLE 3 CARBOXYLATE; ISOBUTYL 1 (2 CHLOROPHENYL) 4 OXO 1,4 DIHYDROINDENO[1,2 C]PYRAZOLE 3 CARBOXYLATE; N,N DIETHYL 1 PHENYL 1,4 DIHYDROINDENO[1,2 C]PYRAZOLE 3 CARBOXAMIDE; POLYCYCLIC HYDROCARBON; PYRAZOLE; PYRAZOLE DERIVATIVE; TRICYCLIC AROMATIC COMPOUND; UNCLASSIFIED DRUG;

EID: 8444219757     PISSN: 0014827X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.farmac.2004.05.008     Document Type: Article
Times cited : (19)

References (33)
  • 1
    • 0026733735 scopus 로고
    • GABA agonists and antagonists
    • Kerr I.B., and Ong J. GABA agonists and antagonists Med. Res. Rev. 12 1992 593 636
    • (1992) Med. Res. Rev. , vol.12 , pp. 593-636
    • Kerr, I.B.1    Ong, J.2
  • 5
    • 0001927540 scopus 로고
    • A receptor and anxiety
    • Biggio G. Sanna E. Costa E. Raven Press New York
    • A receptor and anxiety Biggio G. Sanna E. Costa E. From Neurobiology to Treatment 1995 Raven Press New York 1 16
    • (1995) From Neurobiology to Treatment , pp. 1-16
    • Bernard, E.A.1
  • 6
    • 0028192161 scopus 로고
    • The chemistry and pharmacology at GABA-A and GABA-B ligands
    • Tulinsky J., and Gammill L.B. The chemistry and pharmacology at GABA-A and GABA-B ligands Curr. Med. Chem. 3 1994 226 2523
    • (1994) Curr. Med. Chem. , vol.3 , pp. 226-2523
    • Tulinsky, J.1    Gammill, L.B.2
  • 7
    • 0035030068 scopus 로고    scopus 로고
    • Model of the BzR binding site: Correlation of data from site-directed mutagenesis and the pharmacophore/receptor model
    • He X., Zhang C., and Cook J.M. Model of the BzR binding site: correlation of data from site-directed mutagenesis and the pharmacophore/receptor model Med. Chem. Res. 10 5 2001 269 308
    • (2001) Med. Chem. Res. , vol.10 , Issue.5 , pp. 269-308
    • He, X.1    Zhang, C.2    Cook, J.M.3
  • 8
    • 0242329786 scopus 로고    scopus 로고
    • High affinity central benzodiaepine receptor ligands. Part 3: Insights into the pharmacophore and pattern recognition study of intrinsic activities of pyrazolo[4,3-c]quinolin-3-ones
    • Carotti A., Altomare C., Savini L., Chiasserini L., Pellerano C., Mascia M.P., Maciocco E., Busonero F., Mameli M., Biggio G., and Sanna E. High affinity central benzodiaepine receptor ligands. Part 3: insights into the pharmacophore and pattern recognition study of intrinsic activities of pyrazolo[4,3-c] quinolin-3-ones Bioorg. Med. Chem. 11 2003 5259 5272
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 5259-5272
    • Carotti, A.1    Altomare, C.2    Savini, L.3    Chiasserini, L.4    Pellerano, C.5    Mascia, M.P.6    MacIocco, E.7    Busonero, F.8    Mameli, M.9    Biggio, G.10    Sanna, E.11
  • 10
    • 0022559507 scopus 로고
    • Subcellular localization of "peripheral type" binding sites for benzodiazepines in rat brain
    • Basile A.B., and Skolnick P. Subcellular localization of "peripheral type" binding sites for benzodiazepines in rat brain J. Neurochem. 46 1986 305 308
    • (1986) J. Neurochem. , vol.46 , pp. 305-308
    • Basile, A.B.1    Skolnick, P.2
  • 11
    • 0023811225 scopus 로고
    • The subcellular location in rat kidney of the peripheral benzodiazepine acceptor
    • O'Beirne G.B., and Williams D.C. The subcellular location in rat kidney of the peripheral benzodiazepine acceptor Eur. J. Biochem. 175 1988 413 421
    • (1988) Eur. J. Biochem. , vol.175 , pp. 413-421
    • O'Beirne, G.B.1    Williams, D.C.2
  • 13
    • 0025254066 scopus 로고
    • The peripheral-type benzodiazepine receptor is functionally linked to leydig cell steroidogenesis
    • Papadopoulos V., Mukhin A.G., Costa E., and Krueger K.E. The peripheral-type benzodiazepine receptor is functionally linked to leydig cell steroidogenesis J. Biol. Chem. 265 1990 3772 3779
    • (1990) J. Biol. Chem. , vol.265 , pp. 3772-3779
    • Papadopoulos, V.1    Mukhin, A.G.2    Costa, E.3    Krueger, K.E.4
  • 14
    • 0031896355 scopus 로고    scopus 로고
    • Structure and function of the peripheral-type benzodiazepine receptor in steroidogenic cells
    • Papadopoulos V. Structure and function of the peripheral-type benzodiazepine receptor in steroidogenic cells PSEBM 217 1998 130 142
    • (1998) PSEBM , vol.217 , pp. 130-142
    • Papadopoulos, V.1
  • 16
    • 0036176076 scopus 로고    scopus 로고
    • Peripheral benzodiazepine receptors and mitochondrial function
    • Casellas P., Galiegue S., and Basile A.S. Peripheral benzodiazepine receptors and mitochondrial function Neurochem. Int. 40 2002 475 486
    • (2002) Neurochem. Int. , vol.40 , pp. 475-486
    • Casellas, P.1    Galiegue, S.2    Basile, A.S.3
  • 18
    • 0035848570 scopus 로고    scopus 로고
    • Mapping and fitting the peripheral benzodiazepine receptor binding site by carboxamide derivatives. Comparison of different approaches to quantitative ligand-receptor interaction modeling
    • Anzini M., Cappelli A., Vomero S., Seeber M., Menziani M.C., Langer T., Hagen B., Manzoni C., and Bourguignon J.J. Mapping and fitting the peripheral benzodiazepine receptor binding site by carboxamide derivatives. Comparison of different approaches to quantitative ligand-receptor interaction modeling J. Med. Chem. 44 2001 1134 1150
    • (2001) J. Med. Chem. , vol.44 , pp. 1134-1150
    • Anzini, M.1    Cappelli, A.2    Vomero, S.3    Seeber, M.4    Menziani, M.C.5    Langer, T.6    Hagen, B.7    Manzoni, C.8    Bourguignon, J.J.9
  • 19
    • 0033675878 scopus 로고    scopus 로고
    • Development of a unique 3D interaction model of endogenous and synthetic peripheral benzodiazepine receptor ligands
    • Cinone N., Höltje H.D., and Carotti A. Development of a unique 3D interaction model of endogenous and synthetic peripheral benzodiazepine receptor ligands J. Computer-Aided Mol. Design 14 2000 753 768
    • (2000) J. Computer-Aided Mol. Design , vol.14 , pp. 753-768
    • Cinone, N.1    Höltje, H.D.2    Carotti, A.3
  • 20
    • 0027792907 scopus 로고
    • 2-aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)-ones: Novel rigid planar benzodiazepine receptor ligands
    • Campagna F., Carotti A., Casini G., Palluotto F., Genchi G., and De Sarro G.B. 2-aryl-2,5-dihydropyridazino[4,3-b]indol-3(3H)-ones: novel rigid planar benzodiazepine receptor ligands Bioorg. Med. Chem. 1 1993 437 446
    • (1993) Bioorg. Med. Chem. , vol.1 , pp. 437-446
    • Campagna, F.1    Carotti, A.2    Casini, G.3    Palluotto, F.4    Genchi, G.5    De Sarro, G.B.6
  • 21
    • 0030454640 scopus 로고    scopus 로고
    • Structure-activity relationships of 2-aryl-2,5-dihydropyridazino[4,3-b] indol-3(3H)-ones at the benzodiazepine receptor
    • Palluotto F., Carotti A., Casini G., Campagna F., Genchi G., Rizzo M., and De Sarro G.B. Structure-activity relationships of 2-aryl-2,5- dihydropyridazino[4,3-b]indol-3(3H)-ones at the benzodiazepine receptor Bioorg. Med. Chem. 4 1996 2091 2104
    • (1996) Bioorg. Med. Chem. , vol.4 , pp. 2091-2104
    • Palluotto, F.1    Carotti, A.2    Casini, G.3    Campagna, F.4    Genchi, G.5    Rizzo, M.6    De Sarro, G.B.7
  • 22
    • 0032811376 scopus 로고    scopus 로고
    • Synthesis and structure-affinity relationships at the central benzodiazepine receptor of pyridazino[4,3-b]indoles and indeno [1,2-c]pyridazines
    • Campagna F., Palluotto F., Carotti A., Casini G., and Genchi G. Synthesis and structure-affinity relationships at the central benzodiazepine receptor of pyridazino[4,3-b]indoles and indeno [1,2-c]pyridazines Bioorg. Med. Chem. 7 1999 1533 1538
    • (1999) Bioorg. Med. Chem. , vol.7 , pp. 1533-1538
    • Campagna, F.1    Palluotto, F.2    Carotti, A.3    Casini, G.4    Genchi, G.5
  • 23
    • 0037322297 scopus 로고    scopus 로고
    • Synthesis an biological evaluation of pyridazino[4,3-b]indoles and indeno[1,2-c]pyridazines as new ligands of central and peripheral benzodiazepine receptors
    • Campagna F., Palluotto F., Mascia M.P., Maciocco E., Marra C., Carotti A., and Carrieri A. Synthesis an biological evaluation of pyridazino[4,3-b] indoles and indeno[1,2-c]pyridazines as new ligands of central and peripheral benzodiazepine receptors Il Farmaco 58 2003 129 140
    • (2003) Il Farmaco , vol.58 , pp. 129-140
    • Campagna, F.1    Palluotto, F.2    Mascia, M.P.3    MacIocco, E.4    Marra, C.5    Carotti, A.6    Carrieri, A.7
  • 24
    • 85173631664 scopus 로고
    • Uber den α-hydrindon-β-oxalester
    • Leuchs H., and Kowlski G. Uber den α-hydrindon-β-oxalester Berichte 58B 1925 2288 2293
    • (1925) Berichte , vol.58 , pp. 2288-2293
    • Leuchs, H.1    Kowlski, G.2
  • 25
    • 1842832439 scopus 로고    scopus 로고
    • Tricyclic pyrazoles. Part 1: Synthesis and biological evaluation of novel 1,4-dihydroindeno[1,2-c]pyrazol-based ligands for CB1 and CB2 cannabinoid receptors
    • Mussinu J.M., Ruiu S., Mul̀ A.C., Pau A., Carai M.A.M., Loriga G., Murineddu G., and Pinna G.A. Tricyclic pyrazoles. Part 1: synthesis and biological evaluation of novel 1,4-dihydroindeno[1,2-c]pyrazol-based ligands for CB1 and CB2 cannabinoid receptors Bioorg. Med. Chem. 11 2003 251 263
    • (2003) Bioorg. Med. Chem. , vol.11 , pp. 251-263
    • Mussinu, J.M.1    Ruiu, S.2    Mul̀, A.C.3    Pau, A.4    Carai, M.A.M.5    Loriga, G.6    Murineddu, G.7    Pinna, G.A.8
  • 26
    • 0017117451 scopus 로고
    • The antiarrhythmic and antiinflammatory activity of tricyclic pyrazoles
    • Hamilton R.W. The antiarrhythmic and antiinflammatory activity of tricyclic pyrazoles J. Heterocyclic Chem 13 3 1976 545 553
    • (1976) J. Heterocyclic Chem , vol.13 , Issue.3 , pp. 545-553
    • Hamilton, R.W.1
  • 28
    • 84986524472 scopus 로고
    • Reaction of 2-dimethylaminomethylene-1,3-diones with dinucleophiles.1. Synthesis of 1,5-disubstituted 4-acylpyrazoles
    • Schenone P., Mosti L., and Menozzi G. Reaction of 2- dimethylaminomethylene-1,3-diones with dinucleophiles.1.Synthesis of 1,5-disubstituted 4-acylpyrazoles J. Heterocyclic Chem 19 1982 1355 1361
    • (1982) J. Heterocyclic Chem , vol.19 , pp. 1355-1361
    • Schenone, P.1    Mosti, L.2    Menozzi, G.3
  • 30
    • 0032950815 scopus 로고    scopus 로고
    • Haloacetylated enol ethers. 11[16]. Synthesis of 1-methyl-and 1-phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure
    • Martins M.A.P., Freitag R.A., da Rosa A., Florex A.F.C., Zanatta N., and Bonacorso H.G. Haloacetylated enol ethers. 11[16]. Synthesis of 1-methyl-and 1-phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure J. Heterocyclic Chem. 36 1 1999 217 220
    • (1999) J. Heterocyclic Chem. , vol.36 , Issue.1 , pp. 217-220
    • Martins, M.A.P.1    Freitag, R.A.2    Da Rosa, A.3    Florex, A.F.C.4    Zanatta, N.5    Bonacorso, H.G.6
  • 31
    • 33847088231 scopus 로고
    • Structure of the diazonium coupling product of γ-phenyl- Δβ,γ-butenolide
    • Khattab S.A., Shawai S.A., and Farag A.M. Structure of the diazonium coupling product of γ-phenyl-Δβ,γ-butenolide J. Chem. Eng. Data 22 1 1977 104 110
    • (1977) J. Chem. Eng. Data , vol.22 , Issue.1 , pp. 104-110
    • Khattab, S.A.1    Shawai, S.A.2    Farag, A.M.3
  • 32
    • 0032054002 scopus 로고    scopus 로고
    • High affinity central benzodiazepine receptor ligands: Synthesis and structure-activity relationship studies of a new series of pyrazolo[4,3-c] quinoline-3-ones
    • Savini L., Massarelli P., Nencini C., Pellerano C., Biggio G., Maciocco E., Tuligi G., Carrieri A., Cinone N., and Carotti A. High affinity central benzodiazepine receptor ligands: synthesis and structure-activity relationship studies of a new series of pyrazolo[4,3-c]quinoline-3-ones Bioorg. Med. Chem. 6 1998 389 399
    • (1998) Bioorg. Med. Chem. , vol.6 , pp. 389-399
    • Savini, L.1    Massarelli, P.2    Nencini, C.3    Pellerano, C.4    Biggio, G.5    MacIocco, E.6    Tuligi, G.7    Carrieri, A.8    Cinone, N.9    Carotti, A.10
  • 33
    • 0033884102 scopus 로고    scopus 로고
    • Steroidogenesis in rat brain induced by short- and long-term administration of carbamazepine
    • Serra M., Littera M., Pisu M.G., Muggironi M., Purdy R.H., and Biggio G. Steroidogenesis in rat brain induced by short- and long-term administration of carbamazepine Neuropharmacology 39 2000 2448 2456
    • (2000) Neuropharmacology , vol.39 , pp. 2448-2456
    • Serra, M.1    Littera, M.2    Pisu, M.G.3    Muggironi, M.4    Purdy, R.H.5    Biggio, G.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.