메뉴 건너뛰기




Volumn 93, Issue , 2015, Pages 281-290

Novel 1-(2-aryl-2-adamantyl)piperazine derivatives with antiproliferative activity

Author keywords

1 (2 aryl 2 adamantyl)piperazines; In vitro antiproliferative activity; N Boc deprotection; NMR; 1, 2 Binding affinity

Indexed keywords

1 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL) 4 (1 PIPERIDINEACETYL)PIPERAZINE; 1 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL)PIPERAZINE MALEATE; 1 METHYL 4 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL)PIPERAZINE; 1 [(1H IMIDAZOL 1 YL)CARBONYL] 4 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL)PIPERAZINE; 1 [(5 CHLORO 2 THIENYL)CARBONYL] 4 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL)PIPERAZINE; 1 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL] 4 (1 PIPERIDINEACETYL)PIPERAZINE; 1 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL] 4 METHYLPIPERAZINE; 1 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL]PIPERAZINE MALEATE; ADAMANTANE DERIVATIVE; ANTINEOPLASTIC AGENT; BENZYL 4 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL] 1 PIPERAZINECARBOXYLATE; ETHYL 4 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL) 1 PIPERAZINECARBOXYLATE; ETHYL 4 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL] 1 PIPERAZINECARBOXYLATE; GEMCITABINE; PIPERAZINE DERIVATIVE; TERT BUTYL 4 (2 PHENYLTRICYCLO[3.3.1.1 3,7 ]DEC 2 YL) 1 PIPERAZINECARBOXYLATE; TERT BUTYL 4 [2 (4 FLUOROPHENYL)TRICYCLO[3.3.1.1 3,7 ]DEC 2 YL] 1 PERAZINECARBOXYLATE; UNCLASSIFIED DRUG; ADAMANTANE; PIPERAZINE; SIGMA OPIATE RECEPTOR;

EID: 84923579561     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2015.02.021     Document Type: Article
Times cited : (29)

References (62)
  • 3
    • 33751517736 scopus 로고    scopus 로고
    • Antiviral agents active against influenza A viruses
    • E. De Clercq Antiviral agents active against influenza A viruses Nat. Rev. Drug Discov. 5 (2006) 1015-1025
    • (2006) Nat. Rev. Drug Discov. , vol.5 , pp. 1015-1025
    • De Clercq, E.1
  • 7
    • 79960623288 scopus 로고    scopus 로고
    • Novel lipophilic acetohydroxamic acid derivatives based on conformationally constrained spiro carbocyclic 2,6-diketopiperazine scaffolds with potent trypanocidal activity
    • C. Fytas G. Zoidis N. Tzoutzas M. C. Taylor G. Fytas J. M. Kelly Novel lipophilic acetohydroxamic acid derivatives based on conformationally constrained spiro carbocyclic 2,6-diketopiperazine scaffolds with potent trypanocidal activity J. Med. Chem. 54 (2011) (5250) 5254
    • (2011) J. Med. Chem. , vol.54 , pp. 5250-5254
    • Fytas, C.1    Zoidis, G.2    Tzoutzas, N.3    Taylor, M.C.4    Fytas, G.5    Kelly, J.M.6
  • 8
    • 4143059114 scopus 로고    scopus 로고
    • In vitro and in vivo growth inhibition and G1 arrest in human cancer cell lines by diaminophenyladamantane derivatives
    • 7 and the references cited therein
    • J.-J. Wang Y.-C. Chen C.-W. Chi K.-T. Huang Y.-T. Chern In vitro and in vivo growth inhibition and G1 arrest in human cancer cell lines by diaminophenyladamantane derivatives Anticancer Drugs 15 7 (2004) 697-705 and the references cited therein
    • (2004) Anticancer Drugs , vol.15 , pp. 697-705
    • Wang, J.-J.1    Chen, Y.-C.2    Chi, C.-W.3    Huang, K.-T.4    Chern, Y.-T.5
  • 9
    • 0017112722 scopus 로고
    • Adamantane and protoadamantanealkanamines as potential anti-Parkinson agents
    • J. K. Chakrabarti T. M. Hotten S. Sutton D. E. Tupper Adamantane and protoadamantanealkanamines as potential anti-Parkinson agents J. Med. Chem. 19 (1976) 967-969
    • (1976) J. Med. Chem. , vol.19 , pp. 967-969
    • Chakrabarti, J.K.1    Hotten, T.M.2    Sutton, S.3    Tupper, D.E.4
  • 10
    • 0015166167 scopus 로고
    • Nucleic acids. 11. Synthesis of 5'-esters of 1-. beta.-D-arabinofuranosylcytosine possessing antileukemic and immunosuppressive activity
    • D. T. Gish R. C. Kelly G. W. Camiener W. J. Wechter Nucleic acids. 11. Synthesis of 5'-esters of 1-. beta.-D-arabinofuranosylcytosine possessing antileukemic and immunosuppressive activity J. Med. Chem. 14 (1971) 1159-1162
    • (1971) J. Med. Chem. , vol.14 , pp. 1159-1162
    • Gish, D.T.1    Kelly, R.C.2    Camiener, G.W.3    Wechter, W.J.4
  • 14
    • 79957474685 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part I
    • 7
    • J. S. Yang D. Song B. Lee W. J. Ko S.-K. Park M. Won K. Lee H. M. Kim G. Han Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part I Eur. J. Med. Chem. 46 7 (2011) 2861-2866
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 2861-2866
    • Yang, J.S.1    Song, D.2    Lee, B.3    Ko, W.J.4    Park, S.-K.5    Won, M.6    Lee, K.7    Kim, H.M.8    Han, G.9
  • 15
    • 70349761363 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship analysis of aryl alkanol piperazine derivatives with antidepressant activities
    • 11
    • K.-X. Chen Z.-G. Li H.-Y. Xie J.-R. Gao J.-W. Zou Quantitative structure-activity relationship analysis of aryl alkanol piperazine derivatives with antidepressant activities Eur. J. Med. Chem. 44 11 (2009) 4367-4375
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 4367-4375
    • Chen, K.-X.1    Li, Z.-G.2    Xie, H.-Y.3    Gao, J.-R.4    Zou, J.-W.5
  • 16
    • 1842557494 scopus 로고    scopus 로고
    • Synthesis and serotonergic activity of variously substituted (3-amido)phenylpiperazine derivatives and benzothiophene-4-piperazine derivatives: novel antagonists for the vascular 5-HT 1B receptor
    • 4
    • G. P. Moloney A. Garavelas G. R. Martin M. Maxwell R. C. Glen Synthesis and serotonergic activity of variously substituted (3-amido)phenylpiperazine derivatives and benzothiophene-4-piperazine derivatives: novel antagonists for the vascular 5-HT 1B receptor Eur. J. Med. Chem. 39 4 (2004) 305-321
    • (2004) Eur. J. Med. Chem. , vol.39 , pp. 305-321
    • Moloney, G.P.1    Garavelas, A.2    Martin, G.R.3    Maxwell, M.4    Glen, R.C.5
  • 19
    • 0242413792 scopus 로고    scopus 로고
    • Radioprotective and antitumor activity evaluation of newly synthesized adamantly tenocyclidines
    • 5
    • A. Ferle-VidoviA I. JukiA D. Škare L. Šuman L. VukoviA Radioprotective and antitumor activity evaluation of newly synthesized adamantly tenocyclidines Cancer Biother. Radio. 18 5 (2003) 781-790
    • (2003) Cancer Biother. Radio. , vol.18 , pp. 781-790
    • Ferle-Vidoviä, A.1    Jukiä, I.2    Škare, D.3    Šuman, L.4    Vukoviä, L.5
  • 21
    • 0028180570 scopus 로고
    • Rat liver and kidney contain high densities of sigma-1 and sigma-2 receptors: characterization by ligand binding and photoaffinity labeling
    • S. B. Hellewell A. Bruce G. Feinstein J. Orringer W. Williams W. D. Bowen Rat liver and kidney contain high densities of sigma-1 and sigma-2 receptors: characterization by ligand binding and photoaffinity labeling Eur. J. Pharmacol. 268 (1994) 9-18
    • (1994) Eur. J. Pharmacol. , vol.268 , pp. 9-18
    • Hellewell, S.B.1    Bruce, A.2    Feinstein, G.3    Orringer, J.4    Williams, W.5    Bowen, W.D.6
  • 22
    • 0034080806 scopus 로고    scopus 로고
    • Sigma receptors: recent advances and new clinical potentials
    • W. D. Bowen Sigma receptors: recent advances and new clinical potentials Pharm. Acta Helv. 74 (2000) 211-218
    • (2000) Pharm. Acta Helv. , vol.74 , pp. 211-218
    • Bowen, W.D.1
  • 23
    • 70349116879 scopus 로고    scopus 로고
    • The pharmacology of sigma-1 receptors
    • T. Maurice T. P. Su The pharmacology of sigma-1 receptors Pharmacol. Ther. 124 (2009) 195-206
    • (2009) Pharmacol. Ther. , vol.124 , pp. 195-206
    • Maurice, T.1    Su, T.P.2
  • 24
    • 0028795145 scopus 로고
    • Sigma-1 and sigma-2 receptors are expressed in a wide variety of human and rodent tumor cell lines
    • B. J. Vilner C. S. John W. D. Bowen Sigma-1 and sigma-2 receptors are expressed in a wide variety of human and rodent tumor cell lines Cancer Res. 55 (1995) 408-413
    • (1995) Cancer Res. , vol.55 , pp. 408-413
    • Vilner, B.J.1    John, C.S.2    Bowen, W.D.3
  • 25
    • 0000475641 scopus 로고    scopus 로고
    • Characterization of sigma receptor binding sites in human biopsied solid breast tumors
    • C. S. John B. J. Vilner A. M. Schwartz W. D. Bowen Characterization of sigma receptor binding sites in human biopsied solid breast tumors J. Nucl. Med. 37 (1996) 267P
    • (1996) J. Nucl. Med. , vol.37 , pp. 267P
    • John, C.S.1    Vilner, B.J.2    Schwartz, A.M.3    Bowen, W.D.4
  • 26
    • 3442901916 scopus 로고    scopus 로고
    • Sigma receptors and cancer: possible involvement of ion channels
    • E. Aydar C. P. Palmer M. B. Djamgoz Sigma receptors and cancer: possible involvement of ion channels Cancer Res. 64 (2004) 5029-5035
    • (2004) Cancer Res. , vol.64 , pp. 5029-5035
    • Aydar, E.1    Palmer, C.P.2    Djamgoz, M.B.3
  • 28
    • 84897400532 scopus 로고    scopus 로고
    • Sigma-2 receptor ligands and their perspectives in cancer diagnosis and therapy
    • Y. S. Huang H. L. Lu L. J. Zhang Z. Wu Sigma-2 receptor ligands and their perspectives in cancer diagnosis and therapy Med. Res. Rev. 34 (2014) 532-566
    • (2014) Med. Res. Rev. , vol.34 , pp. 532-566
    • Huang, Y.S.1    Lu, H.L.2    Zhang, L.J.3    Wu, Z.4
  • 29
    • 84857662007 scopus 로고    scopus 로고
    • Sigma receptors and their ligands in cancer biology: overview and new perspectives for cancer therapy
    • V. Megalizzi M. Le Mercier C. Decaestecker Sigma receptors and their ligands in cancer biology: overview and new perspectives for cancer therapy Med. Res. Rev. 32 (2012) 410-427
    • (2012) Med. Res. Rev. , vol.32 , pp. 410-427
    • Megalizzi, V.1    Le Mercier, M.2    Decaestecker, C.3
  • 32
    • 33749343263 scopus 로고    scopus 로고
    • The expression and functional characterization of sigma (sigma) 1 receptors in breast cancer cell lines
    • E. Aydar P. Onganer R. Perrett M. B. Djamgoz C. P. Palmer The expression and functional characterization of sigma (sigma) 1 receptors in breast cancer cell lines Cancer Lett. 242 (2006) 245-257
    • (2006) Cancer Lett. , vol.242 , pp. 245-257
    • Aydar, E.1    Onganer, P.2    Perrett, R.3    Djamgoz, M.B.4    Palmer, C.P.5
  • 34
    • 0028876578 scopus 로고
    • Cytotoxic effects of sigma ligands: sigma receptor-mediated alterations in cellular morphology and viability
    • B. J. Vilner B. R. De Costa W. D. Bowen Cytotoxic effects of sigma ligands: sigma receptor-mediated alterations in cellular morphology and viability J. Neurosci. 15 (1995) 117-134
    • (1995) J. Neurosci. , vol.15 , pp. 117-134
    • Vilner, B.J.1    De Costa, B.R.2    Bowen, W.D.3
  • 35
    • 0036141493 scopus 로고    scopus 로고
    • Sigma-2 receptor agonists activate a novel apoptotic pathway and potentiate antineoplastic drugs in breast tumor cell lines
    • K. W. Crawford W. D. Bowen Sigma-2 receptor agonists activate a novel apoptotic pathway and potentiate antineoplastic drugs in breast tumor cell lines Cancer Res. 62 (2002) 313-322
    • (2002) Cancer Res. , vol.62 , pp. 313-322
    • Crawford, K.W.1    Bowen, W.D.2
  • 38
    • 25444483322 scopus 로고    scopus 로고
    • Effective tumor cell death by sigma-2 receptor ligand siramesine involves lysosomal leakage and oxidative stress
    • M. S. Ostenfeld N. Fehrenbacher M. Høyer-Hansen C. Thomsen T. Farkas M. Jäättelä Effective tumor cell death by sigma-2 receptor ligand siramesine involves lysosomal leakage and oxidative stress Cancer Res. 65 (2005) 8975-8983
    • (2005) Cancer Res. , vol.65 , pp. 8975-8983
    • Ostenfeld, M.S.1    Fehrenbacher, N.2    Høyer-Hansen, M.3    Thomsen, C.4    Farkas, T.5    Jäättelä, M.6
  • 39
    • 33748291765 scopus 로고    scopus 로고
    • Cyclohexylpiperazine derivative PB28, a sigma2 agonist and sigma1 antagonist receptor, inhibits cell growth, modulates P-glycoprotein, and synergizes with anthracyclines in breast cancer
    • A. Azzariti N. A. Colabufo F. Berardi L. Porcelli M. Niso G. M. Simone R. Perrone A. Paradiso Cyclohexylpiperazine derivative PB28, a sigma2 agonist and sigma1 antagonist receptor, inhibits cell growth, modulates P-glycoprotein, and synergizes with anthracyclines in breast cancer Mol. Cancer Ther. 5 (2006) 1807-1816
    • (2006) Mol. Cancer Ther. , vol.5 , pp. 1807-1816
    • Azzariti, A.1    Colabufo, N.A.2    Berardi, F.3    Porcelli, L.4    Niso, M.5    Simone, G.M.6    Perrone, R.7    Paradiso, A.8
  • 40
    • 34249020401 scopus 로고    scopus 로고
    • 4-IBP, a sigma1 receptor agonist, decreases the migration of human cancer cells, including glioblastoma cells, in vitro and sensitizes them in vitro and in vivo to cytotoxic insults of proapoptotic and proautophagic drugs
    • V. Megalizzi V. Mathieu T. Mijatovic P. Gailly O. Debeir N. De Neve M. Van Damme G. Bontempi B. Haibe-Kains C. Decaestecker Y. Kondo R. Kiss F. Lefranc 4-IBP, a sigma1 receptor agonist, decreases the migration of human cancer cells, including glioblastoma cells, in vitro and sensitizes them in vitro and in vivo to cytotoxic insults of proapoptotic and proautophagic drugs Neoplasia 9 (2007) 358-369
    • (2007) Neoplasia , vol.9 , pp. 358-369
    • Megalizzi, V.1    Mathieu, V.2    Mijatovic, T.3    Gailly, P.4    Debeir, O.5    De Neve, N.6    Van Damme, M.7    Bontempi, G.8    Haibe-Kains, B.9    Decaestecker, C.10    Kondo, Y.11    Kiss, R.12    Lefranc, F.13
  • 44
    • 84919977342 scopus 로고    scopus 로고
    • Sigma receptors: historical perspective and background
    • R. R. Matsumoto W. D. Bowen T. P. Su Springer, New York
    • R. R. Matsumoto Sigma receptors: historical perspective and background R. R. Matsumoto W. D. Bowen T. P. Su Sigma Receptors: Chemistry, Cell Biology and Clinical Implications (2007) Springer, New York 25-69
    • (2007) Sigma Receptors: Chemistry, Cell Biology and Clinical Implications , pp. 25-69
    • Matsumoto, R.R.1
  • 45
    • 10044270856 scopus 로고    scopus 로고
    • Inhibition of tumor cell proliferation by ligands is associated with K+ channel inhibition and p27kip1 accumulation
    • A. Renaudo V. Watry A. A. Chassot G. Ponzio J. Ehrenfeld O. Soriani Inhibition of tumor cell proliferation by ligands is associated with K+ channel inhibition and p27kip1 accumulation J. Pharmacol. Exp. Ther. 311 2004-1105 1114
    • (2004) J. Pharmacol. Exp. Ther. , vol.311 , pp. 1105-1114
    • Renaudo, A.1    Watry, V.2    Chassot, A.A.3    Ponzio, G.4    Ehrenfeld, J.5    Soriani, O.6
  • 46
    • 34047276810 scopus 로고    scopus 로고
    • Cancer cell cycle modulated by a functional coupling between sigma-1 receptors and Clg' channels
    • A. Renaudo S. Lg Hoste H. Guizouarn F. Borgese O. Soriani Cancer cell cycle modulated by a functional coupling between sigma-1 receptors and Clg' channels J. Biol. Chem. 282 (2007) 2259-2267
    • (2007) J. Biol. Chem. , vol.282 , pp. 2259-2267
    • Renaudo, A.1    Lg Hoste, S.2    Guizouarn, H.3    Borgese, F.4    Soriani, O.5
  • 49
    • 39149115129 scopus 로고    scopus 로고
    • Epidermal growth factor upregulates motility of Mat-LyLu rat prostate cancer cells partially via voltage-gated Na+ channel activity
    • Y. Ding W. J. Brackenbury P. U. Onganer X. Montano L. M. Porter L. F. Bates M. B. Djamgoz Epidermal growth factor upregulates motility of Mat-LyLu rat prostate cancer cells partially via voltage-gated Na+ channel activity J. Cell. Physiol. 215 (2008) 77-81
    • (2008) J. Cell. Physiol. , vol.215 , pp. 77-81
    • Ding, Y.1    Brackenbury, W.J.2    Onganer, P.U.3    Montano, X.4    Porter, L.M.5    Bates, L.F.6    Djamgoz, M.B.7
  • 50
    • 71749110120 scopus 로고    scopus 로고
    • Molecular pharmacology of voltage-gated sodium channel expression in metastatic disease: clinical potential of neonatal Nav1. 5 in breast cancer
    • R. Onkal M. B. A. Djamgoz Molecular pharmacology of voltage-gated sodium channel expression in metastatic disease: clinical potential of neonatal Nav1. 5 in breast cancer Eur. J. Pharmacol. 625 (2009) 206-219
    • (2009) Eur. J. Pharmacol. , vol.625 , pp. 206-219
    • Onkal, R.1    Djamgoz, M.B.A.2
  • 51
    • 84859733307 scopus 로고    scopus 로고
    • Overexpression of the VSSC-associated CAM, beta-2, enhances LNCaP cell metastasis associated behavior
    • 10
    • K. H. Jansson J. E. Lynch N. Lepori-Bui K. J. Czymmek R. L. Duncan R. A Sikes Overexpression of the VSSC-associated CAM, beta-2, enhances LNCaP cell metastasis associated behavior Prostate 72 10 (2012) 1080-1092
    • (2012) Prostate , vol.72 , pp. 1080-1092
    • Jansson, K.H.1    Lynch, J.E.2    Lepori-Bui, N.3    Czymmek, K.J.4    Duncan, R.L.5    Sikes R, A.6
  • 54
    • 84923548098 scopus 로고
    • Aminoéthers de quelques aryladamantanols, Chimika Chronika
    • G. Fytas N. Kolocouris G. B. Foscolos N. Pouli Aminoéthers de quelques aryladamantanols, Chimika Chronika New. Ser. 18 (1989) 47-57
    • (1989) New. Ser. , vol.18 , pp. 47-57
    • Fytas, G.1    Kolocouris, N.2    Foscolos, G.B.3    Pouli, N.4
  • 55
    • 0000400688 scopus 로고
    • Solvolysis of 2-aryl-2-chloroadamantanes. A new Y scale benzylic chlorides
    • 9
    • K. T. Liu H. C. Sheu Solvolysis of 2-aryl-2-chloroadamantanes. A new Y scale benzylic chlorides J. Org. Chem. 56 9 (1991) 3021-3025
    • (1991) J. Org. Chem. , vol.56 , pp. 3021-3025
    • Liu, K.T.1    Sheu, H.C.2
  • 56
    • 0020663899 scopus 로고
    • Geometries and conformational processes in phencyclidine and a rigid adamantyl analog: Variable-temperature NMR, X-ray crystallographic, and molecular mechanics studies
    • 4
    • T. A. Eaton K. N. Houk S. F. Watkins F. R. Fronczek Geometries and conformational processes in phencyclidine and a rigid adamantyl analog: Variable-temperature NMR, X-ray crystallographic, and molecular mechanics studies J. Med. Chem. 26 4 (1983) 479-486
    • (1983) J. Med. Chem. , vol.26 , pp. 479-486
    • Eaton, T.A.1    Houk, K.N.2    Watkins, S.F.3    Fronczek, F.R.4
  • 58
    • 0025878872 scopus 로고
    • Comparison of the sulforhodamine B protein and tetrazolium (MMT) assays for in vitro chemosensitivity testing
    • 7
    • Y. P. Keepers P. E. Pizao G. J. Peters J. Van Ark-Otte B. Winograd H. M. Pinedo Comparison of the sulforhodamine B protein and tetrazolium (MMT) assays for in vitro chemosensitivity testing Eur. J. Cancer 27 7 (1991) 897-900
    • (1991) Eur. J. Cancer , vol.27 , pp. 897-900
    • Keepers, Y.P.1    Pizao, P.E.2    Peters, G.J.3    Van Ark-Otte, J.4    Winograd, B.5    Pinedo, H.M.6
  • 60
    • 0032892207 scopus 로고    scopus 로고
    • Molecular and ligand-binding characterization of the sigma-receptor in the Jurkat human T lymphocyte cell line
    • M. E. Ganapathy P. D. Prasad W. Huang P. Seth F. H. Leibach V. J. Ganapathy Molecular and ligand-binding characterization of the sigma-receptor in the Jurkat human T lymphocyte cell line Pharmacol. Exp. Ther. 289 (1999) 251-260
    • (1999) Pharmacol. Exp. Ther. , vol.289 , pp. 251-260
    • Ganapathy, M.E.1    Prasad, P.D.2    Huang, W.3    Seth, P.4    Leibach, F.H.5    Ganapathy, V.J.6
  • 61
    • 0027183754 scopus 로고
    • [3H](+)-Pentazocine: a potent and highly selective benzomorphan-based probe for sigma-1 receptors
    • W. D. Bowen B. R. De Costa S. B. Hellewell M. Walker K. C. Rice [3H](+)-Pentazocine: a potent and highly selective benzomorphan-based probe for sigma-1 receptors Mol. Neuropharmacol. 3 (1993) 117-126
    • (1993) Mol. Neuropharmacol. , vol.3 , pp. 117-126
    • Bowen, W.D.1    De Costa, B.R.2    Hellewell, S.B.3    Walker, M.4    Rice, K.C.5
  • 62
    • 0022556533 scopus 로고
    • 3H-Batrachotoxinin-A benzoate binding to voltage-sensitive sodium channels: Inhibition by the channel blockers tetrodotoxin and saxitoxin
    • G. B. Brown 3H-Batrachotoxinin-A benzoate binding to voltage-sensitive sodium channels: Inhibition by the channel blockers tetrodotoxin and saxitoxin J. Neurosci. 6 (1986) 2064-2070
    • (1986) J. Neurosci. , vol.6 , pp. 2064-2070
    • Brown, G.B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.