메뉴 건너뛰기




Volumn 53, Issue 7, 2010, Pages 2825-2835

Synthesis and in vitro biological evaluation of carbonyl group-containing inhibitors of vesicular acetylcholine transporter

Author keywords

[No Author keywords available]

Indexed keywords

1 BENZOYL 4 (5 BROMOTHIEN 2 YL)CARBONYLPIPERIDINE; 1 BENZOYL 4 (5 IODOTHIEN 2 YL)CARBONYLPIPERIDINE; 1 BENZOYL 4 (THIEN 2 YL)CARBONYLPIPERIDINE; 2 (4 BENZOYL 4 PHENYLPIPERIDINYL)CYCLOHEXANOL; 2 (4 BENZOYLPIPERIDINYL)CYCOHEXANOL; 2 [4 (4 BROMOBENZOYL)PIPERIDINYL]CYCOHEXANOL; 2 [4 (4 FLUOROBENZOYL)PIPERIDINYL]CYCOHEXANOL; 2 [4 (5 BROMOTHIEN 2 YL)CARBONYLPIPERIDINYL]CYCLOHEXANOL; 2 [4 (5 IODOTHIEN 2 YL)CARBONYLPIPERIDINYL]CYCLOHEXANOL; 2 [4 (THIEN 2 YL)CARBONYLPIPERIDINYL]CYCLOHEXANOL; 4 (5 BROMOTHIEN 2 YL)CARBONYLPIPERIDINE; 4 (5 IODOTHIEN 2 YL)CARBONYLPIPERIDINE; 4 (THIEN 2 YL)CARBONYLIPERIDINE; 5 AMINO 3 [4 (4 FLUOROBENZOYL)PIPERIDINYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; 5 AMINO 3 [4 (THIEN 2 YL)CARBONYLPIPERIDYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; 8 AMINO 3 [4 (THIEN 2 YL)CARBONYLPIPERIDYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; BENZENE DERIVATIVE; BENZOVESAMICOL; CARBONYL DERIVATIVE; PIPERIDINE DERIVATIVE; TRANS 2 HYDROXY 3 (4 PHENYLACETYL 4 PHENYLPIPERIDINYL) 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 2 HYDROXY 3 [4 (THIEN 2 YL)CARBONYLPIPERIDINYL] 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 3 (4 BENZOYL 4 PHENYLPIPERIDINYL) 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 3 (4 FLUOROBENZOYL 4 PHENYLPIPERIDINYL) 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 3 [4 (4 FLUOROBENZOYL)PIPERIDINYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 3 [4 (5 BROMOTHIENYLCARBONYL)PIPERIDINYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; TRANS 3 [4 (5-IODOTHIENYLCARBONYL)PIPERIDINYL] 2 HYDROXY 1,2,3,4 TETRAHYDRONAPHTHALENE; UNCLASSIFIED DRUG; UNINDEXED DRUG; VESAMICOL; VESICULAR ACETYLCHOLINE TRANSPORTER;

EID: 77950583227     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm9017916     Document Type: Article
Times cited : (27)

References (59)
  • 2
    • 24044528136 scopus 로고    scopus 로고
    • Reduced density of cholinergic interneurons in the ventral striatum in schizophrenia: An in situ hybridization study
    • Holt, D. J.; Bachus, S. E.; Hyde, T. M.; Wittie, M.; Herman, M. M. Reduced density of cholinergic interneurons in the ventral striatum in schizophrenia: an in situ hybridization study Biol. Psychiatry 2005, 58, 408 - 416
    • (2005) Biol. Psychiatry , vol.58 , pp. 408-416
    • Holt, D.J.1    Bachus, S.E.2    Hyde, T.M.3    Wittie, M.4    Herman, M.M.5
  • 3
    • 0032851146 scopus 로고    scopus 로고
    • Evidence for a deficit in cholinergic interneurons in the striatum in schizophrenia
    • Holt, D. J.; Herman, M. M.; Hyde, T. M.; Kleinman, J. E.; Sinton, C. M. Evidence for a deficit in cholinergic interneurons in the striatum in schizophrenia Neuroscience 1999, 94, 21 - 31
    • (1999) Neuroscience , vol.94 , pp. 21-31
    • Holt, D.J.1    Herman, M.M.2    Hyde, T.M.3    Kleinman, J.E.4    Sinton, C.M.5
  • 5
    • 10144255848 scopus 로고    scopus 로고
    • Vesamicol receptor mapping of brain cholinergic neurons with radioiodine-labeled positional isomers of benzovesamicol
    • Jung, Y. W.; Frey, K. A.; Mulholland, G. K.; del Rosario, R.; Sherman, P. S. Vesamicol receptor mapping of brain cholinergic neurons with radioiodine-labeled positional isomers of benzovesamicol J. Med. Chem. 1996, 39, 3331 - 3342
    • (1996) J. Med. Chem. , vol.39 , pp. 3331-3342
    • Jung, Y.W.1    Frey, K.A.2    Mulholland, G.K.3    Del Rosario, R.4    Sherman, P.S.5
  • 6
    • 0025269152 scopus 로고
    • Synapse loss in frontal cortex biopsies in Alzheimer's disease: Correlation with cognitive severity
    • DeKosky, S. T.; Scheff, S. W. Synapse loss in frontal cortex biopsies in Alzheimer's disease: correlation with cognitive severity Ann. Neurol. 1990, 27, 457 - 464
    • (1990) Ann. Neurol. , vol.27 , pp. 457-464
    • Dekosky, S.T.1    Scheff, S.W.2
  • 7
    • 0023202066 scopus 로고
    • Recent advances in the neurochemistry of Alzheimer's disease
    • Davies, P.; Wolozin, B. L. Recent advances in the neurochemistry of Alzheimer's disease J. Clin. Psychiatry 1987, 48 (Suppl) 23 - 30
    • (1987) J. Clin. Psychiatry , vol.48 , Issue.SUPPL. , pp. 23-30
    • Davies, P.1    Wolozin, B.L.2
  • 8
    • 0026691420 scopus 로고
    • Three-dimensional analysis of the relationship between synaptic pathology and neuropil threads in Alzheimer disease
    • Masliah, E.; Ellisman, M.; Carragher, B.; Mallory, M.; Young, S. Three-dimensional analysis of the relationship between synaptic pathology and neuropil threads in Alzheimer disease J. Neuropathol. Exp. Neurol. 1992, 51, 404 - 414
    • (1992) J. Neuropathol. Exp. Neurol. , vol.51 , pp. 404-414
    • Masliah, E.1    Ellisman, M.2    Carragher, B.3    Mallory, M.4    Young, S.5
  • 9
    • 0026582838 scopus 로고
    • Localization of amyloid precursor protein in GAP43-immunoreactive aberrant sprouting neurites in Alzheimer's disease
    • Masliah, E.; Mallory, M.; Hansen, L.; Alford, M.; DeTeresa, R. Localization of amyloid precursor protein in GAP43-immunoreactive aberrant sprouting neurites in Alzheimer's disease Brain Res. 1992, 574, 312 - 316
    • (1992) Brain Res. , vol.574 , pp. 312-316
    • Masliah, E.1    Mallory, M.2    Hansen, L.3    Alford, M.4    Deteresa, R.5
  • 10
    • 0028132966 scopus 로고
    • Clinical correlates of cortical and nucleus basalis pathology in Alzheimer dementia
    • Samuel, W.; Terry, R. D.; DeTeresa, R.; Butters, N.; Masliah, E. Clinical correlates of cortical and nucleus basalis pathology in Alzheimer dementia Arch. Neurol. 1994, 51, 772 - 778
    • (1994) Arch. Neurol. , vol.51 , pp. 772-778
    • Samuel, W.1    Terry, R.D.2    Deteresa, R.3    Butters, N.4    Masliah, E.5
  • 11
    • 0025217385 scopus 로고
    • Quantitative assessment of cortical synaptic density in Alzheimer's disease
    • Scheff, S. W.; DeKosky, S. T.; Price, D. A. Quantitative assessment of cortical synaptic density in Alzheimer's disease Neurobiol. Aging 1990, 11, 29 - 37
    • (1990) Neurobiol. Aging , vol.11 , pp. 29-37
    • Scheff, S.W.1    Dekosky, S.T.2    Price, D.A.3
  • 12
    • 0025987048 scopus 로고
    • Physical basis of cognitive alterations in Alzheimer's disease: Synapse loss is the major correlate of cognitive impairment
    • Terry, R. D.; Masliah, E.; Salmon, D. P.; Butters, N.; DeTeresa, R. Physical basis of cognitive alterations in Alzheimer's disease: synapse loss is the major correlate of cognitive impairment Ann. Neurol. 1991, 30, 572 - 580
    • (1991) Ann. Neurol. , vol.30 , pp. 572-580
    • Terry, R.D.1    Masliah, E.2    Salmon, D.P.3    Butters, N.4    Deteresa, R.5
  • 13
    • 33645988822 scopus 로고    scopus 로고
    • Virtues and woes of AChE alternative splicing in stress-related neuropathologies
    • Meshorer, E.; Soreq, H. Virtues and woes of AChE alternative splicing in stress-related neuropathologies Trends Neurosci. 2006, 29, 216 - 224
    • (2006) Trends Neurosci. , vol.29 , pp. 216-224
    • Meshorer, E.1    Soreq, H.2
  • 14
    • 0014790845 scopus 로고
    • Studies on the blocking action of 2-(4-phenyl piperidino) cyclohexanol (AH5183)
    • Marshall, I. G. Studies on the blocking action of 2-(4-phenyl piperidino) cyclohexanol (AH5183) Br. J. Pharmacol. 1970, 38, 503 - 516
    • (1970) Br. J. Pharmacol. , vol.38 , pp. 503-516
    • Marshall, I.G.1
  • 16
    • 0026452328 scopus 로고
    • The pharmacology of vesamicol: An inhibitor of the vesicular acetylcholine transporter
    • Prior, C.; Marshall, I. G.; Parsons, S. M. The pharmacology of vesamicol: an inhibitor of the vesicular acetylcholine transporter Gen. Pharmacol. 1992, 23, 1017 - 1022
    • (1992) Gen. Pharmacol. , vol.23 , pp. 1017-1022
    • Prior, C.1    Marshall, I.G.2    Parsons, S.M.3
  • 17
    • 0023820380 scopus 로고
    • 3H]vesamicol binding in brain: Autoradiographic distribution, pharmacology, and effects of cholinergic lesions
    • 3H]vesamicol binding in brain: autoradiographic distribution, pharmacology, and effects of cholinergic lesions Synapse 1988, 2, 486 - 493
    • (1988) Synapse , vol.2 , pp. 486-493
    • Altar, C.A.1    Marien, M.R.2
  • 18
    • 1542313481 scopus 로고
    • Quantitative autoradiography of brain binding sites for the vesicular acetylcholine transport blocker 2-(4-phenylpiperidino)cyclohexanol (AH5183)
    • Marien, M. R.; Parsons, S. M.; Altar, C. A. Quantitative autoradiography of brain binding sites for the vesicular acetylcholine transport blocker 2-(4-phenylpiperidino)cyclohexanol (AH5183) Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 876 - 880
    • (1987) Proc. Natl. Acad. Sci. U.S.A. , vol.84 , pp. 876-880
    • Marien, M.R.1    Parsons, S.M.2    Altar, C.A.3
  • 19
    • 0032579413 scopus 로고    scopus 로고
    • Structure and organization of the Drosophila cholinergic locus
    • Kitamoto, T.; Wang, W.; Salvaterra, P. M. Structure and organization of the Drosophila cholinergic locus J. Biol. Chem. 1998, 273, 2706 - 2713
    • (1998) J. Biol. Chem. , vol.273 , pp. 2706-2713
    • Kitamoto, T.1    Wang, W.2    Salvaterra, P.M.3
  • 20
    • 0028195078 scopus 로고
    • Cloning and expression of the vesamicol binding protein from the marine ray Torpedo. Homology with the putative vesicular acetylcholine transporter UNC-17 from Caenorhabditis elegans
    • Varoqui, H.; Diebler, M. F.; Meunier, F. M.; Rand, J. B.; Usdin, T. B. Cloning and expression of the vesamicol binding protein from the marine ray Torpedo. Homology with the putative vesicular acetylcholine transporter UNC-17 from Caenorhabditis elegans FEBS Lett. 1994, 342, 97 - 102
    • (1994) FEBS Lett. , vol.342 , pp. 97-102
    • Varoqui, H.1    Diebler, M.F.2    Meunier, F.M.3    Rand, J.B.4    Usdin, T.B.5
  • 22
    • 0030691182 scopus 로고    scopus 로고
    • Molecular characterization of the mouse vesicular acetylcholine transporter gene
    • Naciff, J. M.; Misawa, H.; Dedman, J. R. Molecular characterization of the mouse vesicular acetylcholine transporter gene Neuroreport 1997, 8, 3467 - 3473
    • (1997) Neuroreport , vol.8 , pp. 3467-3473
    • Naciff, J.M.1    Misawa, H.2    Dedman, J.R.3
  • 23
    • 0028048214 scopus 로고
    • Functional identification of a vesicular acetylcholine transporter and its expression from a "cholinergic" gene locus
    • Erickson, J. D.; Varoqui, H.; Schafer, M. K.; Modi, W.; Diebler, M. F. Functional identification of a vesicular acetylcholine transporter and its expression from a "cholinergic" gene locus J. Biol. Chem. 1994, 269, 21929 - 21932
    • (1994) J. Biol. Chem. , vol.269 , pp. 21929-21932
    • Erickson, J.D.1    Varoqui, H.2    Schafer, M.K.3    Modi, W.4    Diebler, M.F.5
  • 25
    • 0028403593 scopus 로고
    • Distribution of the vesicular acetylcholine transporter (VAChT) in the central and peripheral nervous systems of the rat
    • Schafer, M. K.; Weihe, E.; Varoqui, H.; Eiden, L. E.; Erickson, J. D. Distribution of the vesicular acetylcholine transporter (VAChT) in the central and peripheral nervous systems of the rat J. Mol. Neurosci. 1994, 5, 1 - 26
    • (1994) J. Mol. Neurosci. , vol.5 , pp. 1-26
    • Schafer, M.K.1    Weihe, E.2    Varoqui, H.3    Eiden, L.E.4    Erickson, J.D.5
  • 26
    • 0029421084 scopus 로고
    • Human and monkey cholinergic neurons visualized in paraffin-embedded tissues by immunoreactivity for VAChT, the vesicular acetylcholine transporter
    • Schafer, M. K.; Weihe, E.; Erickson, J. D.; Eiden, L. E. Human and monkey cholinergic neurons visualized in paraffin-embedded tissues by immunoreactivity for VAChT, the vesicular acetylcholine transporter J. Mol. Neurosci. 1995, 6, 225 - 235
    • (1995) J. Mol. Neurosci. , vol.6 , pp. 225-235
    • Schafer, M.K.1    Weihe, E.2    Erickson, J.D.3    Eiden, L.E.4
  • 27
    • 0029939094 scopus 로고    scopus 로고
    • Visualization of the vesicular acetylcholine transporter in cholinergic nerve terminals and its targeting to a specific population of small synaptic vesicles
    • Weihe, E.; Tao-Cheng, J. H.; Schafer, M. K.; Erickson, J. D.; Eiden, L. E. Visualization of the vesicular acetylcholine transporter in cholinergic nerve terminals and its targeting to a specific population of small synaptic vesicles Proc. Natl. Acad. Sci. U.S.A. 1996, 93, 3547 - 3552
    • (1996) Proc. Natl. Acad. Sci. U.S.A. , vol.93 , pp. 3547-3552
    • Weihe, E.1    Tao-Cheng, J.H.2    Schafer, M.K.3    Erickson, J.D.4    Eiden, L.E.5
  • 28
    • 0030800975 scopus 로고    scopus 로고
    • Localization of two cholinergic markers, choline acetyltransferase and vesicular acetylcholine transporter in the central nervous system of the rat: In situ hybridization histochemistry and immunohistochemistry
    • Ichikawa, T.; Ajiki, K.; Matsuura, J.; Misawa, H. Localization of two cholinergic markers, choline acetyltransferase and vesicular acetylcholine transporter in the central nervous system of the rat: in situ hybridization histochemistry and immunohistochemistry J. Chem. Neuroanat. 1997, 13, 23 - 39
    • (1997) J. Chem. Neuroanat. , vol.13 , pp. 23-39
    • Ichikawa, T.1    Ajiki, K.2    Matsuura, J.3    Misawa, H.4
  • 29
    • 0030009912 scopus 로고    scopus 로고
    • Expression of the putative vesicular acetylcholine transporter in rat brain and localization in cholinergic synaptic vesicles
    • Gilmor, M. L.; Nash, N. R.; Roghani, A.; Edwards, R. H.; Yi, H. Expression of the putative vesicular acetylcholine transporter in rat brain and localization in cholinergic synaptic vesicles J. Neurosci. 1996, 16, 2179 - 2190
    • (1996) J. Neurosci. , vol.16 , pp. 2179-2190
    • Gilmor, M.L.1    Nash, N.R.2    Roghani, A.3    Edwards, R.H.4    Yi, H.5
  • 30
    • 33748062480 scopus 로고    scopus 로고
    • Mice deficient for the vesicular acetylcholine transporter are myasthenic and have deficits in object and social recognition
    • Prado, V. F.; Martins-Silva, C.; de Castro, B. M.; Lima, R. F.; Barros, D. M. Mice deficient for the vesicular acetylcholine transporter are myasthenic and have deficits in object and social recognition Neuron 2006, 51, 601 - 612
    • (2006) Neuron , vol.51 , pp. 601-612
    • Prado, V.F.1    Martins-Silva, C.2    De Castro, B.M.3    Lima, R.F.4    Barros, D.M.5
  • 31
    • 33847145927 scopus 로고    scopus 로고
    • Time-dependent cognitive deficits associated with first and second generation antipsychotics: Cholinergic dysregulation as a potential mechanism
    • Terry, A. V., Jr.; Mahadik, S. P. Time-dependent cognitive deficits associated with first and second generation antipsychotics: Cholinergic dysregulation as a potential mechanism J. Pharmacol. Exp. Ther. 2007, 320, 961 - 968
    • (2007) J. Pharmacol. Exp. Ther. , vol.320 , pp. 961-968
    • Terry Jr., A.V.1    Mahadik, S.P.2
  • 32
    • 2342578174 scopus 로고    scopus 로고
    • Brain vesicular acetylcholine transporter in human users of drugs of abuse
    • Siegal, D.; Erickson, J.; Varoqui, H.; Ang, L.; Kalasinsky, K. S. Brain vesicular acetylcholine transporter in human users of drugs of abuse Synapse 2004, 52, 223 - 232
    • (2004) Synapse , vol.52 , pp. 223-232
    • Siegal, D.1    Erickson, J.2    Varoqui, H.3    Ang, L.4    Kalasinsky, K.S.5
  • 33
    • 64349102960 scopus 로고    scopus 로고
    • Synthesis and in vitro and in vivo evaluation of (18)F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter
    • Tu, Z.; Efange, S. M.; Xu, J.; Li, S.; Jones, L. A. Synthesis and in vitro and in vivo evaluation of (18)F-labeled positron emission tomography (PET) ligands for imaging the vesicular acetylcholine transporter J. Med. Chem. 2009, 52, 1358 - 1369
    • (2009) J. Med. Chem. , vol.52 , pp. 1358-1369
    • Tu, Z.1    Efange, S.M.2    Xu, J.3    Li, S.4    Jones, L.A.5
  • 35
    • 0029808280 scopus 로고    scopus 로고
    • In vivo mapping of cholinergic terminals in normal aging, Alzheimer's disease, and Parkinson's disease
    • Kuhl, D. E.; Minoshima, S.; Fessler, J. A.; Frey, K. A.; Foster, N. L. In vivo mapping of cholinergic terminals in normal aging, Alzheimer's disease, and Parkinson's disease Ann. Neurol. 1996, 40, 399 - 410
    • (1996) Ann. Neurol. , vol.40 , pp. 399-410
    • Kuhl, D.E.1    Minoshima, S.2    Fessler, J.A.3    Frey, K.A.4    Foster, N.L.5
  • 38
    • 0025826107 scopus 로고
    • Alpha-adrenoceptor blocking properties of vesamicol
    • Wannan, G.; Prior, C.; Marshall, I. G. Alpha-adrenoceptor blocking properties of vesamicol Eur. J. Pharmacol. 1991, 201, 29 - 34
    • (1991) Eur. J. Pharmacol. , vol.201 , pp. 29-34
    • Wannan, G.1    Prior, C.2    Marshall, I.G.3
  • 39
    • 0027935474 scopus 로고
    • Spirovesamicols: Conformationally restricted analogs of 2-(4-phenylpiperidino)cyclohexanol (vesamicol, AH5183) as potential modulators of presynaptic cholinergic function
    • Efange, S. M.; Khare, A. B.; Foulon, C.; Akella, S. K.; Parsons, S. M. Spirovesamicols: conformationally restricted analogs of 2-(4-phenylpiperidino) cyclohexanol (vesamicol, AH5183) as potential modulators of presynaptic cholinergic function J. Med. Chem. 1994, 37, 2574 - 2582
    • (1994) J. Med. Chem. , vol.37 , pp. 2574-2582
    • Efange, S.M.1    Khare, A.B.2    Foulon, C.3    Akella, S.K.4    Parsons, S.M.5
  • 40
    • 0025288472 scopus 로고
    • 3H]vesamicol binding in the temporal cortex of patients with Alzheimer's disease, Parkinson's disease, and rats with basal forebrain lesions
    • 3H]vesamicol binding in the temporal cortex of patients with Alzheimer's disease, Parkinson's disease, and rats with basal forebrain lesions Neuroscience 1990, 35, 327 - 333
    • (1990) Neuroscience , vol.35 , pp. 327-333
    • Ruberg, M.1    Mayo, W.2    Brice, A.3    Duyckaerts, C.4    Hauw, J.J.5
  • 41
    • 0027153441 scopus 로고
    • Interactions between the effects of basal forebrain lesions and chronic treatment with MDL 26,479 on learning and markers of cholinergic transmission
    • Holley, L. A.; Miller, J. A.; Chmielewski, P. A.; Dudchenko, P.; Sarter, M. Interactions between the effects of basal forebrain lesions and chronic treatment with MDL 26,479 on learning and markers of cholinergic transmission Brain Res. 1993, 610, 181 - 193
    • (1993) Brain Res. , vol.610 , pp. 181-193
    • Holley, L.A.1    Miller, J.A.2    Chmielewski, P.A.3    Dudchenko, P.4    Sarter, M.5
  • 43
    • 0024328329 scopus 로고
    • Synthesis, in vitro acetylcholine-storage-blocking activities, and biological properties of derivatives and analogues of trans-2-(4- phenylpiperidino)cyclohexanol (vesamicol)
    • Rogers, G. A.; Parsons, S. M.; Anderson, D. C.; Nilsson, L. M.; Bahr, B. A. Synthesis, in vitro acetylcholine-storage-blocking activities, and biological properties of derivatives and analogues of trans-2-(4-phenylpiperidino) cyclohexanol (vesamicol) J. Med. Chem. 1989, 32, 1217 - 1230
    • (1989) J. Med. Chem. , vol.32 , pp. 1217-1230
    • Rogers, G.A.1    Parsons, S.M.2    Anderson, D.C.3    Nilsson, L.M.4    Bahr, B.A.5
  • 44
    • 0026045174 scopus 로고
    • Acyclic analogues of 2-(4-phenylpiperidino)cyclohexanol (vesamicol): Conformationally mobile inhibitors of vesicular acetylcholine transport
    • Efange, S. M.; Michelson, R. H.; Dutta, A. K.; Parsons, S. M. Acyclic analogues of 2-(4-phenylpiperidino)cyclohexanol (vesamicol): conformationally mobile inhibitors of vesicular acetylcholine transport J. Med. Chem. 1991, 34, 2638 - 2643
    • (1991) J. Med. Chem. , vol.34 , pp. 2638-2643
    • Efange, S.M.1    Michelson, R.H.2    Dutta, A.K.3    Parsons, S.M.4
  • 45
    • 0027153977 scopus 로고
    • Nonsymmetrical bipiperidyls as inhibitors of vesicular acetylcholine storage
    • Efange, S. M.; Khare, A.; Parsons, S. M.; Bau, R.; Metzenthin, T. Nonsymmetrical bipiperidyls as inhibitors of vesicular acetylcholine storage J. Med. Chem. 1993, 36, 985 - 989
    • (1993) J. Med. Chem. , vol.36 , pp. 985-989
    • Efange, S.M.1    Khare, A.2    Parsons, S.M.3    Bau, R.4    Metzenthin, T.5
  • 47
    • 0033614921 scopus 로고    scopus 로고
    • Hydroxylated decahydroquinolines as ligands for the vesicular acetylcholine transporter: Synthesis and biological evaluation
    • Efange, S. M.; Khare, A. B.; Mach, R. H.; Parsons, S. M. Hydroxylated decahydroquinolines as ligands for the vesicular acetylcholine transporter: synthesis and biological evaluation J. Med. Chem. 1999, 42, 2862 - 2869
    • (1999) J. Med. Chem. , vol.42 , pp. 2862-2869
    • Efange, S.M.1    Khare, A.B.2    MacH, R.H.3    Parsons, S.M.4
  • 48
    • 39049096694 scopus 로고    scopus 로고
    • 18F-labeled fluoroacetylmorpholino derivative of vesamicol for neuroimaging of the vesicular acetylcholine transporter
    • 18F-labeled fluoroacetylmorpholino derivative of vesamicol for neuroimaging of the vesicular acetylcholine transporter Nucl. Med. Biol. 2008, 35, 185 - 195
    • (2008) Nucl. Med. Biol. , vol.35 , pp. 185-195
    • Sorger, D.1    Scheunemann, M.2    Gromann, U.3    Fischer, S.4    Vercouille, J.5
  • 50
    • 67349275045 scopus 로고    scopus 로고
    • 18F] fluoroethoxybenzovesamicol in rat and monkey brain: A radioligand for the vesicular acetylcholine transporter
    • 18F] fluoroethoxybenzovesamicol in rat and monkey brain: a radioligand for the vesicular acetylcholine transporter Nucl. Med. Biol. 2009, 36, 489 - 493
    • (2009) Nucl. Med. Biol. , vol.36 , pp. 489-493
    • Kilbourn, M.R.1    Hockley, B.2    Lee, L.3    Sherman, P.4    Quesada, C.5
  • 53
    • 0023688471 scopus 로고
    • Synthesis of ethyl 1-(1-phenylcyclohexyl)-4-phenylpiperidine-4- carboxylate as potential analgesic
    • Aboul-Enein, M. N.; Makhlouf, A. A.; El-Azzouny, A. A. Synthesis of ethyl 1-(1-phenylcyclohexyl)-4-phenylpiperidine-4-carboxylate as potential analgesic Scientia Pharmaceutica 1988, 56, 207 - 210
    • (1988) Scientia Pharmaceutica , vol.56 , pp. 207-210
    • Aboul-Enein, M.N.1    Makhlouf, A.A.2    El-Azzouny, A.A.3
  • 54
    • 0027323936 scopus 로고
    • Kinetic and equilibrium characterization of vesamicol receptor-ligand complexes with picomolar dissociation constants
    • Rogers, G. A.; Kornreich, W. D.; Hand, K.; Parsons, S. M. Kinetic and equilibrium characterization of vesamicol receptor-ligand complexes with picomolar dissociation constants Mol. Pharmacol. 1993, 44, 633 - 641
    • (1993) Mol. Pharmacol. , vol.44 , pp. 633-641
    • Rogers, G.A.1    Kornreich, W.D.2    Hand, K.3    Parsons, S.M.4
  • 55
    • 20744437475 scopus 로고    scopus 로고
    • Carbon-11 labeled sigma-2 receptor ligands for imaging breast cancer
    • Tu, Z.; Dence, C. S.; Ponde, D. E.; Jones, L.; Wheeler, K. T. Carbon-11 labeled sigma-2 receptor ligands for imaging breast cancer Nucl. Med. Biol. 2005, 32, 423 - 430
    • (2005) Nucl. Med. Biol. , vol.32 , pp. 423-430
    • Tu, Z.1    Dence, C.S.2    Ponde, D.E.3    Jones, L.4    Wheeler, K.T.5
  • 56
    • 34447511371 scopus 로고    scopus 로고
    • Fluorine-18-labeled benzamide analogues for imaging the sigma-2 receptor status of solid tumors with positron emission tomography
    • Tu, Z.; Xu, J.; Jones, L. A.; Li, S.; Dumstorff, C. Fluorine-18-labeled benzamide analogues for imaging the sigma-2 receptor status of solid tumors with positron emission tomography J. Med. Chem. 2007, 50, 3194 - 3204
    • (2007) J. Med. Chem. , vol.50 , pp. 3194-3204
    • Tu, Z.1    Xu, J.2    Jones, L.A.3    Li, S.4    Dumstorff, C.5
  • 58
    • 28044445696 scopus 로고    scopus 로고
    • 3H]N-[4-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)butyl] -2-methoxy-5 -methylbenzamide: A novel sigma-2 receptor probe
    • 3H]N-[4-(3,4-dihydro-6,7-dimethoxyisoquinolin-2(1H)-yl)butyl] -2-methoxy-5 -methylbenzamide: a novel sigma-2 receptor probe Eur. J. Pharmacol. 2005, 525, 8 - 17
    • (2005) Eur. J. Pharmacol. , vol.525 , pp. 8-17
    • Xu, J.1    Tu, Z.2    Jones, L.A.3    Vangveravong, S.4    Wheeler, K.T.5
  • 59
    • 0028965077 scopus 로고
    • Vesamicol analogues as sigma ligands. Molecular determinants of selectivity at the vesamicol receptor
    • Efange, S. M.; Mach, R. H.; Smith, C. R.; Khare, A. B.; Foulon, C. Vesamicol analogues as sigma ligands. Molecular determinants of selectivity at the vesamicol receptor Biochem. Pharmacol. 1995, 49, 791 - 797
    • (1995) Biochem. Pharmacol. , vol.49 , pp. 791-797
    • Efange, S.M.1    MacH, R.H.2    Smith, C.R.3    Khare, A.B.4    Foulon, C.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.