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Volumn 34, Issue 2, 2007, Pages 129-139

5-Chloro-2-(2′-((dimethylamino)methyl)-4′-iodophenylthio)benzenamine: a new serotonin transporter ligand

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3,5,6,10B HEXAHYDRO 6 (4 METHYLTHIOPHENYL)PYRROLO[2,1 A]ISOQUINOLINE; 2 [2' [(DIMETHYLAMINO)METHYL] 4' METHOXYPHENYLTHIO] 5 IODOBENZENAMINE; 2 [2' [(DIMETHYLAMINO)METHYL] 4' METHOXYPHENYLTHIO] 5 IODOBENZENAMINE I 125; 2 [4' BROMO 2' [(DIMETHYLAMINO)METHYL]PHENYLTHIO] 5 CHLOROBENZENAMINE; 2 [[2 [(DIMETHYLAMINO)METHYL]PHENYL]THIO] 5 IODOPHENYLAMINE I 125; 4' (2 AMINO 4 BROMOPHENYLTHIO) 3' [(DIMETHYLAMINO)METHYL]PHENOL; 5 BROMO 2 [4' BROMO 2' [(DIMETHYLAMINO)METHYL]PHENYLTHIO]BENZENAMINE; 5 BROMO 2' [2 [(DIMETHYLAMINO)METHYL] 4' METHOXYPHENYLTHIO]BENZENAMINE; 5 CHLORO 2 [2' [(DIMETHYLAMINO)METHYL] 4' IODOPHENYLTHIO]BENZENAMINE; 5 CHLORO 2 [2' [(DIMETHYLAMINO)METHYL] 4' IODOPHENYLTHIO]BENZENAMINE I 125; BENZENE DERIVATIVE; DOPAMINE TRANSPORTER; ESCITALOPRAM; IODINE DERIVATIVE; NISOXETINE; NORADRENALIN TRANSPORTER; SEROTONIN TRANSPORTER; TRACER; UNCLASSIFIED DRUG; VANOXERINE;

EID: 33846925838     PISSN: 09698051     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.nucmedbio.2006.12.002     Document Type: Article
Times cited : (16)

References (51)
  • 1
    • 0028265462 scopus 로고
    • Role of serotonin in the pathophysiology of depression: focus on the serotonin transporter
    • Owens M.J., and Nemeroff C.B. Role of serotonin in the pathophysiology of depression: focus on the serotonin transporter. Clin Chem 40 (1994) 288-295
    • (1994) Clin Chem , vol.40 , pp. 288-295
    • Owens, M.J.1    Nemeroff, C.B.2
  • 2
    • 0034948744 scopus 로고    scopus 로고
    • Serotonergic and noradrenergic reuptake inhibitors: prediction of clinical effects from in vitro potencies
    • Frazer A. Serotonergic and noradrenergic reuptake inhibitors: prediction of clinical effects from in vitro potencies. J Clin Psychiatry 62 (2001) 16-23
    • (2001) J Clin Psychiatry , vol.62 , pp. 16-23
    • Frazer, A.1
  • 3
  • 4
    • 2142822259 scopus 로고    scopus 로고
    • Selectivity of antidepressants: from the monoamine hypothesis of depression to the SSRI revolution and beyond
    • Owens M.J. Selectivity of antidepressants: from the monoamine hypothesis of depression to the SSRI revolution and beyond. J Clin Psychiatry 4 (2004) 5-10
    • (2004) J Clin Psychiatry , vol.4 , pp. 5-10
    • Owens, M.J.1
  • 5
    • 33244463284 scopus 로고    scopus 로고
    • Advances in the treatment of depression
    • Holtzheimer III P.E., and Nemeroff C.B. Advances in the treatment of depression. NeuroRx 3 (2006) 42-56
    • (2006) NeuroRx , vol.3 , pp. 42-56
    • Holtzheimer III, P.E.1    Nemeroff, C.B.2
  • 6
    • 33846919445 scopus 로고    scopus 로고
    • The burden of severe depression: a review of diagnostic challenges and treatment alternatives
    • Nemeroff C.B. The burden of severe depression: a review of diagnostic challenges and treatment alternatives. J Psychiatr Res (2006)
    • (2006) J Psychiatr Res
    • Nemeroff, C.B.1
  • 7
    • 30544439942 scopus 로고    scopus 로고
    • Serotonin transporters: implications for antidepressant drug development
    • White K.J., Walline C.C., and Barker E.L. Serotonin transporters: implications for antidepressant drug development. AAPS J 7 (2005) E421-E433
    • (2005) AAPS J , vol.7
    • White, K.J.1    Walline, C.C.2    Barker, E.L.3
  • 8
    • 33846914510 scopus 로고    scopus 로고
    • Serotonin transporter residual availability during long-term antidepressant therapy does not differentiate responder and nonresponder unipolar patients
    • Cavanagh J., Patterson J., Pimlott S., Dewar D., Eersels J., Dempsey M.F., et al. Serotonin transporter residual availability during long-term antidepressant therapy does not differentiate responder and nonresponder unipolar patients. Biol Psychiatry (2005)
    • (2005) Biol Psychiatry
    • Cavanagh, J.1    Patterson, J.2    Pimlott, S.3    Dewar, D.4    Eersels, J.5    Dempsey, M.F.6
  • 9
  • 10
    • 0034672791 scopus 로고    scopus 로고
    • Selective in vitro and in vivo binding of [(125)I]ADAM to serotonin transporters in rat brain
    • Choi S.R., Hou C., Oya S., Mu M., Kung M.P., Siciliano M., et al. Selective in vitro and in vivo binding of [(125)I]ADAM to serotonin transporters in rat brain. Synapse 38 (2000) 403-412
    • (2000) Synapse , vol.38 , pp. 403-412
    • Choi, S.R.1    Hou, C.2    Oya, S.3    Mu, M.4    Kung, M.P.5    Siciliano, M.6
  • 11
    • 4744351075 scopus 로고    scopus 로고
    • 2-(2-(Dimethylaminomethyl)phenoxy)-5-iodophenylamine: an improved serotonin transporter imaging agent
    • Kung H.F., Newman S., Choi S.R., Oya S., Hou C., Zhuang Z.P., et al. 2-(2-(Dimethylaminomethyl)phenoxy)-5-iodophenylamine: an improved serotonin transporter imaging agent. J Med Chem 47 (2004) 5258-5264
    • (2004) J Med Chem , vol.47 , pp. 5258-5264
    • Kung, H.F.1    Newman, S.2    Choi, S.R.3    Oya, S.4    Hou, C.5    Zhuang, Z.P.6
  • 13
    • 33846903404 scopus 로고    scopus 로고
    • Acute occupancy of brain serotonin transporter by sertraline as measured by [(11)C]DASB and positron emission tomography
    • Parsey R.V., Kent J.M., Oquendo M.A., Richards M.C., Pratap M., Cooper T.B., et al. Acute occupancy of brain serotonin transporter by sertraline as measured by [(11)C]DASB and positron emission tomography. Biol Psychiatry (2005)
    • (2005) Biol Psychiatry
    • Parsey, R.V.1    Kent, J.M.2    Oquendo, M.A.3    Richards, M.C.4    Pratap, M.5    Cooper, T.B.6
  • 14
    • 25844463424 scopus 로고    scopus 로고
    • Differential effects of paroxetine on raphe and cortical 5-HT1A binding: a PET study in monkeys
    • Giovacchini G., Lang L., Ma Y., Herscovitch P., Eckelman W.C., and Carson R.E. Differential effects of paroxetine on raphe and cortical 5-HT1A binding: a PET study in monkeys. Neuroimage 28 (2005) 238-248
    • (2005) Neuroimage , vol.28 , pp. 238-248
    • Giovacchini, G.1    Lang, L.2    Ma, Y.3    Herscovitch, P.4    Eckelman, W.C.5    Carson, R.E.6
  • 15
    • 33846916534 scopus 로고    scopus 로고
    • Is correction for age necessary in SPECT or PET of the central serotonin transporter in young, healthy adults?
    • Buchert R., Schulze O., Wilke F., Berding G., Thomasius R., Petersen K., et al. Is correction for age necessary in SPECT or PET of the central serotonin transporter in young, healthy adults?. J Nucl Med 47 (2006) 38-42
    • (2006) J Nucl Med , vol.47 , pp. 38-42
    • Buchert, R.1    Schulze, O.2    Wilke, F.3    Berding, G.4    Thomasius, R.5    Petersen, K.6
  • 16
    • 31444449264 scopus 로고    scopus 로고
    • Reversibility of ecstasy-induced reduction in serotonin transporter availability in polydrug ecstasy users
    • Buchert R., Thomasius R., Petersen K., Wilke F., Obrocki J., Nebeling B., et al. Reversibility of ecstasy-induced reduction in serotonin transporter availability in polydrug ecstasy users. Eur J Nucl Med Mol Imaging 33 (2006) 188-199
    • (2006) Eur J Nucl Med Mol Imaging , vol.33 , pp. 188-199
    • Buchert, R.1    Thomasius, R.2    Petersen, K.3    Wilke, F.4    Obrocki, J.5    Nebeling, B.6
  • 17
    • 31844433949 scopus 로고    scopus 로고
    • Neuroimaging of the serotonin transporter: possibilities and pitfalls
    • Brust P., Hesse S., Mueller U., and Szabo Z. Neuroimaging of the serotonin transporter: possibilities and pitfalls. Current Psychiatry Reviews 2 (2006) 111-149
    • (2006) Current Psychiatry Reviews , vol.2 , pp. 111-149
    • Brust, P.1    Hesse, S.2    Mueller, U.3    Szabo, Z.4
  • 20
    • 33748666835 scopus 로고    scopus 로고
    • In vivo imaging of serotonin transporter occupancy by means of SPECT and [(123)I]ADAM in healthy subjects administered different doses of escitalopram or citalopram
    • Klein N., Sacher J., Geiss-Granadia T., Attarbaschi T., Mossaheb N., Lanzenberger R., et al. In vivo imaging of serotonin transporter occupancy by means of SPECT and [(123)I]ADAM in healthy subjects administered different doses of escitalopram or citalopram. Psychopharmacology (Berl) 188 (2006) 263-272
    • (2006) Psychopharmacology (Berl) , vol.188 , pp. 263-272
    • Klein, N.1    Sacher, J.2    Geiss-Granadia, T.3    Attarbaschi, T.4    Mossaheb, N.5    Lanzenberger, R.6
  • 21
    • 33644939784 scopus 로고    scopus 로고
    • Brain kinetics of the new selective serotonin transporter tracer [(123)I]ADAM in healthy young adults
    • Booij J., and de Win M.M. Brain kinetics of the new selective serotonin transporter tracer [(123)I]ADAM in healthy young adults. Nucl Med Biol 33 (2006) 185-191
    • (2006) Nucl Med Biol , vol.33 , pp. 185-191
    • Booij, J.1    de Win, M.M.2
  • 24
    • 24944570215 scopus 로고    scopus 로고
    • PET and SPECT exploration of central monoaminergic transporters for the development of new drugs and treatments in brain disorders
    • Guilloteau D., and Chalon S. PET and SPECT exploration of central monoaminergic transporters for the development of new drugs and treatments in brain disorders. Curr Pharm Des 11 (2005) 3237-3245
    • (2005) Curr Pharm Des , vol.11 , pp. 3237-3245
    • Guilloteau, D.1    Chalon, S.2
  • 25
    • 0026612598 scopus 로고
    • [I-125]5-Iodo-6-nitro-2-piperazinylquinoline: a potent and selective ligand for the serotonin uptake complex
    • Mathis C.A., Biegon A., Taylor S.E., Enas J.D., and Hanrahan S.M. [I-125]5-Iodo-6-nitro-2-piperazinylquinoline: a potent and selective ligand for the serotonin uptake complex. Eur J Pharmacol 210 (1992) 103-104
    • (1992) Eur J Pharmacol , vol.210 , pp. 103-104
    • Mathis, C.A.1    Biegon, A.2    Taylor, S.E.3    Enas, J.D.4    Hanrahan, S.M.5
  • 26
    • 10144229103 scopus 로고    scopus 로고
    • Iodine-123-5-iodo-6-nitroquipazine: SPECT radiotracer to image the serotonin transporter
    • Jagust W.J., Eberling J.L., Biegon A., Taylor S.E., VanBrocklin H.F., Jordan S., et al. Iodine-123-5-iodo-6-nitroquipazine: SPECT radiotracer to image the serotonin transporter. J Nucl Med 37 (1996) 1207-1214
    • (1996) J Nucl Med , vol.37 , pp. 1207-1214
    • Jagust, W.J.1    Eberling, J.L.2    Biegon, A.3    Taylor, S.E.4    VanBrocklin, H.F.5    Jordan, S.6
  • 27
    • 0027337038 scopus 로고
    • 125I]5-Iodo-6-nitroquipazine: a potent and selective ligand for the 5-hydroxytryptamine uptake complex I in vitro studies
    • 125I]5-Iodo-6-nitroquipazine: a potent and selective ligand for the 5-hydroxytryptamine uptake complex I in vitro studies. Brain Res 619 (1993) 229-235
    • (1993) Brain Res , vol.619 , pp. 229-235
    • Mathis, C.A.1    Taylor, S.E.2    Biegon, A.3    Enas, J.D.4
  • 28
    • 27444439092 scopus 로고    scopus 로고
    • Synthesis, radiosynthesis, and biological evaluation of carbon-11 and fluorine-18 (N-fluoroalkyl) labeled 2beta-carbomethoxy-3beta-(4′-(3-furyl)phenyl)tropanes and -nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography
    • Stehouwer J.S., Plisson C., Jarkas N., Zeng F., Voll R.J., Williams L., et al. Synthesis, radiosynthesis, and biological evaluation of carbon-11 and fluorine-18 (N-fluoroalkyl) labeled 2beta-carbomethoxy-3beta-(4′-(3-furyl)phenyl)tropanes and -nortropanes: candidate radioligands for in vivo imaging of the serotonin transporter with positron emission tomography. J Med Chem 48 (2005) 7080-7083
    • (2005) J Med Chem , vol.48 , pp. 7080-7083
    • Stehouwer, J.S.1    Plisson, C.2    Jarkas, N.3    Zeng, F.4    Voll, R.J.5    Williams, L.6
  • 29
    • 0034652809 scopus 로고    scopus 로고
    • 123I]-β-CIT SPECT imaging shows reduced brain serotonin transporter availability in drug-free depressed patients with seasonal affective disorder
    • 123I]-β-CIT SPECT imaging shows reduced brain serotonin transporter availability in drug-free depressed patients with seasonal affective disorder. Biol Psychiatry 47 (2000) 482-489
    • (2000) Biol Psychiatry , vol.47 , pp. 482-489
    • Willeit, M.1    Praschak-Rieder, N.2    Neumeister, A.3    Pirker, W.4    Asenbaum, S.5    Vitouch, O.6
  • 30
    • 0030764452 scopus 로고    scopus 로고
    • In vitro and in vivo characterisation of nor-beta-CIT: a potential radioligand for visualisation of the serotonin transporter in the brain
    • Bergstrom K.A., Halldin C., Hall H., Lundkvist C., Ginovart N., Swahn C.G., et al. In vitro and in vivo characterisation of nor-beta-CIT: a potential radioligand for visualisation of the serotonin transporter in the brain. Eur J Nucl Med 24 (1997) 596-601
    • (1997) Eur J Nucl Med , vol.24 , pp. 596-601
    • Bergstrom, K.A.1    Halldin, C.2    Hall, H.3    Lundkvist, C.4    Ginovart, N.5    Swahn, C.G.6
  • 35
    • 0023277534 scopus 로고
    • Pyrroloisoquinoline antidepressants: 2. In-depth exploration of structure-activity relationships
    • [published erratum appears in J Med Chem 1988 Jan; 31(1):276]
    • Maryanoff B.E., McComsey D.F., Gardocki J.F., Shank R.P., Costanzo M.J., Nortey S.O., et al. Pyrroloisoquinoline antidepressants: 2. In-depth exploration of structure-activity relationships. J Med Chem 30 (1987) 1433-1454 [published erratum appears in J Med Chem 1988 Jan; 31(1):276]
    • (1987) J Med Chem , vol.30 , pp. 1433-1454
    • Maryanoff, B.E.1    McComsey, D.F.2    Gardocki, J.F.3    Shank, R.P.4    Costanzo, M.J.5    Nortey, S.O.6
  • 36
    • 31344478569 scopus 로고    scopus 로고
    • Synthesis and in vitro evaluation of novel derivatives of diphenylsulfide as serotonin transporter ligands
    • Vercouillie J., Mavel S., Galineau L., Ragusa T., Innis R., Kassiou M., et al. Synthesis and in vitro evaluation of novel derivatives of diphenylsulfide as serotonin transporter ligands. Bioorg Med Chem Lett 16 (2006) 1297-1300
    • (2006) Bioorg Med Chem Lett , vol.16 , pp. 1297-1300
    • Vercouillie, J.1    Mavel, S.2    Galineau, L.3    Ragusa, T.4    Innis, R.5    Kassiou, M.6
  • 37
    • 33646047698 scopus 로고    scopus 로고
    • Design, synthesis, and preliminary SAR study of 3- and 6-side-chain-extended tetrahydro-pyran analogues of cis- and trans-(6-benzhydryl-tetrahydropyran-3-yl)-benzylamine
    • Zhang S., Zhen J., Reith M.E., and Dutta A.K. Design, synthesis, and preliminary SAR study of 3- and 6-side-chain-extended tetrahydro-pyran analogues of cis- and trans-(6-benzhydryl-tetrahydropyran-3-yl)-benzylamine. Bioorg Med Chem (2006)
    • (2006) Bioorg Med Chem
    • Zhang, S.1    Zhen, J.2    Reith, M.E.3    Dutta, A.K.4
  • 38
    • 31844447577 scopus 로고    scopus 로고
    • 11C]SMe-ADAM, an imaging agent for the brain serotonin transporter: synthesis, pharmacological characterization and microPET studies in rats
    • 11C]SMe-ADAM, an imaging agent for the brain serotonin transporter: synthesis, pharmacological characterization and microPET studies in rats. Nucl Med Biol 33 (2006) 53-63
    • (2006) Nucl Med Biol , vol.33 , pp. 53-63
    • Zessin, J.1    Deuther-Conrad, W.2    Kretzschmar, M.3    Wust, F.4    Pawelke, B.5    Brust, P.6
  • 39
    • 20144388151 scopus 로고    scopus 로고
    • Carbon-11 HOMADAM: a novel PET radiotracer for imaging serotonin transporters
    • Jarkas N., Votaw J.R., Voll R.J., Williams L., Camp V.M., Owens M.J., et al. Carbon-11 HOMADAM: a novel PET radiotracer for imaging serotonin transporters. Nucl Med Biol 32 (2005) 211-224
    • (2005) Nucl Med Biol , vol.32 , pp. 211-224
    • Jarkas, N.1    Votaw, J.R.2    Voll, R.J.3    Williams, L.4    Camp, V.M.5    Owens, M.J.6
  • 40
    • 19944432965 scopus 로고    scopus 로고
    • Synthesis and characterization of EADAM: a selective radioligand for mapping the brain serotonin transporters by positron emission tomography
    • Jarkas N., McConathy J., Votaw J.R., Voll R.J., Malveaux E., Camp V.M., et al. Synthesis and characterization of EADAM: a selective radioligand for mapping the brain serotonin transporters by positron emission tomography. Nucl Med Biol 32 (2005) 75-86
    • (2005) Nucl Med Biol , vol.32 , pp. 75-86
    • Jarkas, N.1    McConathy, J.2    Votaw, J.R.3    Voll, R.J.4    Malveaux, E.5    Camp, V.M.6
  • 41
    • 17144418906 scopus 로고    scopus 로고
    • Fluorinated diaryl sulfides as serotonin transporter ligands: synthesis, structure-activity relationship study, and in vivo evaluation of fluorine-18-labeled compounds as PET imaging agents
    • Huang Y., Bae S.A., Zhu Z., Guo N., Roth B.L., and Laruelle M. Fluorinated diaryl sulfides as serotonin transporter ligands: synthesis, structure-activity relationship study, and in vivo evaluation of fluorine-18-labeled compounds as PET imaging agents. J Med Chem 48 (2005) 2559-2570
    • (2005) J Med Chem , vol.48 , pp. 2559-2570
    • Huang, Y.1    Bae, S.A.2    Zhu, Z.3    Guo, N.4    Roth, B.L.5    Laruelle, M.6
  • 43
    • 0034077167 scopus 로고    scopus 로고
    • 2-((2-((Dimethylamino)methyl)phenyl)thio)-5-iodophenylamine (ADAM): an improved serotonin transporter ligand
    • Oya S., Choi S.R., Hou C., Mu M., Kung M.P., Acton P.D., et al. 2-((2-((Dimethylamino)methyl)phenyl)thio)-5-iodophenylamine (ADAM): an improved serotonin transporter ligand. Nucl Med Biol 27 (2000) 249-254
    • (2000) Nucl Med Biol , vol.27 , pp. 249-254
    • Oya, S.1    Choi, S.R.2    Hou, C.3    Mu, M.4    Kung, M.P.5    Acton, P.D.6
  • 44
    • 0037057546 scopus 로고    scopus 로고
    • 18F]ACF (2-[(2-amino-4-chloro-5-fluorophenyl)thio]-N,N-dimethyl-benzenmethanamine)
    • 18F]ACF (2-[(2-amino-4-chloro-5-fluorophenyl)thio]-N,N-dimethyl-benzenmethanamine). J Med Chem 45 (2002) 4716-4723
    • (2002) J Med Chem , vol.45 , pp. 4716-4723
    • Oya, S.1    Choi, S.R.2    Coenen, H.3    Kung, H.F.4
  • 45
    • 0028229855 scopus 로고
    • Stable expression of biogenic amine transporters reveals differences in inhibitor sensitivity, kinetics, and ion dependence
    • Gu H., Wall S.C., and Rudnick G. Stable expression of biogenic amine transporters reveals differences in inhibitor sensitivity, kinetics, and ion dependence. J Biol Chem 269 (1994) 7124-7130
    • (1994) J Biol Chem , vol.269 , pp. 7124-7130
    • Gu, H.1    Wall, S.C.2    Rudnick, G.3
  • 48
    • 0027337040 scopus 로고
    • 125I]5-Iodo-6-nitroquipazine: a potent and selective ligand for the 5-hydroxytryptamine uptake complex II in vivo studies in rats
    • 125I]5-Iodo-6-nitroquipazine: a potent and selective ligand for the 5-hydroxytryptamine uptake complex II in vivo studies in rats. Brain Res 619 (1993) 236-246
    • (1993) Brain Res , vol.619 , pp. 236-246
    • Biegon, A.1    Mathis, C.A.2    Hanrahan, S.M.3    Jagust, W.J.4
  • 49
    • 0023557101 scopus 로고
    • 3H-paroxetine-labeled serotonin uptake sites in rat brain
    • 3H-paroxetine-labeled serotonin uptake sites in rat brain. Synapse 1 (1987) 488-496
    • (1987) Synapse , vol.1 , pp. 488-496
    • DeSouza, E.B.1    Kuyatt, B.L.2


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