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Volumn 48, Issue 7, 2005, Pages 2559-2570

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

Author keywords

[No Author keywords available]

Indexed keywords

2 [(2 AMINO 4 FLUOROMETHYLPHENYL)THIO] N,N DIMETHYLBENZENEMETHANAMINE; 2 [(2 AMINO 4 FLUOROPHENYL)THIO] N,N DIMETHYLBENZENEMETHANAMINE; 2 [[2 AMINO 4 (2 FLUOROETHYL)PHENYL]THIO] N,N DIMETHYLBENZENEMETHANAMINE; 2 [[2 AMINO 4 (3 FLUOROPROPYL)PHENYL]THIO] N,N DIEMTHYLBENZENEMETHANAMINE; DOPAMINE TRANSPORTER; FLUORINE DERIVATIVE; FLUORODEOXYGLUCOSE F 18; NORADRENALIN TRANSPORTER; RADIOLIGAND; SEROTONIN TRANSPORTER; SULFIDE; UNCLASSIFIED DRUG;

EID: 17144418906     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0400808     Document Type: Article
Times cited : (64)

References (59)
  • 1
    • 0032145210 scopus 로고    scopus 로고
    • The spectrum of behaviors influenced by serotonin
    • Lucki, I. The spectrum of behaviors influenced by serotonin. Biol. Psychiatry 1998, 44, 151-162.
    • (1998) Biol. Psychiatry , vol.44 , pp. 151-162
    • Lucki, I.1
  • 2
    • 0028535338 scopus 로고
    • Molecular physiology of norepinephrine and serotonin transporters
    • Blakely, R. D.; De Felice, L. J.; Hartzell, H. C. Molecular physiology of norepinephrine and serotonin transporters. J. Exp. Biol. 1994, 196, 263-281.
    • (1994) J. Exp. Biol. , vol.196 , pp. 263-281
    • Blakely, R.D.1    De Felice, L.J.2    Hartzell, H.C.3
  • 3
    • 0032821347 scopus 로고    scopus 로고
    • Role of the serotonergic system in the pathogenesis of major depression and suicidal behavior
    • Mann, J. J. Role of the serotonergic system in the pathogenesis of major depression and suicidal behavior. Neuropsychopharmacology 1999, 27, 99S-105S.
    • (1999) Neuropsychopharmacology , vol.27
    • Mann, J.J.1
  • 4
    • 0033838035 scopus 로고    scopus 로고
    • A serotonin transporter gene promoter polymorphism (5-HTTLPR) and prefrontal cortical binding in major depression and suicide
    • Mann, J. J.; Huang, Y. Y.; Underwood, M. D.; Kassir, S. A.; Oppenheim, S.; Kelly, T. M.; Dwork, A. J.; Arango, V. A serotonin transporter gene promoter polymorphism (5-HTTLPR) and prefrontal cortical binding in major depression and suicide. Arch. Gen. Psychiatry 2000, 57, 729-738.
    • (2000) Arch. Gen. Psychiatry , vol.57 , pp. 729-738
    • Mann, J.J.1    Huang, Y.Y.2    Underwood, M.D.3    Kassir, S.A.4    Oppenheim, S.5    Kelly, T.M.6    Dwork, A.J.7    Arango, V.8
  • 5
    • 0031815074 scopus 로고    scopus 로고
    • The role of serotonin in panic, anxiety and depression
    • Deakin, J. F. The role of serotonin in panic, anxiety and depression. Int. Clin. Psychopharmacol. 1998, 13 Suppl 4, S1-5.
    • (1998) Int. Clin. Psychopharmacol. , vol.13 , Issue.SUPPL. 4
    • Deakin, J.F.1
  • 6
    • 0029874311 scopus 로고    scopus 로고
    • Presynaptic serotonergic markers in community-acquired cases of Alzheimer's disease: Correlations with depression and neuroleptic medication
    • Chen, C. P.; Alder, J. T.; Bowen, D. M.; Esiri, M. M.; McDonald, B.; Hope, T.; Jobst, K. A.; Francis, P. T. Presynaptic serotonergic markers in community-acquired cases of Alzheimer's disease: correlations with depression and neuroleptic medication. J. Neurochem. 1996, 66, 1592-1598.
    • (1996) J. Neurochem. , vol.66 , pp. 1592-1598
    • Chen, C.P.1    Alder, J.T.2    Bowen, D.M.3    Esiri, M.M.4    McDonald, B.5    Hope, T.6    Jobst, K.A.7    Francis, P.T.8
  • 8
    • 0028294525 scopus 로고
    • Pharmacological characterization of selective serotonin reuptake inhibitors (SSRIs)
    • Hyttel, J. Pharmacological characterization of selective serotonin reuptake inhibitors (SSRIs). Int. Clin. Psychopharmacol. 1994, 1, 19-26.
    • (1994) Int. Clin. Psychopharmacol. , vol.1 , pp. 19-26
    • Hyttel, J.1
  • 11
    • 0037435050 scopus 로고    scopus 로고
    • Synthesis and characterization of iodine-123 labeled 2β- carbomethoxy-3β-(4′-((Z)-2-iodoethenyl)phenyl)nortropane. A ligand for in vivo imaging of serotonin transporters by single-photon-emission tomography
    • Goodman, M. M.; Chen, P.; Plisson, C.; Martarello, L.; Galt, J.; Votaw, J. R.; Kilts, C. D.; Malveaux, G.; Camp, V. M.; Shi, B.; Ely, T. D.; Howell, L.; McConathy, J.; Nemeroff, C. B. Synthesis and characterization of iodine-123 labeled 2β-carbomethoxy-3β-(4′-((Z)-2-iodoethenyl)phenyl) nortropane. A ligand for in vivo imaging of serotonin transporters by single-photon-emission tomography. J. Med. Chem. 2003, 46, 925-935.
    • (2003) J. Med. Chem. , vol.46 , pp. 925-935
    • Goodman, M.M.1    Chen, P.2    Plisson, C.3    Martarello, L.4    Galt, J.5    Votaw, J.R.6    Kilts, C.D.7    Malveaux, G.8    Camp, V.M.9    Shi, B.10    Ely, T.D.11    Howell, L.12    McConathy, J.13    Nemeroff, C.B.14
  • 12
    • 1242273831 scopus 로고    scopus 로고
    • Synthesis, radiosynthesis, and biological evaluation of carbon-11 and iodine-123 labeled 2β-carbomethoxy-3β-[4′-((Z)-2-halo-ethenyl) phenyl]tropanes: Candidate radioligands for in vivo imaging of the serotonin transporter
    • Plisson, C.; McConathy, J.; Martarello, L.; Malveaux, E. J.; Camp, V. M.; Williams, L.; Votaw, J. R.; Goodman, M. M. Synthesis, radiosynthesis, and biological evaluation of carbon-11 and iodine-123 labeled 2β-carbomethoxy- 3β-[4′-((Z)-2-halo-ethenyl)phenyl]tropanes: Candidate radioligands for in vivo imaging of the serotonin transporter. J. Med. Chem. 2004, 47, 1122-1135.
    • (2004) J. Med. Chem. , vol.47 , pp. 1122-1135
    • Plisson, C.1    McConathy, J.2    Martarello, L.3    Malveaux, E.J.4    Camp, V.M.5    Williams, L.6    Votaw, J.R.7    Goodman, M.M.8
  • 27
    • 0034077167 scopus 로고    scopus 로고
    • 2-((2-((Dimethylamino)methyl)phenyl)-thio)-5-iodophenylamine (ADAM): An improved serotonin transporter ligand
    • Oya, S.; Choi, S.; Hou, C.; Mu, M.; Kung, M.; Acton, P. D.; Siciliano, M.; Kung, H. F. 2-((2-((dimethylamino)methyl)phenyl)-thio)-5-iodophenylamine (ADAM): an improved serotonin transporter ligand. Nucl. Med. Biol. 2000, 27, 249-254.
    • (2000) Nucl. Med. Biol. , vol.27 , pp. 249-254
    • Oya, S.1    Choi, S.2    Hou, C.3    Mu, M.4    Kung, M.5    Acton, P.D.6    Siciliano, M.7    Kung, H.F.8
  • 30
    • 0033619983 scopus 로고    scopus 로고
    • 11C-labelled 2-(aryl-thio)benzylamines: Potential radiotracers for the serotonin reuptake receptor
    • 11C-labelled 2-(aryl-thio)benzylamines: Potential radiotracers for the serotonin reuptake receptor. J. Labelled Compd. Radiopharm. 1999, 42, 1277-1288.
    • (1999) J. Labelled Compd. Radiopharm. , vol.42 , pp. 1277-1288
    • Wilson, A.A.1    Houle, S.2
  • 47
    • 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. 2002, 45, 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
  • 48
    • 0037314599 scopus 로고    scopus 로고
    • 18F]fluorophenylthio) benzylamine as a serotonin transporter imaging agent
    • 18F]fluorophenylthio)benzylamine as a serotonin transporter imaging agent. Appl. Radiat. Isot. 2003, 58, 183-191.
    • (2003) Appl. Radiat. Isot. , vol.58 , pp. 183-191
    • Shiue, G.G.1    Fang, P.2    Shiue, C.Y.3
  • 50
    • 0002849403 scopus 로고    scopus 로고
    • Fluorinated analogues of ADAM as new PET radioligands for the serotonin transporter: Synthesis and pharmacological evaluation
    • Huang, Y.; Bae, S. A.; Zhu, Z.; Guo, N.; Hwang, D. R.; Laruelle, M. Fluorinated analogues of ADAM as new PET radioligands for the serotonin transporter: Synthesis and pharmacological evaluation. J. Labelled Compd. Radiopharm. 2001, 44, S18-S20.
    • (2001) J. Labelled Compd. Radiopharm. , vol.44
    • Huang, Y.1    Bae, S.A.2    Zhu, Z.3    Guo, N.4    Hwang, D.R.5    Laruelle, M.6
  • 51
    • 0033578943 scopus 로고    scopus 로고
    • Bis(2-methoxyethyl)aminosulfur trifluoride: A new broad-spectrum deoxofluorinating agent with enhanced thermal stability
    • Lal, G. S.; Pez, G. P.; Pesaresi, R. J.; Prozonic, F. M.; Cheng, H. Bis(2-methoxyethyl)aminosulfur trifluoride: a new broad-spectrum deoxofluorinating agent with enhanced thermal stability. J. Org. Chem. 1999, 64, 7048-7054.
    • (1999) J. Org. Chem. , vol.64 , pp. 7048-7054
    • Lal, G.S.1    Pez, G.P.2    Pesaresi, R.J.3    Prozonic, F.M.4    Cheng, H.5
  • 52
    • 17144405418 scopus 로고    scopus 로고
    • Substituted diphenylsulfides as serotonin uptake inhhibitors. WO 93/12080, 1993
    • Brieaddy, L. E. Substituted diphenylsulfides as serotonin uptake inhhibitors. WO 93/12080, 1993.
    • Brieaddy, L.E.1
  • 54
    • 17144413142 scopus 로고    scopus 로고
    • Derivatives of N,N-dimethyl-2-(arylthio)benzyl-amine, their salts, methods of preparation and their use in pharmaceutical medicaments. WO 97/17325, 1997
    • Polivka, Z.; Silhankova, A.; Sindelar, K.; Mickova, R.; Valenta, V.; Krejci, I. Derivatives of N,N-dimethyl-2-(arylthio)benzyl-amine, their salts, methods of preparation and their use in pharmaceutical medicaments. WO 97/17325, 1997.
    • Polivka, Z.1    Silhankova, A.2    Sindelar, K.3    Mickova, R.4    Valenta, V.5    Krejci, I.6
  • 57
    • 0008644711 scopus 로고    scopus 로고
    • Structure activity relationship of analogues of ADAM as ligands for serotonin transporters
    • Choi, S. R.; Oya, S.; Kung, H. F. Structure activity relationship of analogues of ADAM as ligands for serotonin transporters. J. Labelled Compd. Radiopharm. 2001, 42, S190-S192.
    • (2001) J. Labelled Compd. Radiopharm. , vol.42
    • Choi, S.R.1    Oya, S.2    Kung, H.F.3
  • 58
    • 0032772191 scopus 로고    scopus 로고
    • Structure activity relationship of IDAM and its derivatives as serotonin trasnsporter imaging agents
    • Oya, S.; Kung, M. P.; Hou, C.; Acton, P. D.; Mu, M.; Kung, H. F. Structure activity relationship of IDAM and its derivatives as serotonin trasnsporter imaging agents. J. Labelled Compd. Radiopharm. 2001, 42, S57-S58.
    • (2001) J. Labelled Compd. Radiopharm. , vol.42
    • Oya, S.1    Kung, M.P.2    Hou, C.3    Acton, P.D.4    Mu, M.5    Kung, H.F.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.