Dual serotonin transporter/histamine H 3 ligands: Optimization of the H 3 pharmacophore
A series of tetrahydroisoquinolines acting as dual histamine H 3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH 3 was developed. I...
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Published in | Bioorganic & medicinal chemistry letters Vol. 17; no. 3; pp. 702 - 706 |
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Main Authors | , , , , , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
Elsevier Ltd
01.02.2007
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Subjects | |
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Abstract | A series of tetrahydroisoquinolines acting as dual histamine H
3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH
3 was developed. In vitro and in vivo data are discussed.
A series of tetrahydroisoquinolines acting as dual histamine H
3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH
3 was developed. In vitro and in vivo data are discussed. |
---|---|
AbstractList | A series of tetrahydroisoquinolines acting as dual histamine H
3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH
3 was developed. In vitro and in vivo data are discussed.
A series of tetrahydroisoquinolines acting as dual histamine H
3/serotonin transporter ligands is described. A highly regio-selective synthesis of the tetrahydroisoquinoline core involving acid mediated ring-closure of an acetophenone intermediate followed by reduction with NaCNBH
3 was developed. In vitro and in vivo data are discussed. |
Author | Gomez, Leslie A. Ly, Kiev S. Barbier, Ann J. Seierstad, Mark Fraser, Ian C. Mazur, Curt Jablonowski, Jill A. Boggs, Jamin D. Carruthers, Nicholas I. Keith, John M. Letavic, Michael A. Wilson, Sandy J. Lovenberg, Timothy W. |
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Keywords | Ring-closure 5-HTP potentiation Serotonin transporter Histamine H 3 |
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References | Apodaca, Dvorak, Xiao, Barbier, Boggs, Wilson, Lovenberg, Carruthers (bib12) 2003; 46 Zajecka (bib6) 2000; 61 Cheng, Prusoff (bib20) 1973; 22 Carruthers, N. I.; Gomez, L. A.; Jablonowski, J. A.; Keith, J. M.; Letavic, M. A.; Ly, K. S.; Miller, J. M. B.; Stocking, E. M.; Wolin, R. L. Jane-Llopis, Hosman, Jenkins, Anderson (bib1) 2003; 183 Venkov, Vodenicharov (bib15) 1990; 3 Fava, Fabbri, Sonino (bib4) 2002; 26 WO 2006066197, 192 pp. Jesudason, Beavers, Cramer, Dill, Finley, Lindsley, Stevens, Gadski, Oldham, Pickard, Siedem, Sindelar, Singh, Watson, Hipskind (bib14) 2006; 16 Beasley, Koke, Nilsson, Gonzales (bib5) 2000; 22 Monti, Jantos, Boussard, Altier, Orellana, Olivera (bib7) 1991; 205 Darmani, Reeves (bib18) 1996; 55 bib19 bib16 Maryanoff, McComsey, Gardocki, Shank, Costanzo, Nortey, Schneider, Setler (bib13) 1987; 30 Nierenberg, Keefe, Leslie, Alpert, Pava, Worthington, Rosenbaum, Fava (bib3) 1999; 60 Barbier, Berridge, Dugovic, Laposky, Wilson, Boggs, Aluisio, Lord, Mazur, Pudiak, Langlois, Xiao, Apodaca, Carruthers, Lovenberg (bib8) 2004; 143 Chai, Breitenbucher, Kwok, Li, Wong, Carruthers, Lovenberg, Mazur, Wilson, Axe, Jones (bib11) 2003; 13 Dvorak, Apodaca, Barbier, Berridge, Wilson, Boggs, Xiao, Lovenberg, Carruthers (bib10) 2005; 48 Tylee, Gastpar, Lepine, Mendlewicz (bib2) 1999; 14 Letavic, Barbier, Dvorak, Carruthers (bib9) 2006; 44 |
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3/serotonin transporter ligands is described. A highly regio-selective synthesis of the... |
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SubjectTerms | 5-HTP potentiation Histamine H 3 Ring-closure Serotonin transporter |
Title | Dual serotonin transporter/histamine H 3 ligands: Optimization of the H 3 pharmacophore |
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