6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane : a new potent and selective triple reuptake inhibitor. / Micheli, Fabrizio; Cavanni, Paolo; Andreotti, Daniele; Arban, Roberto; Benedetti, Roberto; Bertani, Barbara; Bettati, Michela; Bettelini, Letizia; Bonanomi, Giorgio; Braggio, Simone; Carletti, Renzo; Checchia, Anna; Corsi, Mauro; Fazzolari, Elettra; Fontana, Stefano; Marchioro, Carla; Merlo-Pich, Emilio; Negri, Michele; Oliosi, Beatrice; Ratti, Emiliangelo; Read, Kevin D.; Roscic, Maja; Sartori, Ilaria; Spada, Simone; Tedesco, Giovanna; Tarsi, Luca; Terreni, Silvia; Visentini, Filippo; Zocchi, Alessandro; Zonzini, Laura; Di Fabio, Romano.
In: Journal of Medicinal Chemistry, Vol. 53, No. 13, 08.07.2010, p. 4989-5001.Research output: Contribution to journal › Article
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TY - JOUR
T1 - 6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptane
T2 - a new potent and selective triple reuptake inhibitor
A1 - Micheli,Fabrizio
A1 - Cavanni,Paolo
A1 - Andreotti,Daniele
A1 - Arban,Roberto
A1 - Benedetti,Roberto
A1 - Bertani,Barbara
A1 - Bettati,Michela
A1 - Bettelini,Letizia
A1 - Bonanomi,Giorgio
A1 - Braggio,Simone
A1 - Carletti,Renzo
A1 - Checchia,Anna
A1 - Corsi,Mauro
A1 - Fazzolari,Elettra
A1 - Fontana,Stefano
A1 - Marchioro,Carla
A1 - Merlo-Pich,Emilio
A1 - Negri,Michele
A1 - Oliosi,Beatrice
A1 - Ratti,Emiliangelo
A1 - Read,Kevin D.
A1 - Roscic,Maja
A1 - Sartori,Ilaria
A1 - Spada,Simone
A1 - Tedesco,Giovanna
A1 - Tarsi,Luca
A1 - Terreni,Silvia
A1 - Visentini,Filippo
A1 - Zocchi,Alessandro
A1 - Zonzini,Laura
A1 - Di Fabio,Romano
AU - Micheli,Fabrizio
AU - Cavanni,Paolo
AU - Andreotti,Daniele
AU - Arban,Roberto
AU - Benedetti,Roberto
AU - Bertani,Barbara
AU - Bettati,Michela
AU - Bettelini,Letizia
AU - Bonanomi,Giorgio
AU - Braggio,Simone
AU - Carletti,Renzo
AU - Checchia,Anna
AU - Corsi,Mauro
AU - Fazzolari,Elettra
AU - Fontana,Stefano
AU - Marchioro,Carla
AU - Merlo-Pich,Emilio
AU - Negri,Michele
AU - Oliosi,Beatrice
AU - Ratti,Emiliangelo
AU - Read,Kevin D.
AU - Roscic,Maja
AU - Sartori,Ilaria
AU - Spada,Simone
AU - Tedesco,Giovanna
AU - Tarsi,Luca
AU - Terreni,Silvia
AU - Visentini,Filippo
AU - Zocchi,Alessandro
AU - Zonzini,Laura
AU - Di Fabio,Romano
PY - 2010/7/8
Y1 - 2010/7/8
N2 - <p>A pharmacophore model for triple reuptake inhibitors and the new class of 1-(aryl)-6-[alkoxyalkyl]-3-azabicyclo[3.1.0]hexanes were recently reported. Further investigation in this area led to the identification of a new series of potent and selective triple reuptake inhibitors endowed with good developability characteristics. Excellent bioavailability and brain penetration are associated with this series of 6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptanes together with high in vitro potency and selectivity at SERT, NET, and DAT. In vivo microdialysis experiments in different animal models and receptor occupancy studies in rat confirmed that derivative 17 showed an appropriate profile to further progression of the compound.</p>
AB - <p>A pharmacophore model for triple reuptake inhibitors and the new class of 1-(aryl)-6-[alkoxyalkyl]-3-azabicyclo[3.1.0]hexanes were recently reported. Further investigation in this area led to the identification of a new series of potent and selective triple reuptake inhibitors endowed with good developability characteristics. Excellent bioavailability and brain penetration are associated with this series of 6-(3,4-dichlorophenyl)-1-[(methyloxy)methyl]-3-azabicyclo[4.1.0]heptanes together with high in vitro potency and selectivity at SERT, NET, and DAT. In vivo microdialysis experiments in different animal models and receptor occupancy studies in rat confirmed that derivative 17 showed an appropriate profile to further progression of the compound.</p>
U2 - 10.1021/jm100481d
DO - 10.1021/jm100481d
M1 - Article
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
SN - 0022-2623
IS - 13
VL - 53
SP - 4989
EP - 5001
ER -