Ministry for Science and Technology of Serbi

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Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds

Dukić, Slađana; Kostić Rajačić, Slađana; Šoškić, Vukić; Joksimovic, J

(Wiley, 1997)

TY  - JOUR
AU  - Dukić, Slađana
AU  - Kostić Rajačić, Slađana
AU  - Šoškić, Vukić
AU  - Joksimovic, J
PY  - 1997
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2830
AB  - With an aim of creating new, high affinity dopaminergic ligands, six different 3- and 4-substituted 1-{2-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and nine related heterocyclic congeners were synthesized and evaluated for in vitro binding affinity at D 1 and D 2 dopamine receptors. Synaptosomal membranes prepared from fresh bovine caudate nuclei were used as a source of the dopamine receptors. Only 4-[bis-(4-fluorophenyl)methylene]-piperidines, compounds 9e, 10d, and 11d, expressed moderate affinity for the D 1 receptors, while all other compounds were inactive competitors of [ 3H]SCH 23390. Compounds 9c, 9d, 10c, 11a, and 11c were inactive in the D 2 receptor binding assay, as well. Derivatives of 4-phenylpiperidine (9-11b) and 3-phenyl-piperidine (10a) expressed a moderate to low affinity for the D 2 receptors. However, racemic (±)-1-{2-[5-(1H-benzimidazole-2-thione)]ethyl}-3-phenylpiperidine 9a and its enantiomer (+)-9a behaved as selective, high affinity D 2 receptor ligands, the latter being some four times more active than the racemate.
PB  - Wiley
T2  - Archiv der Pharmazie
T1  - Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds
VL  - 330
IS  - 1-2
SP  - 25
EP  - 28
DO  - 10.1002/ardp.19973300107
ER  - 
@article{
author = "Dukić, Slađana and Kostić Rajačić, Slađana and Šoškić, Vukić and Joksimovic, J",
year = "1997",
abstract = "With an aim of creating new, high affinity dopaminergic ligands, six different 3- and 4-substituted 1-{2-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and nine related heterocyclic congeners were synthesized and evaluated for in vitro binding affinity at D 1 and D 2 dopamine receptors. Synaptosomal membranes prepared from fresh bovine caudate nuclei were used as a source of the dopamine receptors. Only 4-[bis-(4-fluorophenyl)methylene]-piperidines, compounds 9e, 10d, and 11d, expressed moderate affinity for the D 1 receptors, while all other compounds were inactive competitors of [ 3H]SCH 23390. Compounds 9c, 9d, 10c, 11a, and 11c were inactive in the D 2 receptor binding assay, as well. Derivatives of 4-phenylpiperidine (9-11b) and 3-phenyl-piperidine (10a) expressed a moderate to low affinity for the D 2 receptors. However, racemic (±)-1-{2-[5-(1H-benzimidazole-2-thione)]ethyl}-3-phenylpiperidine 9a and its enantiomer (+)-9a behaved as selective, high affinity D 2 receptor ligands, the latter being some four times more active than the racemate.",
publisher = "Wiley",
journal = "Archiv der Pharmazie",
title = "Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds",
volume = "330",
number = "1-2",
pages = "25-28",
doi = "10.1002/ardp.19973300107"
}
Dukić, S., Kostić Rajačić, S., Šoškić, V.,& Joksimovic, J.. (1997). Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds. in Archiv der Pharmazie
Wiley., 330(1-2), 25-28.
https://doi.org/10.1002/ardp.19973300107
Dukić S, Kostić Rajačić S, Šoškić V, Joksimovic J. Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds. in Archiv der Pharmazie. 1997;330(1-2):25-28.
doi:10.1002/ardp.19973300107 .
Dukić, Slađana, Kostić Rajačić, Slađana, Šoškić, Vukić, Joksimovic, J, "Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds" in Archiv der Pharmazie, 330, no. 1-2 (1997):25-28,
https://doi.org/10.1002/ardp.19973300107 . .
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