Synthesis and dopaminergic properteis of 3- and 4-substituted 1-{-[5-(1H-benzimidazole-2-thione)]ethyl}piperidines and related compounds
Само за регистроване кориснике
1997
Чланак у часопису (Објављена верзија)
,
Wiley
Метаподаци
Приказ свих података о документуАпстракт
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.
Кључне речи:
Dopamine D2 / piperidine derivativeИзвор:
Archiv der Pharmazie, 1997, 330, 1-2, 25-28Издавач:
- Wiley
Финансирање / пројекти:
- Ministry for Science and Technology of Serbi
DOI: 10.1002/ardp.19973300107
ISSN: 0365-6233
WoS: A1997WR36900006
Scopus: 2-s2.0-0030610512
Институција/група
IHTMTY - 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 . .