Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors
Several N-pyridin-3-yl spirobicyclic diamines, designed as conformationally restricted analogs of tebanicline (ABT-594), were synthesized as novel ligands for nicotinic acetylcholine receptors (nAChR). The spirocyclic compounds exhibited weaker binding affinity, than other constrained analogs in acc...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2009-03, Vol.19 (6), p.1682-1685 |
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| container_issue | 6 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | SIPPY, Kevin B ANDERSON, David J BUNNELLE, William H HUTCHINS, Charles W SCHRIMPF, Michael R |
| description | Several N-pyridin-3-yl spirobicyclic diamines, designed as conformationally restricted analogs of tebanicline (ABT-594), were synthesized as novel ligands for nicotinic acetylcholine receptors (nAChR). The spirocyclic compounds exhibited weaker binding affinity, than other constrained analogs in accord with a pharmacophore model. Nevertheless, some (1a, 1b) possessed (partial) agonist potencies comparable to nicotine at the alpha4beta2 subtype, but with greatly improved selectivity relative to the alpha3beta4* nAChR. |
| doi_str_mv | 10.1016/j.bmcl.2009.01.099 |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2009-03, Vol.19 (6), p.1682-1685 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals Azetidines - chemical synthesis Azetidines - pharmacology Biological and medical sciences Chemistry, Pharmaceutical - methods Cholinergic system Diamines - chemistry Drug Design Humans Kinetics Ligands Medical sciences Models, Chemical Molecular Conformation Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Pharmacology. Drug treatments Pyridines - chemical synthesis Pyridines - pharmacology Rats Receptors, Nicotinic - chemistry Structure-Activity Relationship |
| title | Preparation and characterization of N-(3-pyridinyl) spirocyclic diamines as ligands for nicotinic acetylcholine receptors |
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