(R)-1,2,3,4-tetrahydro[1]benzothieno[2,3-c]pyridines: novel optically active compounds with strong 5-HT1A receptor binding ability exhibiting anticonflict activity and lessening of memory impairment
| Autor: | Seiji Takagi, Yumiko Ishimoto, Tadashi Nagatani, Tomoko Kamata, Daisuke Mochizuki, Yasuharu Sasaki, Shinichi Katoh, Hiromu Kawakubo, Yuuji Yamaura |
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| Rok vydání: | 1993 |
| Předmět: |
Male
Thienopyridines Stereochemistry medicine.drug_class Pyridines Scopolamine Carboxamide Thiophenes Conflict Psychological Rats Sprague-Dawley chemistry.chemical_compound Mice Structure-Activity Relationship Drug Discovery Pyridine medicine Avoidance Learning Memory impairment Animals Rats Wistar Receptor 8-Hydroxy-2-(di-n-propylamino)tetralin Molecular Structure Chemistry Biological activity Stereoisomerism Rats Binding ability Mechanism of action Anti-Anxiety Agents Receptors Serotonin Molecular Medicine 5-HT1A receptor Amnesia medicine.symptom |
| Zdroj: | Journal of medicinal chemistry. 36(23) |
| ISSN: | 0022-2623 |
| Popis: | (R)-1,2,3,4-Tetrahydro[1]benzothieno[2,3-c]pyridine derivatives (60-114) were synthesized. The (R)-isomers have affinity for the 5-HT 1A receptor while the (S)-isomers have no such ability. The affinity of the (R)-isomers was discussed on the basis of structure-activity relationships between the affinity and hydrophobicity of the (R)-isomers. Compounds 71 and 107, which are representative derivative compounds, have anticonflict activity and lessening of memory impairment. In particular, compound 107 cannot bind to receptors other than the 5-HT 1A receptor, demonstrating that it is a unique compound with a different mechanism of action from that of conventional anxiolytics |
| Databáze: | OpenAIRE |
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