1,2,3,4-tetrahydroisoquinoline derivatives: a new class of 5-HT1A receptor ligands
Three series of new N-substituted 1,2,3,4-tetrahydroisoquinolines with 2-, 3-, and 4-membered alkyl chains (a, b, and c, respectively) were synthesized, and the effect of some structural modifications on their 5-HT1A receptor affinities and functional properties was discussed. It was found that the...
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Veröffentlicht in: | Bioorganic & medicinal chemistry 1999-02, Vol.7 (2), p.287-295 |
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creator | Mokrosz, M J Bojarski, A J Duszyńska, B Tatarczyńska, E Kłodzińska, A Dereń-Wesołek, A Charakchieva-Minol, S Chojnacka-Wójcik, E |
description | Three series of new N-substituted 1,2,3,4-tetrahydroisoquinolines with 2-, 3-, and 4-membered alkyl chains (a, b, and c, respectively) were synthesized, and the effect of some structural modifications on their 5-HT1A receptor affinities and functional properties was discussed. It was found that the volume of the terminal amide substituent was a crucial parameter which determined 5-HT1A receptor affinities of the tested compounds, while the in vivo activity seemed to depend on both the R-volume and the length of a hydrocarbon chain. It was demonstrated that the most active ligands behaved like agonists or partial agonists at postsynaptic 5-HT1A receptors. |
doi_str_mv | 10.1016/S0968-0896(98)00238-7 |
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It was found that the volume of the terminal amide substituent was a crucial parameter which determined 5-HT1A receptor affinities of the tested compounds, while the in vivo activity seemed to depend on both the R-volume and the length of a hydrocarbon chain. 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It was found that the volume of the terminal amide substituent was a crucial parameter which determined 5-HT1A receptor affinities of the tested compounds, while the in vivo activity seemed to depend on both the R-volume and the length of a hydrocarbon chain. It was demonstrated that the most active ligands behaved like agonists or partial agonists at postsynaptic 5-HT1A receptors.</description><subject>Adrenergic Uptake Inhibitors - pharmacology</subject><subject>Animals</subject><subject>Behavior, Animal - drug effects</subject><subject>Body Temperature - drug effects</subject><subject>Dose-Response Relationship, Drug</subject><subject>Isoquinolines - administration & dosage</subject><subject>Isoquinolines - chemical synthesis</subject><subject>Kinetics</subject><subject>Lip - drug effects</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Male</subject><subject>Mice</subject><subject>Models, Chemical</subject><subject>Protein Binding</subject><subject>Rats</subject><subject>Rats, Wistar</subject><subject>Receptors, Serotonin - chemistry</subject><subject>Receptors, Serotonin - classification</subject><subject>Reserpine - pharmacology</subject><subject>Tetrahydroisoquinolines</subject><issn>0968-0896</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNo9kE1LAzEYhHNQbK3-BCUnUejqm-zmy1spaoWCoPW8JNm3Gtnursm2pf_egtXTwMzDMAwhFwxuGTB59wZG6gy0kddG3wDwXGfqiAz_7QE5TekL9klh2AkZMOBMaw5D8srGfJyPi6zHPtrPXRXbkNrvdWjaOjRIK4xhY_uwwXRPLW1wS31tU6LtkopstmATGtFj17eR1uHDNlU6I8dLWyc8P-iIvD8-LKazbP7y9DydzLOO5abPvNJFpbhAAcJWSyc14xyctMC9VMhyYQCEYLxyrFBOOC8NetBKOWOc0fmIXP32dnE_GFNfrkLyWNe2wXadSmkUK3Ih9-DlAVy7FVZlF8PKxl3590L-AzT0W80</recordid><startdate>199902</startdate><enddate>199902</enddate><creator>Mokrosz, M J</creator><creator>Bojarski, A J</creator><creator>Duszyńska, B</creator><creator>Tatarczyńska, E</creator><creator>Kłodzińska, A</creator><creator>Dereń-Wesołek, A</creator><creator>Charakchieva-Minol, S</creator><creator>Chojnacka-Wójcik, E</creator><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>7X8</scope></search><sort><creationdate>199902</creationdate><title>1,2,3,4-tetrahydroisoquinoline derivatives: a new class of 5-HT1A receptor ligands</title><author>Mokrosz, M J ; 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It was found that the volume of the terminal amide substituent was a crucial parameter which determined 5-HT1A receptor affinities of the tested compounds, while the in vivo activity seemed to depend on both the R-volume and the length of a hydrocarbon chain. It was demonstrated that the most active ligands behaved like agonists or partial agonists at postsynaptic 5-HT1A receptors.</abstract><cop>England</cop><pmid>10218820</pmid><doi>10.1016/S0968-0896(98)00238-7</doi><tpages>9</tpages></addata></record> |
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subjects | Adrenergic Uptake Inhibitors - pharmacology Animals Behavior, Animal - drug effects Body Temperature - drug effects Dose-Response Relationship, Drug Isoquinolines - administration & dosage Isoquinolines - chemical synthesis Kinetics Lip - drug effects Magnetic Resonance Spectroscopy Male Mice Models, Chemical Protein Binding Rats Rats, Wistar Receptors, Serotonin - chemistry Receptors, Serotonin - classification Reserpine - pharmacology Tetrahydroisoquinolines |
title | 1,2,3,4-tetrahydroisoquinoline derivatives: a new class of 5-HT1A receptor ligands |
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