title: 5-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7-phenyl-2,3,6,7-tetrahydro-1,4-thiazepines as compounds with high affinity at the benzodiazepine binding site on GABA(A) receptors.
abstract: A series of thiazepines has been studied as new ligands for the benzodiazepine binding site of the GABAA receptor. Compounds with high affinity and weak selectivity regarding alpha beta3gamma2, alpha2beta3gamma2, alpha3beta3gamma2, and alpha5beta3gamma2 subtypes were found. The pharmacophore is discussed based on experimental and theoretical results. The thiazepine sulfur atom was found to be able to act as hydrogen bond acceptor.
authors: Biocrea GmbH, Radebeul, Germany. christian.grunwald@biocrea.com
authors: C
authors: C
authors: Grunwald
authors: C
authors: C
authors: Kronbach
authors: U
authors: U
authors: Egerland
authors: R
authors: R
authors: Schindler
authors: R
authors: R
authors: Dieckmann
authors: K
authors: K
authors: Heinecke
authors: N
authors: N
authors: Höfgen
authors: K
authors: K
authors: Unverferth
mesh_terms: D002851:Chromatography, High Pressure Liquid; D018682:GABA Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D057809:HEK293 Cells; D006801:Humans; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D011714:Pyrans / Q000737:chemistry*; D011963:Receptors, GABA-A / Q000187:drug effects*; D011994:Recombinant Proteins / Q000737:chemistry; D012015:Reference Standards; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013841:Thiazepines / Q000737:chemistry*
chemical_list: C557688:5-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7-phenyl-2,3,6,7-tetrahydro-1,4-thiazepine; D018682:GABA Agents; D007202:Indicators and Reagents; D011714:Pyrans; D011963:Receptors, GABA-A; D011994:Recombinant Proteins; D013841:Thiazepines