Journal of Heterocyclic Chemistry · 1993 · 34 citations · 9 references
MedicineMedicinal ChemistryPharmacologyDrug DiscoveryNeurochemistryNeuropharmacologyAmino Acid ChemistryAmino Acid NeurochemistryLigand BindingNeurochemical PharmacologyNeuromodulationNeuroprotectionCycloaddition ReactionsIsoquinoline ChemistryIsoquinoline SynthesisMedicinal Chemistry ApplicationsNeuroactive CompoundsNeuroactive Natural ProductsNeurotransmitter MechanismsNeurotransmitter Pharmacology
Abstract A series of 4‐aminomethyl‐1,2,3,4‐tetrahydroisoquinoline derivatives were prepared as potential CNS‐agents acting via amino‐acid neurotransmitter systems. The compounds were synthesized from 1,2,3,4‐tetra‐hydro‐1‐oxoisoquinoline‐4‐carboxylic acids obtained by dipolar cycloaddition reactions of imines with homo‐phthalic anhydride. Among the compounds tested 5c and 5m showed sub‐micromolar affinity for the NMDA receptor and represent a structurally novel class of ligand for this site.
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Blockade of <i>N</i> -Methyl-D-Aspartate Receptors May Protect Against Ischemic Damage in the Brain
R. P. Simon, J. H. Swan, T. Griffiths et al. · Science · 1984 · 1.7K citations
Comprehensive Medicinal Chemistry
Quantitative Structure-Activity Relationships · 1991 · 749 citations