Selectivity of Sterically Fixed Tryptamine and 5‐Methoxytryptamine Derivatives for Serotonin Receptor Subtypes, II :Structure‐Activity Relationships and in vitro Pharmacology of N‐Alkyl‐ and N,N‐Dialkyl‐3‐indolylbicyclo‐[2.2.1]‐heptane‐2‐amines

  title={Selectivity of Sterically Fixed Tryptamine and 5‐Methoxytryptamine Derivatives for Serotonin Receptor Subtypes, II :Structure‐Activity Relationships and in vitro Pharmacology of N‐Alkyl‐ and N,N‐Dialkyl‐3‐indolylbicyclo‐[2.2.1]‐heptane‐2‐amines},
  author={Sigurd Elz and Hans Zimmermann and Klaus Rehse},
  journal={Archiv der Pharmazie},
Twentyfour norbornane analogues of tryptamine and 5‐methoxytryptamine were investigated for affinity at 5‐HT2 receptors of the rat tail artery and proved to be weak non‐competitive antagonists of 5‐HT. Compound 12 which displayed a marked depression of the concentration‐effect curves, was examined for potential interaction with the allosteric binding site of the 5‐HT2 receptor. The effects elicited by 12, in the presence and absence of the allosteric activator ketanserin, were atpyical and must… 
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Discrimination of Multiple [3H]5‐Hydroxytryptamine Binding Sites by the Neuroleptic Spiperone in Rat Brain
Saturation studies of [3H]5‐HT binding assayed in the absence or presence of 1 μM‐spiperone reveal a parallel shift in the Scatchard plot with no change in the dissociation constant of [2‐12 nM], but a significant decrease in the number of specific binding sites.
Synthesis and serotonin binding site studies of some conformationally restricted indolylethylamine analogues based on 2-amino-3-(3'-indolyl)bicyclo[2.2.2]octane.
Molecular mechanics calculations indicate that the conformational flexibility of the amino and indolyl groups is restricted through van der Waals interactions with the bridges of the bicyclic unit, and insight is provided into the structural differences between the 5HT1a and 5HT2 receptor sites.
Determination of selective and nonselective compounds for the 5-HT 1A and 5-HT 1B receptor subtypes in rat frontal cortex.
The ability of a series of drugs to compete for 15 nM [3H]-5-HT binding in the presence of 1 mM GTP in the rat frontal cortex was examined to examine the ability of these drugs to selectivity for two subtypes of the 5-HT1 receptor.
1-(2-Aminoethyl)-3-methyl-8,9-dihydropyrano[3,2-e]indole: a rotationally restricted phenolic analog of the neurotransmitter serotonin and agonist selective for serotonin (5-HT2-type) receptors.
The high affinity and potency of 5 for 5-HT2 receptors suggests that the C5-hydroxy group in serotonin can function as a hydrogen bond acceptor in a 5- HT2 receptor with a directionality of interaction which is down and away from C6 in serotonin (Figure 5).
A nonclassical 5-hydroxytryptamine receptor positively coupled with adenylate cyclase in the central nervous system.
The relatively low affinity of this hippocampal receptor for 5-CT, its stimulation by RU 28253 but not by RU 24969, and its previously reported pharmacological characteristics support the contention that this 5- HT receptor and the 5-HT receptor of mouse embryo colliculi neurons in primary culture present great homologies.
Receptor specificity of the 5HT2 receptor antagonist, LY53857
The contention that LY53857 is a highly selective antagonist of 5HT2 receptors, and that it is a useful tool with which to probe 5 HT2 receptors and serotonergic mechanisms, is supported.
3-(1,2,5,6-Tetrahydropyrid-4-yl)pyrrolo[3,2-b]pyrid-5-one: a potent and selective serotonin (5-HT1B) agonist and rotationally restricted phenolic analogue of 5-methoxy-3-(1,2,5,6-tetrahydropyrid-4-yl)indole.
2 appears to lie in the ability of a pyrrolo[3,2-b]pyrid-5-one to act as a rotationally restricted bioisosteric replacement for 5-hydroxyindole, which is shown to be biochemically discriminatory in its ability to selectively inhibit forskolin-stimulated adenylate cyclase activity only at the 5-HT1B receptor.
Human serotonin 1D receptor is encoded by a subfamily of two distinct genes: 5-HT1D alpha and 5-HT1D beta.
Both receptors exhibit high-affinity binding of sumatriptan, a new anti-migraine medication, and thus are candidates for the pharmacological site of action of this drug.