Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene.

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Runyon SP, Savage JE, Taroua M, Roth BL, Glennon RA, Westkaemper RB

Influence of chain length and N-alkylation on the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene.

Bioorg Med Chem Lett. 2001 Mar 12;11(5):655-8.

PubMed ID
11266163 [ View in PubMed
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Abstract

Comparison of the serotonin 5-HT2A receptor affinities of chain lengthened and N-alkylated analogues of the novel ligand 9-aminomethyl-9,10-dihydroanthracene (AMDA) and a structurally similar prototypical tricyclic amine imipramine suggests that the two agents bind to the receptor in different fashions. The demonstration that AMDA is highly selective for serotonin receptors (5-HT2A, K = 20nM; 5-HT2C, Ki=43nM) versus the dopamine D2 receptor (Ki>10,000nM), as well as the serotonin and norepinephrine transporters (Ki>10,000nM) further suggests that AMDA and the nonselective ligand imipramine interact with these target macromolecules in different ways.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
Cyproheptadine5-hydroxytryptamine receptor 2AKi (nM)1.6N/AN/ADetails
Desipramine5-hydroxytryptamine receptor 2AKi (nM)160N/AN/ADetails
Imipramine5-hydroxytryptamine receptor 2AKi (nM)160N/AN/ADetails