Structural determinants for high 5-HT(2A) receptor affinity of spiro[9,10-dihydroanthracene]-9,3(')-pyrrolidine (SpAMDA).

Article Details

Citation

Peddi S, Roth BL, Glennon RA, Westkaemper RB

Structural determinants for high 5-HT(2A) receptor affinity of spiro[9,10-dihydroanthracene]-9,3(')-pyrrolidine (SpAMDA).

Bioorg Med Chem Lett. 2004 May 3;14(9):2279-83.

PubMed ID
15081025 [ View in PubMed
]
Abstract

The synthesis and 5-HT(2A) receptor affinities of ring altered derivatives of spiro[9,10-dihydroanthracene]-9,3(')-pyrrolidine (4), a structurally unique tetracyclic 5-HT(2A) receptor antagonist, are described. The characteristics of the parent compound prove to be necessary for optimal 5-HT(2A) receptor affinity. However, expansion of the size of the pyrrolidine and central rings produce compounds with reasonably high 5-HT(2A) receptor affinities. In addition, the parent compound is shown to have high 5-HT(2) receptor selectivity.

DrugBank Data that Cites this Article

Drug Targets
DrugTargetKindOrganismPharmacological ActionActions
ImipramineDopamine D2 receptorProteinHumans
Unknown
Binder
Details
Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
Cyproheptadine5-hydroxytryptamine receptor 2AKi (nM)3N/AN/ADetails
Cyproheptadine5-hydroxytryptamine receptor 2CKi (nM)11N/AN/ADetails
Imipramine5-hydroxytryptamine receptor 2AKi (nM)94N/AN/ADetails
Imipramine5-hydroxytryptamine receptor 2CKi (nM)160N/AN/ADetails
ImipramineDopamine D2 receptorKi (nM)726N/AN/ADetails
ImipramineSodium-dependent noradrenaline transporterKi (nM)16N/AN/ADetails
ImipramineSodium-dependent serotonin transporterKi (nM)5N/AN/ADetails