New 2-thioether-substituted apomorphines as potent and selective dopamine D(2) receptor agonists.

Article Details

Citation

Copy to clipboard

Reinart R, Gyulai Z, Berenyi S, Antus S, Vonk A, Rinken A, Sipos A

New 2-thioether-substituted apomorphines as potent and selective dopamine D(2) receptor agonists.

Eur J Med Chem. 2011 Jul;46(7):2992-9. doi: 10.1016/j.ejmech.2011.04.028. Epub 2011 Apr 22.

PubMed ID

21550699 [ View in PubMed

]

Abstract

A set of novel apomorphine derivatives were synthesized with diversely functionalized side chains in the proximity of position 2 of the aporphine skeleton. Amino and/or carboxylic functions were introduced to this region of the backbone to test their pharmacological effects. During the synthesis of 2-(S-3-mercaptopropionic acid)-derivative a heteroring-fused congener was also isolated. The structural elucidation confirmed that the formation of this product was in accordance with our previous observations on the reaction of thebaine (2) with thiosalycilic acid. All the novel apomorphine congeners 4a-g were neuropharmacologically characterized to discover their dopaminergic profiles. Two derivatives were identified as D(2) full agonists equipotent with apomorphine (1) having significantly increased D(2)/D(1) selectivity ratios.

DrugBank Data that Cites this Article

Binding Properties

Drug	Target	Property	Measurement	pH	Temperature (°C)
Apomorphine	Dopamine D1 receptor	Ki (nM)	72	N/A	N/A	Details