N-Substituted-2-alkyl- and 2-arylnorapomorphines: novel, highly active D2 agonists.

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Herm L, Berenyi S, Vonk A, Rinken A, Sipos A

N-Substituted-2-alkyl- and 2-arylnorapomorphines: novel, highly active D2 agonists.

Bioorg Med Chem. 2009 Jul 1;17(13):4756-62. doi: 10.1016/j.bmc.2009.04.047. Epub 2009 May 3.

PubMed ID

19454369 [ View in PubMed

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Abstract

Two synthesis routes have been elaborated for the preparation of novel N-substituted-2-alkyl- and 2-arylnorapomorphines. The first one utilizes the traditional methodology of N-substitution of morphinans before acid-catalyzed rearrangements into aporphinoids, while our new approach involves the N-substitution directly on the aporphine backbone. The aimed compounds were obtained in similar overall yields in different synthesis routes and were investigated with respect to their binding affinities and activities to dopamine D(2) and D(1) receptors. These studies revealed remarkable affinity and selectivity of some compounds for D(2) over D(1) receptor subtypes. Partial or full agonist properties were confirmed for all tested compounds.

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
Dopamine	Dopamine D1 receptor	Ki (nM)	124	N/A	N/A	Details