Novel diamino derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine as potent and selective adenosine A2a receptor antagonists.

doi:10.1021/JM0498396

Paper

Novel diamino derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine as potent and selective adenosine A2a receptor antagonists.

Published Aug 12, 2004 · C. Vu, D. Pan, B. Peng

Journal of medicinal chemistry

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55

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Abstract

Piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine have recently been demonstrated to be potent and selective adenosine A(2a) receptor antagonists with oral activity in rodent models of Parkinson's disease. We have replaced the piperazinyl group with a variety of linear, monocyclic, and bicyclic diamines. Of these diamines, (R)-2-(aminomethyl)pyrrolidine is a particularly potent and selective replacement for the piperazinyl group. With this diamine component, we have been able to prepare numerous analogues with low nanomolar affinity toward the A(2a) receptor and good selectivity with respect to the A(1) receptor (>200-fold in some cases). Selected analogues from this series of [1,2,4]triazolo[1,5-a][1,3,5]triazine have now been shown to be orally active in the mouse catalepsy model.

Study Snapshot

Novel diamino derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine show potent and selective adenosine A2a receptor antagonists with oral activity in Parkinson's disease models and mouse catalepsy models.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Novel diamino derivatives of [1,2,4]triazolo[1,5-a][1,3,5]triazine as potent and selective adenosine A2a receptor antagonists.

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References

Citations

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Discovery of small-molecule compounds and natural products against Parkinson's disease: Pathological mechanism and structural modification.

This review summarizes the pathological mechanisms and potential drugable targets of Parkinson's disease, highlighting the need for novel and safe treatments.

An efficient and one-pot synthesis of 4-aryl-1-thia-3,4a,9-triazafluorene-2-selones

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This one-pot method allows for the synthesis of seven 5-aryl-2-ethylsulfanyl-[1,3,4]thiadiazolo[3,2,a][1,3,5] triazine-7-selones in moderate to good yields.

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