A specific and direct comparison of the trifluoromethyl and pentafluoro sulfanyl groups on the selective dopamine D(3) antagonist 3-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]thio}propyl)-1-phenyl-3-azabicyclo[3.1.0]hexane template

Fabrizio Micheli; Daniele Andreotti; Simone Braggio; Anna Checchia

doi:10.1016/j.bmcl.2010.06.018

A specific and direct comparison of the trifluoromethyl and pentafluoro sulfanyl groups on the selective dopamine D(3) antagonist 3-(3-{[4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl]thio}propyl)-1-phenyl-3-azabicyclo[3.1.0]hexane template

Bioorg Med Chem Lett. 2010 Aug 1;20(15):4566-8. doi: 10.1016/j.bmcl.2010.06.018. Epub 2010 Jun 8.

Authors

Fabrizio Micheli¹, Daniele Andreotti, Simone Braggio, Anna Checchia

Affiliation

¹ Neurosciences Centre of Excellence, GlaxoSmithKline Medicines Research Centre, Verona, Italy. fm20244@gsk.com

PMID: 20573506
DOI: 10.1016/j.bmcl.2010.06.018

Abstract

A direct and specific comparison of a trifluoromethyl group with the corresponding pentafluorosulfanyl group is made in terms of primary affinity and pharmacokinetic properties.

MeSH terms

Animals
Azabicyclo Compounds / chemistry*
Azabicyclo Compounds / pharmacokinetics
Fluorine / chemistry*
Heterocyclic Compounds, 2-Ring / chemistry*
Heterocyclic Compounds, 2-Ring / pharmacokinetics
Humans
Rats
Receptors, Dopamine D3 / antagonists & inhibitors*
Receptors, Dopamine D3 / metabolism
Sulfur / chemistry*
Triazoles / chemistry*
Triazoles / pharmacokinetics

Substances

3-(3-((4-methyl-5-(4-methyl-1,3-oxazol-5-yl)-4H-1,2,4-triazol-3-yl)thio)propyl)-1-phenyl-3-azabicyclo(3.1.0)hexane
Azabicyclo Compounds
Heterocyclic Compounds, 2-Ring
Receptors, Dopamine D3
Triazoles
Fluorine
Sulfur