6533b7dcfe1ef96bd1272c97

RESEARCH PRODUCT

The influence of fluorine position on the properties of fluorobenzoxaboroles

ŁUkasz PopendaPaulina M. DominiakAndrzej SporzyńskiMałgorzata Katarzyna CabajGrzegorz SchroederEwelina TomeckaDorota WieczorekBłażej GierczykPatrycja GajowiecAgnieszka Adamczyk-woźniakJacek LipokPiotr M. Urbański

subject

Boron CompoundsModels Molecularcrystal structureAntifungal AgentsMagnetic Resonance SpectroscopyHalogenationStereochemistryAntifungal drugchemistry.chemical_elementCrystal structureCrystallography X-RayBiochemistrybenzoxaborolesIsomerismDrug DiscoveryHumansMolecular BiologytavaboroleTavaboroleChemistryOrganic Chemistryantifungal activityFungiFluorineBridged Bicyclo Compounds HeterocyclicMycosesFluorine

description

5-Fluoro-2,1-benzoxaborol-1(3H)-ol, a potent antifungal drug also known as Tavaborole or AN2690, has been compared with its three isomers in terms of its activity against several fungi as well as pKa and multinuclear NMR characterization. The molecular and crystal structure of 6-fluoro-2,1-benzoxaborol-1(3H)-ol was determined and compared with that of AN2690.

10.1016/j.bioorg.2015.05.004http://www.sciencedirect.com/science/article/pii/S0045206815000425