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The influence of fluorine position on the properties of fluorobenzoxaboroles.
Adamczyk-Wozniak, Agnieszka; Cabaj, Malgorzata K; Dominiak, Paulina M; Gajowiec, Patrycja; Gierczyk, Blazej; Lipok, Jacek; Popenda, Lukasz; Schroeder, Grzegorz; Tomecka, Ewelina; Urbanski, Piotr; Wieczorek, Dorota; Sporzynski, Andrzej.
Bioorg Chem ; 60: 130-5, 2015 Jun.
Article in English | MEDLINE | ID: mdl-26004751

ABSTRACT

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.


Subject(s)
Antifungal Agents/chemistry , Antifungal Agents/pharmacology , Boron Compounds/chemistry , Boron Compounds/pharmacology , Bridged Bicyclo Compounds, Heterocyclic/chemistry , Bridged Bicyclo Compounds, Heterocyclic/pharmacology , Fluorine/chemistry , Fluorine/pharmacology , Fungi/drug effects , Crystallography, X-Ray , Halogenation , Humans , Isomerism , Magnetic Resonance Spectroscopy , Models, Molecular , Mycoses/drug therapy
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