title: The influence of fluorine position on the properties of fluorobenzoxaboroles.
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.
authors.affiliation: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Adamczyk-Woźniak
authors.affiliation: Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
authors.forename: Małgorzata K
authors.initials: MK
authors.lastname: Cabaj
authors.affiliation: Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.
authors.forename: Paulina M
authors.initials: PM
authors.lastname: Dominiak
authors.affiliation: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.
authors.forename: Patrycja
authors.initials: P
authors.lastname: Gajowiec
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University in Poznań, Umultowska 89b, 61-614 Poznań, Poland.
authors.forename: Błażej
authors.initials: B
authors.lastname: Gierczyk
authors.affiliation: Faculty of Chemistry, Opole University, Oleska 48, 45-052 Opole, Poland.
authors.forename: Jacek
authors.initials: J
authors.lastname: Lipok
authors.affiliation: NanoBioMedical Centre, Adam Mickiewicz University in Poznań, Umultowska 85, 61-614 Poznań, Poland.
authors.forename: Łukasz
authors.initials: Ł
authors.lastname: Popenda
authors.affiliation: Faculty of Chemistry, Adam Mickiewicz University in Poznań, Umultowska 89b, 61-614 Poznań, Poland.
authors.forename: Grzegorz
authors.initials: G
authors.lastname: Schroeder
authors.affiliation: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.
authors.forename: Ewelina
authors.initials: E
authors.lastname: Tomecka
authors.affiliation: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland.
authors.forename: Piotr
authors.initials: P
authors.lastname: Urbański
authors.affiliation: Faculty of Chemistry, Opole University, Oleska 48, 45-052 Opole, Poland.
authors.forename: Dorota
authors.initials: D
authors.lastname: Wieczorek
authors.affiliation: Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland. Electronic address: spor@ch.pw.edu.pl.
authors.forename: Andrzej
authors.initials: A
authors.lastname: Sporzyński
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001896:Boron Compounds / Q000737:chemistry* / Q000494:pharmacology*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D005461:Fluorine / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects*; D054879:Halogenation; D006801:Humans; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009181:Mycoses / Q000188:drug therapy
chemical_list: D000935:Antifungal Agents; D001896:Boron Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D005461:Fluorine; C512998:tavaborole
keywords: Antifungal activity; Benzoxaboroles; Crystal structure; Tavaborole