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SML1227

Sigma-Aldrich

Tavaborole

≥95% (HPLC)

Synonym(s):

1,3-Dihydro-5-fluoro-1-hydroxy-2,1-benzoxaborole, 5-Fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole, AN-2690, AN2690

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About This Item

Empirical Formula (Hill Notation):
C7H6BFO2
CAS Number:
174671-46-6
Molecular Weight:
151.93
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

InChI

1S/C7H6BFO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2

InChI key

LFQDNHWZDQTITF-UHFFFAOYSA-N

General description

Tavaborole is a boron-based pharmaceutical agent. It has broad-spectrum oxaborole antifungal activity. Due to its low molecular weight, it facilitates maximal nail plate penetration than its predecessors.

Biochem/physiol Actions

Tavaborole (AN2690) is a potent antifungal that targets the post-transfer editing site of leucyl-tRNA synthetase (LeuRS). Tavaborole forms a covalent adduct with the 3′ adenosine of tRNA(leu) at the editing site of fungal, but not bacterial LeuRS, locking the enzyme in an inactive conformation. Tavaborole was recently approved for the treatment of onychomycosis of the toenail in adults.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The efficacy and safety of tavaborole, a novel, boron-based pharmaceutical agent: phase 2 studies conducted for the topical treatment of toenail onychomycosis.
Toledo-Bahena ME, et al.
J. Drugs Dermatol., 13(9), 1124-1132 (2014)
Spotlight on tavaborole for the treatment of onychomycosis
Jinna S and Finch J
Drug design, development and therapy, 9, 6185-6185 (2015)
Tavaborole for the treatment of onychomycosis
Elewski BE and Tosti A
Expert Opinion on Pharmacotherapy, 15(10), 1439-1448 (2014)

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