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AN-2690

Names

[ CAS No. ]:
174671-46-6

[ Name ]:
AN-2690

[Synonym ]:
Tavaborole
5-fluoro-1-hydroxy-3H-2,1-benzoxaborole
Kerydin
AN 2690
onychomycosis
UNII-K124A4EUQ3
2,1-Benzoxaborole, 5-fluoro-1,3-dihydro-1-hydroxy-
5-fluoro-1,3-dihydro-2,1-benzoxaborol-1-ol
5-fluoro-3H-benzo[c][1,2]oxaborol-1-ol
5-fluoro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
1,3-dihydro-5-fluoro-1-hydroxy-2,1-benzoxaborole
5-fluorobenzo[c][1,2]oxaborol-1(3H)-ol
5-Fluoro-2,1-benzoxaborol-1(3H)-ol
Tavaborole (USAN)
2,1-Benzoxaborole,5-fluoro-1,3-dihydro-1-hydroxy
AN-2690

Biological Activity

[Description]:

Tavaborole (AN-2690) is an antifungal agent with activity against Trichophyton species, in a topical solution formulation for the potential treatment of onychomycosis.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal
Research Areas >> Infection

[In Vitro]

Tavaborole (AN-2690) shows an 8-fold increase in activity against C. neoformans, and an 8-fold increase in activity against A. fumigatus[1]. Tavaborole (AN-2690) obviously inhibit the cells expressing GlLeuRS-D444A, but has no effect on the cells expressing GlLeuRS and GlLeuRS-D444E[2].

[References]

[1]. Baker SJ, et al. Discovery of a new boron-containing antifungal agent, 5-fluoro-1,3-dihydro-1-hydroxy-2,1- benzoxaborole (AN2690), for the potential treatment of onychomycosis. J Med Chem. 2006 Jul 27;49(15):4447-50.

[2]. Zhou XL, et al. Post-transfer editing by a eukaryotic leucyl-tRNA synthetase resistant to the broad-spectrum drug AN2690. Biochem J. 2010 Sep 1;430(2):325-33.


[Related Small Molecules]

Cycloheximide | Hygromycin B | Cancidas | 5-Flucytosine | Posaconazole | Terbinafine | Ciclopirox | Isavuconazole | Anidulafungin | Clotrimazole | Clioquinol | Miconazole Nitrate | Pimaricin | Ascomycin | Econazole (nitrate)

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
230.8±50.0 °C at 760 mmHg

[ Melting Point ]:
120-122 °C

[ Molecular Formula ]:
C7H6BFO2

[ Molecular Weight ]:
151.931

[ Flash Point ]:
93.4±30.1 °C

[ Exact Mass ]:
152.044495

[ PSA ]:
29.46000

[ LogP ]:
0.04340

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.526

Safety Information

[ Hazard Codes ]:
Xi

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds