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174671-46-6

174671-46-6 structure
174671-46-6 structure
  • Name: AN-2690
  • Chemical Name: tavaborole
  • CAS Number: 174671-46-6
  • Molecular Formula: C7H6BFO2
  • Molecular Weight: 151.931
  • Catalog: Signaling Pathways Anti-infection Fungal
  • Create Date: 2018-03-03 08:00:00
  • Modify Date: 2024-01-02 15:54:53
  • Tavaborole (AN-2690) is an antifungal agent with activity against Trichophyton species, in a topical solution formulation for the potential treatment of onychomycosis.

Name tavaborole
Synonyms 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
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
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.

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
Hazard Codes Xi
RIDADR NONH for all modes of transport

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Literature: Anacor Pharmaceuticals Patent: US2007/265226 A1, 2007 ; Location in patent: Page/Page column 59 ;

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Literature: ELI LILLY AND COMPANY Patent: WO2004/9578 A2, 2004 ; Location in patent: Page 36-37 ; WO 2004/009578 A2

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Literature: ANACOR PHARMACEUTICALS INC. Patent: US2007/286822 A1, 2007 ; Location in patent: Page/Page column 48 ;

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Literature: Ding, Charles Z.; Zhang, Yong-Kang; Li, Xianfeng; Liu, Yang; Zhang, Suoming; Zhou, Yasheen; Plattner, Jacob J.; Baker, Stephen J.; Liu, Liang; Duan, Maosheng; Jarvest, Richard L.; Ji, Jingjing; Kazmierski, Wieslaw M.; Tallant, Matthew D.; Wright, Lois L.; Smith, Gary K.; Crosby, Renae M.; Wang, Amy A.; Ni, Zhi-Jie; Zou, Wuxin; Wright, Jon Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 24 p. 7317 - 7322

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Literature: Baker, Stephen J.; Zhang, Yong-Kang; Akama, Tsutomu; Lau, Agnes; Zhou, Huchen; Hernandez, Vincent; Mao, Weimin; Alley; Sanders, Virginia; Plattner, Jacob J. Journal of Medicinal Chemistry, 2006 , vol. 49, # 15 p. 4447 - 4450

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Literature: Gunasekera, Dinara S.; Gerold, Dennis J.; Aalderks, Nathan S.; Chandra, J. Subash; Maanu, Christiana A.; Kiprof, Paul; Zhdankin, Viktor V.; Reddy, M. Venkat Ram Tetrahedron, 2007 , vol. 63, # 38 p. 9401 - 9405