Basic information Safety Supplier Related

5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole

Basic information Safety Supplier Related

5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole Basic information

Product Name:
5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
Synonyms:
  • 5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole
  • AN-2718
  • 5-Chloro-1,3-dihydro-2,1-benzoxaborol-1-ol, 95%
  • 5-chlorobenzo[c][1,2]oxaborol-1(3H)-ol
  • 5-Chloro-2,1-benzoxaborol-1(3H)-ol
  • 2,1-Benzoxaborole, 5-chloro-1,3-dihydro-1-hydroxy-
  • Inhibitor,AN2718,AN 2718,Fungal,AN-2718,inhibit
  • AN2718, 10 mM in DMSO
CAS:
174672-06-1
MF:
C7H6BClO2
MW:
168.39
Product Categories:
  • API
Mol File:
174672-06-1.mol
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5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole Chemical Properties

Melting point:
150-154 °C
Boiling point:
273.2±50.0 °C(Predicted)
Density 
1.35±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 30 mg/mL; DMSO: 30 mg/mL; Ethanol: 30 mg/mL; Ethanol:PBS (pH 7.2) (1:4): 0.2 mg/mL
form 
A crystalline solid
pka
6.60±0.20(Predicted)
color 
White to off-white
InChI
InChI=1S/C7H6BClO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2
InChIKey
HMAFTPZYFJFEHK-UHFFFAOYSA-N
SMILES
B1(O)C2=CC=C(Cl)C=C2CO1
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5-Chloro-1,3-dihydro-1-hydroxy-2,1-benzoxaborole Usage And Synthesis

Uses

AN2718 inhibits fungal growth by blocking protein synthesis using the oxaborole tRNA trapping (OBORT) mechanism.

Biological Activity

AN-2718 inhibits the growth of fungi by inhibiting protein synthesis through the OBORT mechanism.

in vitro

AN2718 inhibits cytoplasmic LeuRS from molds, A. fumigatus , and from yeasts, C. albicans , with an IC 50 of 2 μM and 4.2 μM, respectively. AN2718 has good MIC90 activity against the dermatophytes, T. rubrum and T. mentagrophytes .

target

Fungal.

References

[1] Seiradake, et al. Antifungal activity and mechanism of action of a benzoxaborole, AN2718, which is in development for the treatment of tinea pedis. 48th Annual ICAAC/46th Annual IDSA (2008).

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