AN2718 is a novel boron-containing small molecule that inhibits an essential protein synthesis enzyme, leucyl-transfer RNA synthetase, or LeuRS. This enzyme plays an essential role in fungal protein synthesis by attaching the leucine amino acid to transfer RNA, or tRNA. AN2718, an investigational topical anti-fungal product candidate for the potential treatment of skin and nail infections. At various concentrations, AN2718 gel showed low irritation potential, leading investigators to conclude that application site reactions in future efficacy trials would be unlikely.

Physicochemical Properties

Molecular Formula	C7H6BCLO2
Molecular Weight	168.383
Exact Mass	168.015
Elemental Analysis	C, 49.93; H, 3.59; B, 6.42; Cl, 21.05; O, 19.00
CAS #	174672-06-1
Related CAS #	174672-06-1
PubChem CID	11845944
Appearance	White to off-white solid powder
LogP	0.557
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Heavy Atom Count	11
Complexity	155
Defined Atom Stereocenter Count	0
SMILES	OB1OCC2=CC(Cl)=CC=C21
InChi Key	HMAFTPZYFJFEHK-UHFFFAOYSA-N
InChi Code	InChI=1S/C7H6BClO2/c9-6-1-2-7-5(3-6)4-11-8(7)10/h1-3,10H,4H2
Chemical Name	5-chlorobenzo[c][1,2]oxaborol-1(3H)-ol
Synonyms	AN2718; AN-2718; AN 2718
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	Fungal[1].
ln Vitro	Molds (A. fumigatus) and yeasts (C. albicans) have cytoplasmic LeuRS inhibition by AN2718, with IC50 values of 2 μM and 4.2 μM, respectively. T. rubrum and T. mentagrophytes are two dermatophytes that AN2718 exhibits strong MIC90 activity against[1].
References	[1]. 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). [2]. Gupta AK, Simpson FC. Investigational drugs for onychomycosis. Expert Opin Investig Drugs. 2014 Jan;23(1):97-106. doi: 10.1517/13543784.2013.840289. Epub 2013 Sep 26. Review. PubMed PMID: 24070182.
Additional Infomation	An2718 has been used in trials studying Tinea Pedis.

Solubility Data

Solubility (In Vitro)

DMSO : 34~250 mg/mL ( 201.91~1484.65 mM ) Ethanol : ~34 mg/mL

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (12.35 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (12.35 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (12.35 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	5.9389 mL	29.6947 mL	59.3895 mL
	5 mM	1.1878 mL	5.9389 mL	11.8779 mL
	10 mM	0.5939 mL	2.9695 mL	5.9389 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.