An NAAA inhibitor
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ARN726

Item No. 24259

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(3S)-2-oxo-3-azetidinyl]-carbamic acid, 4-cyclohexylbutyl ester
CAS Number
1628343-77-0
Molecular Formula
C14H24N2O3
Formula Weight
268.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.20 mg/ml
SMILES
O=C(N[C@H]1CNC1=O)OCCCCC2CCCCC2
InChi Code
InChI=1S/C14H24N2O3/c17-13-12(10-15-13)16-14(18)19-9-5-4-8-11-6-2-1-3-7-11/h11-12H,1-10H2,(H,15,17)(H,16,18)/t12-/m0/s1
InChi Key
FNLUJRBWJBUJTC-LBPRGKRZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $38

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    5 mg

    $141

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    10 mg

    $244

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    25 mg

    $515

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    Product Description

    ARN726 is an inhibitor of N-acylethanolamine acid amidase (NAAA; IC50s = 27 and 63 nM for the human and rat enzyme, respectively).1 It is selective for NAAA over fatty acid amide hydrolase (FAAH) and acid ceramidase (IC50s = >100 and 12.5 μM, respectively), as well as a panel of 28 lipid metabolism- and inflammation-related enzymes at 10 μM. ARN726 (1-30 mg/kg) decreases lung myeloperoxidase activity and pleural exudate TNF-α levels in a mouse model of carrageenan-induced lung inflammation. It inhibits NAAA and reverses complete Freund's adjuvant-induced decreases in palmitoyl ethanolamide (PEA; Item No. 90350) and oleoyl ethanolamide (OEA; Item No. 90265) levels in inflamed paw tissue in a rat model of arthritis.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ribeiro, A., Pontis, S., Mengatto, L., et al. A potent systemically active N-acylethanolamine acid amidase inhibitor that suppresses inflammation and human macrophage activation. Chem. Biol. 10, 1838-1846 (2015).

    2. Bonezzi, F.T., Sasso, O., Pontis, S., et al. An important role for N-acylethanolamine acid amidase in the complete Freund’s adjuvant rat model of arthritis. J. Pharmacol. Exp. Ther. 356(3), 656-663 (2016).