An inhibitor of FAAH
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URB597

Item No. 10046

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3'-(aminocarbonyl)[1,1'-biphenyl]-3-yl)-cyclohexylcarbamate
CAS Number
546141-08-6
Molecular Formula
C20H22N2O3
Formula Weight
338.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS(pH7.2) (1:1): 500 µg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:2): 500 µg/mlEthanol: 1 mg/ml
SMILES
O=C(NC1CCCCC1)Oc1cccc(c1)c1cccc(c1)C(=O)N
InChi Code
InChI=1S/C20H22N2O3/c21-19(23)16-8-4-6-14(12-16)15-7-5-11-18(13-15)25-20(24)22-17-9-2-1-3-10-17/h4-8,11-13,17H,1-3,9-10H2,(H2,21,23)(H,22,24)
InChi Key
ROFVXGGUISEHAM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $38

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    10 mg

    $72

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    50 mg

    $337

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    100 mg

    $636

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    Product Description

    URB597 is a potent and selective inhibitor of fatty acid amide hydrolase (FAAH), the enzyme that hydrolyzes anandamide (AEA; Item No. 90050) and other simple esters and amides with long unsaturated acyl chains (IC50 = 4.6 nM and 0.5 nM in brain membranes and intact neurons, respectively).1,2 URB597 exhibits both antinociceptive and anxiolytic effects in vivo without evoking other symptoms associated with cannabinoid-like compounds. This antinociceptive effect is similar to those observed in FAAH(-/-) mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kathuria, S., Gaetani, S., Fegley, D., et al. Modulation of anxiety through blockade of anandamide hydrolysis. Nat. Med. 1(9), 76-81 (2003).

    2. Cravatt, B.F., Giang, D.K., Mayfield, S.P., et al. Molecular characterization of an enzyme that degrades neuromodulatory fatty-acid amides. Nature 384(6604), 83-87 (1996).

    3. Cravatt, B.F., Demarest, K., Patricelli, M.P., et al. Supersensitivity to anandamide and enhanced endogenous cannabinoid signaling in mice lacking fatty acid amide hydrolase. Proc. Natl. Acad. Sci. USA 98(16), 9371-9376 (2001).

    Product Citations

    Soethoudt, M., Grether, U., Fingerle, J., et al. Cannabinoid CB2 receptor ligand profiling reveals biased signalling and off-target activity. Nat. Commun. 8, 13958 (2017).

    Gouveia-Figueira, S., Karlsson, J., Deplano, A., et al. Characterisation of (R)-2-(2-fluorobiphenyl-4-yl)-N-(3-methylpyridin-2-yl)propanamide as a dual fatty acid amide hydrolase: Cyclooxygenase inhibitor. PLoS One 10(9), e0139212 (2015).