An inhibitor of FAAH
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BIA 10-2474

Item No. 23157

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-cyclohexyl-N-methyl-4-(1-oxido-3-pyridinyl)-1H-imidazole-1-carboxamide
CAS Number
1233855-46-3
Molecular Formula
C16H20N4O2
Formula Weight
300.4
Purity
≥98%
Formulation
A crystalline solid
λmax
213, 263 nm
SMILES
CN(C(N1C=NC(C2=C[N+]([O-])=CC=C2)=C1)=O)C3CCCCC3
InChi Code
InChI=1S/C16H20N4O2/c1-18(14-7-3-2-4-8-14)16(21)19-11-15(17-12-19)13-6-5-9-20(22)10-13/h5-6,9-12,14H,2-4,7-8H2,1H3
InChi Key
DOWVMJFBDGWVML-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    BIA 10-2474 is an inhibitor of fatty acid amide hydrolase (FAAH; IC50 = 4.9 nM in HEK293T cells expressing the human recombinant enzyme).1 It also inhibits FAAH2, α/β-hydrolase domain-containing protein 6 (ABHD6), carboxylesterase 2 (CES2), and patatin-like phospholipase domain 6 (PNPLA6) with IC50 values of 0.4, 0.081, 2, and 11 μM, respectively. BIA 10-2474 alters expression of 161 lipid species, including FAAH substrates as well as other lipid classes, in human cortical neuron cultures indicating compound promiscuity. Formulations containing BIA 10-2474 were previously investigated clinically for the management of chronic pain but use was halted due to development of significant neurotoxicity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. van Esbroeck, A.C.M., Janssen, A.P.A., Cognetta, A.B., III., et al. Activity-based protein profiling reveals off-target proteins of the FAAH inhibitor BIA 10-2474. Science 356(6342), 1084-1087 (2017).