An inhibitor of the Keap1-Nrf2 protein-protein interaction
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CPUY192018

Item No. 45473

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N′-1,4-naphthalenediylbis[N-[(4-methoxyphenyl)sulfonyl]-glycine
CAS Number
1567836-15-0
Molecular Formula
C28H26N2O10S2
Formula Weight
614.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥ 10 mg/mlPBS (pH 7.2): Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(O)CN(S(=O)(C1=CC=C(C=C1)OC)=O)C2=C3C=CC=CC3=C(N(S(=O)(C4=CC=C(C=C4)OC)=O)CC(O)=O)C=C2
InChi Code
InChI=1S/C28H26N2O10S2/c1-39-19-7-11-21(12-8-19)41(35,36)29(17-27(31)32)25-15-16-26(24-6-4-3-5-23(24)25)30(18-28(33)34)42(37,38)22-13-9-20(40-2)10-14-22/h3-16H,17-18H2,1-2H3,(H,31,32)(H,33,34)
InChi Key
KWSIQJUNYMMCTB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $99

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    10 mg

    $158

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    25 mg

    $297

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    50 mg

    $495

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    Product Description

    CPUY192018 is an inhibitor of the Kelch-like ECH-associated protein 1 (Keap1) and nuclear factor erythroid 2-related factor 2 (Nrf2) protein-protein interaction (IC50 = 28.5 nM in a TR-FRET assay).1 It induces Nrf2-mediated transcriptional activity in a reporter assay using HepG2 cells.2 CPUY192018 (10 µM) prevents apoptosis and S-phase cell cycle arrest induced by dextran sulfate (DSS; Item No. 23250) and reduces DSS-induced increases in reactive oxygen species (ROS) levels in NCM460 human colon mucosal epithelial cells.3 It also reduces colon shortening and mucosal tissue injury and inflammation in a mouse model of DSS-induced ulcerative colitis. Subcutaneous or topically administered CPUY192018 improves visual function in a rat model of retinal ischemia-reperfusion injury.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, S., Abed, D.A., Nguyen, M.-U., et al. Structure-activity relationships of 1,4-bis(arylsulfonamido)-benzene or naphthalene-N,N'-diacetic acids with varying C2-substituents as inhibitors of Keap1-Nrf2 protein-protein interaction. Eur. J. Med. Chem. 237:114380, (2022).

    2. Jiang, Z.-Y., Xu, L.L., Lu, M.-C., et al. Structure-activity and structure-property relationship and exploratory in vivo evaluation of the nanomolar Keap1-Nrf2 protein-protein interaction inhibitor. J. Med. Chem. 58(16), 6410-6421 (2015).

    3. Lu, M.-C., Ji, J.-A., Jiang, Y.-L., et al. An inhibitor of the Keap1-Nrf2 protein-protein interaction protects NCM460 colonic cells and alleviates experimental colitis. Sci. Rep. 6:26585, (2016).

    4. Hui, Q., Karlstetter, M., Xu, Z., et al. Inhibition of the Keap1-Nrf2 protein-protein interaction protects retinal cells and ameliorates retinal ischemia-reperfusion injury. Free Radic. Biol. Med. 146, 181-188 (2020).