A potent inhibitor of IKKs
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IKK-16 (hydrochloride)

Item No. 13313

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[4-[(4-benzo[b]thien-2-yl-2-pyrimidinyl)amino]phenyl][4-(1-pyrrolidinyl)-1-piperidinyl]-methanone, monohydrochloride
CAS Number
1186195-62-9
Synonyms
  • IKK Inhibitor VII
Molecular Formula
C28H29N5OS • HCl
Formula Weight
520.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
209, 263, 309 nm
SMILES
O=C(N1CCC(N2CCCC2)CC1)C3=CC=C(C=C3)NC4=NC=CC(C5=CC(C=CC=C6)=C6S5)=N4.Cl
InChi Code
InChI=1S/C28H29N5OS.ClH/c34-27(33-17-12-23(13-18-33)32-15-3-4-16-32)20-7-9-22(10-8-20)30-28-29-14-11-24(31-28)26-19-21-5-1-2-6-25(21)35-26;/h1-2,5-11,14,19,23H,3-4,12-13,15-18H2,(H,29,30,31);1H
InChi Key
XFVDIVQCZWDBCW-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

    IKK-16 is a potent inhibitor of IκB kinases (IKKs), displaying IC50 values of 200, 40, and 70 nM for IKKα, IKKβ, and IKK complex, respectively, in cell-free assays.1 It is effective in cells and in animals and has been used delineate the role of NF-κB signaling in diverse contexts.2,3,4,5 IKK-16 has also been reported to inhibit protein kinase D isoforms and the ATP-binding cassette (ABC) transporter ABCB1.6,7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Waelchli, R., Bollbuck, B., Bruns, C., et al. Design and preparation of 2-benzamido-pyrimidines as inhibitors of IKK. Bioorg. Med. Chem. Lett. 16(1), 108-112 (2006).

    2. Coldewey, S.M., Rogazzo, M., Collino, M., et al. Inhibition of IᴋB kinase reduces the multiple organ dysfunction caused by sepsis in the mouse. Dis. Model. Mech. 6(4), 1031-1042 (2013).

    3. Thein, S., Pham, A., Bayer, K.U., et al. IKK regulates the deubiquitinase CYLD at the postsynaptic density. Biochem. Biophys. Res. Commun. 450(1), 550-554 (2014).

    4. Fallahi-Sichani, M., Moerke, N.J., Niepel, M., et al. Systematic analysis of BRAFV600E melanomas reveals a role for JNK/c-Jun pathway in adaptive resistance to drug-induced apoptosis. Mol. Syst. Biol. 11(3), 797 (2015).

    5. Sordi, R., Chiazza, F., Johnson, F.L., et al. Inhibition of IᴋB kinase attenuates the organ injury and dysfunction associated with hemorrhagic shock. Mol. Med. 21(1), 563-575 (2015).

    6. Tandon, M., Johnson, J., Li, Z., et al. New pyrazolopyrimidine inhibitors of protein kinase d as potent anticancer agents for prostate cancer cells. PLoS One 8(9), e75601 (2013).

    7. Ansbro, M.R., Shukla, S., Ambudkar, S.V., et al. Screening compounds with a novel high-throughput ABCB1-mediated efflux assay identifies drugs with known therapeutic targets at risk for multidrug resistance interference. PLoS One 8(4), e60334 (2013).