An EGFR activator and inhibitor of KID-KIX interactions
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NSC 228155

Item No. 28856

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-nitro-7-[(1-oxido-2-pyridinyl)thio]-2,1,3-benzoxadiazole
CAS Number
113104-25-9
Molecular Formula
C11H6N4O4S
Formula Weight
290.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:9): 0.1 mg/ml
λmax
240, 267, 393 nm
SMILES
O=N1=CC=CC=C1SC2=CC=C(O[N+]([O-])=O)C3=NON=C32
InChi Code
InChI=1S/C11H6N4O5S/c16-14-6-2-1-3-9(14)21-8-5-4-7(19-15(17)18)10-11(8)13-20-12-10/h1-6H
InChi Key
ZNQNGSFHPGGZPY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $259

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    Product Description

    NSC 228155 is an activator of the EGF receptor (EGFR) and an inhibitor of the interaction between the kinase inducible domain (KID) of CREB and the KID-interacting (KIX) domain of CREB-binding protein (CBP; IC50 = 0.36 μM).1,2 It increases phosphorylation of EGFR at Tyr1068 in MDA-MB-468 cells (EC50 = 52 μM), as well as phosphorylation of ERK1 and ERK2.1 NSC 228155 (100 μM) also induces transactivation of InsR, EphA1, ErbB2, ErbB3, IGF-1R, Mer, and ROR1 in MDA-MB-468 cells. It inhibits CREB-mediated transcription (IC50 = 2.09 μM), as well as transcription mediated by the constitutively active mutant VP16-CREB (IC50 = 6.14 μM), in HEK293T cell-based reporter assays.2 NSC 228155 also inhibits P. aeruginosa ribonucleotide reductase (IC50 = 26 μM) and is active against P. aeruginosa with an MIC value of 50 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sakanyan, V., Angelini, M., Le Béchec, M., et al. Screening and discovery of nitro-benzoxadiazole compounds activating epidermal growth factor receptor (EGFR) in cancer cells. Sci. Rep. 4:3977, (2014).

    2. Xie, F., Li, B.X., Broussard, C., et al. Identification, synthesis and evaluation of substituted benzofurazans as inhibitors of CREB-mediated gene transcription. Bioorg. Med. Chem. Lett. 23(19), 5371-5375 (2013).

    3. Tholander, F., and Sjöberg, B.-M. Discovery of antimicrobial ribonucleotide reductase inhibitors by screening in microwell format. Proc. Natl. Acad. Sci. USA 109(25), 9798-9803 (2012).