A cell-permeable inactivator of p53
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p-nitro-Pifithrin-α

Item No. 16209

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(4-nitrophenyl)-2-(4,5,6,7-tetrahydro-2-imino-3(2H)-benzothiazolyl)-ethanone, monohydrobromide
CAS Number
389850-21-9
Synonyms
  • p-nitro-PFT-α
Molecular Formula
C15H15N3O3S • HBr
Formula Weight
398.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml
λmax
263 nm
SMILES
N=C(S1)N(CC(C2=CC=C([N+]([O-])=O)C=C2)=O)C3=C1CCCC3.Br
InChi Code
InChI=1S/C15H15N3O3S.BrH/c16-15-17(12-3-1-2-4-14(12)22-15)9-13(19)10-5-7-11(8-6-10)18(20)21;/h5-8,16H,1-4,9H2;1H
InChi Key
NXPCMOGORSWOLH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    Pifithrin-α (Item No. 13326) is an inactivator of p53 that blocks p53-dependent transcriptional activation and apoptosis.1 p-nitro-Pifithrin-α is a cell-permeable analog of pifithrin-α.2 It blocks p53-mediated expression of p21/WAF1 and apoptosis in cortical neurons ten-fold more potently than pifithrin-α.2 p-nitro-Pifithrin-α, at 10 µM, suppresses p53-mediated TGF-β1 expression in human proximal tubular cells and attenuates steatosis and liver injury in mice fed a high-fat diet.3,4 It is slowly converted into a more potent cyclized form, p-nitro cyclic pifithrin-α, when incubated in biological media (t½ = 8 h).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Komarov, P.G., Komarova, E.A., Kondratov, R.V., et al. A chemical inhibitor of p53 that protects mice from the side effects of cancer therapy. Science 285(5434), 1733-1737 (1999).

    2. Pietrancosta, N., Moumen, A., Dono, R., et al. Imino-tetrahydro-benzothiazole derivatives as p53 inhibitors: Discovery of a highly potent in vivo inhibitor and its action mechanism. J. Med. Chem. 49(12), 3645-3652 (2006).

    3. Shimizu, H., Yisireyili, M., Nishijima, F., et al. Indoxyl sulfate enhances p53-TGF-β1-Smad3 pathway in proximal tubular cells. Am. J. Nephrol. 37(2), 97-103 (2013).

    4. Derdak, Z., Villegas, K.A., Harb, R., et al. Inhibition of p53 attenuates steatosis and liver injury in a mouse model of non-alcoholic fatty liver disease. J. Hepatol. 58(4), 785-791 (2013).

    Product Citations

    Tufail, Y.Z., Guijas, C., Kummer, D.A., et al. Suppression of pain transmission and behavior by inhibition of peripheral diacylglycerol metabolism. Cell Chem. Bio. 33(1), 74-90.e19 (2025).