A tumor cell differentiating agent
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5-Nitroso-8-quinolinol

Item No. 13856

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-hydroxy-5-nitrosoquinoline
CAS Number
3565-26-2
Synonyms
  • Hydron III
  • NSC 3852
Molecular Formula
C9H6N2O2
Formula Weight
174.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 2 mg/mlDMSO:PBS (pH 7.2)(1:5): 0.2 mg/ml
λmax
219, 281, 330 nm
SMILES
OC1=CC=C(N=O)C2=CC=CN=C21
InChi Code
InChI=1S/C9H6N2O2/c12-8-4-3-7(11-13)6-2-1-5-10-9(6)8/h1-5,12H
InChi Key
RZWRYPGAUIOOMK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $41

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    50 mg

    $128

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    100 mg

    $235

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    Cayman Chemical
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    Product Description

    5-Nitroso-8-quinolinol is a chemically unique HDAC inhibitor that harbors a different Zn2+ chelation motif compared to SAHA.1,2 As an antitumor agent, 10 μM 5-nitroso-8-quinolinol can induce oxidative stress contributing to apoptosis and differentiation in MCF-7 breast cancer cells.1,2 Additionally, 5-nitroso-8-quinolinol inhibits T. gondii tachyzoite propagation in human fibroblasts with an EC50 value of 80 nM and inhibits P. falciparum growth in human red blood cells with an EC50 value of 1.3 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Martirosyan, A.R., Rahim-Bata, R., Freeman, A.B., et al. Differentiation-inducing quinolines as experimental breast cancer agents in the MCF-7 human breast cancer cell model. Biochem. Pharmacol. 68(9), 1729-1738 (2004).

    2. Martirosyan, A., Leonard, S., Shi, X., et al. Actions of a histone deacetylase inhibitor NSC3852 (5-nitroso-8-quinolinol) link reactive oxygen species to cell differentiation and apoptosis in MCF-7 human mammary tumor cells. J. Pharmacol. Exp. Ther. 317(2), 546-552 (2006).

    3. Strobl, J.S., Seibert, C.W., Li, Y., et al. Inhibition of Toxoplasma gondii and Plasmodium falciparum infections in vitro by NSC3852, a redox active antiproliferative and tumor cell differentiation agent. J. Parasitol. 95(1), 215-223 (2009).