A genotoxic derivative of metoprolol
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Product Type

Biochemicals

N-Nitroso Metoprolol

Item No. 34738

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4-(2-methoxyethyl)phenoxy]-3-[(1-methylethyl)nitrosoamino]-2-propanol
CAS Number
138768-62-4
Molecular Formula
C15H24N2O4
Formula Weight
296.4
Purity
≥90% (mixture of isomers)
Formulation (Request formulation change)
A 10 mg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: 10 mg/ml
λmax
226 nm
SMILES
O=NN(C(C)C)CC(COC1=CC=C(CCOC)C=C1)O
InChi Code
InChI=1S/C15H24N2O4/c1-12(2)17(16-19)10-14(18)11-21-15-6-4-13(5-7-15)8-9-20-3/h4-7,12,14,18H,8-11H2,1-3H3
InChi Key
CHTOBGHTYDROBB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $213

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    10 mg

    $400

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    Product Description

    N-Nitroso metoprolol is a genotoxic derivative of metoprolol (Item No. 15429).1,2 It induces DNA fragmentation in rat hepatocytes when used at concentrations ranging from 0.1 to 1 mM.1 In vivo, N-nitroso metoprolol (1,000 mg/kg) induces micronucleation of rat hepatocytes but not erythrocytes from the bone marrow or spleen.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Robbiano, L., Martelli, A., Allavena, A., et al. Formation of the N-nitroso derivatives of six β-adrenergic-blocking agents and their genotoxic effects in rat and human hepatocytes. Cancer Res. 51(9), 2273-2279 (1991).

    2. Martelli, A., Allavena, A., Sottofattori, E., et al. Low clastogenic activity in vivo of the N-nitroso derivatives of 5 β-adrenergic-blocking drugs proved to be potent genotoxins in vitro. Toxicol. Lett. 73(3), 185-191 (1994).