A metabolite of nicotinamide
Related Products
Parent Compound(s)
11127Nicotinamide
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Nicotinamide N-oxide

Item No. 28441

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-pyridinecarboxamide, 1-oxide
CAS Number
1986-81-8
Synonyms
  • NSC 168416
  • NSC 30531
Molecular Formula
C6H6N2O2
Formula Weight
138.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: Partially solubleDMSO: 3 mg/mlEthanol: Partially solublePBS (pH 7.2): 5 mg/ml
λmax
222, 271 nm
SMILES
[O-][N+]1=CC=CC(C(N)=O)=C1
InChi Code
InChI=1S/C6H6N2O2/c7-6(9)5-2-1-3-8(10)4-5/h1-4H,(H2,7,9)
InChi Key
USSFUVKEHXDAPM-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 g

    $49

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    10 g

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    25 g

    $167

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    50 g

    $306

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    Cayman Chemical
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    Product Description

    Nicotinamide N-oxide is a metabolite of nicotinamide (Item No. 11127).1 It is formed via oxidation of nicotinamide by the cytochrome P450 (CYP) isoform CYP2E1. Nicotinamide N-oxide (30 mM) inhibits proliferation and induces reduction of nitroblue tetrazolium (NBT; Item No. 17341), indicating cell differentiation, in HL-60 promyelocytic leukemia cells.2 Urine levels of nicotinamide N-oxide are elevated in a mouse model of high-fat diet-induced obesity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Real, A.M., Hong, S., and Pissios, P. Nicotinamide N-oxidation by CYP2E1 in human liver microsomes. Drug Metab. Dispos. 41(3), 550-553 (2013).

    2. Iwata, K., Ogata, S., Okumura, K., et al. Induction of differentiation in human promyelocytic leukemia HL-60 cell line by niacin-related compounds. Biosci. Biotechnol. Biochem. 67(5), 1132-1135 (2003).

    3. Jung, J.Y., Kim, I.Y., Kim, Y.N., et al. 1H NMR-based metabolite profiling of diet-induced obesity in a mouse mode. BMB Rep. 45(7), 419-424 (2012).