A co-mutagenic heterocyclic amine
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Analytical Standard(s)
33845Norharmane
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Research Area

Norharmane

Item No. 20043

Technical Information
Formal Name
9H-pyrido[3,4-b]indole
CAS Number
244-63-3
Synonyms
  • 2-Azacarbazole
  • β-Carboline
  • 2,9-Diazafluorene
  • NSC 84417
Molecular Formula
C11H8N2
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 1 mg/ml
λmax
213, 234, 289, 337, 351 nm
SMILES
C1(C=CC=C2)=C2C(C=CN=C3)=C3N1
InChi Code
InChI=1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H
InChi Key
AIFRHYZBTHREPW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Norharmane is a natural β-carboline first isolated from plants of the Zygophyllaceae family. It is a heterocyclic amine that may also be found in fried meats, tobacco smoke, and coffee.1,2 While not mutagenic by itself, norharmane is described as a co-mutagen, as it induces or enhances the mutagenicity of other compounds, commonly forming DNA adducts.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jamali, M.A., Zhang, Y., Teng, H., et alInhibitory effect of Rosa rugosa tea extract on the formation of heterocyclic amines in meat patties at different temperatures. Molecules 21(2), 173 (2016).

    2. Smith, T.T., Schaff, M.B., Rupprecht, L.E., et alEffects of MAO inhibition and a combination of minor alkaloids, β-carbolines, and acetaldehyde on nicotine self-administration in adult male rats. Drug Alcohol Depend. 2015:155, 243-252 (2015).

    3. Mori, M., Totsuka, Y., Fukutome, K., et alFormation of DNA adducts by the co-mutagen norharman with aromatic amines. Carcinogenesis 17(7), 1499-1503 (1996).