A mutagenic heterocyclic amine
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2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline

Item No. 31509

Technical Information
Formal Name
3,4-dimethyl-3H-imidazo[4,5-f]quinolin-2-amine
CAS Number
77094-11-2
Synonyms
  • MelQ
Molecular Formula
C12H12N4
Formula Weight
Purity
≥98%
A solid
Methanol: Slightly Soluble
SMILES
NC(N1C)=NC2=C1C(C)=CC3=C2C=CC=N3
InChi Code
InChI=1S/C12H12N4/c1-7-6-9-8(4-3-5-14-9)10-11(7)16(2)12(13)15-10/h3-6H,1-2H3,(H2,13,15)
InChi Key
GMGWMIJIGUYNAY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2-Amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline is a mutagenic heterocyclic amine that has been found in cooked foods.1,2,3 It is mutagenic to S. typhimurium in the Ames test.3 Dietary administration of 2-amino-3,4-dimethyl-3H-imidazo[4,5-f]quinoline (0.03%) induces tumor formation in the Zymbal gland, oral cavity, and colon in male and female rats, the skin of male rats, and the mammary gland in female rats.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kato, T., Migita, H., Ohgaki, H., et alInduction of tumors in the Zymbal gland, oral cavity, colon, skin and mammary gland of F344 rats by a mutagenic compound, 2-amino-3,4-dimethylimidazo[4,5-f]quinoline. Carcinogenesis 19(3), 601-603 (1989).

    2. Johansson, M.A., and Jägerstad, M. Occurrence of mutagenic/carcinogenic heterocyclic amines in meat and fish products, including pan residues, prepared under domestic conditions. Carcinogenesis 15(8), 1511-1518 (1994).

    3. Nagao, M., Sato, S., and Sugimura, T. Mutagens produced by heating foods. The Maillard reaction in foods and nutrition 521-536 (1983).