CAS 82050-10-0: 3-(~2~H_3_)methyl-3H-imidazo[4,5-f]quinolin-2-amine

2-Amino-3-methyl-3H-imidazo[4,5-F]quinoline (IQ) is a synthetic heterocyclic amine that can be found as an impurity in acetonitrile. It has been shown to cause mutations and interfere with DNA synthesis in animal studies, but the mutagenicity of this compound has not been confirmed in humans. IQ is a carcinogen and the International Agency for Research on Cancer has classified it as Group 2A (probably carcinogenic). The International Agency for Research on Cancer also states that IQ may be carcinogenic to humans by inhalation. IQ is not soluble in water, but it is soluble in organic solvents such as acetonitrile. IQ binds to proteins through covalent bonds to amines or thiols. The binding of IQ to proteins leads to interference with cellular processes such as protein synthesis, leading to cell death and inhibiting the growth of cells.

Applications IQ is highly mutagenic in the Ames test. Investigations have shown that this compound may be present in broiled fish, fried beef, commercial beef extracts and protein pyrolysates. References Ohgaki, H., et al.: Carcinogenesis, 5, 921 (1984), Stavric, B., et al.: Fd. Chem. Toxic., 31, 12, 981 (1993), Sugimura, T., et al.: Mutation Research, 290, 43 (1993), Eisenbrand & Tang: Toxicology, 84, 1 (1993), Josephy, P.D., et al.: Carcinogenesis, 16, 9, 2037 (1995),