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Paper | Regular issue | Vol 26, No. 11, 1987, pp.2877-2886
Published online, 1st January, 1970
DOI: 10.3987/R-1987-11-2877
Biological Formation and Chemical Synthesis of 2-Amino-3,6-dihydro-3-methyl-7H-imidazolo[4,5-f]quinolin-7-one, the Major Metabolite of the Dietary Carcinogen 2-Amino-3-methyl-3H-imidazolo[4,5-f]quinoline (IQ) by Normal Intestinal Bacteria

Mohammad Bashir, David G. I. Kingston, Robert J. Carmen, Roger L. Vn Tassell, and Tracy D. Wilkins

*Department of Chemisry, Virginia Polytecnic Institute and State University, Blacksburg, Virginia 24061-0212, U.S.A.


2-Amino-3,6-dihydro-3-methyl-7H-imidazolo[4,5-f]quinolin-7-one (2) has been synthesized from 6-bromo-5-nitroquinoline in seven steps. Biological formation of 2 from IQ(1) involves the addition of water from the medium, followed by oxidation.