Structural Formula Vector Image
Title: PhIP
CAS Registry Number: 105650-23-5
CAS Name: 1-Methyl-6-phenyl-1H-imidazo[4,5-b]pyridin-2-amine
Additional Names: 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine
Molecular Formula: C13H12N4
Molecular Weight: 224.26
Percent Composition: C 69.62%, H 5.39%, N 24.98%
Literature References: Most abundant of the mutagenic heterocyclic amines found in well-cooked meat and fish. Isoln from fried ground beef: J. S. Felton et al., Carcinogenesis 7, 1081 (1986). Synthesis: M. G. Knize, J. S. Felton, Heterocycles 24, 1815 (1986); T. Choshi et al., J. Org. Chem. 58, 7952 (1993); F. S. Bavetta et al., Tetrahedron Lett. 44, 7793 (1997). Mutagenicity in Chinese hamster ovary cells: L. H. Thompson et al., Mutagenesis 2, 483 (1987). Evaluation of carcinogenic risk: IARC Monographs 56, 229-242 (1993). Review of bioavailability, content in foods, metabolism: N. J. Gooderham et al., Br. J. Clin. Pharmacol. 42, 91-98 (1996). Correlation of dietary intake with breast cancer risk: R. Sinha et al., J. Natl. Cancer Inst. 92, 1352 (2000).
Properties: Gray-white crystals, mp 327-328°. uv max (methanol): 225, 273, 316 nm (log e 4.46, 4.00, 4.46). Sol in methanol, DMSO.
Melting point: mp 327-328°
Absorption maximum: uv max (methanol): 225, 273, 316 nm (log e 4.46, 4.00, 4.46)
CAUTION: This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-135.

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