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Molecular site of substituents of benz(a)anthracene related to carcinogenicity.

J. Pataki, Charles Huggins

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Abstract

Summary Benz(a)anthracene did not induce tumors in rats, but its derivatives were highly and equally carcinogenic when they possessed two or three methyl groups in any combination at the following special sites: positions 6, 7, 8, or 12. Derivatives of benz(a)anthracene with pairs of methyl groups at sites 1 and 12 or 3 and 9 were not carcinogenic. 7,12-Dimethylbenz(a)anthracene and 7,8,12-trimethylbenz(a)anthracene are equivalent in their ability to elicit neoplasms in rats and far exceed 3-methylcholanthrene and benzo(a)pyrene in this regard.

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What this paper is about

Summary Benz(a)anthracene did not induce tumors in rats, but its derivatives were highly and equally carcinogenic when they possessed two or three methyl groups in any combination at the following special sites: positions 6, 7, 8, or 12. Derivatives of benz(a)anthracene with pairs of methyl groups at sites 1 and 12 or 3 and 9 were not carcinogenic. 7,12-Dimethylbenz(a)anthracene and 7,8,12-trimethylbenz(a)anthracene are equivalent in their ability to elicit neoplasms in rats and far exceed 3-methylcholanthrene and benzo(a)pyrene in this regard.

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Available abstract

Summary Benz(a)anthracene did not induce tumors in rats, but its derivatives were highly and equally carcinogenic when they possessed two or three methyl groups in any combination at the following special sites: positions 6, 7, 8, or 12. Derivatives of benz(a)anthracene with pairs of methyl groups at sites 1 and 12 or 3 and 9 were not carcinogenic. 7,12-Dimethylbenz(a)anthracene and 7,8,12-trimethylbenz(a)anthracene are equivalent in their ability to elicit neoplasms in rats and far exceed 3-methylcholanthrene and benzo(a)pyrene in this regard.

Key concepts: Anthracene, Carcinogen, Chemistry, Pyrene, Stereochemistry, Medicinal chemistry, Organic chemistry

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