Study of chemical carcinogenesis. 7. Synthesis and mutagenicity of modified chrysenes related to the carcinogen, 5-methylchrysene was written by Hecht, Stephen S.;Loy, Myrna;Mazzarese, Robert;Hoffmann, Dietrich. And the article was included in Journal of Medicinal Chemistry in 1977.SDS of cas: 452-62-0 This article mentions the following:
Eleven derivatives of 5-methylchrysene (I) and related compounds, including 1-fluoro- [64977-44-2], 3-fluoro- [64977-45-3], 6-fluoro- [64977-46-4], 7-fluoro- [64977-47-5], 9-fluoro- [64977-48-6], 11-fluoro- [64977-49-7], and 12-fluoro-5-methylchrysene [61413-38-5], 1-fluoro-4-methylchrysene [61738-08-7], 6-methoxy- [61738-09-8] and 12-methoxy-5-methylchrysene [64977-25-9], and 5-methoxychrysene [61413-39-6] were prepared by photocyclization of the appropriate diarylethylene derivative or by fluorination of the required dihydromethylchrysenediol. Mutagenicity assays in Salmonella typhimurium showed less activity than I in compounds substituted in the 1, 3, and 12 positions, indicating that these positions are involved in metabolic activation to an ultimate bacterial mutagen. Compounds substituted in positions 6, 9, and 11 were mutagenic or more mutagenic than I. Results in mouse skin tests for tumor-initiating activity showed a similar trend. Structure-activity relations and structure of an ultimate mutagen derived from I are discussed. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0SDS of cas: 452-62-0).
3-Bromo-4-fluorotoluene (cas: 452-62-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. SDS of cas: 452-62-0
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary