Synthèses dans le domaine des hydrocarbures cancérigènes XII-Remarques concernant l'activité cancérigène du 4′,9,10-triméthyl-1,2-benzanthracène-Synthèse du 2′,9,10-triméthyl-1,2-benzanthracène

✍ Scribed by Nicole Defay; R. H. Martin

• Publisher: Wiley (John Wiley & Sons)
• Year: 2010
• Weight: 496 KB
• Volume: 64
• Category: Article
• ISSN: 0037-9646
• DOI: 10.1002/bscb.19550640503

✦ Synopsis

Abstract

The carcinogenic activity of 4′,9,10‐trimethyl‐1,2‐benzanthracene is discussed in the light of the theories on constitution and carcinogenic activity put forward by Coulson, Greenwood, Badger, Pullman and Daudel.

It is pointed out that the carcinogenic activity of this compound, substituted in the «benz‐ring» (4′‐position), invalidates the hypothesises of Badger and of Greenwood.

2′,9,10‐trimethyl‐1,2‐benzanthracene has been synthesised in a search for new carcinogenic derivatives of 1,2‐benzanthracene substituted in the «benz‐ring».

This compound (m. p. 107‐107, 5°) was obtained by reacting 2′‐methyl‐1,2‐benzanthraquinone with CH~3~MgI, followed by treatment with HI+HBr and finally SnCl~2~+HCl (Sandin‐Fieser reaction). The U.V. spectra of 2′,9,10‐trimethyl‐1,2‐benzanthracene and bis (2′,9‐dimethyl‐1,2‐benzanthracenyl‐10‐)‐1,2‐ethane were determined.