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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

par Defay, Nicole ;Martin, Richard
Référence Bulletin des Sociétés chimiques belges, 64, 5-6, page (210-220)
Publication Publié, 1955

Article révisé par les pairs

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Résumé :

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 CH3MgI, followed by treatment with HI+HBr and finally SnCl2+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. Copyright © 1955 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim