Collect. Czech. Chem. Commun. 1982, 47, 1867-1872

Derivatives of benzo(c)fluorenes. III. Synthesis and biological action of some dibasic derivatives of 7-oxo-7H-benzo(c)fluorene

Iva Vančurová, Jiří Křepelka and František Šmejkal

Research Institute for Pharmacy and Biochemistry, 130 60 Prague 3


Alkylation of phenols IIa-IIc by the action of ω-(N,N-dialkylamino)alkyl chlorides IIIa-IIId in an anhydrous or a two-phase medium (toluene-aqueous potassium hydroxide) gave rise to the dibasic derivatives IV-XI. In the two-phase medium, alkylation of IIa with IIIc produced the basic ether XII as the main product, a decarboxylation product, and compound VII. In biological test compound IV showed the strongest antibacterial effects on four kinds of bacteria, was efficacious in vivo against the viruses of encephalomyocarditis and vaccinia, and induced the formation of interferon to the same extent as Tiloron. The antineoplastic effects of the compounds were weaker than those observed with compound I (Benfluron) administered to animals with experimental, transplantable tumours.