G. Danilenko, V. I. Votyakov, O. Andreeva
Jun 1, 1976
Citations
0
Influential Citations
1
Citations
Journal
Pharmaceutical Chemistry Journal
Abstract
It has been shown that 3-methyl-l-aminoadamantane inhibits the reproduction of the influenza virus to a lesser extent than l-aminoadamantane. This is due to spatial hindrance caused by the methyl group [i]. However, l-amino-3,5-dimethyl-7-ethyladamantane [2] and 1,3-diamino-5,7-dimethyland 1,3-di-(N-methoxycarbonyl)amino-5,7-dimethyladamantane [3, 4] have been claimed to be active antiviral compounds. It was therefore of interest to determine how the activity of l-aminoadamantane was modified by the inductive and steric effects of aryl substituents in the 3-position, and that of l-(4'-aminophenyl)adamantane, by the introduction of a methyl group into the phenyl nucleus. With this in view, the amines obtained by the following routes were tested (Ic was obtained by Stepanov et al. [5], IId-Vd by Stepanov et al. [6], and Ie-Ve, by Stetter et al. [7]):