Reactions of pyrimidinophanes containing two 6-methylthiocytosine and one 6-methyluracil fragments with methyl p-toluenesulfonate gave amphiphilic macrocyclic bis- p-toluenesulfonates. Despite the presence of several reaction centers in the initial pyrimidinophane molecules, methylation occurred only at the N1 atom (with quaternization) of the 6-methylthiocytosine fragments. Bacteriostatic and fungistatic activity of the products was estimated.