
%0 Journal Article
%A Freeman, CG 
%A Turner, JV 
%A Ward, AD 
%T The synthesis and preliminary biological testing of some bicyclic guanidine derivatives
%J Australian Journal of Chemistry
%D 1978/01/01
%V 31
%N 1
%P 179-186
%K 
%R https://doi.org/10.1071/CH9780179
%U https://www.publish.csiro.au/paper/CH9780179 
%X Condensation of 2-amino-2-imidazoline with &#945;,&#946;-unsaturated esters yields an imidazo[1,2-a]pyrimidin-7-one system whereas reaction with an acetylenic ester or &#946;-keto esters gives the corresponding unsaturated imidazo[1,2-a]pyrimidin-5-one product. In some cases a non-cyclized product is obtained under milder reaction conditions. Cyclization of &#969;- (imidazolin-2-ylamino) acids yields fused bicyclic products for the acetic and propionic acid derivatives whereas the butyric acid analogue cyclizes to yield an N-substituted pyrrolidone. Representative examples of all these compounds do not show mutagenic properties in a modified Ames test and are mainly inactive when tested for central nervous system activity. 
