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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

The synthesis and preliminary biological testing of some bicyclic guanidine derivatives

CG Freeman, JV Turner and AD Ward

Australian Journal of Chemistry 31(1) 179 - 186
Published: 1978

Abstract

Condensation of 2-amino-2-imidazoline with α,β-unsaturated esters yields an imidazo[1,2-a]pyrimidin-7-one system whereas reaction with an acetylenic ester or β-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 ω- (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.

https://doi.org/10.1071/CH9780179

© CSIRO 1978

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