Imidazo[2,1‐b]thiazoles,imidazo[2,1‐b]imidazoles and Pyrrolo[1,2‐c]imidazoles. synthesis,structure and evaluation of benzodiazepine receptor binding |
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Authors: | K Kie‐Kononowicz J Handzlik D Lazewska E Pkala C E Müller J Karolak‐Wojciechowska |
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Institution: | K. Kieć‐Kononowicz,J. Handzlik,D. Lazewska,E. Pȩkala,C. E. Müller,J. Karolak‐Wojciechowska |
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Abstract: | As a continuation of our studies on bicyclic heterocycles with benzodiazepine receptor affinity, derivatives with a 5:5 bicyclic skeleton, namely imidazo2,1‐b]thiazoles, imidazo2,1‐b]imidazoles and pyrrolo1,2‐c]imidazoles were prepared. The compounds possessed an aromatic substituent with different spatial arrangement and distance to the bicyclic skeleton. X‐ray structure analysis was performed for Z‐2‐(4‐chlorobenzylidene)‐5,5‐diphenyl‐2,3,5,6‐tetrahydroimidazo2,1‐b]imidazoline‐3,6‐dione ( 6a ) and 5‐amino‐6‐cyano‐7‐phenyl‐1‐oxo‐3‐thioxo‐2,3‐dihydro‐1H‐pyrrolo1,2‐c]imidazole ( 20a ). In contrast to the previously described arylideneimidazo2,1‐b]thiazepinones the smaller heterocyclic ring systems investigated in this study were devoid of meaningful benzodiazepine receptor affinity as well as anti‐convulsant activity. |
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