engleski

Synthesis and characterization of imidazole - and benzimidazole-1-triflouroacetamides

The trifluoromethyl group is important substituent in medicinal chemistry due to its unique stereoelectronic properties. Thus, introduction of trifluoroacetic group into imidazol- and benzimidazole will result in a changed reactivity of heteroaromatic moieties. Furthermore, presence of benzimidazole nucleus in a numerous categories of therapeutic agents has made it interesting scaffold for research of new therapeutic agents such as antivirals, antiparasites, antihypertensives, etc. A series of novel, differently substituted imidazol- and benzimidazole-1- triflouroacetamides have been prepared and characterized. Prepared compounds were nonsubstituted or phenyl (4- and 5- ; 2-, 4- and 5-) and 4, 5-dichloro substituted imidazole derivatives while benzimidazole-1- triflouroacetamides were non-substituted or 2-phenyl, 5-nitro and 5, 6-dimethyl substituted derivatives. Structural properties of the prepared compounds were studied by IR, 1H and 13C NMR spectroscopies. Since the inhibition of butyrylcholinesterase has become important target to treat Alzheimer disease, all prepared compounds were screened for inhibition on human, horse, rabbit and guinea pig serum butyrylcholinesterase activity using Ellman’s reagent. Kinetic studies showed that tested compounds were generally moderate inhibitors apart from imidazole-1- triflouroacetamide who did not show affinity toward the enzyme.

trifluoroacetamides ; imidazole ; benzimidazole ; BChE

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