4-(4-Morpholinophenyl)-6-arylpyrimidin-2-amines: synthesis, spectral analysis, and in vitro microbiological evaluation

摘要

Compounds 4-(4-morpholinophenyl)-6-phenylpyrimidin-2-amine 20 , 4-(4-methoxyphenyl)-6-(4-morpholinophenyl)pyrimidin-2-amine 23 , 4-(4-bromophenyl)-6-(4-morpholinophenyl)pyrimidin-2-amine 25 , 4-(3-chlorophenyl)-6-(4-morpholinophenyl) pyrimidin-2-amine 27 , and 4-(3-fluorophenyl)-6-(4-morpholinophenyl)pyrimidin-2-amine 28 exerted excellent antibacterial activity against V. cholerae . Compounds 4-(4-chlorophenyl)-6-(4-morpholinophenyl)pyrimidin-2-amine 22 , 25 , 4-(4-morpholinophenyl)-6-(3-nitrophenyl)pyrimidin-2-amine 26 , and 28 , which contained electron-withdrawing chloro, bromo, nitro, and fluoro functional groups, respectively, at the para / meta position of the phenyl ring attached to the pyrimidine ring promoted much activity against S. aureus . Compounds 4-(4-fluorophenyl)-6-(4-morpholinophenyl)pyrimidin-2-amine 24 and 25 (against β-hemolytic Streptococcus ) and compound 28 (against S. felxneri ) showed pronounced activity. Compounds 26 and 28 (against K. pneumoniae ) and compounds 24 , 25 , and 28 (against P. aeruginosa ) exerted strong antibacterial activity. Compounds 22 and 25 promoted much antifungal activity against A. flavus , while compounds 24 and 25 registered maximum activity against Mucor . Compounds 23 (against C. albicans ) and 27 and 28 (against Rhizopus ) promoted good activity.