KMID : 0043319900130010078
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Archives of Pharmacal Research 1990 Volume.13 No. 1 p.78 ~ p.81
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Synthesis of Cetain N-Aryl-N¡¯¡¯-(2-pyrimidinyl) guanidine Derivatives as Potential Antimicrobial Agents
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Eisa HM
Tayel MA/Yousif MY/El Kerdawy MM
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Abstract
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N-Aryl-N¡¯¡¯-(4-hydroxy-6-methyl-2-pyrimidinyl) guanidines (IIa-c) were prepared by cyclization of N-arylbiguanides (Ia-c) with ethyl acetoacetate. Coupling of compounds (IIa-c) with the appropriate diazotized arylamine gave N-aryl-N¡¯¡¯-(5-arylhydrazono-6-methyl-4-oxopyrimidin-2-yl) guanidines (IIIa-f). Whereas, their chlorination with phosphorus oxychloride followed by treatment of N-aryl-N¡¯¡¯-(4-chloro-6-methyl-2-pyrimidinyl) guanidines (IVa-c)with the appropriate arylamine afforded the corresponding 4-arylamino derivatives (Va-f). Compounds (IIIa-f) were also formed when compounds (Ia-c) were treated with ethyl 2-aryihydrazono-3-oxobutyrates. The antimicrobial testing of some of the prepared compounds against some pathogenic microorganisms revealed that only two have a marked effect against Escherichia coli.
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