Synthesis and antimicrobial activity of some new substituted pyrido[3',2':4,5]thieno[3,2-d]-pyrimidinone derivatives.

Bioorganicheskaia khimiia Pub Date : 2014-05-01
Ahmed A Fayed, Abd El-Galil E Amr, Mohamed A Al-Omar, Elsayed E Mostafa
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Abstract

A series of new 3-substituted-7-(2-chloro-6-ethoxypyridin-4-yl)-9-(2,4-dichlorophenyl)-2-methylpyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(3H)-one derivatives were synthesized as antimicrobial agents using 7-(2-chloro-6-ethoxypyridin-4-yl)-9-(2,4-dichlorophenyl)-2-methyl-4H-pyrido[3',2':4,5]thieno[3,2-d]-[1,3]oxazin-4-one as a starting compound. Its condensation with substituted aniline derivatives or phenyl hydrazine gave the corresponding N-substituted derivatives. Treatment of the starting compound with hydrazine hydrate afforded the corresponding N-amino derivative, which was reacted with substituted phenylisocyanate and phenylisothiocyanate derivatives to give the corresponding semicarbazides and thiosemicarbazide derivatives. All the newly synthesized compounds were evaluated for their antimicrobial activities in comparison to streptomycin and fusidic acid as positive controls. The structure assignments of the new compounds are based on chemical and spectroscopic evidence.

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新型取代吡啶[3′,2′:4,5]噻吩[3,2-d]-嘧啶衍生物的合成及抑菌活性研究。
以7-(2-氯-6-乙氧基吡啶-4-基)-9-(2,4-二氯苯基)-2-甲基吡啶[3′,2′:4,5]噻吩-2-甲基- 4h -吡啶[3′,2′:4,5]噻吩[3,2-d]-[1,3]恶嗪-4-酮为起始化合物,合成了一系列新的3-取代-7-(2-氯-6-乙氧基)-9-(2,4-二氯苯基)-2-甲基吡啶-4(3H)- 1衍生物作为抗菌剂。它与取代苯胺衍生物或苯基肼缩合得到相应的n -取代衍生物。起始化合物经水合肼处理得到相应的n -氨基衍生物,该n -氨基衍生物与取代苯异氰酸酯和苯异硫氰酸酯衍生物反应得到相应的氨基脲和硫代氨基脲衍生物。以链霉素和夫西地酸为阳性对照,对所有新合成的化合物进行了抗菌活性评价。新化合物的结构分配是基于化学和光谱证据。
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