(3+2) Annulation of Amidinothioureas with Binucleophile: Synthesis and Antimicrobial Activity of 3-Phenylamino-5-aryl/alkyl-1,2,4-oxadiazole Derivatives

被引：2

作者：

Yerande, Swapnil G. ^{[1
]}

Ghaisas, Amruta B. ^{[2
]}

Newase, Kiran M. ^{[3
]}

Wang, Wei ^{[4
]}

Wang, Kan ^{[4
]}

Doemling, Alexander ^{[4
,5
]}

机构：

[1] Acoris Res Ltd, Pune 411057, Maharashtra, India

[2] Progress Educ Soc, Modern Coll Pharm, Dept Pharmaceut Chem, Pune 411044, Maharashtra, India

[3] Banasthali Vidyapith, Po Banasthali Vidyapith 304022, Rajasthan, India

[4] Univ Pittsburgh, Dept Pharmaceut Sci, Pittsburgh, PA 15261 USA

[5] Univ Groningen, Dept Pharmaceut Chem, NL-9713 AV Groningen, Netherlands

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2014年 / 51卷 / 06期

关键词：

POTENTIAL ANTICANCER AGENTS; 1,2,4-OXADIAZOLE DERIVATIVES; FACILE SYNTHESIS; DISCOVERY; SERIES; GUANIDINES; INHIBITORS; 3-ARYL-5-ARYL-1,2,4-OXADIAZOLES; ANTAGONISTS; ETUDE;

D O I：

10.1002/jhet.1873

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein, we report an efficient method for preparation of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole by (3+2) annulation of amidinothioureas with binucleophilic hydroxylamine hydrochloride in the presence of mercury (II) chloride. Desired 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole was prepared in good to moderate yields. On the basis of the literature precedence, the mechanism for the formation of 3-phenylamino-5-aryl/alkyl-1,2,4-oxadiazole is proposed. The synthesized compounds were tested for their antimicrobial activity and showed promising inhibition of Gram-positive bacteria (Staphylococcus aureus) and fungi (Candida albicans).

引用

页码：1752 / 1756

页数：5

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