Synthesis, characterization, and antimicrobial evaluation of novel 5-benzoyl-N-substituted amino-and 5-benzoyl-N-sulfonylamino-4alkylsulfanyl-2-pyridones

被引：13

作者：

Elgemeie, Galal ^{[1
]}

Altalbawy, Farag ^{[2
,3
]}

Alfaidi, Mohammed ^{[3
]}

Azab, Rania ^{[2
,4
]}

Hassan, Atef ^{[5
]}

机构：

[1] Helwan Univ, Fac Sci, Dept Chem, Helwan, Egypt

[2] Cairo Univ, NILES, Giza, Egypt

[3] Tabuk Univ, Univ Coll Duba, Dept Biol Sci, Tabuk, Saudi Arabia

[4] Al Baha Univ, Fac Sci, Dept Biol Sci, Al Baha, Saudi Arabia

[5] Agr Res Ctr, Anim Hlth Res Inst, Dept Mycol & Mycotoxins, Giza, Egypt

来源：

DRUG DESIGN DEVELOPMENT AND THERAPY | 2017年 / 11卷

关键词：

amino-2-pyridones; N-cyanoacetohydrazide; cyanoaceto-N-phenylsulfonylhydrazide; 2-benzoyl-3,3-bis(alkylthio) acrylonitriles; 5-benzoyl-N-sulfonylamino-4-alkylsulfanyl-2pyridones; 5-benzoyl-N-substituted-amino-4-alkylsulfanyl-2; pyridones; antimicrobial activity; CRYSTAL-STRUCTURE; ANTIBACTERIAL AGENTS; BIOLOGICAL-ACTIVITY; DERIVATIVES; DESIGN; THIOGLYCOSIDES; 4-AMINO-5-PHENYL-4H-1,2,4-TRIAZOLE-3-THIOL; ITRACONAZOLE; S; N-ACETALS; TERBINAFINE;

D O I：

10.2147/DDDT.S149615

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The present research describes the synthesis of novel 5-benzoyl-N-substituted-amino-and 5-benzoyl-N-sulfonylamino-4-alkylsulfanyl-2-pyridones 5a-c and 6a-c via the reaction of 2-benzoyl-3,3-bis(alkylthio) acrylonitriles 2a-c with N-cyanoacetohydrazide 3 and cyanoaceto-N-phenylsulfonylhydrazide 4, respectively. Also, the reactivity of the compounds 5a-c toward hydrazine hydrate to give product 1H-pyrazolo[4,3-c] pyridine derivative 7 was studied. In addition, the reactivity of the 2a-c toward 1-cyanoacetyl-4 arylidenesemicarbazides 8a-c afforded 3,5-dihydro[1,2,4] triazolo[1,5-a] pyridine-6-carbonitrile derivatives (12-14) a-c, which reacted with hydrazine hydrate to give 3H-pyrazolo[4,3-c][1,2,4] triazolo[1,5-a] pyridine-6-carbonitrile derivatives 15a-c. The structures of the new products were characterized based on H-1 nuclear magnetic resonance, C-13 nuclear magnetic resonance, infrared, mass-spectroscopy, and elemental analyses. The products were screened in vitro for their antibacterial and antifungal activity properties.

引用

页码：3389 / 3399

页数：11

共 40 条

[1] Microwave-assisted decarboxylation of bicyclic 2-pyridone scaffolds and identification of Aβ-peptide aggregation inhibitors [J].