Ethyl {4-[2-(Saccharin-2-yl)acetylsulfamoyl]phenylazo}cyanoacetate in the Synthesis of Polyfunctionally Heteroaromatic Derivatives

被引：8

作者：

Aly, A. A. ^{[1
]}

机构：

[1] Benha Univ, Fac Sci, Dept Chem, Banha, Egypt

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2009年 / 46卷 / 05期

关键词：

BIOLOGICAL EVALUATION; INHIBITORS; POTENT; AZO;

D O I：

10.1002/jhet.176

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and direct one-pot reaction of ethyl saccharinylcyanoacetate derivative 3 with a variety of active methylene reagents and nitrogen nucleophiles afforded novel series of polyfunctionally substituted heteroaromatic derivatives 5-13, respectively. The pyrazole derivative 13 was seemed to be the excellent precursors for the synthesis of pyrazolo[1,5-a]pyrimidine derivatives 14-24. The antimicrobial screening of some synthesized products was evaluated against some selected bacteria and fungi. The structures of the synthesized derivatives were established by elemental and spectral data.

引用

收藏

页码：895 / 902

页数：8

相关论文

共 24 条

[1]

Abd El Latif FM, 1999, J CHEM RES, P696

[2] N-[4-(Dicyanomethylazo)phenyl]-2-saccharin-2-ylacetamide in the synthesis of pyridazine and pyrimidine derivatives [J].

Aly, AA ;

Nassar, SA .

HETEROATOM CHEMISTRY, 2004, 15 (01) :2-8

[3]

Aly AAM, 2006, J CHEM RES-S, P461

[4] A convenient synthesis by microwave heating and pharmacological evaluation of novel benzoyltriazole and saccharine derivatives as 5-HT1A receptor ligands [J].

Caliendo, G ;

Fiorino, F ;

Perissutti, E ;

Severino, B ;

Scolaro, D ;

Gessi, S ;

Cattabriga, E ;

Borea, PA ;

Santagada, V .

EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2002, 16 (1-2) :15-28

[5] Discovery of [4-amino-2-(1-methanesulfonylpiperidin-4-ylamino) pyrimidin-5-yl](2,3-difluoro-6-methoxyphenyl)methanone (R547), a potent and selective cyclin-dependent kinase inhibitor with significant in vivo antitumor activity [J].

Chu, Xin-Jie ;

DePinto, Wanda ;

Bartkovitz, David ;

So, Sung-Sau ;

Vu, Binh T. ;

Packman, Kathryn ;

Lukacs, Christine ;

Ding, Qingjie ;

Jiang, Nan ;

Wang, Ka ;

Goelzer, Petra ;

Yin, Xuefeng ;

Smith, Melissa A. ;

Higgins, Brian X. ;

Chen, Yingsi ;

Xiang, Qing ;

Moliterni, John ;

Kaplan, Gerald ;

Graves, Bradford ;

Lovey, Allen ;

Fotouhi, Nader .

JOURNAL OF MEDICINAL CHEMISTRY, 2006, 49 (22) :6549-6560

[6]

CSONGOR EA, 2007, BIOORG MED CHEM LETT, V17, P5340

[7] Immunochemical assays for direct sulfonamide antibiotic detection in milk and hair samples using antibody derivatized magnetic nanoparticles [J].

Font, Hector ;

Adrian, Javier ;

Galve, Roger ;

Esevez, M. -Carmen ;

Castellari, Massimo ;

Gratacos-Cubarsi, Marta ;

Sanchez-Baeza, Francisco ;

Marcot, M. -Pilar .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (03) :736-743

[8] Carbonic anhydrase inhibitors: Novel sulfonamides incorporating 1,3,5-triazine moieties as inhibitors of the cytosolic and tumour-associated carbonic anhydrase isozymes I, II and IX [J].

Garaj, V ;

Puccetti, L ;

Fasolis, G ;

Winum, JY ;

Montero, JL ;

Scozzafava, A ;

Vullo, D ;

Innocenti, A ;

Supuran, CT .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (12) :3102-3108

[9] Synthesis of some new azo pyrazolo[1,5-a]pyrimidine-thieno[2,3-b] pyridine derivatives and their application as disperse dyes [J].

Ho, YW .

DYES AND PIGMENTS, 2005, 64 (03) :223-230

[10] Synthesis of some new 6,8-disubstituted 7,8-dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines and 6,7,8-trisubstituted pyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidine derivatives [J].

Ho, YW ;

Yao, CT .

JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2003, 50 (02) :283-296