Synthesis and Antifungal Activity of Novel Quinazolin-4(3H)-one Derivatives

被引:23
作者
El-Hashash, Maher A. [1 ]
Elshahawi, Manal M. [1 ]
Ragab, Eman A. [2 ]
Nagdy, Sanaa [1 ]
机构
[1] Ain Shams Univ, Dept Chem, Fac Sci, Cairo 11566, Egypt
[2] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt
关键词
Antifungal activity; benzoxazinone; quinazolinones; QUINAZOLINONE DERIVATIVES; BIOLOGICAL EVALUATION; ANALOGS; ANTIBACTERIAL; PYRAZOLE;
D O I
10.1080/00397911.2015.1074697
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel group of 6-iodoquinazolin-4(3H)-one derivatives was prepared starting from 6-iodo-2-ethoxy-4H-3,1-benzoxazin-4-one (3) via action of various nitrogen nucleophiles such as primary and secondary amines, hydrazine hydrate, and its derivatives. The 3-amino-2-hydrazinyl-6-iodoquinazolin-4(3H)-one (15) was used as a key starting material to prepare new heterocyclic compounds. The structures of all synthesized compounds were inferred from the infrared, mass spectral, and H-1 NMR spectral data as well as elemental analysis. The fungicidal activities of the target compounds were preliminarily evaluated.
引用
收藏
页码:2240 / 2250
页数:11
相关论文
共 33 条
[11]  
Chandrikaa P.M., 2008, Int. J. Chem. Sci, V6, P1119
[12]  
Devi K.A., 2012, Int. J. Drug Dev. Res, V4, P324
[13]  
Eissa A. M. F., 2013, CHEM PROCESS ENGENDE, V15, P18
[14]   Novel 4(3H)-quinazolinone analogs: synthesis and anticonvulsant activity [J].
El-Azab, Adel S. ;
Abdel-Hamide, Sami G. ;
Sayed-Ahmed, Mohamed M. ;
Hassan, Ghada S. ;
El-Hadiyah, Tariq M. ;
Al-Shabanah, Othman A. ;
Al-Deeb, Omar A. ;
El-Subbagh, Hussein I. .
MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (06) :2815-2827
[15]  
El-Hashash M. A., 2011, Der Pharma Chemica, V3, P147
[16]   Synthesis of a Novel Series of 2,3-Disubstituted Quinazolin-4(3H)-ones as a Product of a Nucleophilic Attack at C(2) of the Corresponding 4H-3,1-Benzoxazin-4-one [J].
El-Hashash, Mahr A. ;
El-Badry, Yaser A. .
HELVETICA CHIMICA ACTA, 2011, 94 (03) :389-396
[17]   Synthesis and antiviral activity of new pyrazole and thiazole derivatives [J].
El-Sabbagh, Osama I. ;
Baraka, Mohamed M. ;
Ibrahim, Samy M. ;
Pannecouque, Christophe ;
Andrei, Graciela ;
Snoeck, Robert ;
Balzarini, Jan ;
Rashad, Adel A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3746-3753
[18]  
HECTOR RF, 1993, CLIN MICROBIOL REV, V6, P1
[19]  
Islam M., 2013, Der Pharmacia Lettre, V5, P27
[20]  
Khodarahmi G, 2012, IRAN J PHARM RES, V11, P789