Synthesis and antibacterial activity of some new heterocycles incorporating phthalazine

被引:55
作者
Khalil, A. M. [1 ]
Berghot, M. A. [1 ]
Gouda, M. A. [1 ]
机构
[1] Mansoura Univ, Fac Sci, Dept Chem, Mansoura 35516, Egypt
关键词
Phthalazine; Coumarine; Triazine; Triazepine; Ketene N; S-acetal; Ketene S; S-diacetal; Bacillus thuringiensis; Escherichia coli;
D O I
10.1016/j.ejmech.2009.06.003
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
3-(1,4-Dioxo-3,4,4e,5,10,10a-hexahydro-1H-5,10-benzeno-benzo[g]phthalazin-2-yl)-3-oxo-propiononitrile (1) was utilized as key intermediate for the synthesis of some new iminocoumarin 2, chromenone 3, aminothiazole 4, triazepine 5a, b and 6, hydrazono-propiononitrile 7, pyridopyrazotriazine 8, monobromo 9, dibromo 10 quinoxaline 11, ketene N,S-acetal 13, ketene S,S-diacetal 17 and 18a, b and methyl dithioate 20 derivatives, respectively. The newly synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR and mass spectral studies. Representative compounds of the synthesized product were tested and evaluated as antibacterial agent. (C) 2009 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:4448 / 4454
页数:7
相关论文
共 20 条
[1]  
ABDELLATIF MS, 2003, HETEROCYCLIC CHEM, V14, P612
[2]  
Al'-Assar F., 2002, PHARM CHEM J+, V36, P598, DOI [DOI 10.1023/A:1022665331722, 10.1023/a:1022665331722]
[3]   Convergent synthesis and antibacterial activity of pyrazole and pyrazoline derivatives of diazepam [J].
Berghot, MA ;
Moawad, EB .
EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES, 2003, 20 (02) :173-179
[4]   Facile synthesis and biological evaluation of heterocyclic compounds containing diazepam [J].
Berghot, MA .
ARCHIVES OF PHARMACAL RESEARCH, 2001, 24 (04) :263-269
[5]   HETEROCYCLIC GROUPS [B]-ANNULATED TO THE 1,4-BENZODIAZEPINE SYSTEM [J].
BERGHOT, MA .
ARCHIV DER PHARMAZIE, 1992, 325 (05) :285-289
[6]   3-phenyl-6-(2-pyridyl)methyloxy-1,2,4-triazolo[3,4-α]phthalazines and analogues:: High-affinity γ-aminobutyric acid-A benzodiazepine receptor ligands with α2, α3, and α5-subtype binding selectivity over α1 [J].
Carling, RW ;
Moore, KW ;
Street, LJ ;
Wild, D ;
Isted, C ;
Leeson, PD ;
Thomas, S ;
O'Connor, D ;
McKernan, RM ;
Quirk, K ;
Cook, SM ;
Atack, JR ;
Wafford, KA ;
Thompson, SA ;
Dawson, GR ;
Ferris, P ;
Castro, JL .
JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (07) :1807-1822
[7]  
Cruickshank R., 1975, Medicinal Microbiology, VII, P196
[8]  
DIELS D, 1931, BER, V64, P2194
[9]   ALPHA-OXO KETENE DITHIOACETALS AND RELATED-COMPOUNDS - VERSATILE 3-CARBON SYNTHONS [J].
DIETER, RK .
TETRAHEDRON, 1986, 42 (12) :3029-3096
[10]  
FLECKENSTEIN E, 1974, Patent No. 2238