Functionality of 4-amino-5-hydrazinyl-4H-1,2,4-triazole-3-thiol in synthesis of new fused triazolotriazines and triazolotriazepines of potential gram negative antibacterial activity

被引:6
作者
Aly, Ashraf A. [1 ]
Abdel-Aziz, Mohamed [2 ]
Gad, Gamal F. M. [3 ]
机构
[1] Menia Univ, Fac Sci, Dept Chem, El Minia 61519, Egypt
[2] Menia Univ, Fac Pharm, Dept Med Chem, El Minia 61519, Egypt
[3] Menia Univ, Fac Pharm, Dept Microbiol, El Minia 61519, Egypt
关键词
triazoles; antimicrobial activity; ciprofloxacin; ANTIFUNGAL ACTIVITY; DERIVATIVES; 1,2,4-TRIAZINE; TETRAZOLE; BEARING; MOIETY; DRUGS;
D O I
10.3184/174751911X12984650339536
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
4-Amino-5-hydrazinyl-4H-1,2,4-triazole-3-thiol reacted with dimethyl acetylene-dicarboxylate, ethyl propiolate, (E)-1,2-dibenzoylethylene, 2-(1,3-dioxo-1H-inden-2(3H)-ylidene) malononitrile, 2,3-dichloro-1,4-naphthoquinone, 2,3,5,6-tetrachloro-1,4-benzoquinone and 3,4,5,6-tetrachloro-1,2-benzoquinone to give various novel heterocylic compounds. Seven chemically synthesised compounds were screened for their in vitro antimicrobial activity against different strains of microorganisms. Most of the tested compounds exhibited an excellent antibacterial activity against Gram negative bacteria including Escherichia coli, Klebsiella pneumoniae and Pseudomonas aeruginosa compared to the activity of ciprofloxacin.
引用
收藏
页码:169 / 175
页数:7
相关论文
共 34 条
[1]  
Abdel-Rahman RM, 1999, PHARMAZIE, V54, P347
[2]   SYNTHESIS AND CYCLOADDITION REACTION OF 2A,4,5-TRIAZABENZ[CD]AZULENE DERIVATIVES [J].
ABE, N ;
GOMI, A .
HETEROCYCLES, 1987, 26 (03) :767-772
[3]  
Ali TES, 2009, EUR J MED CHEM, V44, P4385, DOI [10.1016/j.ejmech.2009.06.022, 10.1016/j.ejmech.2009.05.031]
[4]  
ALLINGER NL, 1988, MM2 91 FORCE FIELD P
[5]   Reactions of amidrazones with 1,4-quinones [J].
Aly, Ashraf A. ;
Gomaa, Mohsen A. -M. ;
El-Din, Ahmed M. Nour ;
Fahmy, Magda S. .
ARKIVOC, 2007, :41-50
[6]  
Aly AA, 2007, J CHEM RES, P439
[7]  
Aly AA, 2006, Z NATURFORSCH B, V61, P1239
[8]   Synthesis of [1,2,4]Triazolo[3,4-b][1,3]thiazine-5-carboxylates via One-Pot Reaction of N-Substituted-hydrazino-carbothioamides with Diethyl Maleate [J].
Aly, Ashraf A. ;
Hassan, Alaa A. ;
Ibrahim, Yusria R. ;
Abdel-Aziz, Mohamed .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 46 (04) :687-690
[9]  
[Anonymous], 1995, AM SOC MICROBIOL
[10]   BENZOPYRAN POTASSIUM CHANNEL ACTIVATORS RELATED TO CROMAKALIM - HETEROCYCLIC AMIDE REPLACEMENTS AT POSITION-4 [J].
BURRELL, G ;
EVANS, JM ;
HADLEY, MS ;
HICKS, F ;
STEMP, G .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1994, 4 (11) :1285-1290