Synthesis, DFT and Antimicrobial Studies of 5,6,7,8- Tetrachloro Phthalazin-1-ol and 2,3-Benzoxazin-1(2H)-one Derivatives

被引:4
作者
Rizk, Sameh A. [1 ]
Youssef, Mohamed Fathy [2 ]
Mubarak, Ahmed M. [2 ]
机构
[1] Ain Shams Univ, Fac Sci, Chem Dept, Cairo, Egypt
[2] Suez Canal Univ, Fac Sci, Chem Dept, Ismailia, Egypt
来源
EGYPTIAN JOURNAL OF CHEMISTRY | 2020年 / 63卷 / 05期
关键词
Phthalazin-l-ol; 2,3-Benzoxazin-1-one; 2-Methyl-phthalazinone; DFT Antimicrobial reagents; ALDOSE REDUCTASE INHIBITORS; REGIOSELECTIVE REACTION; ACID; POTENT; HYDRALAZINE; BUDRALAZINE; DESIGN; SERIES; AGENTS;
D O I
10.21602/ejchem.2019.16936.2036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2-AROYLBENZOIC acidwas allowed to react with hydrazine hydrate, hydroxylamine and methylhydrazine to afford the corresponding 5,6,7,8-tetrachloro-4-aryl-phthalazin-1-one. The antimicrobial effect of the phthalazin-1-one in the water of the swimming pool and river can be discussed. DFT based on quantum chemical computational of the new compounds were synthesized with the objective of studying their antimicrobial activity. The newly synthesized compounds were characterized on the basis of theirspectral (H-1-NMR, Mass spectrum, IR and Elementary analysis
引用
收藏
页码:1767 / 1777
页数:11
相关论文
共 33 条
[1]   Synthesis and anti-inflammatory evaluation of some condensed [4-(3,4-dimethylphenyl)-1(2H)-oxo-phthalazin-2-yl]acetic acid hydrazide [J].
Alla, Mosaad S. M. Abd ;
Hegab, Mohamed I. ;
Taleb, Nageh A. Abo ;
Hasabelnaby, Sherifa M. ;
Goudah, A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (04) :1267-1277
[2]  
Arif Jamal M, 2006, Asian Pac J Cancer Prev, V7, P249
[3]   Facile Synthesis, Characterization, and Antimicrobial Evaluation of Novel Heterocycles, Schiff Bases, and N-Nucleosides Bearing Phthalazine Moiety [J].
Azab, Mohamed Emad ;
Rizk, Sameh Ahmed ;
Mahmoud, Naglaa Fawzy .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2016, 64 (05) :439-450
[4]   New anilinophthalazines as potent and orally well absorbed inhibitors of the VEGF receptor tyrosine kinases useful as antagonists of tumor-driven angiogenesis [J].
Bold, G ;
Altmann, KH ;
Frei, J ;
Lang, M ;
Manley, PW ;
Traxler, P ;
Wietfeld, B ;
Brüggen, J ;
Buchdunger, E ;
Cozens, R ;
Ferrari, S ;
Furet, P ;
Hofmann, F ;
Martiny-Baron, G ;
Mestan, J ;
Rösel, J ;
Sills, M ;
Stover, D ;
Acemoglu, F ;
Boss, E ;
Emmenegger, R ;
Lässer, L ;
Masso, E ;
Roth, R ;
Schlachter, C ;
Vetterli, W ;
Wyss, D ;
Wood, JM .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (12) :2310-2323
[5]   Synthesis and biological activity evaluation of differently substituted 1,4-dioxo-3,4-dihydrophthalazine-2(1H)-carboxamides and -carbothioamides [J].
Cardia, MC ;
Distinto, S ;
Maccioni, E ;
Bonsignore, L ;
Delogu, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 40 (06) :1011-1015
[6]   Vasorelaxant activity of phthalazinones and related compounds [J].
del Olmo, E ;
Barboza, B ;
Ybarra, MI ;
López-Pérez, JL ;
Carrón, R ;
Sevilla, MA ;
Boselli, C ;
Feliciano, AS .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (10) :2786-2790
[7]  
del Olmo E, 2001, BIOORG MED CHEM LETT, V11, P2755
[8]   Some pyrrole substituted aryl pyridazinone and phthalazinone derivatives and their antihypertensive activities [J].
Demirayak, S ;
Karaburun, AC ;
Beis, R .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (12) :1089-1095
[9]  
EL-Hashash MA, 2017, EGYPT J CHEM, V60, P407, DOI 10.21608/EJCHEM.2017.915.1043
[10]  
El-Hashash MA, 2015, J APPL CHEM, V4, P1716