SYNTHESIS AND ANTIMICROBIAL ACTIVITIES OF NOVEL 2-(BENZO[D][1,3]DIOXOL-5-YL)-6,7-DIMETHOXYLQUINAZOLIN-4(3H)-ONES

被引：0
|
作者：
Kancharla, Suman [1 ]
BharathYarlagadda [1 ]
Murthy, Ch S. S. S. [1 ]
Devunuri, Nagaraju [1 ]
机构：
[1] Vignans Univ, Dept Sci & Humanities, Vadlamudi 522213, AP, India
来源：
HETEROCYCLIC LETTERS | 2015年 / 5卷 / 04期
关键词：
Antimicrobial activity; 4; 5-Dimethoxy-2-nitrobenzamide; SnCl2 center dot 2H(2)O; thionyl chloride;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In view of generatingnew compounds for future drug development, we have synthesized some 2-(benzo[d][1,3]dioxol-5-yl)-6,7-dimethoxylquinazolin-4(3H)-one derivatives of 4,5-dimethoxy-2-nitrobenzamide (5), synthesized by the ortho-nitro acid 4 was converted to its acid chloride by using thionyl chloride, followed by treatment with ammonia (aq.) gave the substituted ortho-nitro benzanilide (5). 4,5-Dimethoxy-2-nitrobenzamide (5) react withbenzo(d)[1,3] dioxole-5-carbaldehyde (6a) in presence of SnCl2 center dot 2H(2)O in MeOH was heated to gave 2-(benzo[d][1,3]dioxol-5-yl)-6,7-dimethoxylquinazolin-4(3H)-ones (7a-k). All the synthesized compounds were fully characterized on the basis of their detailed spectral studies and were evaluated for their antimicrobial activities in two Gram-positive bacteria (Staphylococcus aureus, Bacillus subtillis) and two Gram-negative bacteria (Echerichia coli and Pseudomonas aeuroginosa) and two fungi (Aspergillusniger and Aspergillusfumigatus) strains using Cup plate method
引用
收藏
页码：645 / 652
页数：8
相关论文
共 50 条
  • [1] Antimicrobial and Cytotoxicity Activities of 2-(aryl)-3-(benzo[d][1,3] dioxol-5-yl) thiazolidin-4-ones
    Souza, Silvana P.
    Masteloto, Hellen G.
    da Silva, Daniel S.
    Azambuja, Juliana H.
    Braganhol, Elizandra
    Ribeiro, Juliana S.
    Lund, Rafael G.
    Cunico, Wilson
    LETTERS IN DRUG DESIGN & DISCOVERY, 2017, 14 (09) : 1042 - 1047
  • [2] Synthesis and characterization of novel benzo[d][1,3]dioxole substituted organo selenium compounds: X-ray structure of 1-((benzo[d][1,3]dioxol-5-yl)methyl)-2-((benzo[d] [1,3]dioxol-6-yl)methyl)diselane
    Nagpal, Yogesh
    Kumar, Rajeev
    Bhasin, K. K.
    JOURNAL OF CHEMICAL SCIENCES, 2015, 127 (08) : 1339 - 1346
  • [3] Synthesis and characterization of novel benzo[d][1,3]dioxole substituted organo selenium compounds: X-ray structure of 1-((benzo[d][1,3]dioxol-5-yl)methyl)-2-((benzo[d] [1,3]dioxol-6-yl)methyl)diselane
    YOGESH NAGPAL
    RAJEEV KUMAR
    K K BHASIN
    Journal of Chemical Sciences, 2015, 127 : 1339 - 1346
  • [4] Synthesis and Biological Evaluation of Benzo[d][1,3] Dioxol-5-yl Chalcones as Antiproliferating Agents
    Kamal, Ahmed
    Balakrishna, Moku
    Reddy, Velatooru Loka
    Riyaz, Syed
    Bagul, Chandrakant
    Satyanarayana, Bethu Murali
    Rao, Janapala Venkateswar
    CHEMICAL BIOLOGY & DRUG DESIGN, 2015, 86 (05) : 1267 - 1284
  • [5] Cystal structure of N-[2-(benzo[d][1,3]-dioxol-5-yl)ethyl]-4-methylbenzene-sulfonamide
    Huang, Ke-Bin
    Zhang, Gui-Jie
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O452 - U180
  • [6] Crystal structure of (+/-)-3-[(benzo[d][1,3]dioxol-5-yl)methyl]-2-(3,4,5-trimethoxyphenyl)-1,3-thiazolidin-4-one
    Moreno-Fuquen, Rodolfo
    Castillo, Juan C.
    Abonia, Rodrigo
    Ellena, Javier
    De Simone, Carlos A.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1235 - +
  • [7] Design, Synthesis and Antiviral Evaluation of New N-(4)-(benzo[d][1,3]-dioxol-5-yl)thiosemicarbazone Derivatives
    Abbas, Samir Y.
    Tohamy, Wael M.
    Basyouni, Wahid M.
    El-Bayouki, Khairy A. M.
    Dawood, Reham M.
    El-awady, Mostafa K.
    Sroor, Farid M.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2021, 64 (07): : 3791 - 3800
  • [8] α-Glucosidase inhibition activity and in silico study of 2-(benzo[d][1,3]dioxol-5-yl)-4H-chromen-4-one, a synthetic derivative of flavone
    Meena, Surya N.
    Kumar, Ujjwal
    Naik, Mayuri M.
    Ghadi, Sanjeev C.
    Tilve, Santosh G.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (12) : 2340 - 2344
  • [9] Crystal structure of (E)-2-[1-(benzo[d]-[1,3]dioxol-5-yl)ethylidene]-N-methylhydrazine-1-carbothioamide
    de Oliveira, Adriano Bof
    Naether, Christian
    Jess, Inke
    de Farias, Renan Lira
    Ribeiro, Iasmin Alves
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O35 - +
  • [10] (1,3-Benzo[d]dioxol-5-yl)(2-pyridyl)methyl cyanide
    Duthie, A
    Scammells, P
    Katsifis, A
    Tiekink, ERT
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : o104 - o105
12345