Synthesis, docking studies, and biological evaluation of 1, 2, 4-triazole-linked quinoxaline derivatives

被引：0
|
作者：
Devi, T. Rajani [1 ,2 ]
Laxminarayana, E. [3 ]
Chary, M. Thirumala [1 ,2 ]
机构：
[1] Jawaharlal Nehru Technol Univ, Dept Chem, Hyderabad, Telangana, India
[2] Christu Jyoti Inst Technol & Sci, Dept Chem, Jangaon, Telangana, India
[3] Sreenidhi Inst Sci & Technol Autonomous, Dept Chem, Hyderabad, Telangana, India
来源：
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY | 2019年 / 29卷 / 02期
关键词：
Quinoxaline; Diethyl; 2-bromomalonate; o-Phenylenediamine; 1,2,4-Triazole;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
3-(5-Mercapto-4-amino-1, 2, 4-triazol-3-yl) quinoxalin-2-ols were obtained from diethy 2-bromomalonate and o-phenylenediamine through multistep reactions. Ethyl 3-hydroxyquinoxaline-2-carboxylate on hydrazinolysis with substituted hydrazines resulted into 3-hydroxyquinoxaline-2-carbohydrazides (3a-g) which on reaction with CS2/KOH gave potassium 2-(3-hydroxyquinoxaline-2-carbonyl)hydrazine carbothioates (4a-g). Potassium 2-(3-hydroxyquinoxaline-2-carbonyl)hydrazine carbothioate (4a) on cyclization with substituted hydrazines gave 3-(5-mercapto-4-amino-1,2,4-triazol-3-yl)quinoxalin-2-ols (5a-g).The compounds were characterized by spectral analysis CH nuclear magnetic resonance [NMR], C-13 NMR, and mass spectrometry). Docking results are also presented for compounds 5a-g. [GRAPHICS] .
引用
收藏
页码：125 / 129
页数：5
相关论文
共 50 条
  • [1] Phenyl Substituted Thiazole Linked 1, 2, 4-triazole Derivatives: Synthesis and Their Biological Evaluation
    Jain, Sonika
    Dhall, Esha
    Devi, Meenu
    Sharma, Swapnil
    Dwivedi, Jaya
    Sahu, Sanjeev Kumar
    LETTERS IN ORGANIC CHEMISTRY, 2021, 18 (09) : 727 - 734
  • [2] Potent acetylcholinesterase inhibitors: Design, synthesis, biological evaluation, and docking study of acridone linked to 1,2,3-triazole derivatives
    Mohammadi-Khanaposhtani, Maryam
    Saeedi, Mina
    Zafarghandi, Narges Shamsaei
    Mahdavi, Mohammad
    Sabourian, Reyhaneh
    Razkenari, Elahe Karimpour
    Alinezhad, Heshmatollah
    Khanavi, Mahnaz
    Foroumadi, Alireza
    Shafiee, Abbas
    Akbarzadeh, Tahmineh
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 92 : 799 - 806
  • [3] New 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives: Facile synthesis, biological evaluation and molecular docking study
    Smita P. Khare
    Tejshri R. Deshmukh
    Satish V. Akolkar
    Jaiprakash N. Sangshetti
    Vijay M. Khedkar
    Bapurao B. Shingate
    Research on Chemical Intermediates, 2019, 45 : 5159 - 5182
  • [4] New 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives: Facile synthesis, biological evaluation and molecular docking study
    Khare, Smita P.
    Deshmukh, Tejshri R.
    Akolkar, Satish V.
    Sangshetti, Jaiprakash N.
    Khedkar, Vijay M.
    Shingate, Bapurao B.
    RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (10) : 5159 - 5182
  • [5] Design, synthesis, docking studies and bioactivity evaluation of 1,2,3-triazole eugenol derivatives
    Cutrim, Thiago Antonio de Sousa
    Barcelos, Fernando Fontes
    Meireles, Leandra Martins
    Gazolla, Poliana Aparecida Rodrigues
    Lima, angela Maria Almeida
    Teixeira, Robson Ricardo
    Moreira, Luiza Carvalheira
    de Queiroz, Vagner Tebaldi
    Barbosa, Luiz Claudio Almeida
    Morais, Pedro Alves Bezerra
    do Nascimento, Claudia Jorge
    Junker, Jochen
    Costa, Adilson Vidal
    Fronza, Marcio
    Scherer, Rodrigo
    FUTURE MEDICINAL CHEMISTRY, 2024,
  • [6] Synthesis, biological evaluation and molecular docking studies of quinoline-conjugated 1,2,3-triazole derivatives as antileishmanial agents
    Tapkir, Sandeep R.
    Patil, Rajendra H.
    Galave, Sharad A.
    Phadtare, Ganesh R.
    Khedkar, Vijay M.
    Garud, Dinesh R.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (04) : 739 - 749
  • [7] 1,2,3-Triazole derivatives as antitubercular agents: synthesis, biological evaluation and molecular docking study
    Shaikh, Mubarak H.
    Subhedar, Dnyaneshwar D.
    Nawale, Laxman
    Sarkar, Dhiman
    Khan, Firoz A. Kalam
    Sangshetti, Jaiprakash N.
    Shingate, Bapurao B.
    MEDCHEMCOMM, 2015, 6 (06) : 1104 - 1116
  • [8] Molecular docking studies, biological evaluation and synthesis of novel 3-mercapto-1,2,4-triazole derivatives
    Javad Ghanaat
    Mohammad A. Khalilzadeh
    Daryoush Zareyee
    Molecular Diversity, 2021, 25 : 223 - 232
  • [9] Molecular docking studies, biological evaluation and synthesis of novel 3-mercapto-1,2,4-triazole derivatives
    Ghanaat, Javad
    Khalilzadeh, Mohammad A.
    Zareyee, Daryoush
    MOLECULAR DIVERSITY, 2021, 25 (01) : 223 - 232
  • [10] Synthesis, in vitro evaluation, and molecular docking studies of novel hydrazineylideneindolinone linked to 1,2,3-triazole derivatives as potential α-glucosidase inhibitors
    Shareghi-Boroujeni, Diba
    Iraji, Aida
    Mojtabavi, Somayeh
    Faramarzi, Mohammad Ali
    Akbarzadeh, Tahmineh
    Saeedi, Mina
    BIOORGANIC CHEMISTRY, 2021, 111
12345