Synthesis of indazol-4,7-dione derivatives as potential trypanocidal agents

被引:19
|
作者
Tapia, RA
Carrasco, C
Ojeda, S
Salas, C
Valderrama, JA
Morello, A
Repetto, Y
机构
[1] Pontificia Univ Catolica Chile, Fac Quim, Santiago, Chile
[2] Univ Chile, Fac Med, Dept Bioquim, Santiago 70086 7, Chile
关键词
D O I
10.1002/jhet.5570390540
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new indazol-4,7-dione derivatives via 1,3-dipolar cycloaddition of diazomethane with 2,3-dimethyl-1,4-benzoquinone (2) and 1,4-naphthoquinone (7) followed by N-alkylation of the pyrazol nitrogen atom of the corresponding quinones (3) and (8) with methyl chloroacetate is described. A series of amides from esters (5) and (10) were also obtained. these compounds were tested in vitro as potential anti-trypanosomal agents. Compounds (4) and (8) were found to have significant activity.
引用
收藏
页码:1093 / 1096
页数:4
相关论文
共 50 条
  • [41] Synthesis and modulation properties of imidazo[4,5-b]pyridin-7-one and indazole-4,7-dione derivatives towards the Cryptosporidium parvum CpABC3 transporter
    Zeinyeh, Wael
    Xia, Hexue
    Lawton, Philippe
    Radix, Sylvie
    Marminon, Christelle
    Nebois, Pascal
    Walchshofer, Nadia
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (06) : 2480 - 2488
  • [42] QUINOLINE DERIVATIVES .21. SYNTHESIS OF SOME 8-HYDROXYQUINOLINE DERIVATIVES AS POSSIBLE AMEBICIDAL OR TRYPANOCIDAL AGENTS
    GUPTA, PKS
    CHAUDHURI, S
    DAS, M
    RAY, MR
    CHAKRAVORTI, SS
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1977, 54 (06) : 653 - 655
  • [43] Synthesis and biological evaluation of novel 4,7-dihydroxycoumarin derivatives as anticancer agents
    Govindaiah, Pilli
    Dumala, Naresh
    Grover, Paramjit
    Prakash, M. Jaya
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2019, 29 (14) : 1819 - 1824
  • [44] FACILE AND CONVENIENT SYNTHESIS OF NEW ISOXAZOLO[5,4-b]PYRIDINE, PYRROLO[3,2-d]ISOXAZOLE, ISOXAZOLO[5,4-b]AZEPINE-4,7-DIONE AND ISOXAZOLE DERIVATIVES WITH POTENTIAL ANTICANCER ACTIVITY
    El-Mekabaty, Ahmed
    Ibrahim, Mona E.
    HETEROCYCLES, 2020, 100 (06) : 901 - 915
  • [45] New Indazol-Pyrimidine-Based Derivatives as Selective Anticancer Agents: Design, Synthesis, and In Silico Studies
    Al-Tuwaijri, Hanaa M.
    Al-Abdullah, Ebtehal S.
    El-Rashedy, Ahmed A.
    Ansari, Siddique Akber
    Almomen, Aliyah
    Alshibl, Hanan M.
    Haiba, Mogedda E.
    Alkahtani, Hamad M.
    MOLECULES, 2023, 28 (09):
  • [46] Synthesis of thujone derivatives as potential antibacterial agents
    Henry, Geneive
    Castner, Emily
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [47] SYNTHESIS OF BENZIMIDAZOLE DERIVATIVES AS POTENTIAL ANTIMICROBIAL AGENTS
    HABIB, NS
    ABDELHAMID, S
    ELHAWASH, M
    FARMACO, 1989, 44 (12): : 1225 - 1232
  • [48] The synthesis of anthraquinone derivatives as potential anticancer agents
    Ge, P
    Russell, RA
    TETRAHEDRON, 1997, 53 (51) : 17469 - 17476
  • [49] Synthesis of Podophyllotoxin Derivatives as Potential Antitumor Agents
    Sun, Yanjun
    Chen, Hong
    Hua, Huiming
    Liu, Yongfeng
    Zhang, Shi
    CHEMISTRY OF NATURAL COMPOUNDS, 2014, 50 (03) : 408 - 413
  • [50] Synthesis of arylfuran derivatives as potential antibacterial agents
    Marina M. S. Andrade
    Ícaro F. Protti
    Vinícius G. Maltarollo
    Ygor F. G. da Costa
    Wesley G. de Moraes
    Nicole F. Moreira
    Giovana G. Garcia
    Gabriel F. Caran
    Flaviano M. Ottoni
    Ricardo J. Alves
    Carolina P. S. Moreira
    Helen R. Martins
    Maria Silvana Alves
    Renata B. de Oliveira
    Medicinal Chemistry Research, 2021, 30 : 1074 - 1086