SYNTHESIS, FUNGICIDAL AND ANTIBACTERIAL ACTIVITY OF NEW PYRIDAZINE DERIVATIVES

被引:13
|
作者
Foks, Henryk [1 ]
Wisterowicz, Krystyna [1 ]
Miszke, Agnieszka [1 ]
Brozewicz, Kamil [1 ]
Wisniewska, Katarzyna [2 ]
Dabrowska-Szponar, Maria [2 ]
机构
[1] Med Univ Gdansk, Dept Organ Chem, Gdansk, Poland
[2] Med Univ Gdansk, Dept Med Microbiol, Gdansk, Poland
关键词
Thiopyridazine; Thioamide; Antibacterial Activity; Ammonium Polysulfide; Hydrazinylpyridazine; INTERLEUKIN-1-BETA IL-1-BETA PRODUCTION; BIOLOGICAL EVALUATION; 1,4-DIAZINE DERIVATIVES; CARBOXYLIC-ACIDS; INHIBITORS; BIOACTIVITIES; 1,3-DIAZINE; 1,2-DIAZINE; RECEPTOR; LIGANDS;
D O I
10.3987/COM-08-11577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Compounds 1 - 3 were obtained in the reaction of 3,6-dichloropyridazines with phenylacetonitriles in the biphasic system - DMSO / 50% NaOH. The chlorine atom was replaced with cycloalkylamino (4 - 13) and hydrazinyl (23, 24) moiety. These last compounds were condensed with aldehydes (25 - 34). Pyridazynylphenylacetonitriles were converted into amides 14 - 18 and thioamides 19 - 22. In compounds 2, 3 the chlorine atom was replaced with thiophenyl (37, 38) and in compound 1 with thioethyl and thiophenyl (35, 36) functional groups. In the reactions of compounds 1, 2 with ammonium polysulfide thioamides with thiol group (39, 40) and chlorine atom (41, 42) were obtained. Compounds 1 - 17, 19 43 were screened for antibacterial and fungicidal activities.
引用
收藏
页码:961 / 975
页数:15
相关论文
共 50 条
  • [31] Synthesis, Characterization, and Antibacterial Activity of New Isatin Derivatives
    Nain, Sumitra
    Mathur, Garima
    Anthwal, Tulika
    Sharma, Swapnil
    Paliwal, Sarvesh
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2023, 57 (02) : 196 - 203
  • [32] Synthesis and antituberculosis activity of some new pyridazine derivatives. Part II
    Mantu, Donna
    Luca, Mihaela Catalina
    Moldoveanu, Costel
    Zbancioc, Gheorghita
    Mangalagiu, Ionel I.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) : 5164 - 5168
  • [33] FUNGICIDAL ACTIVITY OF NEW DIPHENYLPHOSPHINIC AMIDE DERIVATIVES
    ISHIKAWA, H
    KIDO, T
    UMEDA, T
    OHYAMA, H
    JOURNAL OF PESTICIDE SCIENCE, 1993, 18 (01): : 125 - 126
  • [34] FUNGICIDAL ACTIVITY OF NEW DIPHENYLPHOSPHINIC AMIDE DERIVATIVES
    ISHIKAWA, H
    KIDO, T
    UMEDA, T
    OHYAMA, H
    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 1992, 56 (11) : 1882 - 1883
  • [35] Synthesis, Spectroscopic Characterization, Antibacterial Activity, Reactivity Parameters, and Molecular Docking Studies of Some Pyridazine Derivatives
    Daoui, Said
    Parlak, Cemal
    Direkel, Sahin
    Ramasami, Ponnadurai
    Abuelizz, Hatem A.
    Oulmidi, Afaf
    Benchat, Noureddine
    Karrouchi, Khalid
    CHEMISTRYSELECT, 2024, 9 (37):
  • [36] New Quinoline Carbonate Derivatives with Perfluoroisopropyl Hybrid: Design, Synthesis, and Fungicidal Activity
    Cai, Peng-Peng
    Cheng, Long
    Tan, Cheng-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Liu, Xing-Hai
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 29 (03) : 243 - 247
  • [37] Synthesis and fungicidal activity of new N,O-acyl chitosan derivatives
    Badawy, MEI
    Rabea, EI
    Rogge, TM
    Stevens, CV
    Smagghe, G
    Steurbaut, W
    Höfte, M
    BIOMACROMOLECULES, 2004, 5 (02) : 589 - 595
  • [38] Synthesis and in vivo fungicidal activity ofsome new quinoline derivatives against riceblast
    Liu, Xing-Hai
    Fang, Yue-Ming
    Xie, Feng
    Zhang, Rui-Rui
    Shen, Zhong-Hua
    Tan, Chen-Xia
    Weng, Jian-Quan
    Xu, Tian-Ming
    Huang, Hong-Ying
    PEST MANAGEMENT SCIENCE, 2017, 73 (09) : 1900 - 1907
  • [39] Synthesis and Fungicidal Activity of New Quinoline Ester Derivatives Containing Pyridine Moiety
    Yang, Zi Hui
    Wang, Yu Hua
    Liu, Zong Hang
    Zhang, Xiang
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 31 (01) : 37 - 43
  • [40] Synthesis and characterization of new diphenyl derivatives with fungicidal and enzyme-controlling activity
    Müller, R
    Edlich, W
    Fröbus, K
    MENGEN- UND SPURENELEMENTE, 2000, : 1076 - 1082