Design, synthesis, and antimicrobial activity of novel Isoxazolyl Imidazo[2,1-b]Thiazole libraries

被引:4
作者
Saini, Ramakrishna [1 ]
Dharavath, Nagaraju [2 ]
Malladi, Srinivas Reddy [3 ]
机构
[1] Kakatiya Univ, Dept Chem, Warangal, Andhra Pradesh, India
[2] Telangana Univ, Dept Chem, Nizamabad, India
[3] Vaageswari Coll Pharm, Dept Pharmaceut Chem, Karimnagar 505527, TS, India
关键词
C-4 FUNCTIONALIZED ISOXAZOLES; LATERAL METALATION; FACILE SYNTHESIS; DERIVATIVES;
D O I
10.1002/jhet.4524
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient iodine-promoted synthesis has been developed for the synthesis of isoxazolyl aryl thiazole amines (3) from easily available isoxazolyl aryl ethanones (1) and thiourea (2) in good yields. Furthermore, isoxazolyl aryl thiazole amines (3) are utilized as building blocks for the synthesis of novel isoxazolyl imidazo[2,1-b]thiazole libraries 6. All the synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, and Mass spectral data. The title compounds 6a-ah were evaluated for their antimicrobial activity. Compounds 6d, 6 g, 6p, 6q, 6r, 6 s, 6u, 6v, 6w, and 6x exhibited significant antimicrobial activity as that of standard drugs.
引用
收藏
页码:1888 / 1906
页数:19
相关论文
共 35 条
  • [1] BALASUBRAMANIAM TN, 1990, SYNTHESIS-STUTTGART, P1076
  • [2] Novel imidazo[2,1-b]thiazole-based anticancer agents as potential focal adhesion kinase inhibitors: Synthesis, in silico and in vitro evaluation
    Basoglu, Faika
    Ulusoy-Guzeldemirci, Nuray
    Akalin-Ciftci, Gulsen
    Cetinkaya, Serap
    Ece, Abdulilah
    [J]. CHEMICAL BIOLOGY & DRUG DESIGN, 2021, 98 (02) : 270 - 282
  • [3] New 6-Phenylimidazo[2,1-b]thiazole Derivatives: Synthesis and Antifungal ActivityNeue 6-Phenylimidazo[2,1-b]thiazolderivate: Synthese und fungistatische Aktivität
    Guültaze Çapan
    Nuray Ulusoy
    Nedime Ergenç
    Muammer Kiraz
    [J]. Monatshefte für Chemie / Chemical Monthly, 1999, 130 (11) : 1399 - 1407
  • [4] 2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazole derivatives as potent staphylococcal biofilm inhibitors
    Cascioferro, Stella
    Parrino, Barbara
    Petri, Giovanna Li
    Cusimano, Maria Grazia
    Schillaci, Domenico
    Di Sarno, Veronica
    Musella, Simona
    Giovannetti, Elisa
    Cirrincione, Girolamo
    Diana, Patrizia
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 167 : 200 - 210
  • [5] Fenichel R.L., 1984, MARCEL DEKKER INC NY, V25, P383
  • [6] GRUNANGER P, 1991, CHEM HETEROCYCL COMP, V49, P649
  • [7] Kochetkov N.K., 1963, ADV HETEROCYCL CHEM
  • [8] STRUCTURE AND BIOLOGICAL-ACTIVITY OF A SERIES OF CONFORMATIONALLY RESTRICTED ANALOGUES OF GABA
    KROGSGAARDLARSEN, P
    JOHNSTON, GAR
    CURTIS, DR
    GAME, CJA
    MCCULLOCH, RM
    [J]. JOURNAL OF NEUROCHEMISTRY, 1975, 25 (06) : 803 - 809
  • [9] Lang S.A., 1984, COMPREHENSIVE HETERO, V6, P6
  • [10] Li JieJack., 2013, Heterocyclic chemistry in drug discovery