Synthesis,Crystal Structure and Antibacterial Activities of 4-Methyl-2-(4-methylphenyl)-5-(2-thiazolinyl)-1,3-thiazole

被引:2
|
作者
唐丽娟 [1 ]
钱保华 [1 ]
马桂珍 [1 ]
刘玮炜 [1 ]
机构
[1] Pharmacy School, Jiangsu Key Laboratory of Marie Biotechnology, Jiangsu Key Laboratory of Marine Pharmaceutical Compound Screening,Huaihai Institute of Technology
关键词
thiazoline-thiazole; crystal structure; annulation; antibacterial activities;
D O I
10.14102/j.cnki.0254-5861.2011-0957
中图分类号
O626 [杂环化合物];
学科分类号
摘要
4-Methyl-2-(4-methylphenyl)-5-(2-thiazolinyl)-1,3-thiazole, a novel compound, was synthesized by the annulation of 5-hydroxyethylcarbamoyl-4-methyl-2-(4- methylphenyl)-1,3-thiazole with P;S;. 5-Hydroxyethylcarbamoyl-4-methyl-2-(4-methylphenyl)-1,3-thiazole was prepared from the starting material of p-tolunitrile. The newly synthesized compounds were characterized by elemental analysis, IR, NMR(;H,;C) and MS spectra. Hence, the crystal of the title compound was obtained, and its structure was determined by X-ray diffraction analysis. The crystal belongs to the triclinic system, space group P1 with a = 7.354(4), b = 8.383(4), c = 11.543(6) ?, α = 76.688(6), β = 72.299(6), γ = 88.157(6)°, V = 659.2(6) ?;, Z = 2, M;= 274.39, D;= 1.382 g/cm;, μ = 0.386 mm;, F(000) = 288, R = 0.0586 and w R = 0.1808 for 2984 unique reflections with 2213 observed ones(I > 2σ(I)). The title compound was also screened for its antibacterial activities against Bacillus subtilis and Escherichia coli. The result indicates that the target compound presents potential antimicrobial activities, and that the minimum inhibitory concentration(MIC) values of the title compound against the two tested strains are both 62.5 μg/mL.
引用
收藏
页码:645 / 650
页数:6
相关论文
共 50 条
  • [41] (2E)-4-(4-Bromophenyl)-2-{(2Z)-[1-(4-methylphenyl)ethylidene]hydrazinylidene}-3-phenyl-2,3-dihydro-1,3-thiazole
    Mohamed, Shaaban K.
    Akkurt, Mehmet
    Mague, Joel T.
    Hassan, Alaa A.
    Albayati, Mustafa R.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1563 - +
  • [42] 2-Amino-4-(ferrocenyl)-5-(1H-1,2,4-triazol-1-yl)-1,3-thiazole
    Shao, L
    Hu, Y
    Zhou, X
    Zhang, Q
    Fang, JX
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2005, 61 : M1269 - M1271
  • [43] The Synthesis and Crystal Structure of New Bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol
    Dong, Heng-Shan
    Huo, Guo-Yong
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2009, 39 (01) : 28 - 31
  • [44] Crystal and molecular structures of [(2-amino-5-methyl-1,3-thiazole)(1,4,7-triazaheptane)copper(II)] dinitrate
    Bolos, CA
    Fanourgakis, PV
    Christidis, PC
    Nikolov, GS
    POLYHEDRON, 1999, 18 (11) : 1661 - 1668
  • [45] Molecular and crystal structure of 2-{(E)-[(4-Methylphenyl)imino]methyl}-4-nitrophenol: A redetermination
    Nihal Kan Kaynar
    Hasan Tanak
    Songul Şahin
    Necmi Dege
    Erbil Ağar
    Metin Yavuz
    Crystallography Reports, 2016, 61 : 239 - 242
  • [46] Molecular and crystal structure of 2-{(E)-[(4-Methylphenyl)imino]methyl}-4-nitrophenol: A redetermination
    Kaynar, Nihal Kan
    Tanak, Hasan
    Sahin, Songul
    Dege, Necmi
    Agar, Erbil
    Yavuz, Metin
    CRYSTALLOGRAPHY REPORTS, 2016, 61 (02) : 239 - 242
  • [47] 4-(4-Chlorophenyl)-2-(trichloromethylsulfanyl)1,3-thiazole
    Hartung, J
    Schmidt, P
    Svoboda, I
    Fuess, H
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O1736 - O1737
  • [48] 5-(4-Fluorophenyl)-2-(4-methylphenyl)-3-methylsulfanyl-1-benzofuran
    Choi, Hong Dae
    Seo, Pil Ja
    Lee, Uk
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O258 - +
  • [49] [2-( 1,3-Dithiolan-2-ylidene)-5-(4-methylphenyl)3-oxopent-4-enoato-κO] triphenyltin(IV)
    Mei, Ze-Min
    Fang, Wei
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : M857 - U88
  • [50] 5-(4-Fluorophenyl)-3-(4-methylphenyl)-1-phenyl-2-pyrazoline
    Guo, Huan-Mei
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O3223 - U3624