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
  • [21] Crystal structure of 5-iodo-2-methyl-3-[(4-methylphenyl)sulfonyl]-1-benzofuran
    Choi, Hong Dae
    Lee, Uk
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O1028 - +
  • [22] Synthesis, Crystal Structure and Magnetic Property of the Dinuclear Copper(II) Complex with 3-Methyl-4-(4-methylphenyl)-5-(2-pyridyl)-1,2,4-triazole
    Wang Zuo-Xiang
    Xu Hai-Jun
    Gong Xiao-Ning
    Wu Ping-Feng
    CHINESE JOURNAL OF INORGANIC CHEMISTRY, 2009, 25 (08) : 1492 - 1496
  • [23] 5-[2-Methyl-1-(4-methylphenyl)-2-nitropropyl]4-phenyl-1,2,3-selenadiazole
    Gunasekaran, B.
    Saravanan, S.
    Manivannan, V.
    Muthusubramanian, S.
    Nethaji, M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O4167 - U4116
  • [24] 1-Methyl-4-({5-[(4-methylphenyl)sulfanyl]pentyl}sulfanyl)benzene
    Brito, Ivan
    Cardenas, Alejandro
    Albanez, Joselyn
    Bolte, Michael
    Lopez-Rodriguez, Matias
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2980 - U1878
  • [25] 5-[(4-Fluoroanilino)methyl]-6-methyl-N-(4-methylphenyl)-2-phenylpyrimidin-4-amine
    Cieplik, Jerzy
    Stolarczyk, Marcin
    Bryndal, Iwona
    Lis, Tadeusz
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2922 - +
  • [26] 4-{4-Methyl-2-[(methyl)(2-methylphenyl)amino]-1,3-thiazol-5-yl}-N-(3-methylphenyl)pyrimidin-2-amine
    Shi, Hai-Bo
    Xu, Feng
    Li, Hai-Bo
    Hu, Wei-Xiao
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O259 - U1579
  • [27] 5-(4-Methylphenyl)-1,3,4-oxadiazol-2-amine
    Zheng, Juan
    Li, Wen-juan
    Song, Manman
    Xu, Yan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1668 - +
  • [28] 2-amino-4-(4-methoxyphenyl)-1,3-thiazole
    Hökelek, T
    Seferoglu, Z
    Ertan, N
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O1609 - O1611
  • [29] Crystal structure of N-[(2-hydroxynaphthalen-1-yl)(4-methylphenyl)-methyl]acetamide
    Khanapure, Sharanbasappa
    Rashinkar, Gajanan
    Chhowala, Tarulata
    Anthal, Sumati
    Kant, Rajni
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O235 - U275
  • [30] Synthesis, IR spectra, crystal structure and DFT studies on 1-acetyl-3-(4-chlorophenyl)-5-(4-methylphenyl)-2-pyrazoline
    Guo, Huan-Mei
    Wang, Lin-Tong
    Jing Zhang
    Zhao, Pu-Su
    Jian, Fang-Fang
    MOLECULES, 2008, 13 (09) : 2039 - 2048