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
070303 ; 081704 ;
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] Synthesis, crystal structure and Hirshfeld surface analysis of (4-methylphenyl)-[1-(pentafluorophenyl) 5-(trifluoromethyl)-1H-1,2,3-triazol-4-ylimetha- none
    Pokhodylo, Nazariy T.
    Slyvka, Yurii
    Goreshnik, Evgeny
    Lytvyn, Roman
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2021, 77 : 1067 - +
  • [22] Crystal structure of 5-(1-benzofuran-2-yl)-3-(4-methylphenyl)-4,5-dihydro-1,2-oxazol-5-ol
    Ravi, A. J.
    Vinayaka, A. C.
    Jeyaseelan, S.
    Sadashiva, M. P.
    Devarajegowda, H. C.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O492 - U363
  • [23] Synthesis,Crystal Structure and Antifungal Activities of 3-Methyl-1-(4-methylphenyl)-4-(N-4-trifluoromethylphenyl)-aminomethyl-5-(4-methoxyphenylthio)-1H-pyrazole
    徐应淑
    史大斌
    Chinese Journal of Structural Chemistry, 2014, (01) : 37 - 42
  • [24] Crystal structure of 5-(4-methoxyphenyl)-3-(4-methylphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde
    Adam, Farook
    Samshuddin, Seranthimata
    Shruthi
    Narayana, Badiadka
    Ameram, Nadiah
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O1093 - U1472
  • [25] Synthesis, Crystal Structure and Antifungal Activities of 3-Methyl-1-(4-methylphenyl)-4-(N-4-trifluoromethylphenyl)-aminomethyl-5-(4-methoxyphenylthio)-1H-pyrazole
    Xu Ying-Shu
    Shi Da-Bin
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2014, 33 (01) : 37 - 42
  • [26] Crystal structure of 2-methoxy-2-[(4-methylphenyl)sulfanyl]-1-phenylethan-1-one
    Zukerman-Schpector, Julio
    Olivato, Paulo R.
    Traesel, Henrique J.
    Valenca, Jessica
    Rodrigues, Daniel N. S.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O3 - +
  • [27] Crystal structure of 2-[(E)-2-(2-chlorobenzylidene)hydrazin-1-yl]-4-phenyl-1,3-thiazole
    Mague, Joel T.
    Mohamed, Shaaban K.
    Akkurt, Mehmet
    Hassan, Alaa A.
    Albayati, Mustafa R.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O907 - +
  • [28] CRYSTAL-STRUCTURE OF RACEMIC TRANS-2-(4-METHYLPHENYL)-CYCLOHEXANOL
    PETERS, K
    PETERS, EM
    VONSCHNERING, HG
    BRINGMANN, G
    LEIMKOTTER, D
    URLAUB, E
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 1994, 209 (10): : 799 - 800
  • [29] Synthesis and crystal structure of 1,3-bis(acetoxy-methyl)-5-{[(4,6-dimethylpyridin-2-yl)amino]methyl}-2,4,6-triethylbenzene
    Stapf, Manuel
    Miyyapuram, Venugopal Rao
    Seichter, Wilhelm
    Mazik, Monika
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2024, 80 : 947 - +
  • [30] Synthesis and crystal structure of aqua (2,2'-diamino-4,4'-bi-1,3-thiazole) (oxydiacetato)manganese(II) trihydrate
    Luo, Y
    Xu, DJ
    Wu, JY
    Chiang, MY
    JOURNAL OF COORDINATION CHEMISTRY, 2004, 57 (13) : 1125 - 1130