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
  • [31] Crystal structure of 5-[4-(dimethylamino)phenyl]-3-(4-methylphenyl)-4,5dihydro-1H-pyrazole-1-carbaldehyde
    Adam, Farook
    Samshuddin, Seranthimata
    Ameram, Nadiah
    Subramaya
    Samartha, Laxminarayana
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O1031 - U1147
  • [32] SYNTHESIS, DIMERIC CRYSTAL STRUCTURE, AND FUNGICIDAL ACTIVITY OF 1-(4-METHYLPHENYL)-2-(5-((3,5-DIMETHYL-1H-PYRAZOL-1-YL)METHYL)-4-PHENYL-4H-1,2,4-TRIAZOL-3-YLTHIO)ETHANONE
    Liu, Xing-Hai
    Tan, Cheng-Xia
    Weng, Jian-Quan
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2011, 186 (03) : 558 - 564
  • [33] Synthesis, crystal structure and antibacterial activities of 3[2-hydroxy-4-diethylaminophenyl)methylenehydrazinocarbonyl]-4-hydroxy-6-methyl-2(1H)-pyridinones
    Li Fang
    Pan Fu-You
    Yang Jian-Guo
    Ge Chang-Hua
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2006, 25 (05) : 626 - 630
  • [34] Crystal structure of 2,3-bis(4-methylphenyl)-benzo[g]quinoxaline
    Kim, Young-Inn
    Yun, Seong-Jae
    Kang, Sung Kwon
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 548 - +
  • [35] CRYSTAL-STRUCTURE OF RACEMIC TRANS-2-(4-METHYLPHENYL)-CYCLOHEXYL CHLOROACETATE
    PETERS, K
    PETERS, EM
    VONSCHNERING, HG
    BRINGMANN, G
    LEIMKOTTER, D
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 1994, 209 (12): : 979 - 980
  • [36] Crystal structure of 1-(4-methylphenyl)-3-(propan-2-ylideneamino)thiourea
    Jotani, Mukesh M.
    Yeo, Chien Ing
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : 1236 - +
  • [37] 2,2,6-Trimethyl-5-[2-(4-methylphenyl)ethynyl]-4H-1,3-dioxin-4-one
    Caracelli, Ignez
    Zukerman-Schpector, Julio
    Vieira, Adriano S.
    Stefani, Helio A.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O2736 - U622
  • [38] Novel Synthesis and Crystal Structure of 2-(4-Methylphenyl)-3-ferrocenyl-4,4-dicyanpyrrolizidine
    刘鹏
    张玉梅
    张红利
    耿丽君
    结构化学, 2013, 32 (06) : 853 - 856
  • [39] Synthesis, Characterization and Crystal Structure of (2Z)-3-[(4-Methylphenyl)amino]-1-phenylbut-2-en-1-one
    Patil, Siddappa A.
    Gonzalez-Flores, Diego
    Medina, Phillip A.
    Vohs, Jason K.
    Dever, Seth
    Popp, Joshua
    Stentzel, Michael
    Pineda, Leslie W.
    Montero, Mavis L.
    Fahlman, Bradley D.
    JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2012, 42 (06) : 560 - 565
  • [40] Synthesis, Characterization and Crystal Structure of (2Z)-3-[(4-Methylphenyl)amino]-1-phenylbut-2-en-1-one
    Siddappa A. Patil
    Diego Gonzalez-Flores
    Phillip A. Medina
    Jason K. Vohs
    Seth Dever
    Joshua Popp
    Michael Stentzel
    Leslie W. Pineda
    Mavis L. Montero
    Bradley D. Fahlman
    Journal of Chemical Crystallography, 2012, 42 : 560 - 565