3-(2,6-bis(4-methoxyphenyl)piperidin-4-ylideneamino)-2-thioxoimidazolidin-4-one | 1276544-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(2,6-bis(4-methoxyphenyl)piperidin-4-ylideneamino)-2-thioxoimidazolidin-4-one
• 英文别名: 3-[[2,6-Bis(4-methoxyphenyl)piperidin-4-ylidene]amino]-2-sulfanylideneimidazolidin-4-one
• CAS: 1276544-32-1
• 化学式: C₂₂H₂₄N₄O₃S
• 分子量: 424.524
• InChiKey: RBMZHBHEUZFXOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,6-bis(4-methoxyphenyl)piperidin-4-one 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 3-(2,6-bis(4-methoxyphenyl)piperidin-4-ylideneamino)-2-thioxoimidazolidin-4-one
  参考文献：
  名称：

  A facile microwave assisted green chemical synthesis of novel piperidino 2-thioxoimidazolidin-4-ones and theirin vitromicrobiological evaluation

  摘要：

  A series of novel hybrid heterocyclic compounds, 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones were synthesised and a comparative study was also carried out under microwave irradiation. The synthesised compounds were characterised by their melting points, elemental analysis, MS, FT-IR, one-dimensional NMR (1H, D2O exchanged 1H and

  DOI：

  10.3109/14756361003691878

文献信息

• Spectral characterization of novel bis heterocycles comprising both piperidine and thiohydantoin nuclei
  作者：J. Thanusu、V. Kanagarajan、M. Gopalakrishnan

  DOI：10.1007/s11164-010-0221-7

  日期：2010.12

  A series of bis heterocycles comprising both piperidine and thiohydantoin nuclei namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones is synthesized and characterized by melting point, elemental analysis, MS, FT–IR, one-dimensional NMR (1H, D2O exchanged 1H and 13C), two-dimensional HOMOCOSY, and NOESY spectroscopic data.

  通过熔点、元素分析、质谱、傅立叶变换红外光谱、一维核磁共振（1H、D2O 交换 1H 和 13C）、二维 HOMOCOSY 和 NOESY 光谱数据，合成了一系列由哌啶和硫代海因核组成的双杂环，即 3-(3-烷基-2,6-二芳基哌啶-4-亚基)-2-硫酮咪唑烷-4-酮。
• Synthesis, spectral analysis and in vitro microbiological evaluation of 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones as a new class of antibacterial and antifungal agents
  作者：J. Thanusu、V. Kanagarajan、M. Gopalakrishnan

  DOI：10.1016/j.bmcl.2009.11.074

  日期：2010.1

  In the present work, a new series of bis hybrid heterocycle comprising both piperidine and thiohydantoin nuclei together namely 3-(3-alkyl-2,6-diarylpiperin-4-ylidene)-2-thioxoimidazolidin-4-ones 46-60 was synthesized by the treatment of the respective thiosemicarbazones 31-45 with chloroethyl acetate and anhydrous sodium acetate in refluxing ethanol for 4 h and were characterized by melting point, elemental analysis, MS, FT-IR, one-dimensional NMR (H-1, D2O exchanged H-1 and C-13), two dimensional HOMOCOSY and NOESY spectroscopic data. In addition, the title compounds were screened for their antimicrobial activities against a spectrum of clinically isolated microbial organisms. Compounds 47-50, 52-55 and 57-60 with fluoro, chloro, methoxy or methyl functions at the para position of phenyl rings attached to C-2 and C-6 carbons of piperidine moiety along with and without methyl substituent at position C-3 of the piperidine ring exerted potent biological activities againstStaphylococcus aureus, beta-Hemolytic streptococcus, Vibrio cholerae, Escherichia coli, Pseudomonas aeruginosa, Aspergillus flavus, Candida albicans, Candida 6 and Candida 51 at a minimum inhibitory concentration. (C) 2009 Elsevier Ltd. All rights reserved.