[[2,6-Bis(4-chlorophenyl)piperidin-4-ylidene]amino]thiourea | 597577-93-0

• 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: [[2,6-Bis(4-chlorophenyl)piperidin-4-ylidene]amino]thiourea
• CAS: 597577-93-0
• 化学式: C₁₈H₁₈Cl₂N₄S
• 分子量: 393.34
• InChiKey: GNCZLWQFBIXBLU-UHFFFAOYSA-N

物化性质

• 熔点：
  209-212 °C (decomp)(Solv: methanol (67-56-1))
• 沸点：
  556.3±60.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  94.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [[2,6-Bis(4-chlorophenyl)piperidin-4-ylidene]amino]thiourea 在 双氧水 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以84%的产率得到7,9-bis(p-chlorophenyl)-1,2,4,8-tetraazaspiro[4.5]decan-3-thione
  参考文献：
  名称：

  Synthesis of 6-Substituted/Unsubstituted- 7,9-diaryl-1,2,4,8-tetraazaspiro[4.5]- decan-3-thiones

  摘要：

  Some 2,6-diarylpiperidin-4-one thiosemicarbazones (1a-8a), obtained from the corresponding 2,6-diarylpiperidin-4-ones (1-8) on oxidative cyclization with H2O2 at OdegreesC provide 7,9-diaryl-1,2,4,8-tetraaza spiro[4.5]decan-3-thiones(1b-8b) in excellent yields. The structures of these compounds have been established on the basis of their elemental, analytical and spectral data.

  DOI：

  10.1081/scc-120018753
• 作为产物：
  描述：

  4-氯苯甲醛 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 [[2,6-Bis(4-chlorophenyl)piperidin-4-ylidene]amino]thiourea
  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.
• Synthesis and Microbiological Evaluation of Novel [N-Acetyl-2,6-Diarylpiperidin-4-YL]-5-Spiro-4-Acetyl-2-(Acetylamino)-Δ2-1,3,4-Thiadiazolines
  作者：S. Balasubramanian、C. Ramalingan、G. Aridoss、P. Partiban、S. Kabilan

  DOI：10.1007/s00044-004-0035-5

  日期：2004.6

  Some novel spiropiperidinyl thiadiazolines have been synthesized and their bacterial activity against Streptococcus faecalis, Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa and Klepsiella pneumoniae and antifungal activity against Cryptococcus neoformans, Candida-6, Candida-51, Aspergillus niger and Aspergillusflavus were evaluated. Compound 23 exhibited potent antibacterial activity in vitro against Klepsiella pneumoniae while compound 24 exerted potent antifungal activity in vitro against Cryptococcus neoformans.