2,6-Bis(4-methylphenyl)piperidin-4-one | 597577-89-4

• 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-methylphenyl)piperidin-4-one
• CAS: 597577-89-4
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: JSDHVYKUCAPQRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-Bis(4-methylphenyl)piperidin-4-one 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 3-(2,6-di-p-tolylpiperidin-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
• 作为产物：
  描述：

  在 氨 作用下， 以 水 为溶剂， 生成 2,6-Bis(4-methylphenyl)piperidin-4-one
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2009.11.074

文献信息

• Synthesis, spectral, crystal and antimicrobial studies of biologically potent oxime ethers of nitrogen, oxygen and sulfur heterocycles
  作者：Paramasivam Parthiban、Gopalakrishnan Aridoss、Paramasivam Rathika、Venkatachalam Ramkumar、Senthamaraikannan Kabilan

  DOI：10.1016/j.bmcl.2009.04.038

  日期：2009.6

  Three series of oxime ethers viz, 2,6-diarylpiperidin-4-one O-benzyloximes 5a-o, 2,6-diaryltetrahydropyran-4-one O-benzyloximes 7a-e and 2,6-diaryltetrahydrothiopyran-4-one O-benzyloximes 11a-b and 12a-c were synthesized and stereochemistry is established by their spectral and single crystal analysis. A SAR study has been carried out for the above oxime ethers against a panel of antibacterial (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi and Escherichia coli) and antifungal agents (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger, Aspergillus flavus and Cryptococcus neoformans), respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the chloro/methyl/methoxy substituted compounds exerted moderate to good activity against all the tested organisms; moreover, some compounds (5i, 5l, 5n, 5o, 7c2, 7d1, 7d2, 7e, 11b and 12c) exhibited promising activity than standard drugs. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and study of antibacterial and antifungal activities of novel 8-methyl-7,9-diaryl-1,2,4,8-tetraazaspiro[4.5]decan-3-thiones
  作者：S. Balasubramanian、C. Ramalingan、G. Aridoss、S. Kabilan

  DOI：10.1016/j.ejmech.2005.02.001

  日期：2005.7

  Some novel spiropiperidinyl-1,2,4-triazolidin-3-thiones have been synthesized and studied for their antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli and Pseudomonas aeruginosa and antifungal activity against Candida albicans, Candida-6, Candida-51, Aspergillus niger and Aspergillus flavus. Compounds 30-32 exhibited potent in vitro antibacterial activity against E. coli and P. aeruginosa whereas the same set of compounds exerted potent in vitro antifungal activity against Candida-6, A. niger and A. flavus. (c) 2005 Elsevier SAS. 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.
• Synthesis of 6-Substituted/Unsubstituted- 7,9-diaryl-1,2,4,8-tetraazaspiro[4.5]- decan-3-thiones
  作者：C. Ramalingan、S. Balasubramanian、S. Kabilan

  DOI：10.1081/scc-120018753

  日期：2003.1.5

  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.