2,6-bis(4-chlorophenyl)-1,3-dimethylpiperidin-4-one | 928260-08-6

• 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)-1,3-dimethylpiperidin-4-one
• CAS: 928260-08-6
• 化学式: C₁₉H₁₉Cl₂NO
• 分子量: 348.272
• InChiKey: YRBYTFWHJFTJKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 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：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-bis(4-chlorophenyl)-1,3-dimethylpiperidin-4-one 在 双氧水 、 氢气 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 6.0h， 生成 6,8-dimethyl-7,9-bis(4-chlorophenyl)-1,2,4,8-tetraazaspiro[4.5]decan-3-thione
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2005.02.001
• 作为产物：
  描述：

  4-氯苯甲醛 在 ammonium acetate 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 32.0h， 生成 2,6-bis(4-chlorophenyl)-1,3-dimethylpiperidin-4-one
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2005.02.001

文献信息

• Convenient synthesis and NMR spectral studies of variously substituted N-methylpiperidin-4-one-O-benzyloximes
  作者：Paramasivam Parthiban、Mannangatty Rani、Senthamaraikannan Kabilan

  DOI：10.1007/s00706-008-0021-6

  日期：2009.3

  and quick reaction time. All the synthesized compounds are characterized by IR, Mass and NMR (1H NMR, 13C NMR, 1H-1H COSY, 1H-13C COSY and HMBC) spectral studies. The conformational preference of the synthesized oxime ethers with/without alkyl and aryl substituents at C-3/C-5 and C-2/C-6 is discussed using the spectral data. The observed chemical shifts and coupling constants suggest that the synthesized

  摘要通过三种不同的方法合成了一系列不同取代的N-甲基哌啶-4-酮-O-苄基肟。其中，从产率，便利性，后处理容易和快速的意义上来说，证明将2，6-二芳基哌啶-4-酮直接转化为相应的肟醚（方法A）要优于其他两种方法。反应时间。所有合成的化合物均通过IR，质谱和NMR（1 H NMR，13 C NMR，1 H- 1 H COSY，1 H- 13C COZY和HMBC）光谱研究。使用光谱数据讨论了在C-3 / C-5和C-2 / C-6处有/没有烷基和芳基取代基的肟肟醚的构象偏好。观察到的化学位移和偶联常数表明，合成的肟醚采用椅子构象，所有取代基均呈赤道取向，而船上也存在1-甲基-3-异丙基-2,6-二苯基哌啶-4-一-O-苄基肟。构象。基于NMR数据，讨论了氧化对环碳及其相关质子和烷基取代基的影响。此外，还研究了N Me基对2，6-二芳基哌啶-4-酮-O-苄基肟的影响。 图形概要
• Environmentally benign one-pot synthesis and antimicrobial activity of 1-methyl-2,6-diarylpiperidin-4-ones
  作者：Pattusamy Nithya、Fazlur-Rahman Nawaz Khan、Selvaraj Roopan、Uma Shankar、Jong Jin

  DOI：10.2478/s11696-011-0046-x

  日期：2011.1.1

  An efficient and environmentally benign one-pot method for the synthesis of 1-methyl-2,6-diarylpiperidin-4-ones using montmorillonite K-10 as a catalyst has been developed. Antimicrobial activity of the compounds has been tested against selected representatives of Gram-positive and Gram-negative bacteria and fungi.

  一个高效且环保的一锅法合成方法已经开发出来，使用蒙脱石K-10作为催化剂合成1-甲基-2,6-二芳基哌啶-4-酮。已经对化合物的抗菌活性进行了测试，针对革兰氏阳性和阴性细菌以及真菌的代表进行了测试。
• Synthesis, NMR spectral and antimicrobial studies of some [N-methyl-3t-alkyl-2r,6c-diarylpiperidin-4-ylidine]-5′-methylthiazolidine-4-ones
  作者：S.M. Prakash、K. Pandiarajan、S. Kumar

  DOI：10.1016/j.molstruc.2013.03.037

  日期：2013.6

  Four new [N-methyl-3t-alkyl-2r,6c-diaryl-4-ylidine]-5'-methylthiozolidin-4-ones 9-12 have been synthesized by the condensation of N-methyl-3t-alkyl-2r,6c-diarylpiperidin-4-one thiosemicarbazones with ethyl 2-bromopropionate. These compounds have been characterized using FT-IR, H-1 NMR, C-13 NMR spectral techniques. HOMOCOSY, HSQC and HMBC spectral study have been done for [N-methyl-3,3-dimethyl-2r,6c-bis(p-methoxyphenyl)piperidin-4-ylidine]-5'-methylthiazolidine-4-one (12). Two geometrical isomers are formed in this reaction. In all these compounds piperidin rings adopt chair conformation. The rotation of the aryl group at C-2 is rather slow in 10-12. Antimicrobial activities have also been studied for 9-12. These compounds are active against all the tested bacterial and fungal strains. (C) 2013 Elsevier B.V. All rights reserved.