2,6-二苯基-4-哌啶酮盐酸盐 | 56965-71-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 2,6-二苯基-4-哌啶酮盐酸盐
• 中文别名: 2,5-二甲基-2,4-己二烯
• 英文名称: 2,6-diphenylpiperidin-4-one hydrochloride
• 英文别名: r-2,c-6-Diphenylpiperidin-4-one hydrochloride；2,6-diphenylpiperidin-4-one;hydrochloride
• CAS: 56965-71-0
• 化学式: C₁₇H₁₇NO*ClH
• 分子量: 287.789
• InChiKey: ALUVTRXIDOSUNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.235
• 拓扑面积：
  33.7
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2,6-二苯基-4-哌啶酮盐酸盐 在 氨 作用下， 以 水 为溶剂， 生成 2,6-diphenyl-4-piperidone
  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
• 作为产物：
  描述：

  苯甲醛 、 丙酮 在 ammonium acetate 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 生成 2,6-二苯基-4-哌啶酮盐酸盐
  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

• Facile Denitrosation of Cyclic <i>N-</i>Nitrosamines with Hydrazoic Acid
  作者：S. Ponnuswamy、A. Akila、D. Kiruthiga Devi

  DOI：10.1080/00397911.2015.1063654

  日期：2015.9.2

  Abstract A simple and facile method for the denitrosation of cyclic N-nitrosamines using HN3 (concentrated H2SO4 + NaN3) is reported. In this method, limited usage of this reagent does not affect the carbonyl group. GRAPHICAL ABSTRACT

  摘要 报道了一种使用 HN3（浓 H2SO4 + NaN3）对环状 N-亚硝胺进行脱亚硝基的简单易行的方法。在该方法中，该试剂的有限使用不会影响羰基。图形概要
• Chemistry of N-nitroso compounds. 1. Synthesis and stereodynamics of N-nitrosopiperidines and N-nitrosopiperidin-4-ones
  作者：Thiruvenkadam Ravindran、Ramasubbu Jeyaraman、Robert W. Murray、Megh Singh

  DOI：10.1021/jo00016a007

  日期：1991.8

  The stereochemistry of a series of N-nitroso-r-2,c-6-diphenylpiperidin-4-ones (10-15) and N-nitroso-r-2,c-6-diphenylpiperidines (16-18) in solution has been investigated by H-1 NMR, C-13 NMR, and dynamic H-1 NMR spectroscopic studies. Unlike the r-2,c-6-dialkyl-N-nitrosopiperidines, which have diaxial alkyl groups, these N-nitroso-r-2,c-6-diphenylpiperidines (16-18) and N-nitroso-r-2,c-6-diphenylpiperidin-4-ones (10-15) have diequatorial phenyl groups even though the nitroso group is coplanar to the dynamically averaged plane of the piperidine ring. The rotamer populations of the N-NO orientations in the nitrosamines were derived from continuous wave H-1 NMR spectral data and are correlated with the steric bulk of the substituents present at the C-3 and C-5 positions. N-Nitroso-r-2,c-6-diphenylpiperidine-4-one (10) was found to have a higher rotational barrier than N-nitroso-r-2,c-6-diphenylpiperidine (16). We attribute this difference to a greater degree of coplanarity (C3-C2-N1-C6-C5) in 10 than in 16. The rotational barriers in 10 were found to decrease as the bulk of the substituents at C3 and C5 increased. The rotational barrier in N-nitroso-r-2,c-6-diphenylpiperidine (16) was found to be lower than the reported rotational barriers of N-nitroso-r-2,c-6-dimethylpiperidine and N-nitroso-2,2,6,6-tetramethylpiperidine.
• Ganapathy, K.; Vijayan, B., Journal of the Indian Chemical Society, 1983, vol. 60, p. 572 - 574
  作者：Ganapathy, K.、Vijayan, B.

  DOI：——

  日期：——