t(3)-甲基-r(2),c(6)-二苯基哌啶-4-酮 | 37418-37-4

• 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: t(3)-甲基-r(2),c(6)-二苯基哌啶-4-酮
• 英文名称: (4E)-N-hydroxy-3-methyl-2,6-diphenylpiperidin-4-imine
• 英文别名: (NE)-N-(3-methyl-2,6-diphenylpiperidin-4-ylidene)hydroxylamine
• CAS: 37418-37-4；66110-27-8
• 化学式: C₁₈H₂₀N₂O
• 分子量: 280.37
• InChiKey: MKDXFVQSWSAIDD-CAPFRKAQSA-N

物化性质

• 沸点：
  459.8±45.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  44.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  t(3)-甲基-r(2),c(6)-二苯基哌啶-4-酮 以70%的产率得到
  参考文献：
  名称：

  BALIAH V.; LAKSHMANAN M.; PANDIARAJAN K., INDIAN J. CHEM., 1978, B16, NO 1, 72-73

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-diphenyl-3-methyl-4-piperidone 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 t(3)-甲基-r(2),c(6)-二苯基哌啶-4-酮
  参考文献：
  名称：

  Synthesis, characterization, computational calculation and biological studies of some 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oxime derivatives

  摘要：

  A new series of 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oximes (17-24) were designed and synthesized from 2,6-diarylpiperidin-4-one oximes (9-16) with propargyl bromide. Unambiguous structural elucidation has been carried out by investigating IR, NMR (H-1, C-13, H-1-H-1 COSY and HSQC), mass spectral techniques and theoretical (DFT) calculations. Further, crystal structure of compound 17 was evaluated by single crystal X-ray diffraction analysis. Single crystal X-ray structural analysis of compound 17 evidenced that the configuration about C=N double bond is syn to C-5 carbon (E-form). The existence of chair conformation was further confirmed by theoretical DFT calculation. All the synthesized compounds were screened for in vitro antimicrobial activity against a panel of selected bacterial and fungal strains using Ciprofloxacin and Ketoconazole as standards. The minimum inhibition concentration (MIC) results revealed that most of the 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oximes (17, 19, 20 and 23) exhibited better activity against the selected bacterial and fungal strains. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.12.014

文献信息

• Nadar, P. Ananthakrishna; Yesudian, C. Daniel, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1985, vol. 24, # 5, p. 392 - 394
  作者：Nadar, P. Ananthakrishna、Yesudian, C. Daniel

  DOI：——

  日期：——
• Synthesis, characterization, computational calculation and biological studies of some 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oxime derivatives
  作者：G. Sundararajan、D. Rajaraman、T. Srinivasan、D. Velmurugan、K. Krishnasamy

  DOI：10.1016/j.saa.2014.12.014

  日期：2015.3

  A new series of 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oximes (17-24) were designed and synthesized from 2,6-diarylpiperidin-4-one oximes (9-16) with propargyl bromide. Unambiguous structural elucidation has been carried out by investigating IR, NMR (H-1, C-13, H-1-H-1 COSY and HSQC), mass spectral techniques and theoretical (DFT) calculations. Further, crystal structure of compound 17 was evaluated by single crystal X-ray diffraction analysis. Single crystal X-ray structural analysis of compound 17 evidenced that the configuration about C=N double bond is syn to C-5 carbon (E-form). The existence of chair conformation was further confirmed by theoretical DFT calculation. All the synthesized compounds were screened for in vitro antimicrobial activity against a panel of selected bacterial and fungal strains using Ciprofloxacin and Ketoconazole as standards. The minimum inhibition concentration (MIC) results revealed that most of the 2,6-diaryl-1-(prop-2-yn-1-yl)piperidin-4-one oximes (17, 19, 20 and 23) exhibited better activity against the selected bacterial and fungal strains. (C) 2014 Elsevier B.V. All rights reserved.
• BALIAH V.; LAKSHMANAN M.; PANDIARAJAN K., INDIAN J. CHEM., 1978, B16, NO 1, 72-73
  作者：BALIAH V.、 LAKSHMANAN M.、 PANDIARAJAN K.

  DOI：——

  日期：——