r-2,c-6-bis(4-methoxyphenyl)-c-3,t-3-dimethylpiperidin-4-one | 1088437-50-6

• 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: r-2,c-6-bis(4-methoxyphenyl)-c-3,t-3-dimethylpiperidin-4-one
• 英文别名: 2,6-Bis(4-methoxyphenyl)-3,3-dimethylpiperidin-4-one
• CAS: 1088437-50-6
• 化学式: C₂₁H₂₅NO₃
• 分子量: 339.434
• InChiKey: UZLJNJYBQKSZNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  r-2,c-6-bis(4-methoxyphenyl)-c-3,t-3-dimethylpiperidin-4-one 在 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 3-(2,6-bis(4-methoxyphenyl)-3,3-dimethylpiperidin-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 r-2,c-6-bis(4-methoxyphenyl)-c-3,t-3-dimethylpiperidin-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

• Design, synthesis, characterisation, conformation and biological investigation of N-acyl r-2,c-6-bis (4-methoxyphenyl)-c-3,t-3-dimethylpiperidin-4-ones
  作者：V. Mohanraj、S. Ponnuswamy

  DOI：10.1016/j.molstruc.2017.05.036

  日期：2017.9

  with efficient pharmacological effect, a new series of N -acyl r- 2, c- 6-bis(4-methoxyphenyl)- c- 3, t- 3-dimethylpiperidin-4-ones 2–5 are synthesized and characterized by IR spectra, 1 H, 13 C, DEPT - 135 and 2D (COSY and HSQC) NMR and mass spectra. The parent compound 1 prefers to exist in a chair conformation whereas the extracted coupling constant, chemical shifts and estimated dihedral angles show

  摘要 在研究具有有效药理作用的哌啶-4-酮的广泛研究计划中，一系列新的 N-酰基 r-2, c-6-双(4-甲氧基苯基)- c- 3, t- 3-合成二甲基哌啶-4-酮 2-5，并通过 IR 光谱、1 H、13 C、DEPT-135 和 2D（COSY 和 HSQC）核磁共振和质谱表征。母体化合物 1 倾向于以椅子构象存在，而提取的偶联常数、化学位移和估计的二面角表明，N-酰基哌啶-4-ones 2-5 倾向于以扭曲的船构象 B 1（与 C 2 和 C 5 在船首和船尾位置）与 NCO 部分的共面取向。还观察到船构象 B (I) 和 B (II) 之间存在快速 N CO 旋转平衡。测定上述测试化合物 1-5 对假单胞菌的抗菌活性。和沙门氏菌。抗氧化活性由 ABTS、DPPH 和超氧化物测定确定。此外，还对化合物 1-5 与目标蛋白 CHK1 进行了分子对接研究。
• Synthesis, spectral characterization, crystal structure and molecular docking study of 2,7-diaryl-1,4-diazepan-5-ones
  作者：S. Sethuvasan、P. Sugumar、V. Maheshwaran、M.N. Ponnuswamy、S. Ponnuswamy

  DOI：10.1016/j.molstruc.2016.03.021

  日期：2016.7

  prefer a chair conformation with equatorial orientation of alkyl and aryl groups. Single crystal X-ray structure has been solved for compounds 9 and 11 which also indicates the preference for distorted chair conformation with equatorial orientation of substituents. The compounds 9 – 16 have been docked with the structure of Methicillin-resistant Staphylococcus aureus (MRSA) and the results demonstrate that

  摘要 在本研究中，使用施密特重排合成了一系列不同取代的 r -2, c -7-diaryl-1,4-diazepan-5-ones 9 – 16，并通过红外、质谱和 1D 和 2D NMR 表征。光谱数据。质子 NMR 耦合常数和估计的二面角表明化合物 9-16 更喜欢具有烷基和芳基赤道取向的椅子构象。已解析化合物 9 和 11 的单晶 X 射线结构，这也表明偏爱具有赤道取向取代基的扭曲椅子构象。化合物9-16与耐甲氧西林金黄色葡萄球菌(MRSA)的结构对接，结果表明化合物10的对接分数和滑动能量优于其他化合物，与共晶配体相当。此外，所有化合物均已评估其抗菌和抗氧化活性。所有化合物均表现出中等抗菌活性，只有11种化合物对金黄色葡萄球菌和大肠杆菌表现出更好的活性。与BHT相比，化合物11、13和14表现出一半的抗氧化能力，而其余化合物表现出中等活性。
• Synthesis, spectral, and computational studies of some energetic picrates
  作者：Kannan Gajendran Balachandar、Arumugam Thangamani

  DOI：10.1016/j.molstruc.2019.05.018

  日期：2019.11

  characterization of some of the thermodynamically stable energetic materials of c(3),t(3)-dimethyl-r(2),c(6)-diarylpiperidin-4-one picrates which are the analogues of the explosive D “The Dunnite”. c(3),t(3)-Dimethyl-r(2),c(6)-diarylpiperidin-4-one picrates have been synthesized by reacting c(3),t(3)-dimethyl-r(2),c(6)-diarylpiperidin-4-ones with picric acid in ethanol medium at room temperature. Spectral methods

  摘要 本工作讨论了 c(3),t(3)-二甲基-r(2),c(6)-diarylpiperidin-4-one picrates 的一些热力学稳定含能材料的合成和表征，它们是爆炸性的 D “Dunnite”。c(3),t(3)-Dimethyl-r(2),c(6)-diarylpiperidin-4-one picrates 已通过 c(3),t(3)-二甲基-r(2) 反应合成， c(6)-diarylpiperidin-4-ones 与苦味酸在乙醇介质中室温。光谱方法如 IR、1H NMR 和 13C NMR 用于表征合成的化合物。随后用标准方程研究了合成化合物的爆炸性能，并与LOTUSES代码模拟结果进行了比较。将这些含能材料的计算理化性质与苦味酸和邓尼特的理化性质进行了比较。
• Synthesis, stereochemical, structural and biological studies of some 2,6-diarylpiperidin-4-one N(4′)-cyclohexyl thiosemicarbazones
  作者：A. Sethukumar、C. Udhaya Kumar、R. Agilandeshwari、B. Arul Prakasam

  DOI：10.1016/j.molstruc.2013.05.008

  日期：2013.9

  Abstract A new series of 2,6-diarylpiperidin-4-one N(4′)-cyclohexyl thiosemicarbazones (13–23) were synthesized by corresponding 2,6-diarylpiperidin-4-ones (1–11) reaction with cyclohexyl thiosemicarbazide (12). The chemical structures were confirmed by means of IR, one and two dimensional NMR, Mass spectra and single crystal X-ray diffraction analysis. Compounds 13–23, exist in chair conformation

  摘要 通过相应的 2,6-二芳基哌啶-4-酮 (1-11) 与环己基氨基硫脲 (Semicarbazide) 反应合成了一系列新的 2,6-二芳基哌啶-4-one N(4')-环己基缩氨基硫脲 (13-23)。 12)。通过红外、一维和二维核磁共振、质谱和单晶X射线衍射分析证实了化学结构。化合物 13-23 以椅子构象存在，除化合物 21-23 的 C-5 处的甲基外，所有哌啶环上的取代基均呈赤道取向，以轴向排列以稳定椅子构象。化合物 18 的单晶 X 射线结构分析，证明 CN 双键的构型与 C-5 碳（E 型）同构。对所有合成的化合物进行了生物活性筛选。
• Molecular structure, NMR, UV–Visible, vibrational spectroscopic and HOMO, LUMO analysis of (E)-1-(2, 6-bis (4-methoxyphenyl)-3, 3-dimethylpiperidine-4-ylidene)-2-(3-(3, 5-dimethyl-1H-pyrazol-1-yl) pyrazin-2-yl) hydrazine by DFT method
  作者：A.Therasa Alphonsa、C. Loganathan、S.Athavan Alias Anand、S. Kabilan

  DOI：10.1016/j.molstruc.2015.11.005

  日期：2016.2

  states (DOS). The absorption spectra have been computed by using time dependent density functional theory (TD-DFT). 1 H and 13 C NMR spectra were recorded and 1 H and 13 C NMR chemical shifts of the molecule were calculated using the gauge independent atomic orbital (GIAO) method. From the optimized geometry of the molecule, molecular electrostatic potential (MEP) distribution, frontier molecular orbitals

  摘要 我们合成了 (E)-1-(2, 6-bis (4-methoxyphenyl)-3, 3-dimethylpiperidine-4-ylidene)-2-(3-(3, 5-dimethyl-1H-pyrazol-1) -yl) 吡嗪-2-基) 肼 (PM6)。使用 FT-IR、FT-拉曼、 1 H NMR、 13 C NMR 技术对其进行表征。为了解释实验数据，使用 Gaussian 09 程序从头计算振动频率，然后使用密度泛函理论 (DFT) 在 B3LYP/6–311 G(d,p) 级别进行全面优化。实验和计算的结合使用允许对化合物的大多数观察到的条带进行可靠的分配。已发现计算的拉伸频率与实验频率非常一致。已根据最高占据分子轨道 (HOMO) 解释了电子和电荷转移特性，最低未占分子轨道 (LUMO) 和态密度 (DOS)。吸收光谱已通过使用时间相关密度泛函理论 (TD-DFT) 计算得出。记录了