3-乙基-2,6-二苯基-4-哌啶酮 | 127895-86-7

• 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: 3-乙基-2,6-二苯基-4-哌啶酮
• 英文名称: 3-ethyl-2,6-diphenylpiperidin-4-one
• CAS: 127895-86-7
• 化学式: C₁₉H₂₁NO
• mdl: MFCD00418629
• 分子量: 279.382
• InChiKey: MLPXDRONNNYCQN-UHFFFAOYSA-N

物化性质

• 沸点：
  432.2±45.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 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：

  3-乙基-2,6-二苯基-4-哌啶酮 在 盐酸羟胺 、 sodium acetate trihydrate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 1-methyl-3-ethyl-2, 6-diphenyl piperidin-4-one oxime
  参考文献：
  名称：

  Synthesis, spectral and antimicrobial evaluation of some novel 1-methyl-3-alkyl-2,6-diphenylpiperidin-4-one oxime carbonates

  摘要：

  Synthesis of some novel biologically active piperidin-4-one oxime carbonates from 1-methyl-3alkyl-2,6-diphenylpiperidin-4-one oximes and substituted chloroformates was carried out in the presence of potassium carbonate as base and tetrabutylammonium bromide (TBAB) as catalyst. The newly synthesized compounds were characterized by IR, H-1, C-13 NMR and LC-mass spectra. Based on the 1H NMR analysis, all the compounds were found to adopt normal chair conformation with equatorial orientation of all the substituents. For all the synthesized compounds (5a-5l) antimicrobial activity has been tested against bacterial and fungal strains using Streptomycin and Amphotericin B as standards. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.005
• 作为产物：
  描述：

  3-ethyl-2,6-diphenyl piperidin-4-one oxime 在 montmorillonite K₁₀ 作用下， 以 neat (no solvent) 为溶剂， 反应 0.33h， 以90%的产率得到3-乙基-2,6-二苯基-4-哌啶酮
  参考文献：
  名称：

  Regeneration of Carbonyl Compounds by Deoximation of Piperidine-4-one Oximes with Quinolinium Flurochromate in Presence of Montmorillonite K10 Clay

  摘要：

  在微波辐照下，存在蒙脱石K10粘土的情况下，喹啉氟铬酸盐可以将2,6-二苯基哌啶-4-酮的肟（PPO）及其烷基取代衍生物（3-烷基PPO和3,5-二甲基PPO）再生，生成酮类化合物，产率良好。

  DOI：

  10.14233/ajchem.2017.20787

文献信息

• Design, Synthesis, Characterization, Molecular Docking, ADME Properties and <i>In Vivo</i> Antipsychotic Activity of Aripiprazole Related Drugs Candidates
  作者：Selvarasu Sekar、Srinivasan Pazhamalai、Ganesan Ariharasivakumar、Mannathusamy Gopalakrishnan

  DOI：10.2174/1570180814666161207143742

  日期：2017.8.9

  antipsychotic activity and the pharmacokinetic properties were subjected to QIKPROP3.7 (Qikprop) module of Schrödinger software to determine ADME property. Results: Both the receptor and ligand interaction shows an excellent dock score. ADME properties were also evaluated in the desirable range; finally these compounds have orally drug-likeness property. The results basically pointed out the fact that

  背景：制备了一系列新合成的与阿立哌唑和布雷普拉唑有关的化合物，它们是临床上用于治疗精神分裂症，抑郁症和躁郁症的非典型抗精神病药和抗抑郁药，并通过元素分析，FT-IR，1 H NMR，13 C进行了表征NMR，HSQC（2D NMR）和质谱。所有的化合物已停靠针对人阿2甲腺苷受体，人β 2 -肾上腺素能G蛋白偶联受体（GPCR）和ADME性质洁具还评估。 目的：我们致力于用不同的抗精神病动物模型筛选合成药物分子的抗精神病药活性。 方法：将所有药物分子（10mg / kg）和标准药物阿立哌唑（5mg / kg）分别给药至具有8种不同动物模型的个体组。通过Schrodinger 9.5软件进行对接研究以预测抗精神病活性，并将药代动力学特性置于Schrödinger软件的QIKPROP3.7 （Qikprop）模块中以确定ADME特性。 结果：受体和配体之间的相互作用均显示出优异的对接得分。还对A
• Synthesis, characterization, crystal structure, in-vitro antimicrobial evaluation and molecular docking studies of 1-(furan-2-carbonyl)-3-alkyl-2,6-diphenylpiperidin-4-one derivatives
  作者：R. Srikanth、A. Sivarajan、C.S. Venkatesan、V. Maheshwaran、P. Sugumar、G. Rajitha、J.C. Varalakshmi、M.N. Ponnuswamy

  DOI：10.1016/j.molstruc.2016.07.023

  日期：2016.12

  Abstract A new class of various furoyl derivatives of 2,6-disubstituted piperidin-4-ones were synthesized and characterized by FTIR, NMR, mass and single crystal X-ray diffraction methods. The synthesized compounds were subjected to in-vitro antibacterial and antifungal activities against pathogenic microbial strains. The results pointed out that compounds 11, 12 & 14 displayed pronounced activity

  摘要 合成了一类新的2,6-二取代哌啶-4-酮的呋喃酰基衍生物，并采用FTIR、NMR、质谱和单晶X射线衍射方法对其进行了表征。合成的化合物对病原微生物菌株进行体外抗菌和抗真菌活性。结果表明化合物11、12和14对革兰氏阳性菌显示出明显的活性，而化合物9、13和14对革兰氏阴性菌显示出优异的抑制活性。化合物9对真菌表现出中等活性。此外，还进行了分子对接实验。
• Stereoselective synthesis and spectral studies of some benzotriazolylacetyl hydrazones of 3–alkyl–2,6–diarylpiperidin–4–ones
  作者：M. Velayutham Pillai、K. Rajeswari、C. Udhaya Kumar、K. Gokula Krishnan、S. Mahendran、C. Ramalingan、E.R. Nagarajan、T. Vidhyasagar

  DOI：10.1016/j.molstruc.2017.09.010

  日期：2017.12

  benzotriazole nucleus into piperidine ring is achieved through hydrazone formation. The characterization of the synthesized compounds was carried out using FT-IR, 1H &13C NMR, 1H–1H COSY, 1H–13C COSY, NOESY spectral techniques and GC-Mass spectrum. The spectral assignments were done without ambiguity using 2D-NMR techniques. The conformational preference of the piperidine ring deduced from the spectral

  摘要 通过腙的形成，努力将具有生物活性的苯并三唑核包含在哌啶环中。合成化合物的表征使用 FT-IR、1H 和 13C NMR、1H-1H COSY、1H-13C COSY、NOESY 光谱技术和 GC-质谱进行。使用 2D-NMR 技术毫无歧义地完成了光谱分配。从光谱研究中推导出的哌啶环的构象偏好是“椅子”。分子中存在的亚甲基质子/甲基的非对映性质在观察到的光谱模式中清楚地显示出来。
• Design, Synthesis, Molecular Docking and Antimicrobial Evaluation of Some Tosyl Carbamate Derivatives
  作者：Panneerselvam Kalaivani、Jayaraman Arikrishnan、Mannuthusamy Gopalakrishnan

  DOI：10.14233/ajchem.2020.22440

  日期：2020.3.10

  A series of tosyl carbamates have been synthesized and screened for their antibacterial and antifungal activities. All the synthesized compounds were characterized by spectral techniques (IR, 1H, 13C NMR and mass) and elemental analysis. in silico Molecular docking method was performed to study their antimicrobial activity against the target protein 1T9U. Compound 27 showed good antibacterial activity

  一系列甲苯磺酰基氨基甲酸酯已被合成并筛选其抗菌和抗真菌活性。所有合成的化合物均通过光谱技术（IR、1H、13C NMR 和质谱）和元素分析进行​​了表征。采用计算机分子对接方法研究其对靶蛋白1T9U的抗菌活性。化合物27对革兰氏阳性和革兰氏阴性菌株显示出良好的抗菌活性，化合物19显示出良好的抗真菌活性。分子对接结果显示化合物19表现出最小的CDOCKER能量。与标准相比，甲苯磺酰基氨基甲酸酯衍生物具有良好的抗菌活性，并且所有合成的化合物均表现出中等的 CDOCKER 分数。
• Stereoselective synthesis, spectral and antimicrobial studies of some cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones
  作者：M. Velayutham Pillai、K. Rajeswari、T. Vidhyasagar

  DOI：10.1016/j.molstruc.2014.07.050

  日期：2014.11

  Abstract A series of novel cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones were synthesized stereoselectively and characterized by IR, Mass, 1 H NMR, 13 C NMR, 1 H– 1 H COSY and 1 H– 13 C COSY spectra. The stereochemistry of the synthesized compounds was established using NMR spectra. Antimicrobial screening of the synthesized compounds revealed their antibacterial and antifungal potencies

  摘要 立体选择性地合成了一系列 3-烷基-2,6-二芳基哌啶-4-酮的新型氰基乙酰腙，并通过红外、质谱、 1 H NMR、 13 C NMR、 1 H– 1 H COZY 和 1 H– 13 表征。 C 舒适光谱。合成化合物的立体化学是通过核磁共振谱确定的。合成化合物的抗菌筛选揭示了它们的抗菌和抗真菌效力。发现化合物 15 对产气肠杆菌的生长抑制优于标准药物。