2,6-di(p-tolyl)3,5-di-methylpiperidin-4-one | 151454-12-5

• 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-di(p-tolyl)3,5-di-methylpiperidin-4-one
• 英文别名: 3,5-Dimethyl-2,6-bis(4-methylphenyl)piperidin-4-one
• CAS: 151454-12-5
• 化学式: C₂₁H₂₅NO
• 分子量: 307.436
• InChiKey: ORKDRKWSOGIHNW-UHFFFAOYSA-N

物化性质

• 沸点：
  456.4±45.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)
• 溶解度：
  <0.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2,6-di(p-tolyl)3,5-di-methylpiperidin-4-one 在 sodium acetate 、 peroxomonosulfate(1-) 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 3-Hydroxy-3,5-dimethyl-2,6-di-p-tolyl-piperidin-4-one
  参考文献：
  名称：

  Meenal, Kr.; Vimala, G. Ramani, Journal of the Indian Chemical Society, 1994, vol. 71, # 10, p. 609 - 612

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-diMe-2,6-bis(4-tolyl)PO 在 硫酸 、 水 、 溶剂黄146 、 quinolinium monofluorochromate(VI) 作用下， 生成 2,6-di(p-tolyl)3,5-di-methylpiperidin-4-one
  参考文献：
  名称：

  Vimala; Jani Bai, Asian Journal of Chemistry, 2010, vol. 22, # 7, p. 5699 - 5704

  摘要：

  DOI：

文献信息

• Synthesis, stereochemistry and antimicrobial evaluation of some N-morpholinoacetyl-2,6-diarylpiperidin-4-ones
  作者：G. Aridoss、S. Balasubramanian、P. Parthiban、S. Kabilan

  DOI：10.1016/j.ejmech.2006.12.005

  日期：2007.6

  Escherichia coli, Pseudomonas aeruginosa and Salmonella typhi and antifungal activity against Candida albicans, Rhizopus sp., Aspergillus niger and Aspergillus flavus were evaluated. Structure and stereochemistry of all the N-morpholinoacetyl-2,6-diarylpiperidin-4-ones have been analyzed using (1)H and (13)C NMR spectroscopic techniques. In all the cases, amide N-CO group is preferentially in coplanar orientation

  为寻找有效的抗菌剂新途径，合成了一系列新型N-吗啉代乙酰基-2,6-二芳基哌啶-4-酮，它们对金黄色葡萄球菌，大肠杆菌，铜绿假单胞菌和鼠伤寒沙门氏菌和评估了对白色念珠菌，根霉菌，黑曲霉和黄曲霉的抗真菌活性。所有的N-吗啉代乙酰基-2,6-二芳基哌啶-4-酮的结构和立体化学已使用（1）H和（13）C NMR光谱技术进行了分析。在所有情况下，相对于哌啶酮环的动态平均平面，酰胺N-CO基团优选处于共面取向。此外，所有对称取代的化合物19、23、24，预期26和27将采用半舟构型，而其他化合物20-22和25将采用扭转舟构型。这九种化合物的结构活性关系结果表明，化合物26和27对除27种抗金黄色葡萄球菌外的所有细菌菌株均具有优异的抗菌活性。对白色念珠菌和黄曲霉，化合物24表现出优异的抗真菌活性，而对根霉属（Rhizopus sp。）而言，化合物25显示出强效活性。获得的结果可以用作构建具有与标准药
• Cross-linked polystyrene/titanium tetrachloride as a tightly bound complex catalyzed the modified Mannich reaction for the synthesis of piperidin-4-ones
  作者：Ali Rahmatpour、Reza Emen、Ghazal Amini

  DOI：10.1016/j.jorganchem.2019.04.004

  日期：2019.8

  Cross-linked polystyrene beads were prepared, characterized and the resulting polymer carrier was functionalized with titanium tetrachloride (TiCl4) via complexation of polystyrene with TiCl4 to afford the corresponding cross-linked polystyrene-TiCl4 stable complex (PSt/TiCl4) in an one step reaction and characterized by FT-IR, UV, TGA, DSC, XRD, SEM, BET. This tightly bound coordination complex was used as

  制备交联的聚苯乙烯珠粒，对其进行表征，并通过聚苯乙烯与TiCl 4的络合作用将所得的聚合物载体用四氯化钛（TiCl 4）官能化，得到相应的交联的聚苯乙烯-TiCl 4稳定的络合物（PSt / TiCl 4一步反应，并通过FT-IR，UV，TGA，DSC，XRD，SEM，BET对其进行表征。这种紧密结合的配位化合物被用作耐水，多相，可回收和可重复使用的路易斯酸催化剂，用于通过酮，芳族醛和乙酸铵在1：中的修饰的曼尼希多组分缩合反应合成取代的哌啶-4-酮。在温和条件下的比例为2：1M。发现反应速率随着交联百分比和共聚物珠粒的筛孔尺寸的增加而降低。该催化剂是耐水的，稳定的，并且可以容易地回收和重复使用至少四次而没有任何活性损失。
• Synthesis, Characterization and Antibacterial Studies on Copper(II) Binuclear Complexes with Substituted Piperidin-4-ones
  作者：CHINNIAGOUNDER THEIVARASU、KRISHNAN SIVAPRAKASH

  DOI：10.13005/ojc/280338

  日期：2012.9.18

  Copper(II) Chloride binuclear complexes with variously substituted 2,6-diphenly piperidin4-ones [Cu2LCl4(H2O)3] have been synthesized and characterized by elemental analysis, molar conductance, magnetic susceptibility measurements, thermal and spectral studies. Molar conductance data show that these complexes are non-electrolytes. The presence of three coordinated water molecules is confirmed by thermal

  通过元素分析，摩尔电导，磁化率测量，热学和光谱研究，合成了具有各种取代的2,6-二苯哌啶4-酮[Cu2LCl4（H2O）3]的氯化铜（II）双核配合物。摩尔电导数据表明这些络合物是非电解质。通过热和红外光谱研究证实了三个配位水分子的存在。红外光谱数据表明哌啶-4-酮是单齿的并且仅通过环氮进行配位。电子光谱和磁学研究表明，Cu（II）配合物的方金字塔形环境失真。配体及其配合物的抗菌活性已通过圆盘扩散法进行了针对细菌培养的测试。
• A facile synthesis, antibacterial, and antitubercular studies of some piperidin-4-one and tetrahydropyridine derivatives
  作者：Gopalakrishnan Aridoss、Shanmugasundaram Amirthaganesan、Nanjundan Ashok Kumar、Jong Tae Kim、Kwon Taek Lim、Senthamaraikannan Kabilan、Yeon Tae Jeong

  DOI：10.1016/j.bmcl.2008.10.045

  日期：2008.12

  The raise in clinical significance of multidrug-resistant bacterial pathogens has directed us to synthesize 2,6-diarylpiperidin-4-one and Delta(3)-tetrahydropyridin-4-ol based benzimidazole and O-arylsulfonyl derivatives. X-ray crystal structure of tetrahydropyridinol (23) confirmed a change in conformation and orientation of substituents upon amide formation. Antibacterial activities evaluated against a wide number of bacterial pathogens (both sensitive and multidrug-resistant) revealed that 19, 27 against Staphylococcus aureus, 27 against Enterococcus faecalis, and 19, 21, 23, and 27 against Enterococcus faecium are significantly good at lowest MIC90 (16 mu g/mL). Inhibitory power noticed by 23 against Vancomycin-Linezolid-resistant E. faecalis and 27 against Vancomycin-resistant E. faecium are onefold better than the standard Linezolid and Trovafloxacin drugs, respectively. Moreover, antitubercular activity for the selected compounds against Mycobacterium tuberculosis H37Rv revealed that compounds 23, 24, and 27 expressed onefold improved potency compared to the standard Rifampicin drug. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis, spectral, crystal and antimicrobial studies of biologically potent oxime ethers of nitrogen, oxygen and sulfur heterocycles
  作者：Paramasivam Parthiban、Gopalakrishnan Aridoss、Paramasivam Rathika、Venkatachalam Ramkumar、Senthamaraikannan Kabilan

  DOI：10.1016/j.bmcl.2009.04.038

  日期：2009.6

  Three series of oxime ethers viz, 2,6-diarylpiperidin-4-one O-benzyloximes 5a-o, 2,6-diaryltetrahydropyran-4-one O-benzyloximes 7a-e and 2,6-diaryltetrahydrothiopyran-4-one O-benzyloximes 11a-b and 12a-c were synthesized and stereochemistry is established by their spectral and single crystal analysis. A SAR study has been carried out for the above oxime ethers against a panel of antibacterial (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi and Escherichia coli) and antifungal agents (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger, Aspergillus flavus and Cryptococcus neoformans), respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the chloro/methyl/methoxy substituted compounds exerted moderate to good activity against all the tested organisms; moreover, some compounds (5i, 5l, 5n, 5o, 7c2, 7d1, 7d2, 7e, 11b and 12c) exhibited promising activity than standard drugs. (C) 2009 Elsevier Ltd. All rights reserved.