1-(4-Chloro-phenyl)-3-piperidin-1-yl-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(4-Chloro-phenyl)-3-piperidin-1-yl-pyrrole-2,5-dione
• 英文别名: 1-(4-Chlorophenyl)-3-piperidin-1-ylpyrrole-2,5-dione
• 化学式: C₁₅H₁₅ClN₂O₂
• 分子量: 290.749
• InChiKey: IKHJVSFOJDWIQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-Chloro-phenyl)-3-piperidin-1-yl-pyrrole-2,5-dione 在 溶剂黄146 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 N'-{(E)-[1-(4-chlorophenyl)-4-(piperidin-1-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]methylidene}-4-methylbenzene-1-sulfonohydrazide
  参考文献：
  名称：

  Novel Schiff bases derived from N-aryl maleimide derivatives as an effective antimicrobial agent: Theoretical and experimental approach

  摘要：

  A set of new Schiff bases of N-aryl 3- and 4-substituted maleimides has been prepared via condensation of N-aryl 3- and 4- substituted maleimides with p-toluene sulfonyl hydrazide in acidic medium at room temperature. The structures of synthesized compounds were characterized by IR, H-1 NMR, C-13 NMR, MS spectral data, and further confirmed by single-crystal x-ray crystallography for 5c. The computational study was carried out using Gaussian 09 software by using the B3LYP/6-311 + G(d,p) basis set. Single-crystal study results showed much closeness with computational study results. These novel compounds were screened for their antimicrobial activity against two pathogenic bacteria such as Escherichia coli (ATCC8739) and Staphylococcus aureus (ATCC25923) and two pathogenic fungi such as Aspergillus niger (MCIM10231) and Candida albicans (MTCC6275). The investigation of antimicrobial screening data showed that the most of tested compounds are moderate to good microbial inhibitors.

  DOI：

  10.1016/j.bioorg.2020.104129
• 作为产物：
  描述：

  1-(4-氯苯基)吡咯烷-2,5-二酮 在 溴 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 1-(4-Chloro-phenyl)-3-piperidin-1-yl-pyrrole-2,5-dione
  参考文献：
  名称：

  Patil, Nilesh S.; Deshmukh, Ganesh B.; Mahale, Keshao A., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 2, p. 272 - 278

  摘要：

  DOI：

文献信息

• Concentration and Temperature Dependence of the Thermodynamic Properties of Novel Biologically Active 3-Substituted Schiff Base of 4-Piperidyl N-(4-chlorophenyl)maleimide
  作者：Jayraj Aher、Arun Bhagare、Manoj Gaware、Dnyaneshwar Lokhande、Anant Kardel、Akshay Dhayagude、Vikram Jadhav、Keshav Mahale

  DOI：10.14233/ajchem.2021.23146

  日期：——

  In present work, the concentration and temperature dependence of the thermodynamic properties of 3-substituted Schiff base of 4-piperidyl N-(4-chlorophenyl)maleimide compound in 80% DMSO was estimated. Concentration (0.002-0.01 M) and temperature (298-313 K) dependent densitometric and viscometric measurement were employed to evaluate limiting molar volume (φv 0), semi-empirical parameter (Sv), Falkenhagen (A) and Jones-Dole (B) viscosity coefficient. The obtained results suggest the presence of weaker solute-solvent interactions and stronger solute-solute interactions. It was observed that these interactions strongly depend on the temperature of the system. Furthermore, the Gibbs free energy (ΔG), enthalpy (ΔH) and entropy (ΔS) of the system were also evaluated. The negative values of ΔG and ΔH and positive values of ΔS indicating reaction was spontaneous and exothermic in nature.

  在这项研究中，评估了80% DMSO中4-哌啶基N-(4-氯苯基)马来酰亚胺化合物的3-取代Schiff碱的热力学性质的浓度和温度依赖性。使用浓度（0.002-0.01 M）和温度（298-313 K）依赖性的密度计和粘度计测量来评估极限摩尔体积（φv0）、半经验参数（Sv）、Falkenhagen（A）和Jones-Dole（B）粘度系数。所得结果表明存在较弱的溶质-溶剂相互作用和较强的溶质-溶质相互作用。观察到这些相互作用强烈依赖于系统的温度。此外，还评估了系统的吉布斯自由能（ΔG）、焓（ΔH）和熵（ΔS）。ΔG和ΔH的负值以及ΔS的正值表明反应是自发的和放热的。