1-(4-cyanophenyl)-3,3-diphenylpyrrolidine-2,5-dione | 1272616-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-cyanophenyl)-3,3-diphenylpyrrolidine-2,5-dione
• 英文别名: 4-(2,5-dioxo-3,3-diphenylpyrrolidin-1-yl)benzonitrile
• CAS: 1272616-16-6
• 化学式: C₂₃H₁₆N₂O₂
• 分子量: 352.392
• InChiKey: BDPWFBUWRRIUFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-呋喃二酮,二氢-3,3-二苯基- 以 乙酰氯 、 丙酮 为溶剂， 反应 4.0h， 生成 1-(4-cyanophenyl)-3,3-diphenylpyrrolidine-2,5-dione
  参考文献：
  名称：

  Solvatochromic and quantum chemical investigations of newly synthesized succinimides: substituent effect on intramolecular charge transfer

  摘要：

  Two series of 1-aryl-3-phenyl- and 1-aryl-3,3-diphenylpyrrolidine-2,5-diones were synthesized and their solvatochromic properties were studied in a set of 15 solvents of different polarity. The effect of specific and non-specific solvent-solute interactions on the position of their absorption bands was evaluated by using the solvent parameter sets of Kamlet and Taft. The interpretation of the effect of different substituent patterns on the solvatochromic properties of the investigated compounds was based on quantum chemical calculations performed by the density functional theory (DFT)/CAM-B3LYP method using the 6-311G(d,p) basis set. The theoretical absorption frequencies show very good agreement with the experimental values. The energy gaps between the HOMO and LUMO orbitals were also analyzed. It is demonstrated that different substituents change the conjugation effect and further determine the pathways of intramolecular charge transfer.

  DOI：

  10.1007/s00706-013-1052-1

文献信息

• Reversed-Phase TLC and HPLC Retention Data in Correlation Studies with in Silico Molecular Descriptors and Druglikeness Properties of Newly Synthesized Anticonvulsant Succinimide Derivatives
  作者：Nada Perisic-Janjic、Roman Kaliszan、Paweł Wiczling、Natasa Milosevic、Gordana Uscumlic、Nebojsa Banjac

  DOI：10.1021/mp100373d

  日期：2011.4.4

  constants RM0 and log kw, which characterize lipophilicity of compounds. Considering potential pharmaceutical importance of succinimide derivatives, we (i) examined the retention behavior in the reversed-phase liquid chromatographic (RP LC) systems, in both planar and column LC, and (ii) determined the relationships between chromatographic data and selected structural features of analytes that are believed

  已经研究了与两个新合成的琥珀酰亚胺衍生物系列的药代动力学有关的性质。所考虑的性质可以通过反相液相色谱法（TLC和HPLC技术）凭经验确定，也可以使用已建立的理论药物化学/药物设计软件进行计算。色谱技术可确定保留常数R M 0和log k w，其表征化合物的亲脂性。考虑到琥珀酰亚胺衍生物的潜在药物重要性，我们（i）在反相液相色谱（RP LC）系统中检测了液相色谱和柱液相色谱的保留行为，并且（ii）确定了色谱数据与所选结构特征之间的关系被认为会显着影响其吸收，分布，代谢，排泄和毒性过程的分析物（ADMETox）。发现保留常数R M 0和log k w与计算机计算的生物活性描述符，特别是HIA（人类肠道吸收）和PPB（血浆蛋白结合）参数之间存在显着关系。在[R已推荐将所研究化合物的M 0和log k w值用于描述其亲脂性和评估药代动力学特性。鉴于这项研究的结果，新合成的琥珀酰亚胺药物符合预选药物