1-(p-tolyl)-3-phenylpyrrolidine-2,5-dione | 31591-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 1-(p-tolyl)-3-phenylpyrrolidine-2,5-dione
• 英文别名: 1-p-Tolyl-3-phenyl-succinimid；N-(p-Methylphenyl)-phenyl-3-succinimid；3-phenyl-1-p-tolyl-pyrrolidine-2,5-dione；3-Phenyl-1-p-tolyl-pyrrolidin-2,5-dion；1-(4-Methylphenyl)-3-phenylpyrrolidine-2,5-dione
• CAS: 31591-74-9
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: IASPVXUUDKTIOV-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：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(p-tolyl)-3-phenylpyrrolidine-2,5-dione 、 二氧化锰 以63%的产率得到
  参考文献：
  名称：

  ICHIMURA KUNIHIRO; WATANABE SHOJI; OCHI HIDEO, NIXON KAGAKU KAJSI, NIRRON KAGAKU KAISNI, J. CHEM. SOS. JAR., CHEM. AND I+

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基丁二酸 在 乙酰氯 、 苯 作用下， 生成 1-(p-tolyl)-3-phenylpyrrolidine-2,5-dione
  参考文献：
  名称：

  Hann; Lapworth, Journal of the Chemical Society, 1904, vol. 85, p. 1367

  摘要：

  DOI：

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
• Solvatochromic and quantum chemical investigations of newly synthesized succinimides: substituent effect on intramolecular charge transfer
  作者：Nebojša Banjac、Nemanja Trišović、Željko Vitnik、Vesna Vitnik、Nataša Valentić、Gordana Ušćumlić、Ivan Juranić

  DOI：10.1007/s00706-013-1052-1

  日期：2013.10

  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.
• A novel synthetic approach towards N-phenylsuccinimides from γ-lactam-2-carboxylic acid derivatives by reaction with CAN–NaBrO3
  作者：Gopa Barman、Mahuya Roy、Jayanta. K. Ray

  DOI：10.1016/j.tetlet.2007.12.071

  日期：2008.2

  N-Arylsuccinimides have been synthesized by decarboxylative oxidation of N-aryl-gamma-lactam-2-carboxylic acids with the dual oxidant CAN/NaBrO(3) in refluxing acetonitrile-water. (C) 2008 Elsevier Ltd. All rights reserved.
• Anschuetz, Justus Liebigs Annalen der Chemie, 1907, vol. 354, p. 144
  作者：Anschuetz

  DOI：——

  日期：——
• ICHIMURA KUNIHIRO; WATANABE SHOJI; OCHI HIDEO, NIXON KAGAKU KAJSI, NIRRON KAGAKU KAISNI, J. CHEM. SOS. JAR., CHEM. AND I+
  作者：ICHIMURA KUNIHIRO、 WATANABE SHOJI、 OCHI HIDEO

  DOI：——

  日期：——