5-(4-((2-chlorobenzyl)oxy)benzylidene)imidazolidine-2,4-dione | 402609-20-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-(4-((2-chlorobenzyl)oxy)benzylidene)imidazolidine-2,4-dione
• 英文别名: 5-[[4-[(2-Chlorophenyl)methoxy]phenyl]methylidene]imidazolidine-2,4-dione；5-[[4-[(2-chlorophenyl)methoxy]phenyl]methylidene]imidazolidine-2,4-dione
• CAS: 402609-20-5
• 化学式: C₁₇H₁₃ClN₂O₃
• mdl: MFCD03728826
• 分子量: 328.755
• InChiKey: SPKYUUCYHBXALQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对羟基苯甲醛 在 哌啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 5-(4-((2-chlorobenzyl)oxy)benzylidene)imidazolidine-2,4-dione
  参考文献：
  名称：

  Cheng, Xian-Chao; Sun, Su-Xia; Zhang, Hao, Asian Journal of Chemistry, 2011, vol. 23, # 9, p. 4114 - 4116

  摘要：

  DOI：

文献信息

• Hydantoin based dual inhibitors of ALR2 and PARP-1: Design, synthesis, in-vitro and in-vivo evaluation
  作者：Manoj Kumar、Pankaj Kumar Singh、Shalki Choudhary、Om Silakari

  DOI：10.1016/j.bioorg.2022.106108

  日期：2022.12

  molecules were duly synthesized and examined for their ALR2 and PARP-1 dual inhibitory activities and selectivity over aldehyde reductase (ALR1) using in vitro enzymatic assays. Based on the results of in silico analysis and in vitro assays, the best three molecules were evaluated in vivo for their nephroprotective effect and antioxidant potential in the high-fat diet-streptozotocin induced diabetic

  糖尿病肾病是最可怕的糖尿病并发症（DC）之一。多元醇途径和统一机制是涉及 DC 进展的两个重要途径。在这方面，针对这些途径的关键酶，即醛糖还原酶 (ALR2) 和聚 (ADP-核糖) 聚合酶-1 (PARP-1) 可能是一种相关策略。因此，在这项研究中，确定了双重抑制这两种酶（即 ALR2 和 PARP-1）所需的药效团要求，并因此设计了一些基于乙内酰脲的分子。对设计的分子进行基于结构的分子建模分析，包括分子对接分析和分子动力学模拟。体外酶测定。根据计算机分析和体外测定的结果，在高脂肪饮食-链脲佐菌素诱导的糖尿病大鼠模型中，体内评估了最佳的三种分子的肾保护作用和抗氧化潜力。结果表明，化合物 FM6B、FM7B 和 FM9B 对 ALR2（IC 50；分别为 1.02、1.14 和 1.08 μM）和 PARP-1（IC 50；分别为 0.95、0.81 和 1.42 μM）具有低微摩尔抑制潜力对
• Synthesis, biological evaluation and 3D-QSAR studies of imidazolidine-2,4-dione derivatives as novel protein tyrosine phosphatase 1B inhibitors
  作者：Mei-Yan Wang、Yuan-Yuan Jin、Hui-Yu Wei、Li-Song Zhang、Su-Xia Sun、Xiu-Bo Chen、Wei-Li Dong、Wei-Ren Xu、Xian-Chao Cheng、Run-Ling Wang

  DOI：10.1016/j.ejmech.2015.08.037

  日期：2015.10

  Protein tyrosine phosphatase 1B (PTP1B) plays a vital role in the regulation of insulin sensitivity and dephosphorylation of the insulin receptor, so PTP1B inhibitors may be potential agents to treat type 2 diabetes. In this work, a series of novel imidazolidine-2,4-dione derivatives were designed, synthesized and assayed for their PTP1B inhibitory activities. These compounds exhibited potent activities with IC50 values at 0.57-172 mu M. A 3D-QSAR study using CoMFA and CoMSIA techniques was carried out to explore structure activity relationship of these molecules. The CoMSIA model was more predictive with q(2) = 0.777, r(2) = 0.999, SEE = 0.013 and r(pred)(2) = 0.836, while the CoMFA model gave q(2) = 0.543, r(2) = 0.998, SEE = 0.029 and r(pred)(2) = 0354. The contour maps derived from the best CoMFA and CoMSIA models combined with docking analysis provided good insights into the structural features relevant to the bioactivity, and could be used in the molecular design of novel imidazolidine-2,4-dione derivatives. (C) 2015 Elsevier Masson SAS. All rights reserved.