3-(4-bromobenzyl)-1H-isochromen-1-one | 1227266-17-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: 3-(4-bromobenzyl)-1H-isochromen-1-one
• CAS: 1227266-17-2
• 化学式: C₁₆H₁₁BrO₂
• 分子量: 315.166
• InChiKey: SLAQJNKHGQKZDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.15
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  30.21
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-(4-bromobenzyl)-1H-isochromen-1-one 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Identification of Novel Urease Inhibitors by High-Throughput Virtual and in Vitro Screening

  摘要：

  Ureases are important in both agriculture and human health. Bacterial ureases are directly involved in many farm-field problems and pathological conditions. Here, we report a structure-based virtual screening of an in-house compound bank of about 6000 molecular entities by computational docking and binding free energy calculations followed by in vitro screening. Applied protocol leads to the identification of novel urease inhibitors, which can serve as starting points for structural optimization.

  DOI：

  10.1021/ml100068u
• 作为产物：
  描述：

  4-溴苯乙酰氯 、 邻羧基苯乙酸 反应 4.0h， 生成 3-(4-bromobenzyl)-1H-isochromen-1-one
  参考文献：
  名称：

  Identification of Novel Urease Inhibitors by High-Throughput Virtual and in Vitro Screening

  摘要：

  Ureases are important in both agriculture and human health. Bacterial ureases are directly involved in many farm-field problems and pathological conditions. Here, we report a structure-based virtual screening of an in-house compound bank of about 6000 molecular entities by computational docking and binding free energy calculations followed by in vitro screening. Applied protocol leads to the identification of novel urease inhibitors, which can serve as starting points for structural optimization.

  DOI：

  10.1021/ml100068u

文献信息

• Synthesis and effect of substituent position on anti-inflammatory activity of 3-(halobenzyl)isocarbostyrils
  作者：Tariq Mahmood Babar、Muhammad Moazzam Naseer、Farukh Iftakhar Ali、Nasim Hasan Rama、Taibi Ben Hadda

  DOI：10.1007/s00044-014-1027-8

  日期：2014.10

  skeleton based 3-(halobenzyl)isocarbostyrils (2a–2i), were designed and synthesized to examine the effect of position of different halide substituents on anti-inflammatory activity. The structure–activity relationship shows a significant influence of position of halide substituents on in vitro anti-inflammatory activity. 3-(o-halobenzyl)isocarbostyrils (2a, 2d, and 2g) showed the lowest activity most probably

  摘要设计并合成了一系列新的基于天然产物骨架的3-（卤代苄基）异羰基苯乙烯（2a – 2i），以研究不同卤化物取代基的位置对抗炎活性的影响。结构与活性的关系表明卤化物取代基的位置对体外抗炎活性具有重要影响。3-（邻卤代苄基）异咔唑（2a，2d和2g）表现出最低的活性，这很可能是由于卤化物与酰胺N–H之间的分子内氢键封闭了药效团的位置。相反，3-（对-卤代苄基）异咔唑2c，2f和2i表现出中等至非常好的炎症活性。发现化合物2c（IC 50  =  251.002±2.910）具有与标准药物（吲哚美辛，IC 50  =  271.210±2.127）相当的活性。为了进一步理解卤化物取代基的位置对3-（卤代苄基）异咔唑的影响，进行了计算POM。具有建设性命题的研究可能有助于设计更有效的类似物。 图形概要