3-(2,3-epoxypropyloxy)benzophenone | 20248-73-1

• 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: 3-(2,3-epoxypropyloxy)benzophenone
• 英文别名: (3-oxiranylmethoxyphenyl)phenylmethanone；Methanone, [3-(oxiranylmethoxy)phenyl]phenyl-；[3-(oxiran-2-ylmethoxy)phenyl]-phenylmethanone
• CAS: 20248-73-1
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: QTBRKIFLGOZFMV-UHFFFAOYSA-N

物化性质

• 沸点：
  418.9±20.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-甲基苯基)哌嗪 、 3-(2,3-epoxypropyloxy)benzophenone 以 甲醇 为溶剂， 以90.29%的产率得到{3-[2-hydroxy-3-(4-(o-tolyl)piperazine-1-yl)propoxy]phenyl}phenylmethanone
  参考文献：
  名称：

  Structure–Activity Relationships, Ligand Efficiency, and Lipophilic Efficiency Profiles of Benzophenone-Type Inhibitors of the Multidrug Transporter P-Glycoprotein

  摘要：

  The drug efflux pump P-glycoprotein (P-gp) has been shown to promote multidrug resistance (MDR) in tumors as well as to influence ADME properties of drug candidates. Here we synthesized and tested a series of benzophenone derivatives structurally analogous to propafenone-type inhibitors of P-gp. Some of the compounds showed ligand efficiency and lipophilic efficiency (LipE) values in the range of compounds which entered clinical trials as MDR modulators. Interestingly, although lipophilicity plays a dominant role for P-gp inhibitors, all compounds investigated showed LipE values below the threshold for promising drug candidates. Docking studies of selected analogues into a homology model of P-glycoprotein suggest that benzophenones show an interaction pattern similar to that previously identified for propafenone-type inhibitors.

  DOI：

  10.1021/jm201705f
• 作为产物：
  描述：

  3-羟基苯甲酮 、 环氧氯丙烷 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 24.0h， 以19.7 g的产率得到3-(2,3-epoxypropyloxy)benzophenone
  参考文献：
  名称：

  超支化聚醚醚（hPEA）作为两亲性单组分II型聚合光引发剂的新型骨架

  摘要：

  摘要使光引发剂（PI）具有聚合性和水溶性是开发具有低迁移率，低毒性和环境友好性的高效光引发剂体系的有效途径。通过将噻吨酮（TX）或二苯甲酮（BP）部分引入由亲水性组成的超支化聚醚醚（hPEA）的外围，我们开发了一系列新型的两亲性超支化聚合物光引发剂（hPEA-TXs和hPEA-BPs）骨架中的聚（环氧乙烷）（PEO）短链和共引发剂胺部分。与水溶性低分子量类似物相比，所得的超支化聚合物光引发剂hPEA101-TX，hPEA211-TX，hPEA101-BP和hPEA211-BP不仅可以很好地溶解在许多有机体系中，包括丙烯酸酯单体，而且在水中具有10 wt％的高溶解度。通过光差扫描量热法（photo-DSC）详细研究了由这些超支化光引发剂引发的水溶性单体丙烯酰胺（AM）和三种疏水性多官能丙烯酸酯单体的光聚合动力学。hPEA-TX和hPEA-BP都可以分别像其低分子量类似物MGA-TX和MGA-

  DOI：

  10.1016/j.cclet.2017.09.016

文献信息

• Discovery of (phenoxy-2-hydroxypropyl)piperidines as a novel class of voltage-gated sodium channel 1.7 inhibitors
  作者：Sayaka Suzuki、Takeshi Kuroda、Hiroko Kimoto、Yuki Domon、Kazufumi Kubota、Yutaka Kitano、Tomihisa Yokoyama、Akiko Shimizugawa、Ryusuke Sugita、Ryuta Koishi、Daigo Asano、Kazuhiko Tamaki、Tsuyoshi Shinozuka、Hiroyuki Kobayashi

  DOI：10.1016/j.bmcl.2015.09.005

  日期：2015.11

  A novel class of Na(V)1.7 inhibitors has been identified by high-throughput screening followed by structure activity relationship studies. Among this series of compounds, piperidine 9o showed potent human and mouse Na(V)1.7 inhibitory activities with fair subtype selectivity over Na(V)1.5. Compound 9o successfully demonstrated analgesic efficacy in mice comparable to that of the currently used drug, mexiletine, but with an expanded central nervous system safety margin. (C) 2015 Elsevier Ltd. All rights reserved.