3,3'-(hydroxyphenylboryl)dibenzyl ether | 938083-38-6

• 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: 3,3'-(hydroxyphenylboryl)dibenzyl ether
• 英文别名: bis(3,3'-(phenylhydroxyboryl)benzyl) ether；bis(3-(phenylhydroxyboryl)benzyl)ether；[3-[[3-[Hydroxy(phenyl)boranyl]phenyl]methoxymethyl]phenyl]-phenylborinic acid
• CAS: 938083-38-6
• 化学式: C₂₆H₂₄B₂O₃
• 分子量: 406.097
• InChiKey: MCRCQAHGZJEILZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-羟乙基哌啶 、 3,3'-(hydroxyphenylboryl)dibenzyl ether 以 乙醇 为溶剂， 生成 bis(3,3'-(phenyl-2-piperidylethoxyboryl)benzyl) ether
  参考文献：
  名称：

  NOVEL BISBORON COMPOUND

  摘要：

  公开号：

  EP1961756B1
• 作为产物：
  描述：

  bis(3-bromobenzyl) ether 、 (4-{2-[(2-羟基-3-苯氧基丙基)氨基]乙氧基}苯氧基)乙酸 在 仲丁基锂 、 盐酸 、 水 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以153 mg的产率得到3,3'-(hydroxyphenylboryl)dibenzyl ether
  参考文献：
  名称：

  Synthesis of bisboron compounds and their strong inhibitory activity on store-operated calcium entry

  摘要：

  Store-operated calcium entry (SOCE) is an important mechanism for replenishing intracellular calcium stores and for sustaining calcium signaling. We developed a method for synthesis of bisboron compounds that have two borinic acids or their esters in one molecule. These compounds are analogues of 2-APB, which is widely used as a membrane-permeable SOCE inhibitor. Further, we examined the effect of the newly synthesized bisboron compounds on SOCE in Jurkat T cells. All the bisboron compounds showed strong inhibitory activity on SOCE, with IC50 values of less than 1 mu M, which were 20-45 times lower than observed with 2-APB. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.12.108

文献信息

• Synthesis of bisboron compounds and their strong inhibitory activity on store-operated calcium entry
  作者：Akinobu Z. Suzuki、Shoichiro Ozaki、Jun-Ichi Goto、Katsuhiko Mikoshiba

  DOI：10.1016/j.bmcl.2009.12.108

  日期：2010.2

  Store-operated calcium entry (SOCE) is an important mechanism for replenishing intracellular calcium stores and for sustaining calcium signaling. We developed a method for synthesis of bisboron compounds that have two borinic acids or their esters in one molecule. These compounds are analogues of 2-APB, which is widely used as a membrane-permeable SOCE inhibitor. Further, we examined the effect of the newly synthesized bisboron compounds on SOCE in Jurkat T cells. All the bisboron compounds showed strong inhibitory activity on SOCE, with IC50 values of less than 1 mu M, which were 20-45 times lower than observed with 2-APB. (C) 2010 Elsevier Ltd. All rights reserved.
• NOVEL BISBORON COMPOUND
  申请人：Japan Science and Technology Agency

  公开号：EP1961756B1

  公开（公告）日：2016-04-27