2-(4-乙氧基苯基)-5-(4-甲基苯基)-1,3,4-恶二唑 | 338426-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(4-乙氧基苯基)-5-(4-甲基苯基)-1,3,4-恶二唑
• 英文名称: 2-(4-ethoxyphenyl)-5-(4-methyl phenyl)-1,3,4-oxadiazole
• 英文别名: 1,3,4-Oxadiazole, 2-(4-ethoxyphenyl)-5-(4-methylphenyl)-；2-(4-ethoxyphenyl)-5-(4-methylphenyl)-1,3,4-oxadiazole
• CAS: 338426-44-1
• 化学式: C₁₇H₁₆N₂O₂
• 分子量: 280.326
• InChiKey: DDZRRVQSVYIYHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-乙氧基苯基)-5-(4-甲基苯基)-1,3,4-恶二唑 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 、 lithium hydroxide 作用下， 反应 5.0h， 生成 2-[2-[2-[2-[bis(carboxymethyl)amino]phenoxy]ethoxy]-N-(carboxymethyl)-4-[2-[4-[5-(4-ethoxyphenyl)-1,3,4-oxadiazol-2-yl]phenyl]ethenyl]anilino]acetic acid
  参考文献：
  名称：

  Synthesis of a new ratiometric emission Ca2+ indicator for in vivo bioimaging

  摘要：

  A novel fluorescent calcium indicator with a 490/582 nm ratiometric emission has been designed and synthesized. The indicator exhibits a highly selective ratiometric emission response to Ca2+ over other metal cations and a large Stokes shift of 202 nm. Moreover, its practical cell imaging capability for intracellular Ca2+ in the resting- and dynamic-state has been demonstrated in human umbilical vein endothelial cells using a confocal laser scanning microscope. (C) 2012 Chuan Dong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.12.016
• 作为产物：
  描述：

  4-乙氧基苯酰肼 在 吡啶 、 三氯氧磷 作用下， 反应 10.0h， 生成 2-(4-乙氧基苯基)-5-(4-甲基苯基)-1,3,4-恶二唑
  参考文献：
  名称：

  Synthesis of a new ratiometric emission Ca2+ indicator for in vivo bioimaging

  摘要：

  A novel fluorescent calcium indicator with a 490/582 nm ratiometric emission has been designed and synthesized. The indicator exhibits a highly selective ratiometric emission response to Ca2+ over other metal cations and a large Stokes shift of 202 nm. Moreover, its practical cell imaging capability for intracellular Ca2+ in the resting- and dynamic-state has been demonstrated in human umbilical vein endothelial cells using a confocal laser scanning microscope. (C) 2012 Chuan Dong. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2012.12.016

文献信息

• A novel ratiometric emission probe for Ca²⁺in living cells
  作者：Qiaoling Liu、Wei Bian、Heping Shi、Li Fan、Shaomin Shuang、Chuan Dong、Martin M. F. Choi

  DOI：10.1039/c2ob26888d

  日期：——

  A ratiometric fluorescent probe for Ca2+ based on 1,3,4-oxadiazole derivative has been designed and developed. The probe exhibits a large Stokes shift of 202 nm and a highly selective ratiometric emission response (490/582 nm) to Ca2+ over other metal cations. Additionally, the probe can readily reveal the changes of intracellular Ca2+ concentration in living human umbilical vein endothelial cells.

  我们设计并开发了一种基于 1,3,4-噁二唑衍生物的 Ca2+ 比率荧光探针。该探针的斯托克斯位移为 202 nm，对 Ca2+ 的比率发射响应（490/582 nm）比其他金属阳离子具有更高的选择性。此外，该探针还能轻易揭示活人脐静脉内皮细胞中细胞内 Ca2+ 浓度的变化。