2-(4-(3-(hydroxymethyl)phenoxy)butyl)isoindoline-1,3-dione | 819067-04-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(4-(3-(hydroxymethyl)phenoxy)butyl)isoindoline-1,3-dione
• 英文别名: 2-[4-(3-Hydroxymethyl-phenoxy)-butyl]-isoindole-1,3-dione；2-[4-[3-(Hydroxymethyl)phenoxy]butyl]-1H-isoindole-1,3(2H)-dione；2-[4-[3-(hydroxymethyl)phenoxy]butyl]isoindole-1,3-dione
• CAS: 819067-04-4
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: WXZNIEDSJQUMHN-UHFFFAOYSA-N

物化性质

• 沸点：
  529.2±35.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.63
• 重原子数：
  24.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  66.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(4-(3-(hydroxymethyl)phenoxy)butyl)isoindoline-1,3-dione 在 四溴化碳 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 肼 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 生成 [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] N-[4-[3-[[bis(pyridin-2-ylmethyl)amino]methyl]phenoxy]butyl]carbamate
  参考文献：
  名称：

  囊泡膜表面的动态分子识别。

  摘要：

  囊泡结合的受体与水溶性配体缔合的能力随膜载量和具有阳离子N-CH 3基团的膜添加剂的存在而增加。

  DOI：

  10.1039/b517940h
• 作为产物：
  描述：

  N-(4-溴丁基)邻苯二甲酰亚胺 、 3-羟基苯甲醇 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以67%的产率得到2-(4-(3-(hydroxymethyl)phenoxy)butyl)isoindoline-1,3-dione
  参考文献：
  名称：

  囊泡膜表面的动态分子识别。

  摘要：

  囊泡结合的受体与水溶性配体缔合的能力随膜载量和具有阳离子N-CH 3基团的膜添加剂的存在而增加。

  DOI：

  10.1039/b517940h

文献信息

• Fluorophore-linked zinc(II)dipicolylamine coordination complexes as sensors for phosphatidylserine-containing membranes
  作者：C. Lakshmi、Roger G. Hanshaw、Bradley D. Smith

  DOI：10.1016/j.tet.2004.08.052

  日期：2004.11

  A series of Zn2+-2,2'-dipicolylamine (Zn2+-DPA) coordination complexes with an attached NBD fluorophore are synthesized and evaluated as fluorescent sensors. The sensors do not respond to vesicles composed of zwitterionic phosphatidylcholine, but the NBD fluorescence emission is enhanced in the presence of anionic vesicles. A sensor with two Zn2+-DPA units and a hydrophilic tris(ethyleneoxy) linker produced a larger emission enhancement than an analogue with a butyl linker, and titration with 1:1 POPC:POPS vesicles lead to an apparent phospholipid association constant of 5.3 x 104 M-1. The sensor can detect the presence of vesicles containing as little as 5% phosphatidylserine. The sensing effect apparently requires a membrane surface because the sensors do not respond to a phosphatidylserine derivative that is monodispersed in aqueous solution. (C) 2004 Elsevier Ltd. All rights reserved.
• Zinc Coordination Lipid Nanoparticles Co‐Delivering Calcium Peroxide and Chelating STING agonist for Enhanced Cancer Metalloimmunotherapy
  作者：Qian Qiu、Jiexin Li、He Ren、Jingyu Zhang、Gengqi Liu、Ruiqi Yang、Boyang Sun、Chen Zhang、Yumiao Zhang

  DOI：10.1002/smll.202402308

  日期：2024.11

  Metalloimmunotherapy has achieved great preclinical success against malignant tumors. Nonetheless, the limited immune cell infiltration and impaired immunogenicity within the tumor microenvironment (TME) significantly hinder its translation to clinical applications. In this study, a zinc coordination lipid nanoparticle is developed loaded with calcium peroxide hydrate (CaO2) nanoparticles and the STING agonist diABZI‐2, which is termed A‐CaO2‐Zn‐LNP. The release of Zn2+ from the A‐CaO2‐Zn‐LNP and the calcium overload synergistically induced immunogenic cell death (ICD). In addition, CaO2 nanoparticles can consume H+ and release oxygen (O2) under acidic conditions. This treatment increased the pH and alleviated the hypoxia of the TME. Along with cGAS‐STING activation by diABZI‐2, A‐CaO2‐Zn‐LNP ultimately results in enhanced anti‐tumor systemic immunity and long‐term immune memory via alleviating the immunosuppressive microenvironment. Taken together, A‐CaO2‐Zn‐LNP offers a new nanoplatform that expands its application for cancer treatment by metalloimmunotheray.