4-{3-[(Bis-pyridin-2-ylmethyl-amino)-methyl]-phenoxy}-butylamine | 852533-78-9

• 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: 4-{3-[(Bis-pyridin-2-ylmethyl-amino)-methyl]-phenoxy}-butylamine
• 英文别名: 4-[3-[[Bis(pyridin-2-ylmethyl)amino]methyl]phenoxy]butan-1-amine
• CAS: 852533-78-9
• 化学式: C₂₃H₂₈N₄O
• 分子量: 376.502
• InChiKey: URLCBCNTSYKIDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  油酸 、 4-{3-[(Bis-pyridin-2-ylmethyl-amino)-methyl]-phenoxy}-butylamine 在 三乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以33 %的产率得到N-(4-(3-((bis(pyridin-2-ylmethyl)amino)methyl)phenoxy)butyl)octadec-9-enamide
  参考文献：
  名称：

  Zinc Coordination Lipid Nanoparticles Co‐Delivering Calcium Peroxide and Chelating STING agonist for Enhanced Cancer Metalloimmunotherapy

  摘要：

  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.

  DOI：

  10.1002/smll.202402308
• 作为产物：
  描述：

  2-(4-{3-[(Bis-pyridin-2-ylmethyl-amino)-methyl]-phenoxy}-butyl)-isoindole-1,3-dione 在 肼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 4-{3-[(Bis-pyridin-2-ylmethyl-amino)-methyl]-phenoxy}-butylamine
  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

• NOVEL Zn-DPA COMPLEX COMPOUNDS AND siRNA DELIVERY SYSTEMS CONTAINING THE SAME
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US20180044674A1

  公开（公告）日：2018-02-15

  Provided herein are a novel Zn-DPA complex compound and an siRNA delivery system including the same as a transporter, the Zn-DPA complex compound including: a phosphate-directing functional part of zinc (II)-dipicolylamine (“Zn-DPA”); a cell membrane-directing functional part; and a linker part that links the phosphate-directing functional part and the cell membrane-directing functional part. The Zn-DPA complex compound has low toxicity and efficiently delivers siRNA to cells, thereby useful in various ways for various studies and diagnosis and treatment of diseases, which use siRNA.

  本文提供了一种新型的Zn-DPA复合物化合物和包括其作为转运体的siRNA递送系统，其中Zn-DPA复合物化合物包括：锌（II）-二吡啶甲酰胺（“Zn-DPA”）的磷酸盐定向功能部分；细胞膜定向功能部分；以及连接磷酸盐定向功能部分和细胞膜定向功能部分的连接器部分。Zn-DPA复合物化合物具有低毒性并能高效地递送siRNA到细胞，因此在各种研究和诊断治疗siRNA相关疾病方面具有多种用途。
• Zn-DPA complex compounds and siRNA delivery systems containing the same
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY

  公开号：US10190120B2

  公开（公告）日：2019-01-29

  Provided herein are a novel Zn-DPA complex compound and an siRNA delivery system including the same as a transporter, the Zn-DPA complex compound including: a phosphate-directing functional part of zinc (II)-dipicolylamine (“Zn-DPA”); a cell membrane-directing functional part; and a linker part that links the phosphate-directing functional part and the cell membrane-directing functional part. The Zn-DPA complex compound has low toxicity and efficiently delivers siRNA to cells, thereby useful in various ways for various studies and diagnosis and treatment of diseases, which use siRNA.

  本文提供了一种新型 Zn-DPA 复合物和一种 siRNA 运送系统，其中包括作为转运体的 Zn-DPA 复合物，该 Zn-DPA 复合物包括：锌（II）-二羟基胺（"Zn-DPA"）的磷酸定向功能部分；细胞膜定向功能部分；以及连接磷酸定向功能部分和细胞膜定向功能部分的连接部分。Zn-DPA 复合物毒性低，能有效地将 siRNA 运送到细胞中，因此可用于使用 siRNA 的各种研究、疾病诊断和治疗。
• 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.