3-azido-7-((4,6-dichloro-1,3,5-triazin-2-yl)oxy)-2H-chromen-2-one | 1301726-41-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-azido-7-((4,6-dichloro-1,3,5-triazin-2-yl)oxy)-2H-chromen-2-one
• 英文别名: 3-azido-7-(4,6-dichloro-1,3,5-triazin-2-yloxy)-2H-chromen-2-one；3-azido-7-[(4,6-dichloro-1,3,5-triazin-2-yl)oxy]chromen-2-one
• CAS: 1301726-41-9
• 化学式: C₁₂H₄Cl₂N₆O₃
• 分子量: 351.108
• InChiKey: HEJCSCWIYTWQSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-azido-7-((4,6-dichloro-1,3,5-triazin-2-yl)oxy)-2H-chromen-2-one 在 N,N-二异丙基乙胺 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 24.0h， 生成 N2-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)benzoyl)-N5-(2-(2-(2-((4-((3-azido-2-oxo-2H-chromen-7-yl)oxy)-6-((2-hydroxyethyl)amino)-1,3,5-triazin-2-yl)amino)ethoxy)ethoxy)ethyl)-L-glutamine
  参考文献：
  名称：

  MULTIFUNCTIONAL SMALL MOLECULES

  摘要：

  本发明涉及树枝状大分子的合成。具体而言，本发明涉及能够进行点击化学的 三嗪支架，用于一步法合成功能化树枝状大分子，以及制造和使用该支架的方法。

  公开号：

  US20120259114A1
• 作为产物：
  描述：

  三聚氯氰 、 3-叠氮基-7-羟基氧杂萘邻酮 在 N,N-二异丙基乙胺 作用下， 以 丙酮 为溶剂， 以59%的产率得到3-azido-7-((4,6-dichloro-1,3,5-triazin-2-yl)oxy)-2H-chromen-2-one
  参考文献：
  名称：

  MULTIFUNCTIONAL SMALL MOLECULES

  摘要：

  本发明涉及树枝状大分子的合成。具体而言，本发明涉及能够进行点击化学的 三嗪支架，用于一步法合成功能化树枝状大分子，以及制造和使用该支架的方法。

  公开号：

  US20120259114A1

文献信息

• FLUOROGENIC DENDRIMER REPORTERS AND RELATED METHODS OF USE
  申请人：The Regents of the University of Michigan

  公开号：US20150309042A1

  公开（公告）日：2015-10-29

  The present invention relates to fluorogenic dendrimer reporters. In particular, the present invention relates to dendrimer nanoparticles conjugated with ‘click-on’ fluorogenic reporters and related methods of use.

  本发明涉及荧光树枝状聚合物报告物。具体而言，本发明涉及与“点击式”荧光报告物共轭的树枝状纳米粒子及其相关使用方法。
• Fluorogenic ‘click-on’ dendrimer reporter for rapid profiling of cell proliferation
  作者：Sascha N. Goonewardena、Pascale R. Leroueil、Colleen Gemborys、Pawan Tahiliani、Sarah Emery、James R. Baker、Hong Zong

  DOI：10.1016/j.bmcl.2013.01.061

  日期：2013.4

  The application of small molecule fluorescent reporters to monitor biological systems is limited by their poor water solubility and background fluorescence of these reporters. Herein, we describe the synthesis and testing of a fluorogenic 'click' dendrimer reporter to monitor cellular processes. The reporter system consists of a polyamidoamine (PAMAM) dendrimer conjugated with 3-azido-7-hydroxy coumarin. After the copper(I)-catalyzed azide-alkyne cycloaddition reaction ('click' reaction) with alkyne-derivatized target molecules, the natively non-fluorescent construct has a strong enhancement in fluorescence. This fluorogenic dendrimer reporter can be used to efficiently monitor biological processes and the specificity afforded by the 'click' reaction greatly reduces background noise and enhances assay flexibility. We used this fluorogenic dendrimer reporter to monitor incorporation of 5-ethynyl-2'-deoxyuridine (EdU) into newly synthesized DNA, as a surrogate marker of cellular proliferation. We anticipate that this new class of fluorogenic reporter can be used to monitor a wide array of molecules and lends itself to high-throughput profiling of biological systems. Published by Elsevier Ltd.
• US8912323B2
  申请人：——

  公开号：US8912323B2

  公开（公告）日：2014-12-16
• [EN] MULTIFUNCTIONAL SMALL MOLECULES<br/>[FR] PETITES MOLÉCULES MULTIFONCTIONNELLES
  申请人：UNIV MICHIGAN

  公开号：WO2011059586A2

  公开（公告）日：2011-05-19

  The present invention relates to dendrimer synthesis. Specifically, the present invention relates to triazine scaffolds capable of click chemistry for one-step synthesis of functionalized dendrimers, and methods of making and using the same.
• [EN] FLUOROGENIC DENDRIMER REPORTERS AND RELATED METHODS OF USE<br/>[FR] RAPPORTEURS DENDRIMÈRES FLUOROGÈNES ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：UNIV MICHIGAN

  公开号：WO2014109985A1

  公开（公告）日：2014-07-17

  The present invention relates to fluorogenic dendrimer reporters. In particular, the present invention relates to dendrimer nanoparticles conjugated with 'click-on' fluorogenic reporters and related methods of use.