4-(4-hydroxyphenyl)(2H)-phthalazin-1-one | 152594-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-hydroxyphenyl)(2H)-phthalazin-1-one
• 英文别名: 4-(4-hydroxyphenyl)phthalazin-1(2H)-one；HPPZ；4-(4-hydroxyphenyl)-2H-phthalazin-1-one
• CAS: 152594-70-2
• 化学式: C₁₄H₁₀N₂O₂
• 分子量: 238.246
• InChiKey: LYLHOKOTRWUGIF-UHFFFAOYSA-N

物化性质

• 熔点：
  309-311 °C
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(4-hydroxyphenyl)(2H)-phthalazin-1-one 在 copper(l) iodide 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Development of novel proteasome inhibitors based on phthalazinone scaffold

  摘要：

  In this study we designed a series of proteasome inhibitors using pyridazinone as initial scaffold, and extended the structure with rational design by computer aided drug design (CADD). Two different synthetic routes were explored and the biological evaluation of the phthalazinone derivatives was investigated. Most importantly, electron positive triphenylphosphine group was first introduced in the structure of proteasome inhibitors and potent inhibition was achieved. As 6c was the most potent inhibitor of proteasome, we examined the structure- activity relationship (SAR) of 6c analogs. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.04.067
• 作为产物：
  描述：

  2-(4-羟基苯甲酰)苯甲酸 在 一水合肼 作用下， 以 N,N-二甲基乙酰胺 、 氯苯 为溶剂， 反应 2.0h， 以95%的产率得到4-(4-hydroxyphenyl)(2H)-phthalazin-1-one
  参考文献：
  名称：

  一和二光子成像的荧光酞菁衍生物的合理设计

  摘要：

  酞嗪酮衍生物被设计为用于单光子和双光子荧光显微镜成像的光学探针。设计策略包括逐步扩展和修饰哒嗪酮，方法是：1）哒嗪酮扩展为酞菁酮，这是一个较大的共轭体系，作为电子受体； 2）给电子芳族基团（如N，N-二乙基氨基苯基，噻吩基，萘基）的偶联， 3）将烷基链锚定在具有各种末端取代基的酞菁酮上，例如三苯基膦酰基，吗啉代，三乙基铵基，N-甲基咪唑，吡咯烷和哌啶子基。理论计算被用来验证初始设计。通过两种不同的途径以可观的产率合成了所需的荧光探针。合成了22种酞嗪酮衍生物，并对其光物理性质进行了测量。选定的化合物应用于细胞成像，并获得了有价值的信息。此外，设计的化合物在小鼠脑切片的双光子显微成像中显示出优异的性能。

  DOI：

  10.1002/chem.201601499

文献信息

• [EN] TOLL-LIKE RECEPTOR 8 (TLR8)-SPECIFIC ANTAGONISTS AND METHODS OF MAKING AND USES THEREOF<br/>[FR] ANTAGONISTES SPÉCIFIQUES DU RÉCEPTEUR DE TYPE TOLL 8 ET PROCÉDÉS DE PRODUCTION ET D'UTILISATION ASSOCIÉS
  申请人：UNIV COLORADO REGENTS

  公开号：WO2019089648A1

  公开（公告）日：2019-05-09

  Toll-like receptor 8 (TLR8)-specific inhibitors and methods of using the same in individuals having an autoimmune disease or an inflammatory disorder.

  Toll样受体8(TLR8)-特异性抑制剂及其在患有自身免疫疾病或炎症性疾病个体中的使用方法。
• Rational Design of a Near-Infrared Fluorescent Probe Based on a Pyridazinone Scaffold
  作者：Tongliang Zhou、Lingfei Yang、Lei Liang、Hui Liu、Yuanjun Zhu、Mengyang Shui、Lan Yuan、Fengrong Xu、Yan Niu、Chao Wang、Ping Xu

  DOI：10.1002/ejoc.201700355

  日期：2017.6.16

  A class of pyridazinone derivatives as near-infrared optical probes in fluorescence microscopy images was designed. The design strategy consisted of the stepwise extension and modification of pyridazinone by expansion of the electron-donating moiety to a larger π-conjugated system and anchoring a subcellular directing group such as triphenylphosphine or morpholine. All the desired products were successfully

  设计了一类哒嗪酮衍生物作为荧光显微镜图像中的近红外光学探针。设计策略包括通过将给电子部分扩展到更大的 π 共轭系统并锚定亚细胞导向基团（如三苯基膦或吗啉）来逐步扩展和修饰哒嗪酮。所有所需产品均成功应用于具有高亚细胞共定位的细胞成像。此外，这些荧光探针在小鼠脑成像中表现出优异的性能。
• 一种含二氮杂萘酮结构双酚单体的制备方法
  申请人：大连理工大学

  公开号：CN109851563B

  公开（公告）日：2022-06-14

  本发明公开了一种含二氮杂萘酮结构双酚单体的制备方法，属于新材料技术领域。本发明中的含二氮杂萘酮结构的双酚单体是通过两步反应合成。以含二氮杂萘酮结构的类双酚单体、对溴苯甲醚为原料，采用1,10‑邻菲罗啉作为N‑N双齿型配体，CuI作为催化剂，经第一步C‑O,C‑N乌尔曼偶联反应后得到中间产物DMPPZ，经路易斯酸还原得到目标单体DHPPZ。本专利提供的合成反应条件具有合成周期短，条件温和的优势。经液质联用测试目标单体的纯度为98％，收率85％‑90％。
• High temperature melt processable semi-crystalline poly (aryl ether ketone) containing a (4-hydroxyphenyl) phthalazin-1 (2H)-one comonomer unit
  申请人：Hsu Tim

  公开号：US10189991B2

  公开（公告）日：2019-01-29

  Compositions and methods for a melt processable semicrystalline poly(aryl ether ketone) incorporating phthalazinone and 4,4′-biphenol as comonomer units are described herein. The polymers are resistant to and insoluble in common organic solvents and liquids as well as in aggressive organic solvents such as chloroform and chlorinated liquids. The polymers are melt processable via techniques such as extrusion, injection molding, and compression molding. The semicrystalline poly(aryl ether ketone) containing phthalazinone comonomer units have properties which make them suitable for manufacturing high temperature resistant molded systems and other articles.

  本文介绍了以酞嗪酮和 4,4′-联苯酚为共聚单体单元的可熔融加工的半结晶聚（芳基醚酮）的组成和方法。这种聚合物可耐受和不溶于普通有机溶剂和液体以及氯仿和氯化液体等侵蚀性有机溶剂。聚合物可通过挤出、注塑和压缩成型等技术进行熔融加工。含有酞嗪酮共聚单体单元的半结晶聚（芳基醚酮）具有适合制造耐高温模塑系统和其他物品的特性。
• High temperature melt processable semi-crystalline poly(aryl ether ketone) containing a (4-hydroxyphenyl)phthalazin-1(2h)-one comonomer unit
  申请人：Hsu Tim

  公开号：US10364352B2

  公开（公告）日：2019-07-30

  Compositions and methods for a melt processable semicrystalline poly(aryl ether ketone) incorporating phthalazinone and 4,4′-biphenol as comonomer units are described herein. The polymers are resistant to and insoluble in common organic solvents and liquids as well as in aggressive organic solvents such as chloroform and chlorinated liquids. The polymers are melt processable via techniques such as extrusion, injection molding, and compression molding. The semicrystalline poly(aryl ether ketone) containing phthalazinone comonomer units have properties which make them suitable for manufacturing high temperature resistant molded systems and other articles.

  本文介绍了以酞嗪酮和 4,4′-联苯酚为共聚单体单元的可熔融加工的半结晶聚（芳基醚酮）的组成和方法。这种聚合物可耐受和不溶于普通有机溶剂和液体以及氯仿和氯化液体等侵蚀性有机溶剂。聚合物可通过挤出、注塑和压缩成型等技术进行熔融加工。含有酞嗪酮共聚单体单元的半结晶聚（芳基醚酮）具有适合制造耐高温模塑系统和其他物品的特性。