5-acetylbenzoxazole | 1225716-41-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 5-acetylbenzoxazole
• 英文别名: 1-(5-Benzoxazolyl)ethanone；1-(1,3-benzoxazol-5-yl)ethanone
• CAS: 1225716-41-5
• 化学式: C₉H₇NO₂
• 分子量: 161.16
• InChiKey: NLBRKFZDJTVITJ-UHFFFAOYSA-N

物化性质

• 沸点：
  272.3±13.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-碘吲哚醌 、 5-acetylbenzoxazole 在 二乙胺 作用下， 以 甲醇 为溶剂， 反应 31.0h， 以19%的产率得到3-(2-(benzo[d]oxazol-6-yl)-2-oxoethyl)-3-hydroxy-5-iodoindolin-2-one
  参考文献：
  名称：

  Synthesis and characterization of radioiodinated 3-phenethyl-2-indolinone derivatives for SPECT imaging of survivin in tumors

  摘要：

  Survivin, overexpressed in most cancers, is associated with poor prognosis and resistance to radiation therapy and chemotherapy. Herein, we report the synthesis of three 3-phenethyl-2-indolinone derivatives and their application as in vivo imaging agents for survivin. Of these, 3-(2-(benzo[d][1,3] dioxol-5-yl)- 2-oxoethyl)-3-hydroxy-5- iodoindolin-2-one (IPI-1) showed the highest binding affinity (K-d = 68.3 nM) to recombinant human survivin, as determined by quartz crystal microbalance (QCM). In vitro studies demonstrated that the [I-125]IPI-1 binding in survivin-positive MDA-MB-231 cells was significantly higher than that in survivin-negative MCF-10A cells. In addition, uptake of [I-125]IPI-1 by MDA-MB-231 cells decreased in a dose-dependent manner in the presence of the high-affinity survivin ligand S12; this is indicative of specific binding of [I-125]IPI-1 to cellular survivin protein in vitro. Biodistribution studies in MDA-MB-231 tumor-bearing mice demonstrated the moderate uptake of [I-125]IPI-1 in the tumor tissue (1.37% ID/g) at 30 min that decreased to 0.32% ID/g at 180 min. Co-injection of S12 (2.5 mg/kg) slightly reduced tumor uptake and the tumor/muscle ratio of [I-125]IPI-1. Although further structural modifications are necessary to improve pharmacokinetic properties, our results indicate that PI derivatives may be useful as tumor-imaging probes targeting survivin. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2018.04.034
• 作为产物：
  描述：

  1-(3-氨基-4-羟基苯基)乙酮 、 原甲酸三乙酯 反应 4.0h， 生成 5-acetylbenzoxazole
  参考文献：
  名称：

  轻度反应条件下钴和锰催化的唑类直接胺化反应及其机理

  摘要：

  关键时刻：使用过氧化物和酸添加剂将各种类型的唑与氨，伯胺或仲胺偶联，开发了一种新的钴或锰催化的唑胺胺化方法（请参见方案）。催化剂负载量低，最佳反应条件温和，底物范围广。产物唑类是具有高生物活性的重要药效团。

  DOI：

  10.1002/anie.201005922

文献信息

• Oxone-mediated oxidative carbon-heteroatom bond cleavage: synthesis of benzoxazinones from benzoxazoles with α-oxocarboxylic acids
  作者：Hua Wang、Hua Yang、Yiping Li、Xin-Hua Duan

  DOI：10.1039/c3ra47660j

  日期：——

  A metal-free oxidative cleavage of benzoxazoles using Oxone as an oxidant has been developed. The in situ formed o-aminophenol has been proved to react successfully with α-oxocarboxylic acids affording the benzoxazinones in moderate to good yields.

  已开发出一种无金属的苯并噁唑氧化裂解方法，使用Oxone作为氧化剂。实验证明，原位生成的邻氨基苯酚能够成功地与α-氧代羧酸反应，以中等至良好的产率得到苯并噁嗪酮。
• Palladium-catalyzed direct arylation of benzoxazoles with unactivated simple arenes
  作者：Ge Wu、Jun Zhou、Min Zhang、Peng Hu、Weiping Su

  DOI：10.1039/c2cc34238c

  日期：——

  Using CuBr(2) as an additive, the Pd-catalyzed intermolecular C-H-C-H cross-coupling between benzoxazoles and unactivated simple arenes has been developed. This protocol provides a straightforward approach for the biological activity of 2-arylbenzoxazole derivatives.

  使用CuBr（2）作为添加剂，已开发了Pd催化的苯并恶唑与未活化的简单芳烃之间的分子间CHCH交叉偶联。这个协议提供了2-arylbenzoxazole衍生物的生物活性的直接的方法。
• Photopolymerizable composition and recording material
  申请人：Fuji Photo Film Co., Ltd.

  公开号：EP1298490A2

  公开（公告）日：2003-04-02

  The present invention provides a photopolymerizable composition containing a polymerizable compound having an ethylenically unsaturated bond, a compound represented by the following general formula (I), and a radical generating agent capable of generating a radical by interacting with the compound represented by the following general formula (I). General Formula (I); In the general formula (I), R1, R2, and R3 each individually represent a hydrogen atom or a monovalent substituent; R4 represents at least one member selected from the group consisting of: a hydrogen atom, an aliphatic group, an aromatic group, and a heterocyclic group; Z1 represents a substituent necessary for allowing the compound represented by the general formula (I) to become a dye; and X- represents a group capable of forming an anion. The invention also provides a recording material in which a recording layer containing the photopolymerizable composition is provided on a support.

  本发明提供了一种可光聚合组合物，该组合物含有一种具有乙烯不饱和键的可聚合化合物、一种由以下通式(I)表示的化合物，以及一种能够通过与以下通式(I)表示的化合物相互作用而生成自由基的自由基生成剂。通式（I）； 在通式（I）中，R1、R2 和 R3 分别代表氢原子或一价取代基；R4 代表至少一个选自氢原子、脂肪族基团、芳香族基团和杂环基团的成员；Z1 代表使通式（I）所代表的化合物成为染料所必需的取代基；X- 代表能够形成阴离子的基团。本发明还提供了一种记录材料，在该记录材料中，含有可光聚合组合物的记录层被设置在支持物上。
• COMPOUNDS FOR TREATING PAPILLOMA VIRUS INFECTION
  申请人：NanoVir, LLC

  公开号：US20150239943A1

  公开（公告）日：2015-08-27

  The present invention relates to polyamide compositions and therapies for treating cells and subjects infected with papilloma virus.
• US3977882A
  申请人：——

  公开号：US3977882A

  公开（公告）日：1976-08-31