N-(4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl)-benzamide | 332152-71-3

• 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: N-(4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl)-benzamide
• 英文别名: N-[4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl]benzamide；N-(4-benzothiazol-2-yl-3-hydroxy-phenyl)-benzamide；Cambridge id 5766659；N-[4-(1,3-benzothiazol-2-yl)-3-hydroxyphenyl]benzamide
• CAS: 332152-71-3
• 化学式: C₂₀H₁₄N₂O₂S
• mdl: MFCD01144233
• 分子量: 346.409
• InChiKey: FEYJGIMRZKUZQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl)-benzamide 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-[4-(benzo[d]thiazol-2-yl)-3-(vinyloxy)phenyl]benzamide
  参考文献：
  名称：

  A “Reactive” Ratiometric Fluorescent Probe for Mercury Species

  摘要：

  A ratiometric fluorescent probe for mercury species is developed bused on the metal-promoted hydrolysis of a vinyl ether derivative of 2-(benzothiazol-2-yl)phenol in a buffer solution. The probe responds selectively to mercury species over various other metal ions with a marked fluorescence change from blue to cyan through the excited state intramolecular proton transfer (ESIPT) process. The fluorescence titration is complete with 0.5 equiv of HgCl2, which indicates that the probe also responds to organomercury species, RHgCl.

  DOI：

  10.1021/ol2011693
• 作为产物：
  描述：

  4-氨基水杨酸 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 11.0h， 生成 N-(4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl)-benzamide
  参考文献：
  名称：

  通过合理的设计，具有高量子产率的单个分子的可调RGB发光†

  摘要：

  具有红色，绿色和蓝色发射的有机智能材料对于制造全色显示设备和多功能传感器至关重要。但是，事实证明，使用单分子材料以高量子产率实现RGB发射具有挑战性。在这项研究中，一个新的刺激响应的RGB发光有机分子RHBT-G结合AIEE发光体和荧光分子开关，合理设计了具有高量子产率的化合物。引入了ESIPT和TBET机制，以溶液和PMMA膜中的单个365 nm激发光实现RGB发射。进行了X射线单晶衍射和UV-Vis及光致发光（PL）光谱分析，以证明该染料的工作机理。合理的设计将加速具有出色光学性能的刺激响应材料的开发。

  DOI：

  10.1039/c5tc03378k

文献信息

• Understanding the aggregation induced emission enhancement for a compound with excited state intramolecular proton transfer character
  作者：Rui Hu、Shayu Li、Yi Zeng、Jinping Chen、Shuangqing Wang、Yi Li、Guoqiang Yang

  DOI：10.1039/c0cp01181a

  日期：——

  A few of excited state intramolecular proton transfer (ESIPT) compounds have been discovered for their aggregation induced emission enhancement (AIEE). To understand the AIEE mechanism, an ESIPT compound BTHPB (N-(4-(benzo[d]thiazol-2-yl)-3-hydroxyphenyl)benzamide) with simple structure was designed and synthesized. BTHPB showed apparent AIEE property and the emission efficiency was observed as high as 0.27 in the aggregates. On the basis of viscochromism experiments and calculations employing the linear coupling model, the restriction of the rotation between the two subunits taken place in ESIPT was considered as the main factor for the AIEE. The micro- and femtosecond transient absorption experiments offered evidence for the considerations. Additionally, we also observed a negative effect of aggregation on the fluorescence emission in the system. So the AIEE of ESIPT compound BTHPB originated from the combination effects of positive and negative factors induced by the aggregation.

  人们发现了一些激发态分子内质子转移（ESIPT）化合物，它们具有聚集诱导发射增强（AIEE）作用。为了了解 AIEE 机制，我们设计并合成了一种结构简单的 ESIPT 化合物 BTHPB（N-(4-(苯并[d]噻唑-2-基)-3-羟基苯基)苯甲酰胺）。BTHPB 具有明显的 AIEE 特性，在聚集体中的发射效率高达 0.27。根据粘变色实验和线性耦合模型的计算，ESIPT 中两个亚基之间的旋转限制被认为是 AIEE 的主要因素。微秒和飞秒瞬态吸收实验为上述考虑提供了证据。此外，我们还观察到聚集对系统中荧光发射的负面影响。因此，ESIPT 化合物 BTHPB 的 AIEE 源自聚集引起的正负因素的综合效应。
• Treatment and Prevention of Dengue Virus Infections
  申请人：Byrd Chelsea M.

  公开号：US20120258079A1

  公开（公告）日：2012-10-11

  Methods and pharmaceutical compositions for treating viral infections, by administering certain 2 -aryl-benzothiazole or 2 -heteroaryl-benzothiazole derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.
• TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS
  申请人：SIGA TECHNOLOGIES, INC.

  公开号：US20150150852A1

  公开（公告）日：2015-06-04

  Methods and pharmaceutical compositions for treating viral infections, by administering certain 2-aryl-benzothiazole or 2-heteroaryl-benzothiazole derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.
• US8993604B2
  申请人：——

  公开号：US8993604B2

  公开（公告）日：2015-03-31
• [EN] TREATMENT AND PREVENTION OF DENGUE VIRUS INFECTIONS<br/>[FR] TRAITEMENT ET PRÉVENTION D'INFECTIONS PAR LE VIRUS DE LA DENGUE
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2011002635A1

  公开（公告）日：2011-01-06

  Methods and pharmaceutical compositions for treating viral infections, by administering certain 2-aryl-benzothiazole or 2-heteroaryl-benzothiazole derivative compounds in therapeutically effective amounts are disclosed. Methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by flavivirus is disclosed, i.e., including but not limited to, Dengue virus, West Nile virus, yellow fever virus, Japanese encephalitis virus, and tick-borne encephalitis virus.