4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl fluoride | 138219-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl fluoride
• 英文别名: Benzenesulfonyl fluoride, 4-[5-[4-(dimethylamino)phenyl]-2-oxazolyl]-；4-[5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl]benzenesulfonyl fluoride
• CAS: 138219-56-4
• 化学式: C₁₇H₁₅FN₂O₃S
• 分子量: 346.382
• InChiKey: VWMNBJGUUAOGCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl fluoride 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 3.0h， 生成 dapoxylsulfonyl chloride
  参考文献：
  名称：

  Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes

  摘要：

  Abstract— 2,5‐Diphenyloxazoles that embody a dimethylamino group at position 4 of the 5‐phenyl ring and a sulfonyl group at position 4 of the 2‐phenyl ring were prepared as new fluorescent solvatochromic dyes. In these molecules, there is a “push‐pull” electron transfer system from the 5‐phenyl moiety to the 2‐phenyl ring. These compounds show strong solvent‐dependent fluorescence that is well correlated with the empirical solvent polarity parameter ET (30). The solvent polarity dependence suggests that the fluorescence arises from an intramolecular charge transfer. The fluorescence‐environment dependence, long emission wavelength, large extinction coefficients, high fluorescence quantum yields and large Stokes shift of the fluorophores can be used to develop ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

  DOI：

  10.1111/j.1751-1097.1997.tb03168.x
• 作为产物：
  描述：

  2-amino-4'-dimethylaminoacetophenone hydrochloride 在 吡啶 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 4-(5-dimethylaminophenyl-2-oxazolyl)benzenesulfonyl fluoride
  参考文献：
  名称：

  Fluorescent Molecular Probes II. The Synthesis, Spectral Properties and Use of Fluorescent Solvatochromic Dapoxyl Dyes

  摘要：

  Abstract— 2,5‐Diphenyloxazoles that embody a dimethylamino group at position 4 of the 5‐phenyl ring and a sulfonyl group at position 4 of the 2‐phenyl ring were prepared as new fluorescent solvatochromic dyes. In these molecules, there is a “push‐pull” electron transfer system from the 5‐phenyl moiety to the 2‐phenyl ring. These compounds show strong solvent‐dependent fluorescence that is well correlated with the empirical solvent polarity parameter ET (30). The solvent polarity dependence suggests that the fluorescence arises from an intramolecular charge transfer. The fluorescence‐environment dependence, long emission wavelength, large extinction coefficients, high fluorescence quantum yields and large Stokes shift of the fluorophores can be used to develop ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

  DOI：

  10.1111/j.1751-1097.1997.tb03168.x

文献信息

• Substituted diphenyloxazoles, the synthesis thereof, and the use thereof as fluorescence probes
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US20030105111A1

  公开（公告）日：2003-06-05

  The present invention is directed to a compound of Formula I: 1 wherein A, R 1 , and R 2 are defined herein. The present invention is also directed to compositions comprising compounds of Formula I, methods of using compounds of Formula I, and methods of making compounds of Formula I.

  本发明涉及一种具有以下结构的化合物：其中A、R1和R2在此处被定义。本发明还涉及包含Formula I化合物的组合物、使用Formula I化合物的方法以及制备Formula I化合物的方法。
• MicroRNA detection in biologically relevant media using a split aptamer platform
  作者：Liming Wang、Kern Hast、Tushar Aggarwal、Melih Baci、Jonathan Hong、Enver Cagri Izgu

  DOI：10.1016/j.bmc.2022.116909

  日期：2022.9

  (miRNA)-based intercellular communication has been implicated in many functional and dysfunctional biological processes. This has raised interest in the potential use of miRNAs as biomarkers for diagnosis and prognosis. Though the list of clinically significant miRNA biomarkers is expanding, it remains challenging to adapt current chemical tools to investigate miRNAs in complex environments native to cells

  基于 MicroRNA (miRNA) 的细胞间通讯与许多功能性和功能失调的生物过程有关。这引起了人们对 miRNA 作为诊断和预后生物标志物的潜在用途的兴趣。尽管具有临床意义的 miRNA 生物标志物的列表正在扩大，但采用当前的化学工具来研究细胞和组织原生的复杂环境中的 miRNA 仍然具有挑战性。我们在这里描述了一种快速开发基于适配体的荧光生物传感器的方法，该传感器可以特异性地检测生物相关介质（10–30% v/v）中的 miRNA，包括从培养的 HeLa 细胞、人血清和人血浆中收集的介质。该方法涉及 DNA 寡核苷酸和 miRNA 靶标之间杂交的半理性设计，以构建潜在适体库，以及筛选该池的高信噪比和目标特异性。DNA 寡核苷酸很容易获得，不需要化学修饰，使这些化学工具高度适应任何新的和小众 miRNA 靶标。按照这种方法，我们开发了传感器，可以在低至 5 nM 的浓度下检测不同的致癌
• 4-(5-aryl-2-oxazolyl)benzenesulfonic acid derivatives containing a dimethylamino group
  作者：I. A. Fedyunyaeva、V. M. Shershukov

  DOI：10.1007/bf00531666

  日期：1993.2
• SUBSTITUTED DIPHENYLOXAZOLES, THE SYNTHESIS THEREOF, AND THE USE THEREOF AS FLUORESCENCE PROBES
  申请人：3-DIMENSIONAL PHARMACEUTICALS, INC.

  公开号：EP1442027A1

  公开（公告）日：2004-08-04
• US6815445B2
  申请人：——

  公开号：US6815445B2

  公开（公告）日：2004-11-09