N-(2-aminoethyl)-4-[5-(4-dimethylaminophenyl)oxazol-2-yl]benzenesulfonamide | 203250-31-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-aminoethyl)-4-[5-(4-dimethylaminophenyl)oxazol-2-yl]benzenesulfonamide
• 英文别名: Dapoxyl (2-aminoethyl)sulfonamide；N-(2-aminoethyl)-4-[5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl]benzenesulfonamide
• CAS: 203250-31-1
• 化学式: C₁₉H₂₂N₄O₃S
• 分子量: 386.475
• InChiKey: MYLMURYPGCSIQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(2-吡啶基二硫基)丙酸N-羟基琥珀酰亚胺酯 、 N-(2-aminoethyl)-4-[5-(4-dimethylaminophenyl)oxazol-2-yl]benzenesulfonamide 在 吡啶 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以86%的产率得到N-(2-{4-[5-(4-Dimethylamino-phenyl)-oxazol-2-yl]-benzenesulfonylamino}-ethyl)-3-(pyridin-2-yldisulfanyl)-propionamide
  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：

  4-[2-(4-Dimethylamino-phenyl)-2-oxo-ethylcarbamoyl]-benzenesulfonyl fluoride 在 sodium hydroxide 、 硫酸 、 三氯氧磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 39.0h， 生成 N-(2-aminoethyl)-4-[5-(4-dimethylaminophenyl)oxazol-2-yl]benzenesulfonamide
  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。
• PHOSPHONYLATED FLUORESCENT DYES AND CONJUGATES
  申请人：Lukhtanov Eugeny

  公开号：US20080207887A1

  公开（公告）日：2008-08-28

  Reagents are provided for the introduction of phosphonate groups into fluorescent dyes. Methods are also provided for preparing dye conjugates.

  试剂提供了将膦酸酯基团引入荧光染料中的方法。同时还提供了制备染料偶联物的方法。
• PHOSPHONATE FLUORESCENT DYES AND CONJUGATES
  申请人：Lukhtanov Eugeny

  公开号：US20100261903A1

  公开（公告）日：2010-10-14

  Reagents are provided for the introduction of phosphonate groups into fluorescent dyes. Methods are also provided for preparing dye conjugates.

  试剂提供了将膦酸酯基团引入荧光染料中的方法。还提供了制备染料偶联物的方法。
• 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