dapoxil 3-sulfonamidopropionic acid succinimidyl ester | 203250-35-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dapoxil 3-sulfonamidopropionic acid succinimidyl ester
• 英文别名: (2,5-Dioxopyrrolidin-1-yl) 3-[[4-[5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl]phenyl]sulfonylamino]propanoate；(2,5-dioxopyrrolidin-1-yl) 3-[[4-[5-[4-(dimethylamino)phenyl]-1,3-oxazol-2-yl]phenyl]sulfonylamino]propanoate
• CAS: 203250-35-5
• 化学式: C₂₄H₂₄N₄O₇S
• 分子量: 512.543
• InChiKey: WLFRTPKADZYTIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  148
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  、 dapoxil 3-sulfonamidopropionic acid succinimidyl ester 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 氘代氯仿 为溶剂， 反应 1.17h， 以78%的产率得到
  参考文献：
  名称：

  Controlling Multiple Fluorescent Signal Output in Cyclic Peptide-Based Supramolecular Systems

  摘要：

  A multicomponent equilibrium network based on self-assembling alpha,gamma-cyclic peptides with controlled fluorescence output is described. The network takes advantage of the large association constant of alpha,gamma-cyclic peptides and the controlled formation homo- and heterodimers, making use for the first time of excimer/FRET effects in conjunction for studying complex interaction networks. In addition, we study the Dapoxyl/pyrene FRET pair for the first time.

  DOI：

  10.1021/ja066885h
• 作为产物：
  描述：

  dapoxylsulfonyl chloride 在 sodium hydroxide 、 三乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 dapoxil 3-sulfonamidopropionic acid succinimidyl ester
  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。
• Synthesis of Fluorescence-Labelled Glycosidic Prodrugs Based on the Cytotoxic Antibiotic Duocarmycin
  作者：Lutz F. Tietze、Frank Behrendt、Felix Major、Birgit Krewer、J. Marian von Hof

  DOI：10.1002/ejoc.201000966

  日期：2010.12

  The synthesis of the glycosidic prodrugs (1S)-30a, (1S,10R)-30b and (1S,10R)-32 labelled with different fluorescence dyes at different positions at the aromatic A-ring in 2 is described ; the compounds are structurally based on the cytotoxic antibiotic duocarmycin SA. For binding, the amino compounds (1S)-3a and (1S,10R)-3b were treated with the commercially available succinimides of the dyes 5-SFX

  描述了在2中芳族A环的不同位置用不同荧光染料标记的糖苷前药(1S)-30a、(1S,10R)-30b和(1S,10R)-32的合成；这些化合物在结构上基于细胞毒性抗生素 duocarmycin SA。为了结合，氨基化合物(1S)-3a和(1S，10R)-3b分别用染料5-SFX (29)和D10162 (31)的市售琥珀酰亚胺处理。
• 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
• US7078406B2
  申请人：——

  公开号：US7078406B2

  公开（公告）日：2006-07-18