N-(1',4'-dioxo-3'-(phenylamino)-1',4'-dihydronaphthalen-2'-yl)thiophene-2-sulphonamide | 1218996-00-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(1',4'-dioxo-3'-(phenylamino)-1',4'-dihydronaphthalen-2'-yl)thiophene-2-sulphonamide
• 英文别名: N-(3-anilino-1,4-dioxonaphthalen-2-yl)thiophene-2-sulfonamide
• CAS: 1218996-00-9
• 化学式: C₂₀H₁₄N₂O₄S₂
• 分子量: 410.474
• InChiKey: ZYSWEMGWZZGERX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)thiophene-2-sulfonamide 、 苯胺 在 cerium(III) chloride 作用下， 以 甲苯 为溶剂， 反应 49.0h， 以88%的产率得到N-(1',4'-dioxo-3'-(phenylamino)-1',4'-dihydronaphthalen-2'-yl)thiophene-2-sulphonamide
  参考文献：
  名称：

  Small Molecule Colorimetric Probes for Specific Detection of Human Arylamine N-Acetyltransferase 1, a Potential Breast Cancer Biomarker

  摘要：

  The identification, synthesis, and evaluation of a series of naphthoquinone derivatives as selective inhibitors of human arylamine N-acetyltransferase 1 and mouse arylamine N-acetyltransferase 2 are described. The compounds undergo a distinctive color change (red -> blue) upon binding to these human and mouse NAT isoenzymes driven by a proton transfer event. No color change is observed in the presence of functionally distinct but highly similar isoenzymes which are >70% identical. These molecules may be used as sensors to detect the presence of human NAT1 in cell lysates.

  DOI：

  10.1021/ja909165u

文献信息

• Small Molecule Colorimetric Probes for Specific Detection of Human Arylamine <i>N</i>-Acetyltransferase 1, a Potential Breast Cancer Biomarker
  作者：Nicola Laurieri、Matthew H. J. Crawford、Akane Kawamura、Isaac M. Westwood、James Robinson、Ai M. Fletcher、Stephen G. Davies、Edith Sim、Angela J. Russell

  DOI：10.1021/ja909165u

  日期：2010.3.17

  The identification, synthesis, and evaluation of a series of naphthoquinone derivatives as selective inhibitors of human arylamine N-acetyltransferase 1 and mouse arylamine N-acetyltransferase 2 are described. The compounds undergo a distinctive color change (red -> blue) upon binding to these human and mouse NAT isoenzymes driven by a proton transfer event. No color change is observed in the presence of functionally distinct but highly similar isoenzymes which are >70% identical. These molecules may be used as sensors to detect the presence of human NAT1 in cell lysates.