2-(2-(butylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-(2-(butylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
• 英文别名: 2-[2-(Butylamino)ethyl]benzo[de]isoquinoline-1,3-dione；2-[2-(butylamino)ethyl]benzo[de]isoquinoline-1,3-dione
• 化学式: C₁₈H₂₀N₂O₂
• 分子量: 296.369
• InChiKey: YNFNZUMTQKXTMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,8-萘二甲酸酐 在 盐酸 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 22.0h， 生成 2-(2-(butylamino)ethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  A 1,8 naphthalimide anchor rhodamine B based FRET probe for ratiometric detection of Cr3+ion in living cells

  摘要：

  A 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetaldehydeanchored rhodamine B based probe, RDNAP detects Cr3+ ion by fluorescence resonance energy transfer (FRET) process in aqueous buffered acetonitrile media (7:3, v/v). Conversely, conjugation of 2-(1,3-dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl) acetaldehyde with rhodamine B provides another probe, RDNAP-PY that undergoes Cr3+ assisted ratiometric fluorescence and colorimetric change in the same media. RDNAP-PY provides higher FRET efficiency and detects as low as 1.81 x 10(-6) M Cr3+ with an association constant, 15.9 x 104 M-1. Other common ions do not interfere. RDNAP-PY efficiently images intracellular Cr3+ in live Hep3B, MCF-7, HeLa, SiHa and HEK 293T cells under fluorescence microscope in a ratiometric and time dependent manner. H-1 NMR titration and DFT studies strongly support experimental findings.

  DOI：

  10.1016/j.jphotochem.2018.12.010

文献信息

• Neurotrophin antagonist compositions
  申请人：Tehim Ashok

  公开号：US20080287484A1

  公开（公告）日：2008-11-20

  A pharmaceutical composition comprising a compound of Formula I wherein R 1 is selected from, inter alia, alkyl, aryl-loweralkyl, heterocycle-loweralkyl, loweralkyl-carbonate; optionally substituted amino; benzimidaz-2-yl; optionally substituted phenyl; loweralkyl-(R 5 )(R 6 ) wherein one of R 5 and R 6 is selected from H and the other is selected from carboxy, carboxy-loweralkyl and loweralkoxycarbonyl; NHCH 2 CH 2 OX wherein X represents an in vivo hydrolyzable ester; and R 2 and R 3 are independently selected from H, NO 2 , halo, di(loweralkyl)amino, cyano, C(O)OH, phenyl-S—, loweralkyl, and Z(O)OR 7 wherein Z is selected from C and S and R 7 is selected from H, loweralkylamino and arylamino; or pharmaceutically acceptable salts or certain in vivo hydrolyzable esters or amides thereof, in an amount effective to inhibit neurotrophin-mediated activity, and a suitable carrier, is described. The compositions are useful to inhibit undesirable neurotrophin-mediated activity such as the neurite outgrowth that occurs in some neurodegenerative disease states.
• A 1,8 naphthalimide anchor rhodamine B based FRET probe for ratiometric detection of Cr3+ion in living cells
  作者：Susanta Adhikari、Sabyasachi Ta、Avijit Ghosh、Subhajit Guria、Abhishek Pal、Manisha Ahir、Arghya Adhikary、Sumit Kumar Hira、Partha Pratim Manna、Debasis Das

  DOI：10.1016/j.jphotochem.2018.12.010

  日期：2019.3

  A 2-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)acetaldehydeanchored rhodamine B based probe, RDNAP detects Cr3+ ion by fluorescence resonance energy transfer (FRET) process in aqueous buffered acetonitrile media (7:3, v/v). Conversely, conjugation of 2-(1,3-dioxo-6-(piperidin-1-yl)-1H-benzo[de]isoquinolin-2(3H)-yl) acetaldehyde with rhodamine B provides another probe, RDNAP-PY that undergoes Cr3+ assisted ratiometric fluorescence and colorimetric change in the same media. RDNAP-PY provides higher FRET efficiency and detects as low as 1.81 x 10(-6) M Cr3+ with an association constant, 15.9 x 104 M-1. Other common ions do not interfere. RDNAP-PY efficiently images intracellular Cr3+ in live Hep3B, MCF-7, HeLa, SiHa and HEK 293T cells under fluorescence microscope in a ratiometric and time dependent manner. H-1 NMR titration and DFT studies strongly support experimental findings.