6-(dimethylamino)-1H-benzo[f]isoindole-1,3(2H)-dione | 1005193-61-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 6-(dimethylamino)-1H-benzo[f]isoindole-1,3(2H)-dione
• 英文别名: 6-N,N-dimethylamino-2,3-napthalimide；6-(Dimethylamino)benzo[f]isoindole-1,3-dione
• CAS: 1005193-61-2
• 化学式: C₁₄H₁₂N₂O₂
• 分子量: 240.261
• InChiKey: DHDOWUZYQZMZIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(dimethylamino)-1H-benzo[f]isoindole-1,3(2H)-dione 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以72%的产率得到
  参考文献：
  名称：

  Single-atom switching as a general approach to designing colorimetric and fluorogenic probes for mercury ions

  摘要：

  DOI：

  10.1016/j.dyepig.2020.109014
• 作为产物：
  描述：

  6-N,N-dimethylamino-2,3-naphthalenedicarboxylic anhydride 在 尿素 作用下， 反应 2.0h， 以95%的产率得到6-(dimethylamino)-1H-benzo[f]isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Unusual large Stokes shift and solvatochromic fluorophore: Synthesis, spectra, and solvent effect of 6-substituted 2,3-naphthalimide

  摘要：

  In this article four new series of 6-substituted 2 3-naphthalimides (1a-d 2a-d 3a-d 4a-d and 4 e-h) have been designed and synthesized through the formation of key cyclic anhydride intermediate which was the precursor of the well known environment-sensitive fluorophore [6-N,N-dimethylammonaphthalimides (6-DMN)] and other 6-substituted 2 3-naphthalimide series (2 3 4) Based on 6-amino-2 3-naphthalimide (6-ANP) compound a new type of fluorophore was found to exhibit moderate to unusual large Stokes shift (297-303 nm) 6-ANP derivatives display relatively low fluorescence quantum yields in high polar protic solvents such as water (Phi(F) similar to 0 004 571-576 nm) and a significant unusual red shift due to (1) hydrogen bonding interaction of the excited state of the molecule with the solvents which presumably enhance the intersystem crossing process in the system to quench fluorescence (2) this large Stokes shift was assumed to be the consequence of a substantial change of the geometric structure from the ground state (S-0) to the first excited state (S-1)) Compared with the other compounds studied the fluorescence of the nitro- and halo-derivatives was rather weak probably due to the efficient intersystem crossing leading to a non-reactive triplet state (C) 2010 Elsevier B V All rights reserved

  DOI：

  10.1016/j.jphotochem.2010.09.002

文献信息

• Enzyme sensors including environmentally sensitive or fluorescent labels and uses thereof
  申请人：Lawrence S. David

  公开号：US20060211075A1

  公开（公告）日：2006-09-21

  Sensors for detecting enzyme activity are provided. The sensors include substrate modules having environmentally sensitive labels and detection modules whose binding to the substrate modules results in changes in signals from the environmentally sensitive labels or polypeptides or polypeptide substrates including environmentally sensitive or fluorescent labels. Compositions including substrate modules, polypeptides, or polypeptide substrates and nucleic acids encoding enzymes and/or detection modules are also described. Methods of assaying enzyme activity using sensors including environmentally sensitive or fluorescent labels are provided, as are related methods for screening for modulators of enzyme activity.

  提供了用于检测酶活性的传感器。传感器包括具有环境敏感标签的底物模块和检测模块，检测模块与底物模块的结合会导致环境敏感标签或包括环境敏感或荧光标签的多肽或多肽底物的信号发生变化。还描述了包括底物模块、多肽或多肽底物以及编码酶和/或检测模块的核酸的组合物。提供了使用包括环境敏感或荧光标签的传感器检测酶活性的方法，以及筛选酶活性调节剂的相关方法。
• ENZYME SENSORS INCLUDING ENVIRONMENTALLY SENSITIVE OR FLUORESCENT LABELS AND USES THEREOF
  申请人：ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY

  公开号：EP1869206A2

  公开（公告）日：2007-12-26
• Method for detecting target substance, and tag, DNA, vector, probe and detection kit for use therewith
  申请人：Tamamura Hirokazu

  公开号：US20100075434A1

  公开（公告）日：2010-03-25

  Provide is a method for detecting a target substance, which method can visualize the expression of the target substance at any time point while reducing influences on the functions of the target substance, can use fluorescent dyes having various excitation/emission wavelengths, and can achieve easy staining process. Also provided are a tag, a DNA, a vector, a probe and a detection kit suitable for use in the above-described detection method. Specifically, the method for detecting a target substance, comprises the steps of bringing into contact with each other (a) a tag comprising a polypeptide forming an α-helix structure, the tag bound to the target substance, and (b) a probe comprising a compound bound to a fluorescent dye; and measuring the fluorescence emitted by the fluorescent dye. The binding of the tag α-helix structure to the probe compound induces a spectral change in the fluorescence emitted by the fluorescent dye.
• ENVIRONMENTALLY SENSITIVE FLUOROPHORES
  申请人：Imperiali Barbara

  公开号：US20100168428A1

  公开（公告）日：2010-07-01

  The present invention generally relates to environment-sensitive fluorophores, including environment-sensitive fluorophores for reporting protein/protein and peptide/protein interactions. In one aspect, the present invention is directed to compounds and salts thereof, compositions and methods useful in determining biological interactions. In some cases, the compounds of the present invention are environment-sensitive fluorophores that have spectroscopic behavior that may depend on factors such as the physicochemical properties of the surrounding environment. The compounds of the present invention can be used, in certain embodiments, to monitor ions, small molecules, and biological processes such as protein folding, protein-protein interactions and phosphorylation events.
• US8440835B2
  申请人：——

  公开号：US8440835B2

  公开（公告）日：2013-05-14