triethylammonium 3-(dicyanomethylene)-4-oxo-2-[(1,3,3,-trimethylindolin-2-ylidene)methyl]cyclobut-1-en-1-olate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: triethylammonium 3-(dicyanomethylene)-4-oxo-2-[(1,3,3,-trimethylindolin-2-ylidene)methyl]cyclobut-1-en-1-olate
• 英文别名: N,N-diethylethanamine;2-[3-hydroxy-4-oxo-2-[(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-2-en-1-ylidene]propanedinitrile
• 化学式: C₆H₁₅N*C₁₉H₁₅N₃O₂
• 分子量: 418.539
• InChiKey: MEVFUIDOTCEKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  91.36
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  triethylammonium 3-(dicyanomethylene)-4-oxo-2-[(1,3,3,-trimethylindolin-2-ylidene)methyl]cyclobut-1-en-1-olate 、 3-乙基-2-甲基苯并噻唑碘化物 以 甲苯 、 正丁醇 为溶剂， 反应 48.0h， 以10%的产率得到3-dicyanomethylene-4-[((1,3,3-trimethyl-3H-indol-1-ium-2-yl)methylidene)]-2-[(3-ethylbenzothiazol-2-ylidene)methyl]-cyclobut-1-en-1-olate
  参考文献：
  名称：

  Synthesis, characterization and protein-association of dicyanomethylene squaraine dyes

  摘要：

  We prepared several new dicyanomethylene squaraine dyes derived from indolenine, benzothiazole and benzoselenazole, with different substituent groups. All the obtained dyes display intense and narrow absorption bands and bright fluorescence emission in the Vis/NIR region (665-716 nm) when dissolved in organic solvents, especially for the unsymmetrical dyes containing sulphur and selenium atoms.The use of synthesized squaraine dyes as fluorescent probes for detection of bovine serum albumin (BSA) and human serum albumin (HSA) was explored in Tris-HCI buffer solutions. We observed that all the dyes are non-emissive in buffer solution but become fluorescent in the presence of BSA or HSA proteins, with the emission intensity increasing proportionally to the protein concentration (0.00-1.22 mu M). The most pronounced effect was observed for the symmetrical squaraine having two moieties of indolenine. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2017.07.070
• 作为产物：
  描述：

  1,2,3,3-四甲基-3H-吲哚鎓碘化物 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 triethylammonium 3-(dicyanomethylene)-4-oxo-2-[(1,3,3,-trimethylindolin-2-ylidene)methyl]cyclobut-1-en-1-olate
  参考文献：
  名称：

  Synthesis, characterization and protein-association of dicyanomethylene squaraine dyes

  摘要：

  We prepared several new dicyanomethylene squaraine dyes derived from indolenine, benzothiazole and benzoselenazole, with different substituent groups. All the obtained dyes display intense and narrow absorption bands and bright fluorescence emission in the Vis/NIR region (665-716 nm) when dissolved in organic solvents, especially for the unsymmetrical dyes containing sulphur and selenium atoms.The use of synthesized squaraine dyes as fluorescent probes for detection of bovine serum albumin (BSA) and human serum albumin (HSA) was explored in Tris-HCI buffer solutions. We observed that all the dyes are non-emissive in buffer solution but become fluorescent in the presence of BSA or HSA proteins, with the emission intensity increasing proportionally to the protein concentration (0.00-1.22 mu M). The most pronounced effect was observed for the symmetrical squaraine having two moieties of indolenine. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2017.07.070

文献信息

• VISCOSITY-SENSITIVE DYES AND METHOD
  申请人：SETA BioMedicals, LLC

  公开号：US20160091495A1

  公开（公告）日：2016-03-31

  Disclosed viscosity-sensitive reporter compounds and methods allow tracing the changes in viscosity in a biological sample/environment (e.g., in medical, biochemical, biological, and/or pharmaceutical applications). Compounds and methods of the present disclosure can be used to identify the localization and the rheological state of hydrogels, their degradation products and other biostructural materials, including surgical implants, as well as the effectiveness of drug delivery by hydrogel carriers.

  公开的粘度敏感报告化合物和方法可追踪生物样品/环境中粘度的变化（例如，在医学、生化、生物和/或制药应用中）。本公开的化合物和方法可用于确定水凝胶的定位和流变状态、它们的降解产物和其他生物结构材料（包括手术植入物）以及水凝胶载体的药物传递效果。