7-(phenylamino)-6-((E)-(phenylimino)methyl)hept-6-enoic acid hydrochloride | 1226578-92-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 7-(phenylamino)-6-((E)-(phenylimino)methyl)hept-6-enoic acid hydrochloride
• 英文别名: 7-anilino-6-(phenyliminomethyl)hept-6-enoic acid;hydrochloride
• CAS: 1226578-92-2
• 化学式: C₂₀H₂₂N₂O₂*ClH
• 分子量: 358.868
• InChiKey: WNFDOXJQSFTRLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-(phenylamino)-6-((E)-(phenylimino)methyl)hept-6-enoic acid hydrochloride 、 1-乙基-2,3,3-三甲基-3H-吲哚-5-磺酸内盐 在 乙酸酐 、 溶剂黄146 、 三乙胺 作用下， 反应 0.75h， 以39%的产率得到CyAl-5
  参考文献：
  名称：

  Facile synthesis of monofunctional pentamethine carbocyanine fluorophores

  摘要：

  A high-yield route to symmetric, conjugatable pentamethine carbocyanine dyes with far-red/near infrared (NIR) emission between 650 and 700 nm is reported. The dyes are prepared via condensation of indolium or benz[e]indolium inner salts with an alkyl carboxylic acid derivatized malonaldehyde dianil or alternatively in a one-pot reaction without isolation of the malonaldehyde intermediate. The fluorophores are water-soluble, have bright fluorescence emission, are easily prepared in good yield, and are promising candidates for use in a variety of biochemical and in vivo imaging applications. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.12.008
• 作为产物：
  描述：

  aniline hydrochloride 、 methyl 7,7-dimethoxyheptanoate 、 N,N-二甲基甲酰胺 在 光气 、 盐酸 作用下， 以 甲苯 、 水 为溶剂， 反应 3.08h， 以23%的产率得到7-(phenylamino)-6-((E)-(phenylimino)methyl)hept-6-enoic acid hydrochloride
  参考文献：
  名称：

  Facile synthesis of monofunctional pentamethine carbocyanine fluorophores

  摘要：

  A high-yield route to symmetric, conjugatable pentamethine carbocyanine dyes with far-red/near infrared (NIR) emission between 650 and 700 nm is reported. The dyes are prepared via condensation of indolium or benz[e]indolium inner salts with an alkyl carboxylic acid derivatized malonaldehyde dianil or alternatively in a one-pot reaction without isolation of the malonaldehyde intermediate. The fluorophores are water-soluble, have bright fluorescence emission, are easily prepared in good yield, and are promising candidates for use in a variety of biochemical and in vivo imaging applications. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2010.12.008

文献信息

• Facile synthesis of monofunctional pentamethine carbocyanine fluorophores
  作者：Fangwei Shao、Hushan Yuan、Lee Josephson、Ralph Weissleder、Scott A. Hilderbrand

  DOI：10.1016/j.dyepig.2010.12.008

  日期：2011.8

  A high-yield route to symmetric, conjugatable pentamethine carbocyanine dyes with far-red/near infrared (NIR) emission between 650 and 700 nm is reported. The dyes are prepared via condensation of indolium or benz[e]indolium inner salts with an alkyl carboxylic acid derivatized malonaldehyde dianil or alternatively in a one-pot reaction without isolation of the malonaldehyde intermediate. The fluorophores are water-soluble, have bright fluorescence emission, are easily prepared in good yield, and are promising candidates for use in a variety of biochemical and in vivo imaging applications. (C) 2011 Elsevier Ltd. All rights reserved.