N1-ethylindirubin | 82355-81-5

• 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: N1-ethylindirubin
• 英文别名: 1-ethylindirubin；1-ethyl-3-(3-oxo-1H-indol-2-ylidene)indol-2-one
• CAS: 82355-81-5
• 化学式: C₁₈H₁₄N₂O₂
• 分子量: 290.321
• InChiKey: KPKIEPLDZCNFTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N1-ethylindirubin 在 盐酸羟胺 、 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以75%的产率得到N1-ethylindirubin-3′-monooxime
  参考文献：
  名称：

  Vibrational spectroscopic studies of N1-ethyl-5′-bromo-7-azaindirubin-3′-oxime and N1-ethyl-indirubin-3′-monooxime

  摘要：

  We have prepared N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime due to its potential for being a pharmaceutical. Infrared and Raman spectra have been recorded and vibrational assignments have been suggested based mainly on our previous vibrational investigation of N1-isopropyl-5'-chloro-7-azaindirubin-3'-oxime and on group characteristic frequencies. Temperature variation study has revealed the presence of conformers due to the internal rotation of ethyl group. IR spectra collected for N1-ethyl-7-azaindirubin-3'-oxime have shown rather similar spectral features with that of N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime. IR spectra of these compounds have revealed the association through hydrogen bonding in the solid state. IR spectra recorded for these samples after annealing at high temperatures indicated the thermal conversion temperature to be lowered than 270 degrees C. Results from thermal analyses have determined the beginning decomposition temperatures to be 250 degrees C and the decomposition enthalpies to be 94 kJ/mol for both N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime and N1-ethyl-7-azaindirubin-3'-oxime. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.01.036
• 作为产物：
  描述：

  靛玉红 、 碘乙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以52%的产率得到N1-ethylindirubin
  参考文献：
  名称：

  Vibrational spectroscopic studies of N1-ethyl-5′-bromo-7-azaindirubin-3′-oxime and N1-ethyl-indirubin-3′-monooxime

  摘要：

  We have prepared N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime due to its potential for being a pharmaceutical. Infrared and Raman spectra have been recorded and vibrational assignments have been suggested based mainly on our previous vibrational investigation of N1-isopropyl-5'-chloro-7-azaindirubin-3'-oxime and on group characteristic frequencies. Temperature variation study has revealed the presence of conformers due to the internal rotation of ethyl group. IR spectra collected for N1-ethyl-7-azaindirubin-3'-oxime have shown rather similar spectral features with that of N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime. IR spectra of these compounds have revealed the association through hydrogen bonding in the solid state. IR spectra recorded for these samples after annealing at high temperatures indicated the thermal conversion temperature to be lowered than 270 degrees C. Results from thermal analyses have determined the beginning decomposition temperatures to be 250 degrees C and the decomposition enthalpies to be 94 kJ/mol for both N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime and N1-ethyl-7-azaindirubin-3'-oxime. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2015.01.036

文献信息

• Vibrational spectroscopic studies of N1-ethyl-5′-bromo-7-azaindirubin-3′-oxime and N1-ethyl-indirubin-3′-monooxime
  作者：Ying-Sing Li、Qi-Zheng Yao、Zhao-Hui Wang、Jingcai Cheng、Tuyen Thi T. Truong

  DOI：10.1016/j.molstruc.2015.01.036

  日期：2015.5

  We have prepared N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime due to its potential for being a pharmaceutical. Infrared and Raman spectra have been recorded and vibrational assignments have been suggested based mainly on our previous vibrational investigation of N1-isopropyl-5'-chloro-7-azaindirubin-3'-oxime and on group characteristic frequencies. Temperature variation study has revealed the presence of conformers due to the internal rotation of ethyl group. IR spectra collected for N1-ethyl-7-azaindirubin-3'-oxime have shown rather similar spectral features with that of N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime. IR spectra of these compounds have revealed the association through hydrogen bonding in the solid state. IR spectra recorded for these samples after annealing at high temperatures indicated the thermal conversion temperature to be lowered than 270 degrees C. Results from thermal analyses have determined the beginning decomposition temperatures to be 250 degrees C and the decomposition enthalpies to be 94 kJ/mol for both N1-ethyl-5'-bromo-7-azaindirubin-3'-oxime and N1-ethyl-7-azaindirubin-3'-oxime. (C) 2015 Elsevier B.V. All rights reserved.