5,7-dimethyl-6-ethoxycarbonylmethyl-6H-1,4-diazepine-2,3-dicarbonitrile | 1304509-83-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,7-dimethyl-6-ethoxycarbonylmethyl-6H-1,4-diazepine-2,3-dicarbonitrile
• CAS: 1304509-83-8
• 化学式: C₁₃H₁₄N₄O₂
• 分子量: 258.28
• InChiKey: BCBVDCCNJTYNDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  98.6
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5,7-dimethyl-6-ethoxycarbonylmethyl-6H-1,4-diazepine-2,3-dicarbonitrile 在 sodium tetrahydroborate 、 zinc diacetate 、 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 29.5h， 生成 (6-pentoxycarbonylmethyl-4,5,6,7-tetrahydro-1,4,5,7-tetramethyl-1H-1,4-diazepino)[2,3-q]tribenzo[b,g,l]porphyrazinatozinc(II)
  参考文献：
  名称：

  Synthesis and photochemical characteristics of novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings

  摘要：

  Novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings were synthesized and characterized, and the substituent effects on their absorption spectra in various solvents and on singlet oxygen generation were studied. Solvatochromic effects of tribenzoporphyrazines dissolved in a range of protic and aprotic solvents were evaluated by monitoring the changes in the UV-Vis spectra. The correlation between the Q-band shift towards longer wavelengths and the refractive index of the solvent indicated that the solvatochromic effects are mainly a result of solvation rather than coordination processes. The potential photosensitizing activity of novel tribenzoporphyrazines was evaluated by measuring the ability of singlet oxygen production, which is the result of the interaction between an activated photosensitizer and oxygen. This experiment proves promising photosensitizing activity of novel styryldiazepinotribenzoporphyrazine, which is an efficient singlet oxygen generator with a Phi(Delta) value of 0.44, although this value is a little lower than that of zinc phthalocyanine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.12.049
• 作为产物：
  描述：

  乙酰丙酮 在 草酸 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 90.0h， 生成 5,7-dimethyl-6-ethoxycarbonylmethyl-6H-1,4-diazepine-2,3-dicarbonitrile
  参考文献：
  名称：

  Synthesis and photochemical characteristics of novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings

  摘要：

  Novel tribenzoporphyrazines possessing peripherally annulated tetrahydrodiazepine and diazepine rings were synthesized and characterized, and the substituent effects on their absorption spectra in various solvents and on singlet oxygen generation were studied. Solvatochromic effects of tribenzoporphyrazines dissolved in a range of protic and aprotic solvents were evaluated by monitoring the changes in the UV-Vis spectra. The correlation between the Q-band shift towards longer wavelengths and the refractive index of the solvent indicated that the solvatochromic effects are mainly a result of solvation rather than coordination processes. The potential photosensitizing activity of novel tribenzoporphyrazines was evaluated by measuring the ability of singlet oxygen production, which is the result of the interaction between an activated photosensitizer and oxygen. This experiment proves promising photosensitizing activity of novel styryldiazepinotribenzoporphyrazine, which is an efficient singlet oxygen generator with a Phi(Delta) value of 0.44, although this value is a little lower than that of zinc phthalocyanine. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.12.049