2-(4-methoxyphenyl)-1H-imidazo[4,5-b]phenazine | 114991-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(4-methoxyphenyl)-1H-imidazo[4,5-b]phenazine
• 英文别名: 2-(4-methoxy-phenyl)-1H-imidazo[4,5-b]phenazine；2-(4-Methoxy-phenyl)-1H-imidazo[4,5-b]phenazin
• CAS: 114991-87-6
• 化学式: C₂₀H₁₄N₄O
• 分子量: 326.357
• InChiKey: CKFXGIOHNGCDBS-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C(Solv: isopropanol (67-63-0))
• 沸点：
  618.8±53.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  63.69
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2,3-二氨基吩嗪 、 4-甲氧基苄醇 在 2-丁烯腈 、 RuH₂(CO)(PPh₃)₃ 、 吡啶醋酸盐 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以85%的产率得到2-(4-methoxyphenyl)-1H-imidazo[4,5-b]phenazine
  参考文献：
  名称：

  Synthesis of Benzazoles by Hydrogen-Transfer Catalysis

  摘要：

  Transition-metal-catalyzed hydrogen-transfer reactions have been used for the conversion of alcohols into benzimidazoles and aldehydes into benzoxazoles and benzothiazoles.

  DOI：

  10.1021/ol900557u

文献信息

• Fabricating a novel supramolecular light-activated platform based on internal-driven forces induced by the UV-light
  作者：Xiaoni Qi、Weichun Li、Bingbing Shi、Youming Zhang、Hong Yao、Qi Lin、Taibao Wei

  DOI：10.1016/j.cclet.2022.03.081

  日期：2022.12

  Delightfully, different from the traditional supramolecular host-guest interaction, the fluorescent emission of G molecule could be recovered after irradiating under the nature light. In view of this interesting observations, the interaction mechanism was carefully investigated by a series of characterizations. Those results suggested that the G molecule was easily threaded into the macrocyclic cavity

  最近，开发一种新的超分子制造途径引起了极大的关注。为此，我们首先设计并报道了一种基于大环主体内部驱动力的原始光激活平台，采用柱[5]芳烃作为主体分子（H）和吩嗪衍生物作为高能客体分子（G )。令人惊讶的是，将H溶液加入G体系后， G分子的强荧光发射在紫外光（254 nm）的照射下迅速下降，直至完全猝灭。令人高兴的是，不同于传统的超分子主客体相互作用，G的荧光发射在自然光照射下，分子可以被回收。鉴于这一有趣的观察结果，通过一系列表征仔细研究了相互作用机制。这些结果表明，G分子在紫外光照射诱导的内部驱动力下很容易穿入大环腔（H ），形成1：1的主客体复合物。此外，利用这一特殊特性，主客体复合物光激活平台进一步应用于无墨光驱动打印材料，在实际应用中展现出巨大潜力。
• Sircar; De, Journal of the Indian Chemical Society, 1925, vol. 2, p. 314
  作者：Sircar、De

  DOI：——

  日期：——
• On the Synthesis of Pyrazino[2,3-b]phenazine and 1H-Imidazo[4,5-b]phenazine Derivatives
  作者：Atef M. Amer、Adel A. El-Bahnasawi、Mohamed R. H. Mahran、Mostafa Lapib

  DOI：10.1007/pl00010183

  日期：1999.10

  Several pyrazino[2,3-D]phenazine derivatives were prepared by the reaction of 2,3-diaminophenazine with different 1,2-diketones. Nucleophilic substitution of 2,3-dibromomethyl-pyrazino[2,3-b]phenazine with propanol, morpholine, and potassium thiocyanate gave 2,3-bis(propoxymethyl)-pyrazino[2,3-b]phenazine 2,3-bis-(4-morpholinylmethyl)-pyrazino[2,3-b]phenazine, and 2,3-bis-(cyanosulfanylmethyl)-pyrazino[2,3-b]phenazine. 2-Aryl-1H-imidazo[4,5-b]phenazine derivatives were synthesized by a one-pot reaction of 1,3-diaminophenazine with different aromatic aldehydes or acids. Reaction of 2,3-diaminophenazine with acetic anhydride and formic acid afforded 1H-imidazo[4,5-b]phenazine and 2-methyl-1H-imidazo[4,5-b]phenazine. Chemical and spectroscopic evidences for the product structures of the new compounds are presented.
• SLUKA, J.;ZIKAN, V.;DANEK, J., CS. FARM, 37,(1988) N 2, 65-70
  作者：SLUKA, J.、ZIKAN, V.、DANEK, J.

  DOI：——

  日期：——
• Synthesis of Benzazoles by Hydrogen-Transfer Catalysis
  作者：A. John Blacker、Mohamed M. Farah、Michael I. Hall、Stephen P. Marsden、Ourida Saidi、Jonathan M. J. Williams

  DOI：10.1021/ol900557u

  日期：2009.5.7

  Transition-metal-catalyzed hydrogen-transfer reactions have been used for the conversion of alcohols into benzimidazoles and aldehydes into benzoxazoles and benzothiazoles.