4-硝基苯甲醛N-(二苯基亚甲基)腙 | 60766-79-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-硝基苯甲醛N-(二苯基亚甲基)腙
• 英文名称: 4-nitrobenzaldehyde N-(diphenylmethylene)hydrazone
• 英文别名: Benzophenon-(4-nitro-benzylidenhydrazon)；N-[(4-nitrophenyl)methylideneamino]-1,1-diphenylmethanimine
• CAS: 60766-79-2
• 化学式: C₂₀H₁₅N₃O₂
• 分子量: 329.358
• InChiKey: CXYCXLKIMOMEMD-UHFFFAOYSA-N

物化性质

• 熔点：
  153-157 °C(Solv: ethanol (64-17-5))
• 沸点：
  508.1±52.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二苯甲酮腙 以 苯 为溶剂， 生成 4-硝基苯甲醛N-(二苯基亚甲基)腙
  参考文献：
  名称：

  Bestmann,H.J.; Fritzsche,H., Chemische Berichte, 1961, vol. 94, p. 2477 - 2485

  摘要：

  DOI：

文献信息

• Synthesis of Benzophenonehydrazone Schiff Bases and their In Vitro Antiglycating Activities
  作者：Khalid Mohammed Khan、Fazal Rahim、Nida Ambreen、Muhammad Taha、Momin Khan、Humaira Jahan、Najeebullah、Azizuddin Shaikh、Sarosh Iqbal、Shahnaz Perveen、Muhammad Iqbal Choudhary

  DOI：10.2174/1573406411309040013

  日期：2013.3.31

  Benzophenonehydrazone Schiff bases 1-25 were synthesized and their in vitro antiglycation potential has been studied. Out of twenty-five compounds, thirteen showed varying degrees of antiglycation activity with IC50 values ranging between 25.7 - 305 μM, if compared with the standard rutin (IC50 = 70.5 ± 0.50 μM). Compounds 21 (2,3- dihydroxybenzaldehyde N-(diphenylmethylene)hydrazine) IC50 = 25.7 ± 0.003 μM, 14 (diphenylmethanone N-[1-(2,4- dihydroxy-5-nitrophenyl)ethylidene]hydrazine) IC50 = 36.6 ± 0.004 μM, 6 (3,4-dihydroxybenzaldehyde N- (diphenylmethylene)hydrazine) IC50 = 49.5 ± 0.001 μM, 13 (diphenylmethanone N-[1-(2,5-dihydroxyphenyl)ethylidene] hydrazine) IC50 = 52.6 ± 0.023 μM, and 15 (diphenylmethanone N-[1-(3,4-dihydroxyphenyl)ethylidene]hydrazine) IC50 = 57 ± 0.002 μM, showed showed much better antiglycation potential superior to the standard rutin. The compounds 7 (2,5- dihydroxybenzaldehyde N-(diphenylmethylene)hydrazine) IC50 = 66 ± 0.002 μM, and 25 (diphenylmethanone N-[1-(2,5- dihydroxyphenyl)propylidene] hydrazine) IC50 = 67.9 ± 0.001 μM showed compareably good antiglycation activity to standard rutin. All compounds were characterized by spectroscopic techniques and gave satisfactory elemental analysis.

  合成了苯甲酮腙席夫碱 1-25 并研究了它们的体外抗糖化潜力。与标准芦丁（IC50 = 70.5 ± 0.50 μM）相比，25 个化合物中有 13 个显示出不同程度的抗糖化活性，IC50 值在 25.7 - 305 μM 之间。化合物 21（2,3-二羟基苯甲醛 N-（二苯基亚甲基）肼）的 IC50 = 25.7 ± 0.003 μM，14（二苯基甲酮 N-[1-（2,4-二羟基-5-硝基苯基）亚乙基]肼）的 IC50 = 36.6 ± 0.004 μM，6（3,4-二羟基苯甲醛 N-（二苯基亚甲基）肼）IC50 = 49.5 ± 0.001 μM、13（二苯基甲酮 N-[1-(2,5-二羟基苯基)亚乙基]肼）IC50 = 52.6 ± 0.023 μM，以及 15（二苯基甲酮 N-[1-(3,4-二羟基苯基)亚乙基]肼）IC50 = 57 ± 0.002 μM，显示出比标准芦丁更好的抗糖化潜力。化合物 7（2,5-二羟基苯甲醛 N-（二苯基亚甲基）肼）和 25（二苯基甲酮 N-[1-（2,5-二羟基苯基）亚丙基]肼）的 IC50 = 67.9 ± 0.001 μM 显示出比标准芦丁更好的抗糖化活性。所有化合物都通过光谱技术进行了表征，并给出了令人满意的元素分析结果。
• An expeditious and solvent free synthesis of azine derivatives using sulfated anatase–titania as a novel solid acid catalyst
  作者：B. Krishnakumar、M. Swaminathan

  DOI：10.1016/j.catcom.2011.08.029

  日期：2011.11

  Solid acid catalyst sulfated anatase-titania (TiO2-SO42-) has been used for the synthesis of azine derivatives from benzophenone hydrazone and ketones/aldehydes by simple physical grinding. This sulfated titania gives an excellent yield with short reaction time and is an inexpensive, easily recyclable catalyst for this reaction. (C) 2011 Elsevier B.V. All rights reserved.
• Khan, Khalid Mohammed; Rahim, Fazal; Khan, Ajmal, Journal of the Chemical Society of Pakistan, 2015, vol. 37, # 3, p. 479 - 483
  作者：Khan, Khalid Mohammed、Rahim, Fazal、Khan, Ajmal、Ali, Sajjad、Taha, Muhammad、Saad, Syed Muhammad、Khan, Momin、Najeebullah、Shaikh、Perveen, Shahnaz、Choudhary, Muhammad Iqbal

  DOI：——

  日期：——
• Khan, Khalid Mohammed; Rasheed, Huma; Fatima, Bibi, Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 5, p. 954 - 958
  作者：Khan, Khalid Mohammed、Rasheed, Huma、Fatima, Bibi、Hayat, Muhammad、Rahim, Fazal、Ullah, Hayat、Hameed, Abdul、Taha, Muhammad、Tahir, Affan、Perveen, Shahnaz

  DOI：——

  日期：——
• Bestmann,H.J.; Fritzsche,H., Chemische Berichte, 1961, vol. 94, p. 2477 - 2485
  作者：Bestmann,H.J.、Fritzsche,H.

  DOI：——

  日期：——