N-phenyl-N'-(1-p-tolyl-ethylidene)hydrazine | 952720-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-phenyl-N'-(1-p-tolyl-ethylidene)hydrazine
• 英文别名: 2-(4-methoxybenzyloxy)benzonitrile；2-((4-Methoxybenzyl)oxy)benzonitrile；2-[(4-methoxyphenyl)methoxy]benzonitrile
• CAS: 952720-31-9
• 化学式: C₁₅H₁₃NO₂
• mdl: MFCD11155965
• 分子量: 239.274
• InChiKey: PFWSUXRIYUCWOS-UHFFFAOYSA-N

物化性质

• 沸点：
  410.5±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-phenyl-N'-(1-p-tolyl-ethylidene)hydrazine 在 正丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 生成 3-(2-hydroxy-phenyl)-6-methyl-2H-isoquinolin-1-one
  参考文献：
  名称：

  新型的5-氧杂原小ber碱的合成作为原小bio碱的生物等排体

  摘要：

  合成了5-Oxaprotoberberinones和5-oxaprotoberberinium作为原小ber碱的生物等排体。通过亚甲氧基桥将苯酚与3-苯酚异喹啉酮的异喹诺酮环连接，制得5-氧杂小ino碱酮，而5-氧杂小in碱的内酰胺部分的还原和氧化反应可合成季铵化的5-氧杂小ber碱盐。

  DOI：

  10.1016/j.tetlet.2014.01.020
• 作为产物：
  描述：

  邻羟基苯甲腈 、 4-甲氧基氯苄 在 N,N-二异丙基乙胺 、 sodium iodide 作用下， 反应 3.0h， 以17%的产率得到N-phenyl-N'-(1-p-tolyl-ethylidene)hydrazine
  参考文献：
  名称：

  利用催化DDQ可持续，温和有效地进行对甲氧基苄基醚脱保护

  摘要：

  报道了一种使用催化量的DDQ和亚硝酸钠，以氧气作为末端氧化剂对对甲氧基苄基醚进行选择性脱保护的方法。

  DOI：

  10.1016/j.tet.2014.07.003

文献信息

• Ginger and Its Bioactive Component Inhibit Enterotoxigenic <i>Escherichia coli</i> Heat-Labile Enterotoxin-Induced Diarrhea in Mice
  作者：Jaw-Chyun Chen、Li-Jiau Huang、Shih-Lu Wu、Sheng-Chu Kuo、Tin-Yun Ho、Chien-Yun Hsiang

  DOI：10.1021/jf071460f

  日期：2007.10.1

  Ginger is one of the most commonly used fresh herbs and spices. Enterotoxigenic Escherichia coli heat-labile enterotoxin (LT)-induced diarrhea is the leading cause of infant death in developing countries. In this study, we demonstrated that ginger significantly blocked the binding of LT to cell-surface receptor G(M1), resulting in the inhibition of fluid accumulation in the closed ileal loops of mice. Biological-activity-guided searching for active components showed that zingerone (vanillylacetone) was the likely active constituent responsible for the antidiarrheal efficacy of ginger. Further analysis of chemically synthesized zingerone derivatives revealed that compound 31 (2-[(4-methoxybenzyl)oxy]benzoic acid) significantly suppressed LT-induced diarrhea in mice via an excellent surface complementarity with the B subunits of LT. In conclusion, our findings provide evidence that ginger and its derivatives may be effective herbal supplements for the clinical treatment of enterotoxigenic Escherichia coli diarrhea.
• Sustainable, mild and efficient p-methoxybenzyl ether deprotections utilizing catalytic DDQ
  作者：Katie Walsh、Helen F. Sneddon、Christopher J. Moody

  DOI：10.1016/j.tet.2014.07.003

  日期：2014.10

  A procedure for the selective deprotection of p-methoxybenzyl ethers using catalytic amounts of DDQ and of sodium nitrite, with oxygen as the terminal oxidant, is reported.

  报道了一种使用催化量的DDQ和亚硝酸钠，以氧气作为末端氧化剂对对甲氧基苄基醚进行选择性脱保护的方法。
• Synthesis of novel 5-oxaprotoberberines as bioisosteres of protoberberines
  作者：Yifeng Jin、Daulat Bikram Khadka、Su Hui Yang、Chao Zhao、Won-Jea Cho

  DOI：10.1016/j.tetlet.2014.01.020

  日期：2014.2

  5-Oxaprotoberberinones and 5-oxaprotoberberinium were synthesized as bioisosteres of protoberberines. 5-Oxaprotoberberinones were prepared by linking phenol with the isoquinolone ring of 3-phenolisoquinolones by methyleneoxy bridge, while the quaternary 5-oxaprotoberberinium salt was synthesized by reduction and oxidation of the lactam moiety of 5-oxaprotoberberinone.

  合成了5-Oxaprotoberberinones和5-oxaprotoberberinium作为原小ber碱的生物等排体。通过亚甲氧基桥将苯酚与3-苯酚异喹啉酮的异喹诺酮环连接，制得5-氧杂小ino碱酮，而5-氧杂小in碱的内酰胺部分的还原和氧化反应可合成季铵化的5-氧杂小ber碱盐。