N'-(3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene)benzohydrazide | 20809-32-9

• 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'-(3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene)benzohydrazide
• 英文别名: 2,6-Dimethylbenzochinon-(1,4)-4-(2-benzoylhydrazon)；N-[(3,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)amino]benzamide
• CAS: 20809-32-9
• 化学式: C₁₅H₁₄N₂O₂
• 分子量: 254.288
• InChiKey: ZHRCDNMMHIJCFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2,6-二甲基-2,5-环己二烯-1,4-二酮 、 苯甲酰肼 以 氯仿 为溶剂， 反应 48.0h， 以51%的产率得到N'-(3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene)benzohydrazide
  参考文献：
  名称：

  Synthesis of NG-061 and Its Analogs, and Their Biological Evaluation as an Enhancer of Nerve Growth Factor.

  摘要：

  一种新型神经生长因子（NGF）增强剂NG-061，已从青霉菌（Penicillium minioluteum F-4627）的发酵液中分离，采用单一步骤合成自甲氧基苯醌和苯乙酰肼。同时，还合成了一系列酰肼衍生物，并通过对大鼠嗜铬细胞瘤细胞系PC12的评价，测试了它们对NGF在神经突生长中的神经营养效应的增强活性。

  DOI：

  10.1248/cpb.48.1470

文献信息

• Reaction of N-sulfonyl derivatives of 1,4-benzoquinone monoimine with substituted hydrazines
  作者：S. A. Konovalova、A. P. Avdeenko、S. A. Goncharova、V. V. D’yakonenko、S. V. Shishkina

  DOI：10.1134/s1070428016050055

  日期：2016.5

  Reaction direction of N-sulfonyl derivatives of 1,4-benzoquinone monoimine with substituted hydrazines depends on the redox potential of the quinone imine and on the basicity of the hydrazine. Aryl (alkyl)hydrazines of high basicity favor the reduction of quinone monoimine. In reactions with less basic aroylhydrazones N'-(4-oxocyclohexa-2,5-dienylidene)aroylhydrazides were obtained only from the alkylsubstituted

  1,4-苯醌单亚胺的N-磺酰基衍生物与取代的肼的反应方向取决于醌亚胺的氧化还原电势和肼的碱性。高碱性的芳基（烷基）肼有助于减少醌单亚胺。在与碱性较低的芳酰基hydr的反应中，仅从具有较低氧化还原电势的N-磺酰基衍生物的喹啉环中取代的烷基获得N ′-（4-氧代环己二-2，5-二烯基）芳酰基酰肼。
• Synthesis of NG-061 and Its Analogs, and Their Biological Evaluation as an Enhancer of Nerve Growth Factor.
  作者：Tadashi EGUCHI、Shinobu KANAI、Katsumi KAKINUMA、Tadayasu OKAZAKI、Kazutoshi MIZOUE

  DOI：10.1248/cpb.48.1470

  日期：——

  A novel potentiator of nerve growth factor (NGF), NG-061, which had been isolated from the fermentation broth of Penicillium minioluteum F-4627, was synthesized from methoxybenzoquinone and phenylacetylhydrazine in a single step. Aseries of acyl hydrazone derivatives were also synthesized and their potentiator activity of neurotrophic effect of NGF on neurite outgrowth was evaluated by assay with a rat pheochromocytoma cell line PC12.

  一种新型神经生长因子（NGF）增强剂NG-061，已从青霉菌（Penicillium minioluteum F-4627）的发酵液中分离，采用单一步骤合成自甲氧基苯醌和苯乙酰肼。同时，还合成了一系列酰肼衍生物，并通过对大鼠嗜铬细胞瘤细胞系PC12的评价，测试了它们对NGF在神经突生长中的神经营养效应的增强活性。