2,2-Di-(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-piperidylazomethiononaphthyl) | 86133-33-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,2-Di-(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-piperidylazomethiononaphthyl)
• 英文别名: 5,5'-diisopropyl-1,1',6,6',7,7'-hexahydroxyl-3,3'-dimethyl-8,8'-di(N-piperidylazomethino)-2,2'-binaphthalene
• CAS: 86133-33-7
• 化学式: C₄₀H₅₀N₄O₆
• 分子量: 682.86
• InChiKey: COEDILKUPYVBCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  50.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  152.58
• 氢给体数：
  6.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  N-亚硝基哌啶 在 锌 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 2,2-Di-(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-piperidylazomethiononaphthyl)
  参考文献：
  名称：

  Synthesis and antiviral activity of gossypol derivatives

  摘要：

  DOI：

  10.1007/bf00766687

文献信息

• Tautomerism and stereodynamics in Schiff bases from gossypol and hemigossypol with<i>N</i>-aminoheterocycles
  作者：Esther Matamoros、Pedro Cintas、Juan Carlos Palacios

  DOI：10.1039/c9ob01011d

  日期：——

  tautomers for Schiff bases from gossypol, while their corresponding hydrazones only possess N-imine-N-imine structures both in solution and the solid state. The modification of interactions between the lone pairs on the nitrogen atoms by altering the steric hindrance of the non-iminic nitrogen can favor enamine tautomers. This assumption has now been confirmed and, in the solid state, hydrazones from N-aminopiperidine

  互变异构在结构稳定和反应性中起关键作用。在本文中，我们将在DFT模拟的帮助下详细研究棉酚（一种天然存在的阻转异构二醛），它具有雄性避孕药和抗肿瘤药的优良性能。通过氨基缀合可以降低与反应性醛基相关的毒性。亚氨基或烯氨基结构的出现确实令人费解，还没有明确的理由。N-烯胺-N-烯胺结构是棉酚中希夫碱的普遍或互变异构体，而它们相应的在溶液和固态中均仅具有N-亚胺-N-亚胺结构。通过改变非亚氨基氮的空间位阻来改变氮原子上孤对之间的相互作用可有利于烯胺互变异构体。现在已经证实了该假设，并且在固态下，来自N-氨基哌啶的和它们的顺式2，6-二甲基衍生物分别具有双亚胺和双烯胺结构。在溶液中，这些化合物在两个结构之间平衡存在。还讨论了这种H键合假环的互变异构化机理，轴向手性和芳香性的分析。
• Synthesis and antiviral, insecticidal, and fungicidal activities of gossypol derivatives containing alkylimine, oxime or hydrazine moiety
  作者：Ling Li、Zheng Li、Kailiang Wang、Yuxiu Liu、Yongqiang Li、Qingmin Wang

  DOI：10.1016/j.bmc.2015.08.015

  日期：2016.2

  Gossypol is a part of the cotton plant's defense system against pathogens and herbivorous insects. To discover gossypol analogs with broad spectrum and high activity, a series of gossypol alkylamine Schiff base, oxime and hydrazone derivatives were synthesised and bioassayed. The biological results indicated that most of these derivatives exhibited higher anti-TMV activity than gossypol. Interestingly, the activities of compounds 10, 15, 18, 20, 23 and 26 were much higher than that of ribavirin. Furthermore, compound 26, which was low toxicity to rat, showed better activity than control plant virus inhibitors in the field. Additionally, allyl amine Schiff base (9) displayed remarkable insecticidal activities against Mythimna separata, Helicoverpa armigera and Ostrinia nubilalis, whereas (pyridin-3-yl) methanamine Schiff base (13) showed excellent activity against Culex pipiens pallens. The fungicidal results revealed that all of compounds exhibited good activity against Physalospora piricola. (C) 2015 Elsevier Ltd. All rights reserved.