N,N'-bis(4-methoxy-2-oxyacetophenylidene)ethylenediamine | 259748-16-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-bis(4-methoxy-2-oxyacetophenylidene)ethylenediamine
• 英文别名: N,N'-bis(4-methoxy-2-hydroxyacetophenylidene)ethylenediamine；bis-(2-hydroxy-4-methoxyacetophenone)ethylenediimine；1,2-bis(2-hydroxy-4-methoxy-α-methylbenzylideneimino)ethane；2-[N-[2-[1-(2-hydroxy-4-methoxyphenyl)ethylideneamino]ethyl]-C-methylcarbonimidoyl]-5-methoxyphenol
• CAS: 259748-16-8
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: DSRFWXWOTOADPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(acetylacetonate)oxovanadium 、 N,N'-bis(4-methoxy-2-oxyacetophenylidene)ethylenediamine 以 甲醇 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  New compounds of tetradentate Schiff bases with vanadium(IV) and vanadium(V) †

  摘要：

  一系列潜在的四齿配体H2L已由芳香醛、酮以及脂肪族二胺制备而成。它们的钒(IV)和钒(V)配合物[VO(L)]和[VO(L)]+，以及一些加合物[VO(L)→VO(L)]+也已合成。对四个选定配合物的结构进行了确定，结果显示这些结构必须是由于立体和电子因素的共同作用，使得对构象和堆叠的预测变得困难。加合物[VO(L)→VO(L)]+在二氯甲烷溶液中具有持久的结构，在该环境中它们可以进行氧化还原反应，但在供体溶剂乙腈中，它们显然会解离成各自的组成配合物。

  DOI：

  10.1039/a908337e
• 作为产物：
  描述：

  丹皮酚 、 乙二胺 以 甲醇 为溶剂， 反应 0.5h， 生成 N,N'-bis(4-methoxy-2-oxyacetophenylidene)ethylenediamine
  参考文献：
  名称：

  合成，氢键一维结构以及高旋转（HS）与单核铁（III）配合物[FeIII（Him）2（4-MeOhapen）有序[HS-HS-HS-LS]之间的突然自旋转变] CF3SO3（Him =咪唑，4-MeOhapen = N，N'-双（2-氧-4-甲氧基乙撑亚苯基）乙二胺）

  摘要：

  摘要合成了SCO铁（III）配合物[FeIII（Him）2（4MeOhapen）] CF3SO3，其中Him =咪唑，4-MeOhapen = N，N'-双（2-氧基-4-甲氧基乙撑亚苯基）乙二胺。FeIII离子具有八面体配位几何结构，在轴向位置具有赤道四齿配体（4-MeOhapen）的N2O2供体原子和两个咪唑（Him）的两个氮原子。相邻的阳离子通过CF3SO3-离子通过Him和CF3SO3-之间的NH = O氢键桥接，从而形成一维链结构{[FeIII（Him）2（4MeO-hapen）] CF3SO3}1∞。磁化率测量表明，复合物在单个HS相和对称破坏的[HS-HS-HS-LS]相之间表现出突然的自旋跃迁，并在80 K附近表现出另一个跃迁。

  DOI：

  10.1016/j.ica.2015.09.031

文献信息

• Low-dose paeonol derivatives alleviate lipid accumulation
  作者：Kuan-Chuan Pao、Jin-Feng Zhao、Tzong-Shyuan Lee、Ying-Pei Huang、Chien-Chung Han、Lin-Chiang Sherlock Huang、Kou-Hung Wu、Ming-Hua Hsu

  DOI：10.1039/c4ra13986k

  日期：——

  Here, we present a series of novel paeonol derivatives that prevent lipid accumulation at lower doses.

  这里，我们展示了一系列新颖的肉草酚衍生物，可以在较低剂量下防止脂质积聚。
• Syntheses, hydrogen-bonded assembly structures, and spin crossover properties of [FeIII(Him)2(n-MeOhapen)]PF6 (Him=imidazole and n-MeOhapen=N,N′-bis(n-methoxy-2-oxyacetophenylidene)ethylenediamine); n=4, 5, 6)
  作者：Takeshi Fujinami、Mizuki Ikeda、Masataka Koike、Naohide Matsumoto、Tomohiro Oishi、Yukinari Sunatsuki

  DOI：10.1016/j.ica.2015.03.034

  日期：2015.6

  Three iron(III) complexes, [Fe-III(Him)(2)(n-MeOhapen)]PF6 (1: n = 4, 2: n = 5, 3: n = 6), where Him = imidazole and n-MeOhapen = N,N'-bis(n-methoxy-2-oxyacetophenylidene)ethylenediamine, were synthesized. Each Fe-III ion was coordinated by N4O2 donor atoms of equatorial n-MeOhapen and two axial Him. The saturated FeC2N2 chelate ring involving the ethylenediamine moiety adopted a gauche conformation and the two phenylidene planes of [Fe-III(Him)(2)(n-MeOhapen)](+) were oriented opposite to the FeO2N2 coordination plane. Two adjacent [Fe-III(Him)(2)(4-MeOhapen)](+) cations in 1 were connected via PF6 ions by hydrogen bonds between the imidazole group and PF6 to give a one-dimensional chain. Two adjacent cations in 2 were connected via hydrogen bonds between the phenylidene oxygen and imidazole atoms to form a cyclic dimer structure. Two EtOH molecules were involved in a hydrogen-bonded cyclic dimer structure in 3. Compounds 1 and 2 showed spin crossover behavior, but 3 showed incomplete spin crossover. (C) 2015 Elsevier B.V. All rights reserved.
• Evaluation of the antioxidant, DNA interaction and tumor cell cytotoxicity activities of Copper(II) complexes with Paeonol Schiff-base
  作者：Dong-Dong Qin、Zheng-Yin Yang、Fu-Hong Zhang、Bo Du、Ping Wang、Tian-Rong Li

  DOI：10.1016/j.inoche.2010.03.030

  日期：2010.6

  Herein, we report for the first time on the preparation of four Paeonol Schiff-base ligands: 1,2-Bis(2-hydroxy-4-methoxy-alpha-methylbenzylideneimino) ethane (H(2)L(1)), 2-hydroxy-4-methoxy-alpha-methylbenzylidene (benzoyl) hydrazone (HL(2)), 2-hydroxy-4-methoxyacetophenone-ethanolamine Schiff-base (HL(3)), and 2-hydroxy-4-methoxyacetophenone(2'-hydroxybenzoyl) hydrazone (H(2)L(4)), and their Cu(II) complexes, of which the structure of C(11)N(2)O(6)H(14)Cu(CuL(3)center dot NO(3)) was confirmed by X-ray diffraction. Antioxidant activities of four Cu(II) complexes were studied by the standard non-enzymatic NBT method and Fenton system, used to produce superoxide anion radicals and hydroxyl radicals, respectively. The results show these Cu(II) complexes have excellent antioxidant activities. DNA-binding and in vitro cytotoxicity experiments were utilized to further investigate the biological activities of C(11)N(2)O(6)H(14)Cu(CuL(3)center dot NO(3)). These results support C(11)N(2)O(6)H(14)Cu as a potential candidate for biological use because it shows not only high antioxidant and moderate DNA-binding activities, but also good tumor cell cytotoxicity activities in human cell lines carcinomas Hep-2 (larynx), for the range of concentrations tested. (C) 2010 Elsevier B.V. All rights reserved.
• Synthesis, characterisation, oxygenation and carbonylation of ruthenium(III) schiff base complexes
  作者：M.M. Taqui Khan、N.H. Khan、R.I. Kureshy、A.B. Boricha、Z.A. Shaikh

  DOI：10.1016/s0020-1693(00)80478-8

  日期：1990.4