N,N-bis(4-isopropylbenzylidene)ethane-1,2-diamine

• 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: N,N-bis(4-isopropylbenzylidene)ethane-1,2-diamine
• 英文别名: N,N'-(ethane-1,2-diyl)bis(1-(4-isopropylphenyl)methanimine)；N,N'-bis(4-isopropylbenzaldimine)-1,2-diaminoethane；N,N'-bis-(4-isopropylidene-benzyliden)-ethylenediamine；N.N'-Dicuminal-aethylendiamin；N,N'-Bis-(4-isopropyliden-benzyliden)-aethylendiamin；1-(4-propan-2-ylphenyl)-N-[2-[(4-propan-2-ylphenyl)methylideneamino]ethyl]methanimine
• 化学式: C₂₂H₂₈N₂
• 分子量: 320.478
• InChiKey: PNYOKDYONBHKER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N-bis(4-isopropylbenzylidene)ethane-1,2-diamine 在 sodium tetrahydroborate 、 氯化铵 作用下， 以 甲醇 为溶剂， 生成 1,3-bis(4-isopropylbenzyl)imidazolidinium chloride
  参考文献：
  名称：

  制备一系列带有N-杂环卡宾配体的Ru（ii）配合物，用于芳族酮的催化转移氢化†

  摘要：

  [RuCl 2（p- Cymene）2与Ag- N-杂环卡宾（NHC）配合物的反应产生了一系列[[ p- Cymene）Ru（NHC）]配合物（2a–f），所有合成的化合物均经过了表征通过元素分析，NMR光谱和X射线晶体学测定2a的分子结构，所有配合物均已作为芳香族酮转移加氢的催化剂进行了测试，显示出优异的活性。

  DOI：

  10.1039/c1dt11203a
• 作为产物：
  描述：

  乙二胺 、 4-异丙基苯甲醛 以 乙醇 为溶剂， 反应 10.0h， 以80%的产率得到N,N-bis(4-isopropylbenzylidene)ethane-1,2-diamine
  参考文献：
  名称：

  Schiff碱配体的Ru（II）-p-月桂烯复合物的生物学和催化评估：配体附加部分对光诱导DNA和蛋白质裂解，细胞毒性和CHH活化的影响

  摘要：

  两个有机金属钌（II） - p -cymene的类型的复合物的[Ru（η 6 - p -cymene）（L）CL] PF 6 1和2，其中L是Ñ，Ñ双（4- isopropylbenzylidene）乙烷1,2-二胺（bien，L1）或N，N-双（pyren-2-基亚甲基）乙烷-1,2-二胺（bpen，L2）已经制备并表征良好。由于在配位的bpen配体中附加了吡啶基，因此配合物2的DNA和蛋白质结合力比配合物1高其中引入了异丙基苄基。有趣的是，发光特征复合物2在通过依赖氧的机制被365nm的UVA光激活后显示DNA裂解方面是独特的。AFM分析证明了复合物2的光诱导DNA断裂能力。同样，复合物2在非接触方式下以非特异性方式裂解蛋白质，表明它可以充当蛋白质光裂解剂。与复合物的DNA和蛋白质相互作用的趋势相反，复合物1对人乳腺癌（MCF-7）和肝癌（HepG2）表现出细胞毒活性，其效力高于复合物2由于异丙基的增强的疏水性呈现在p

  DOI：

  10.1002/aoc.4756

文献信息

• Biological and catalytic evaluation of Ru(II)-<i>p</i> -cymene complexes of Schiff base ligands: Impact of ligand appended moiety on photo-induced DNA and protein cleavage, cytotoxicity and C-H activation
  作者：Durairaj Gopalakrishnan、Santhanam Srinath、Baburaj Baskar、Nattamai S.P. Bhuvanesh、Mani Ganeshpandian

  DOI：10.1002/aoc.4756

  日期：2019.3

  characteristic complex 2 is unique in displaying DNA cleavage after light activation by UVA light at 365 nm through oxygen dependent mechanism. AFM analysis attests the photo‐induced DNA fragmentation ability of complex 2. Also, the complex 2 cleaves the protein after light exposure in a non‐specific manner suggesting that it can act as a protein photo cleaving agent. In contrast to the trend of DNA and protein

  两个有机金属钌（II） - p -cymene的类型的复合物的[Ru（η 6 - p -cymene）（L）CL] PF 6 1和2，其中L是Ñ，Ñ双（4- isopropylbenzylidene）乙烷1,2-二胺（bien，L1）或N，N-双（pyren-2-基亚甲基）乙烷-1,2-二胺（bpen，L2）已经制备并表征良好。由于在配位的bpen配体中附加了吡啶基，因此配合物2的DNA和蛋白质结合力比配合物1高其中引入了异丙基苄基。有趣的是，发光特征复合物2在通过依赖氧的机制被365nm的UVA光激活后显示DNA裂解方面是独特的。AFM分析证明了复合物2的光诱导DNA断裂能力。同样，复合物2在非接触方式下以非特异性方式裂解蛋白质，表明它可以充当蛋白质光裂解剂。与复合物的DNA和蛋白质相互作用的趋势相反，复合物1对人乳腺癌（MCF-7）和肝癌（HepG2）表现出细胞毒活性，其效力高于复合物2由于异丙基的增强的疏水性呈现在p
• Synthesis, spectroscopic, antimicrobial, DNA binding and cleavage studies of some metal complexes involving symmetrical bidentate N, N donor Schiff base ligand
  作者：D. Arish、M. Sivasankaran Nair

  DOI：10.1016/j.saa.2011.07.031

  日期：2011.11

  The Schiff base ligand, N,N'-bis-(4-isopropylbenzaldimine)-1,2-diaminoethane (L), obtained by the condensation of 4-isopropylbenzaldehyde and 1,2-diaminoethane, has been used to synthesize the complexes of the type [ML(2)X(2)] [M = Co(II), Ni(II) and Zn(II); X = Cl and OAc]. The newly synthesized ligand (L) and its complexes have been characterized on the basis of elemental analyses, mass, (1)H and (13)C-NMR, molar conductance, IR, UV-vis, magnetic moment, CV and thermal analyses, powder XRD and SEM. IR spectral data show that the ligand is coordinated to the metal ions in a bidentate manner. The geometrical structures of these complexes are found to be octahedral. Interestingly, reaction with Cu(II) ion with this ligand undergoes hydrolytic cleavage to form ethylenediamine copper(II) complex and the corresponding aldehyde. The antimicrobial results indicate that the chloro complexes exhibit more activity than the acetato complexes. The complexes bind to CT-DNA by intercalation modes. Novel chloroform soluble ZnL(2)Cl(2) complex exhibits tremendous antimicrobial. DNA binding and cleaving properties. (C) 2011 Elsevier B.V. All rights reserved.
• Mason, Chemische Berichte, 1887, vol. 20, p. 270
  作者：Mason

  DOI：——

  日期：——
• Preparation of a series of Ru(<scp>ii</scp>) complexes with N-heterocyclic carbeneligands for the catalytic transfer hydrogenation of aromatic ketones
  作者：Nevin Gürbüz、Emine Özge Özcan、İsmail Özdemir、Bekir Çetinkaya、Onur Şahin、Orhan Büyükgüngör

  DOI：10.1039/c1dt11203a

  日期：——

  [RuCl2(p-cymene]2 with Ag–N-heterocyclic carbene (NHC) complexes yields a series of [(p-cymene)Ru(NHC)] complexes (2a–f). All synthesised compounds were characterized by elemental analysis, NMR spectroscopy and the molecular structure of 2a was determined by X-ray crystallography. All complexes have been tested as catalysts for the transfer hydrogenation of aromatic ketones, showing excellent activity in this reaction

  [RuCl 2（p- Cymene）2与Ag- N-杂环卡宾（NHC）配合物的反应产生了一系列[[ p- Cymene）Ru（NHC）]配合物（2a–f），所有合成的化合物均经过了表征通过元素分析，NMR光谱和X射线晶体学测定2a的分子结构，所有配合物均已作为芳香族酮转移加氢的催化剂进行了测试，显示出优异的活性。
• Synthesis and biological evaluation of novel cYY analogues targeting Mycobacterium tuberculosis CYP121A1
  作者：Safaa M. Kishk、Kirsty J. McLean、Sakshi Sood、Mohamed A. Helal、Mohamed S. Gomaa、Ismail Salama、Samia M. Mostafa、Luiz Pedro S. de Carvalho、Andrew W. Munro、Claire Simons

  DOI：10.1016/j.bmc.2019.02.051

  日期：2019.4

  The rise in multidrug resistant (MDR) cases of tuberculosis (TB) has led to the need for the development of TB drugs with different mechanisms of action. The genome sequence of Mycobacterium tuberculosis (Mtb) revealed twenty different genes coding for cytochrome P450s. CYP121A1 catalyzes a C-C crosslinking reaction of di-cyclotyrosine (cYY) producing mycocyclosin and current research suggests that either mycocyclosin is essential or the overproduction of cYY is toxic to Mtb. A series of 1,4-dibenzyl-2-imidazol-1-yl-methylpiperazine derivatives were designed and synthesised as cYY mimics. The derivatives substituted in the 4-position of the phenyl rings with halides or alkyl group showed promising antimycobacterial activity (MIC 6.25 mu g/mL), with the more lipophilic branched alkyl derivatives displaying optimal binding affinity with CYP121A1 (Pr-i K-D = 1.6 mu M; Bu-t K-D = 1.2 mu M). Computational studies revealed two possible binding modes within the CYP121A1 active site both of which would effectively block cYY from binding.