N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine | 125316-54-3

• 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,N'-bis(3,4-dimethoxybenzyl)ethylenediamine
• 英文别名: N,N'-bis[(3,4-dimethoxyphenyl)methyl]ethane-1,2-diamine
• CAS: 125316-54-3
• 化学式: C₂₀H₂₈N₂O₄
• 分子量: 360.453
• InChiKey: ILLLQBGNAXYEQT-UHFFFAOYSA-N

物化性质

• 沸点：
  489.6±40.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  61
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine 在 劳森试剂 作用下， 以 甲苯 、 xylene 为溶剂， 生成 1,5-Bis-(3,4-dimethoxy-benzyl)-4-thioxo-[1,3,5]triazepan-2-one
  参考文献：
  名称：

  Sawanishi; Wakusawa; Murakami, Journal of Medicinal Chemistry, 1995, vol. 38, # 26, p. 5066 - 5070

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-二甲氧基苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 N,N'-bis(3,4-dimethoxybenzyl)ethylenediamine
  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

文献信息

• Anti-cancer activity potentiator
  申请人：LEDERLE (JAPAN) LTD.

  公开号：EP0355604A2

  公开（公告）日：1990-02-28

  A pharmaceutical oil-in-water type micro-­emulsion having an action of potentiating the activities of anti-cancer agents, said micro-emulsion comprises fine particles of a vegetable oil or a tri­glyceride of a medium-chain fatty acid having 8 to 12 carbon atoms containing 0.1 to 10 % (w/v) of N-solanesyl-­N,N′-bis(3,4-dimethoxybenzyl)ethylenediamine malate of formula (I) below, an aqueous medium, and 0.05 to 25 % (w/v) of a physiologically accept­able phospholipid for dispersing said fine particles in said aqueous medium.

  一种具有增强抗癌剂活性作用的水包油型药用微乳剂，所述微乳剂包括 植物油或具有 8 至 12 个碳原子的中链脂肪酸甘油三酯的细颗粒，其中含有 0.1% 至 10% (w/v) 下式(I)的 N-索烷酰基-N,N′-双(3,4-二甲氧基苄基)乙二胺苹果酸盐、 水性介质，以及 0.05% 至 25% (w/v) 的生理上可接受的磷脂，用于在所述水介质中分散所述细颗粒。
• Synthesis of new enantiomeric 1,2-diamines containing a myrtenyl fragment
  作者：I. A. Dvornikova、L. L. Frolova、A. V. Kuchin、I. P. Beletskaya

  DOI：10.1134/s1070428007030037

  日期：2007.3

  Some new bi- and tridentate nitrogen-containing, chiral ligands were synthesized on the basis of natural monoterpenoids, (+)- and (-)-myrtenals and (+)-myrtenol. A procedure was proposed for the synthesis of unsymmetrical ligands containing terpenoid and o-hydroxyphenyl fragments.
• Effects of Isoprenoid Analogues of <i>SDB</i>-Ethylenediamine on Multidrug Resistant Tumor Cells Alone and in Combination with Chemotherapeutic Drugs
  作者：Tatyana A. Sidorova、Albert G. Nigmatov、Eugenia S. Kakpakova、Alla A. Stavrovskaya、Galina K. Gerassimova、Alexander A. Shtil、Edward P. Serebryakov

  DOI：10.1021/jm011010t

  日期：2002.11.1

  Multidrug resistance (MDR) mediated by P-glycoprotein (Pgp) remains the major obstacle for successful treatment of cancer. Inhibition of Pgp transport is important for higher efficacy of anticancer drugs. Lipophilic cationogenic amines with at least one tertiary N atom, such as verapamil, are classical PgP-blocking agents. In a search for novel accessible compounds potent against MDR tumor cells, we synthesized a series of arylalkylamines that contain isoprenoid side chains of different length. Two out of seven new analogues of the known N,N-bis(3,4-dimethoxybenzyl)-N-solanesylethylenediamine(SDB-ethylenediamine), namely, compounds with C-10 and C-15 side chains, at low micromolar concentrations were preferentially toxic for several mammalian tumor cell lines that acquired MDR during prolonged drug selection. Moreover, at noncytotoxic concentrations, these compounds potently sensitized MDR cells to Pgp substrates vinblastine and adriamycin. We conclude that these analogues of SDB-ethylenediamine may have dual therapeutic advantage because W they are preferentially toxic for MDR cells when administered alone and (ii) they potentiate the cytotoxicity of Pgp-transported anticancer drugs.
• Khan; Chawla, Gita, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 653 - 663
  作者：Khan、Chawla, Gita

  DOI：——

  日期：——
• Towards conformationally dependent redox-responsive molecular switches. New polyferrocene bis benzo crown ether receptors
  作者：Paul D. Beer、Christopher G. Crane、Jonathan P. Danks、Philip A. Gale、Jerome F. McAleer

  DOI：10.1016/0022-328x(94)05191-d

  日期：1995.3

  New polyferrocene bis benzo-15-crown-5 ligands have been prepared and shown to form 1:1 intramolecular sandwich complexes with the potassium cation. Electrochemical investigations reveal that both receptors undergo small anodic perturbations of the respective ferrocene-ferrocenium redox couples in the presence of alkali metal cations.