(E)-2-((4-nitrobenzylidene)amino)ethanol | 148201-89-2

• 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: (E)-2-((4-nitrobenzylidene)amino)ethanol
• CAS: 148201-89-2
• 化学式: C₉H₁₀N₂O₃
• 分子量: 194.19
• InChiKey: WOEUSDIWFMCJSY-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  75.73
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-2-((4-nitrobenzylidene)amino)ethanol 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 生成 2-(4-nitrobenzylamino)ethanol
  参考文献：
  名称：

  Synthesis and Evaluation of Novel Polyaminocarboxylate-Based Antitumor Agents

  摘要：

  Iron depletion, using iron chelators targeting transferrin receptor (TfR) and ribonucleotide reductase (RR), is proven to be effective in the treatment of cancer. We synthesized and evaluated novel polyarninocarboxylate-based chelators NETA, NE3TA, and NE3TA-Bn and their bifunctional versions C-NETA, C-NE3TA, and N-NE3TA for use in iron depletion tumor therapy. The cytotoxic activities of the novel polyaminocarboxylates were evaluated in the HeLa and HT29 colon cancer cell lines and compared to the clinically available iron depletion agent DFO and the frequently explored polyaminocarboxylate DTPA. All new chelators except C-NETA displayed enhanced cytotoxicities in both HeLa and HT29 cancer cells compared to DFO and DTPA. Incorporation of the nitro functional unit for conjugation to a targeting moiety into the two potent non-functionalized chelators NE3TA and NE3TA-Bn (C-NE3TA and N-NE3TA) was well-tolerated and resulted in a minimal decrease in cytotoxicity. Cellular uptake of C-NE3TA, examined using a confocal microscope, indicates that the chelator is taken up into HT29 cancer cells.

  DOI：

  10.1021/jm701307j
• 作为产物：
  描述：

  C.I.酸性橙108 生成 (E)-2-((4-nitrobenzylidene)amino)ethanol
  参考文献：
  名称：

  WITEK, S.;BIELAWSKA, A.;BIELAWSKI, J., POL. J. CHEM., 1981, 55, N 10, 2025-2030

  摘要：

  DOI：

文献信息

• Metal-based ethanolamine-derived compounds: a note on their synthesis, characterization and bioactivity
  作者：Muhammad Amjad、Sajjad H. Sumrra、Muhammad Safwan Akram、Zahid H. Chohan

  DOI：10.1080/14756366.2016.1220375

  日期：2016.11.4

  Metal-based ethanolamines, (L1)-(L4) coordinated with Co(II), Cu(II), Ni(II) and Zn(II) metals in 1:2 (metal:ligand) molar ratio to produce new compounds have been reported. These compounds were screened for their bactericidal/fungicidal activity against a number of bacterial (Escherichia coli, Shigella flexneri, Pseudomonas aeruginosa, Salmonella typhi, Staphylococcus aureus and Bacillus subtilis)

  金属基乙醇胺，（L1）-（L4）与Co（II），Cu（II），Ni（II）和Zn（II）金属按1：2（金属：配体）摩尔比配位以生成新化合物被报道。筛选了这些化合物对多种细菌（大肠杆菌，志贺氏志贺氏菌，铜绿假单胞菌，鼠伤寒沙门氏菌，金黄色葡萄球菌和枯草芽孢杆菌）和真菌菌株（长毛癣菌，白色念珠菌，微孢曲霉，微孢子虫）的杀菌/杀真菌活性。茄形镰刀菌（Fusarium solani）和光滑念珠菌（Candida glabrata）对着称为卤虫的虾类。筛选结果表明，由于螯合，金属络合物比未络合的配体具有更高的针对一种或多种细菌/真菌物种的活性。与其他配体相比，该配体（L4）具有良好的细菌和真菌活性。抗菌结果表明，（L4）的Zn（II）配合物（16）是最有效的配合物，同一配体（L4）的Co（II）配合物（14）具有最高的抗真菌活性。
• N-Nitrosation of (E)-2-(benzylidene-amino)ethanols
  作者：Li-jun Peng、Zhong-quan Liu、Jian-tao Wang、Long-min Wu

  DOI：10.1016/j.tetlet.2007.05.178

  日期：2007.10

  Reaction of (E)-2-(benzyiidene-amino)ethanol 2 with nitric oxide afforded an (E)-rotamer dominant mixture of (E)- and (Z)-N-nitroso-2-aryl-1,3-oxazolidine 3 at room temperature in good overall yields. (C) 2007 Published by Elsevier Ltd.
• LETUNOV, V. I., ZH. ORGAN. XIMII, 1982, 18, N 11, 2428-2430
  作者：LETUNOV, V. I.

  DOI：——

  日期：——
• KOZLOV, N. S.;PAK, V. D.;BRITAN, E. A.;GARTMAN, G. A.;YAGANOVA, N. N., DOKL. AN BSSR, 1984, 28, N 10, 901-903
  作者：KOZLOV, N. S.、PAK, V. D.、BRITAN, E. A.、GARTMAN, G. A.、YAGANOVA, N. N.

  DOI：——

  日期：——