N-乙基-N-[(2-甲氧基苯基)甲基]胺 | 62924-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-乙基-N-[(2-甲氧基苯基)甲基]胺
• 英文名称: N-(2-methoxybenzyl)ethanamine
• 英文别名: N-(2-methoxybenzyl)ethylamine；N-ethyl-N-<(2-methoxyphenyl)methyl>amine；N-ethyl-2-methoxy-benzenemethanamine；N-ethyl-N-[(2methoxyphenyl)methyl]amine；N-[(2-methoxyphenyl)methyl]ethanamine
• CAS: 62924-83-8
• 化学式: C₁₀H₁₅NO
• mdl: MFCD00048516
• 分子量: 165.235
• InChiKey: JWUPFXRVSIJGAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  N-乙基-N-[(2-甲氧基苯基)甲基]胺 生成 3-{2-[ethyl-(2-methoxy-benzyl)-amino]-ethoxy}-propionitrile
  参考文献：
  名称：

  The Synthesis of Bis-quaternary Salts of Some 1,7-Phenanthroline Derivatives

  摘要：

  DOI：

  10.1021/ja01648a046
• 作为产物：
  描述：

  N-(2-methoxybenzyl)acetamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-乙基-N-[(2-甲氧基苯基)甲基]胺
  参考文献：
  名称：

  Pyrano-[2,3b]-pyridines as potassium channel antagonists

  摘要：

  The design and synthesis of a series of highly functionalized pyrano-[2,3b]-pyridines is described. These compounds were assayed for their ability to block the I-Kur channel encoded by the gene hKV1.5 in patch-clamped L-929 cells. Six of the compounds in this series showed sub-micromolar activity, the most potent being 4-(4-ethyl-benzenesulfonylamino)-3-hydroxy-2,2-dimethyl-3,4dihydro-2H-pyrano[2,3b]-pyridine-6-carboxylic acid ethyl-phenyl-amide with an IC50 of 378 nM. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.026

文献信息

• Design, synthesis and evaluation of novel dimethylamino chalcone-O-alkylamines derivatives as potential multifunctional agents against Alzheimer’s disease
  作者：Zhipei Sang、Qing Song、Zhongcheng Cao、Yong Deng、Zhenghuai Tan、Li Zhang

  DOI：10.1016/j.ejmech.2021.113310

  日期：2021.4

  derivatives was designed and synthesized as multifunctional agents for the treatment of AD. All the target compounds exhibited significant abilities to inhibit and disaggregate Aβ aggregation, and acted as potential selective AChE inhibitors, biometal chelators and selective MAO-B inhibitors. Among these compounds, compound TM-6 showed the greatest inhibitory activity against self-induced Aβ aggregation (IC50 = 0

  一种新型系列二甲基氨基chalcone-的ö设计并合成了α-烷基胺衍生物，作为用于治疗AD的多功能剂。所有目标化合物均表现出显着的抑制和分解Aβ聚集的能力，并充当潜在的选择性AChE抑制剂，生物金属螯合剂和选择性MAO-B抑制剂。在这些化合物中，化合物TM-6对自诱导的Aβ聚集表现出最大的抑制活性（IC50 = 0.88μM），并且对自诱导的Aβ聚集表现出良好的分解能力（95.1％，25μM），TEM图像，分子对接研究分子动力学模拟为它的高效率提供了合理的解释，并且还发现它是一种出色的抗氧化剂（ORAC-FL值为2.1eq。），最佳的AChE抑制剂（IC50 = 0.13μM）和MAO-B抑制剂（IC50 = 1.0μM），以及良好的神经保护剂。紫外-可见光谱和ThT荧光分析表明，化合物TM-6不仅是抑制Cu2 +诱导的Aβ聚集（95.3％，25μM）的良好生物金属螯合剂，而且还可以分解结构良好的Aβ原纤维（88
• Design, synthesis and evaluation of phthalide alkyl tertiary amine derivatives as promising acetylcholinesterase inhibitors with high potency and selectivity against Alzheimer's disease
  作者：Li Luo、Qing Song、Yan Li、Zhongcheng Cao、Xiaoming Qiang、Zhenghuai Tan、Yong Deng

  DOI：10.1016/j.bmc.2020.115400

  日期：2020.4

  of phthalide alkyl tertiary amine derivatives were designed, synthesized and evaluated as potential multi-target agents against Alzheimer’s disease (AD). The results indicated that almost all the compounds displayed significant AChE inhibitory and selective activities. Besides, most of the derivatives exhibited increased self-induced Aβ1-42 aggregation inhibitory activity compared to the lead compound

  设计，合成和评估了一系列邻苯二甲酰基烷基叔胺衍生物，作为对抗阿尔茨海默氏病（AD）的潜在多靶标药物。结果表明，几乎所有化合物均显示出显着的AChE抑制和选择性活性。此外，大多数的衍生物显示出增加的自感甲β 1-42相比，铅化合物聚集抑制活性DL -NBP，有些化合物也发挥良好的抗氧化活性。具体而言，化合物I-8对AChE的抑制力最高（IC 50 = 2.66 nM），明显优于多奈哌齐（IC 50 = 26.4 nM）。此外，分子对接研究表明I-8可以与AChE的催化活性位点和外围阴离子位点结合。此外，化合物I-8在体外显示出优异的BBB渗透性。重要的是，逐步降低的被动回避测试表明，I-8可显着逆转东amine碱诱导的小鼠记忆缺陷。总的来说，这些结果表明I-8可能是用于进一步抗AD药物开发的有效且选择性的AChE抑制剂。
• Isoquinolinamine and phthalazinamine derivatives: corticotropin-releasing factor receptor CRF1 specific ligands
  申请人：Neurogen Corporation

  公开号：US06353103B1

  公开（公告）日：2002-03-05

  Disclosed are compounds that are highly selective partial agonists or antagonists at human CRF1 receptors that are useful in the diagnosis and treatment of treating stress related disorders such as post traumatic stress disorder (PTSD) as well as depression, headache and anxiety. The compounds have the formula or the pharmaceutically acceptable salts thereof wherein Ar, R1, R2, R3, R4 and W are various organic and inorganic substituents.

  本文披露了一种在人类CRF1受体上高度选择性的部分激动剂或拮抗剂，可用于诊断和治疗与压力相关的疾病，如创伤后应激障碍（PTSD），以及抑郁症、头痛和焦虑症。这些化合物具有以下结构式： 或其药用可接受的盐，其中Ar、R1、R2、R3、R4和W为各种有机和无机取代基。
• Design, synthesis, and in vitro evaluation of 4-aminoalkyl-1(2H)-phthalazinones as potential multifunctional anti-Alzheimer’s disease agents
  作者：Chanyuan Ye、Rui Xu、Zhongcheng Cao、Qing Song、Guangjun Yu、Yichun Shi、Zhuoling Liu、Xiuxiu Liu、Yong Deng

  DOI：10.1016/j.bioorg.2021.104895

  日期：2021.6

  A series of 4-aminoalkyl-1(2H)-phthalazinone derivatives was designed and synthesized as potential multifunctional agents for Alzheimer's disease (AD) treatment. In vitro biological assay results demonstrated that most synthesized compounds exhibited significant AChE inhibition, moderate to high MAOs inhibitory potencies and good anti-platelet aggregation abilities. Among them, compound 15b exhibited

  设计并合成了一系列 4-氨基烷基-1(2 H )-酞嗪酮衍生物作为治疗阿尔茨海默病 (AD) 的潜在多功能药物。体外生物测定结果表明，大多数合成的化合物表现出显着的 AChE 抑制、中到高度的 MAO 抑制效力和良好的抗血小板聚集能力。其中，化合物15b对 MAO-B 和 MAO-A 表现出最高的抑制效力（IC 50 分别为 0.7 µM 和 6.4 µM），对 AChE 的抑制作用中等（IC 50 = 8.2 µM），以及对自身和铜的良好活性2+诱导的 A β 1–42聚集和血小板聚集。此外，15b还显示出抗氧化、神经保护效力、抗神经炎症和 BBB 通透性。这些优异的结果表明，化合物15b值得进一步研究，被认为是治疗 AD 的有前途的多功能候选物。
• Multifunctional thioxanthone derivatives with acetylcholinesterase, monoamine oxidases and β -amyloid aggregation inhibitory activities as potential agents against Alzheimer’s disease
  作者：Li Luo、Yan Li、Xiaoming Qiang、Zhongcheng Cao、Rui Xu、Xia Yang、Ganyuan Xiao、Qing Song、Zhenghuai Tan、Yong Deng

  DOI：10.1016/j.bmc.2017.02.027

  日期：2017.3

  A series of 1-hydroxyl-3-aminoalkoxy-thioxanthone derivatives were designed, synthesized and evaluated as potential multifunctional agents against Alzheimer's disease (AD). The results indicated that most of these compounds exhibited good AChE and MAOs inhibitory activities, significant inhibition of self- and Cu2+-induced Aβ1-42 aggregation, and moderate to good antioxidant activities. Specifically

  设计，合成和评估了一系列1-羟基-3-氨基烷氧基-噻吨酮衍生物，作为对抗阿尔茨海默氏病（AD）的潜在多功能剂。结果表明，这些化合物大多数显示出良好的AChE和MAOs抑制活性，显着抑制自身和Cu2 +诱导的Aβ1-42聚集，并且具有中等至良好的抗氧化活性。具体而言，化合物9e对AChE（IC50 = 0.59±0.02μM），MAO-A和MAO-B（IC50 = 1.01±0.02μM和0.90±0.01μM）表现出很高的抑制能力，对自身和Cu2 +的阻断效率都很高。诱导的Aβ1-42聚集（在25μM时分别为74.8±1.2％和87.7±1.9％），良好的金属螯合性能和对SH-SY5Y细胞的低毒性。此外，动力学和分子建模研究表明，化合物9e同时与AChE的催化活性位点和外围阴离子位点结合，并且可以穿透BBB。总的来说，这些结果表明9e可能是用于AD治疗的进一步开发的潜在多功能剂。