2-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenol | 147316-46-9

• 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: 2-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenol
• 英文别名: Cambridge id 5423827；2-[[2-(dimethylamino)ethyl-methylamino]methyl]phenol
• CAS: 147316-46-9
• 化学式: C₁₂H₂₀N₂O
• 分子量: 208.304
• InChiKey: LECTXAKOBDFCBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenol 、 palladium diacetate 在 lithium chloride 作用下， 以 甲醇 为溶剂， 以92%的产率得到N-methyl-N-2-hydroxybenzyl-N',N'-dimethylethylenediamine
  参考文献：
  名称：

  Alsters, Paul L.; Boersma, Jaap; Van Koten, Gerard, Organometallics, 1993, vol. 12, # 5, p. 1629 - 1638

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N,N'-三甲基乙二胺 在 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.25h， 生成 2-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenol
  参考文献：
  名称：

  环氨甲基铵曼尼希盐反应性的研究

  摘要：

  利用具有 R 2 NCH 2 NR 3 +部分的新型曼尼希型盐，开发了一种制备氨基烷基氨基甲基产物的新方法。该方法显示出良好的亲核范围，并成功用于碱性、酸性和中性条件下的反应。成功合成了多种二胺产品，包括神经肽 Y 拮抗剂。

  DOI：

  10.1016/j.tet.2022.133120

文献信息

• N,N,O-Coordinated tricarbonylrhenium precatalysts for the aerobic deoxydehydration of diols and polyols
  作者：Jing Li、Martin Lutz、Robertus J. M. Klein Gebbink

  DOI：10.1039/d0cy00618a

  日期：——

  Rhenium complexes are well known catalysts for the deoxydehydration (DODH) of vicinal diols (glycols). In this work, we report on the DODH of diols and biomass-derived polyols using L4Re(CO)3 as precatalyst (L4Re(CO)3 = tricarbonylrhenium 2,4-di-tert-butyl-6-(((2-(dimethylamino)ethyl)(methyl)amino)methyl)phenolate). The DODH reaction was optimized using 2 mol% of L4Re(CO)3 as precatalyst and 3-octanol

  hen配合物是众所周知的邻位二醇（二醇）的脱氧脱水（DODH）催化剂。在这项工作中，我们报告了使用L 4 Re（CO）3作为预催化剂的二醇和生物质衍生的多元醇的DODH （L 4 Re（CO）3 =三羰基hen 2,4-二叔丁基-6-（（（ （2-（二甲基氨基）乙基）（甲基）氨基）甲基）酚盐）。在有氧条件下，使用2 mol％的L 4 Re（CO）3作为预催化剂和3-辛醇作为还原剂和溶剂优化DODH反应，从而在原位生成活性高价rh物种。二醇和基于生物质的多元醇底物均可用于该系统，以中等至高产率形成相应的烯烃。该好氧DODH系统的典型特征包括：脂族外烯烃产物异构化为内烯烃的趋势低，赤藓糖醇的DODH中丁二烯选择性高，从糖质底物中优先形成2-乙烯基呋喃，以及总的低催化剂前负载。这些特征中的一些特征表明活性物种的形成与通过-三氧代催化剂在DODH中形成的物种不同。总体而言，台式稳定且易于合成的低价NNO-
• Programmed Helicity in Self‐Assembled Hydrogen‐Bonded Chains of Chiral Copper( <scp>II</scp> ) Complexes
  作者：David G. Lonnon、Stephen B. Colbran、Donald C. Craig

  DOI：10.1002/ejic.200501063

  日期：2006.3

  UV/Vis-NIR spectroscopy) and in the solid state (by X-ray crystallography). Each copper(II) complex is chiral and has a potential inter-complex hydrogen-bond donor group. Upon crystallisation, all three copper(II) complexes undergo spontaneous enantioselective self-assembly into hydrogen-bond-linked helices.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

  铜(II)络合物[Cu(H2L1)CL2]2[CuCl4]·CH3CN·H2O(HL1 = N-6-(4-羟基苯基)-2-吡啶甲基-N,N',N'-三甲基乙二胺), [ Cu(HL2)CL2] (HL2 = N-4-羟基苄基甲基-N,N',N'-三甲基乙二胺)和[Cu2(μ-L3)2( )(ClO4)] · (HL3 = N-2 -羟基苄基甲基-N,N',N'-三甲基乙二胺）在乙腈溶液（通过 ESI-MS、EPR 和 UV/Vis-NIR 光谱）和固态（通过 X 射线晶体学）中制备和表征。每个铜 (II) 配合物都是手性的，并具有潜在的配合物间氢键供体基团。结晶后，所有三种铜 (II) 配合物都会发生自发的对映选择性自组装成氢键连接的螺旋。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006）
• Oxidative ortho-amino-methylation of phenols via C–H and C–C bond cleavage
  作者：Wenbo Sun、Huacan Lin、Wenyu Zhou、Zigang Li

  DOI：10.1039/c3ra46373g

  日期：——

  Initiated by CCl3Br, phenols undergo efficient ortho-selective oxidative cross dehydrogenative coupling (CDC) with trimethylamine. When tetramethylethylenediamine (TMEDA) is used instead of trimethylamine, oxidative carbon–carbon activation coupling (CAC) could occur to give the same salicylamines together with CDC by-products. These reactions are accelerated by a gold salt.

  在 CCl3Br 的作用下，苯酚与三甲胺发生高效的正选择性氧化交叉脱氢偶联（CDC）。当使用四甲基乙二胺（TMEDA）代替三甲胺时，可发生氧化碳-碳活化偶联（CAC），生成相同的水杨胺和 CDC 副产物。金盐可加速这些反应。
• Conformational preference of the side chain aromatic ring in Cu(II) and Pd(II) complexes of 2N1O-donor ligands
  作者：Tatsuo Yajima、Yuichi Shimazaki、Naoya Ishigami、Akira Odani、Osamu Yamauchi

  DOI：10.1016/s0020-1693(02)01034-4

  日期：2002.9

  Synthetic, structural, and spectroscopic studies were performed on the copper(H) and palladium(II) complexes of various 2N1O-donor tripod-like ligands containing a pyridine or a dimethylamine nitrogen, a tertiary amine nitrogen, and a phenolate oxygen as donor atoms and a pendent indole ring. [Pd(impp)Cl].3H(2)O.CH3CN (impp = N-2-pyridylmethyl-N-2-hydroxybenzyl-3-aminomethylindole) and two other Pd(II) complexes and a Cu(II) complex were isolated as crystals and structurally characterized by the X-ray diffraction method. The indole moiety of the Pd(II) complexes was found to be located close to the pyridine ring or the dimethylamino group and away from the phenolate moiety. H-1 NMR spectra of the Pd(II) complexes in CD3CN exhibited large upfield shifts of the pyridine and dimethylamino proton signals due to the pendent indole ring, supporting that the complexes in solution have a stacked structure similar to that found in the solid state. These findings indicated that the aromatic ring stacking interactions or CH-pi interactions exist between the indole and the pyridine rings or the methyl groups, respectively. [Cu-2(impp)(2)](ClO4)(2).H2O was revealed to have a dimeric structure with the indole moiety close to both the Cu(II) center and the pyridine ring, which suggests the possibility that the Cu(II) ion may undergo metal-aromatic ring interactions. (C) 2002 Published by Elsevier Science B.V.
• SCREENING METHODS FOR AMYLOID BETA MODULATORS
  申请人：Slon-Usakiewicz Jacek

  公开号：US20110028719A1

  公开（公告）日：2011-02-03

  The present invention relates to methods for screening, identifying, and/or quantifying modulators of amyloid and/or aggregates, fibrils or components thereof, in particular modulators of amyloid β-peptide (Aβ) or Aβ fibrils. Aspects of the invention provide methods for screening putative modulators against an Amyloid target, in particular an Aβ target, so as to determine which modulators bind to or interact with the target, or interfere with the interaction of an indicator agent and the target. Particular aspects of the invention employ mass spectrometric methods for the screening of an Amyloid target against compound libraries, in particular mixtures of compounds or combinatorial libraries.