N,N-Bis-(3,5-dichlor-2-hydroxybenzyl)-methylamin | 6333-56-8

• 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-(3,5-dichlor-2-hydroxybenzyl)-methylamin
• 英文别名: bis-(3,5-dichloro-2-hydroxybenzyl)-N-methylamine；4,6,4',6'-tetrachloro-2,2'-(2-methyl-2-aza-propanediyl)-di-phenol；4,6,4',6'-Tetrachlor-2,2'-(2-methyl-2-aza-propandiyl)-di-phenol；Bis-(3,5-dichlor-2-hydroxy-benzyl)-methyl-amin；2,4-Dichloro-6-[[(3,5-dichloro-2-hydroxyphenyl)methyl-methylamino]methyl]phenol
• CAS: 6333-56-8
• 化学式: C₁₅H₁₃Cl₄NO₂
• 分子量: 381.086
• InChiKey: NHTZFCKJUSZPBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) perchlorate hexahydrate 、 N,N-Bis-(3,5-dichlor-2-hydroxybenzyl)-methylamin 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, spectral, magnetic and electrochemical properties of new dimeric copper(II) complexes

  摘要：

  Four new ligands, bis-[3,5-disubstituted-2-hydroxybenzyl]-N-alkylamines (L-1-L-4) with three potential donor sites, capable of forming dimeric copper(II) complexes have been prepared. The dimeric nature of the complexes has been confirmed by FAB mass spectral studies. Molar conductance studies indicate that the complexes are neutral. Electrochemical studies indicate that the complexes undergo quasi reversible two step single electron transfers at negative potentials (E-pc(1)=-0.34 to -0.48 V, E-pc(2)=-0.59 to -0.72 V). Variable temperature magnetic studies indicate that the complexes are antiferromagnetically coupled (-2J=290 to 400 cm(-1)). ESR spectral studies in DMF indicate that the complexes are dimeric and undergo dissociation on addition of pyridine. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(99)00015-7
• 作为产物：
  描述：

  聚合甲醛 、 甲胺 、 2,4-二氯酚 以 水 、 甲苯 为溶剂， 生成 N,N-Bis-(3,5-dichlor-2-hydroxybenzyl)-methylamin
  参考文献：
  名称：

  三脚架O-N-O双酚酞胺钛（IV）配合物显示出很高的体外抗癌活性

  摘要：

  八面体钛（IV）配合物的反式，聚体-钛[Ti {R 3 N（CH 2 C ^ 6 ħ 2 -2-O-4-R 2 -6-R 1）2 } 2 ]（R 1 = Me中，OME ，Cl; R 2 = Me，OMe，F，Cl; R 3 = Me，Et;并非所有组合）是由简单的酚分两步合成的，总收率为36-53％。高度结晶的（4个X射线结构）复合物对MCF-7（乳腺癌）和HCT-116（结肠）癌细胞系具有活性，根据R 1 –R 3的不同，其GI 50值在1–100 µM范围内变化很大。当R 1 = OMe和R 2，R 3 = Me时，可实现最高的活性（对于MCF-7，GI 50约为1 µM，对于HCT-116为2-3 µM）。在相同的细胞系中，它们分别比顺铂的活性大8倍和3倍。这些钛配合物对癌细胞系表现出一定的选择性。与非癌症（MRC-5）成纤维细胞相比，MCF-7的最高高7倍。还指出了细胞活性模式指

  DOI：

  10.1002/ejic.201900510

文献信息

• The Use of Substituted Phenols in the Mannich Reaction and the Dehalogenation of Aminomethylhalophenols
  作者：F. F. BLICKE、F. J. McCARTY

  DOI：10.1021/jo01090a008

  日期：1959.8
• Condensation of Halophenols with Formaldehyde and Primary Amines¹
  作者：William J. Burke、E. L. Mortenson Glennie、Carl Weatherbee

  DOI：10.1021/jo01027a038

  日期：1964.4
• Tripodal O‐N‐O <i>Bis</i> ‐Phenolato Amine Titanium(IV) Complexes Show High in vitro Anti‐Cancer Activity
  作者：Mohammed Abid、Ryan Nouch、Tracey D. Bradshaw、William Lewis、Simon Woodward

  DOI：10.1002/ejic.201900510

  日期：2019.6.16

  = Me, OMe, Cl; R2 = Me, OMe, F, Cl; R3 = Me, Et; not all combinations) are synthesised in two steps from simple phenols in 36–53 % overall yield. The highly crystalline (4 X‐ray structures) complexes are active against MCF‐7 (breast) and HCT‐116 (colon) cancer cell lines showing widely varying GI50 values in the range 1–100 µM depending on R1–R3. Highest activities are realised when R1 = OMe and R2

  八面体钛（IV）配合物的反式，聚体-钛[Ti R 3 N（CH 2 C ^ 6 ħ 2 -2-O-4-R 2 -6-R 1）2 } 2 ]（R 1 = Me中，OME ，Cl; R 2 = Me，OMe，F，Cl; R 3 = Me，Et;并非所有组合）是由简单的酚分两步合成的，总收率为36-53％。高度结晶的（4个X射线结构）复合物对MCF-7（乳腺癌）和HCT-116（结肠）癌细胞系具有活性，根据R 1 –R 3的不同，其GI 50值在1–100 µM范围内变化很大。当R 1 = OMe和R 2，R 3 = Me时，可实现最高的活性（对于MCF-7，GI 50约为1 µM，对于HCT-116为2-3 µM）。在相同的细胞系中，它们分别比顺铂的活性大8倍和3倍。这些钛配合物对癌细胞系表现出一定的选择性。与非癌症（MRC-5）成纤维细胞相比，MCF-7的最高高7倍。还指出了细胞活性模式指
• Synthesis, spectral, magnetic and electrochemical properties of new dimeric copper(II) complexes
  作者：P Amudha、M Thirumavalavan、M Kandaswamy

  DOI：10.1016/s0277-5387(99)00015-7

  日期：1999.3

  Four new ligands, bis-[3,5-disubstituted-2-hydroxybenzyl]-N-alkylamines (L-1-L-4) with three potential donor sites, capable of forming dimeric copper(II) complexes have been prepared. The dimeric nature of the complexes has been confirmed by FAB mass spectral studies. Molar conductance studies indicate that the complexes are neutral. Electrochemical studies indicate that the complexes undergo quasi reversible two step single electron transfers at negative potentials (E-pc(1)=-0.34 to -0.48 V, E-pc(2)=-0.59 to -0.72 V). Variable temperature magnetic studies indicate that the complexes are antiferromagnetically coupled (-2J=290 to 400 cm(-1)). ESR spectral studies in DMF indicate that the complexes are dimeric and undergo dissociation on addition of pyridine. (C) 1999 Elsevier Science Ltd. All rights reserved.