[Zn(N1,N1-dimethyl-N4-(pyridin-2-ylmethylene)benzene-1,4-diamine)Cl2] | 1337878-34-8

• 英文名称: [Zn(N1,N1-dimethyl-N4-(pyridin-2-ylmethylene)benzene-1,4-diamine)Cl2]
• CAS: 1337878-34-8
• 化学式: C₁₄H₁₅Cl₂N₃Zn
• 分子量: 361.589
• InChiKey: CXLOHNPOSIPLFA-KOWHYRDCSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1,4-benzenediamine N1,N1-dimethyl-N4-(2-pyridinylmethylene) 、 zinc(II) chloride 以 乙醚 、 乙腈 为溶剂， 以86%的产率得到[Zn(N1,N1-dimethyl-N4-(pyridin-2-ylmethylene)benzene-1,4-diamine)Cl2]
  参考文献：
  名称：

  Development of Bifunctional Stilbene Derivatives for Targeting and Modulating Metal-Amyloid-β Species

  摘要：

  Amyloid-beta (A beta) peptides and their metal-associated aggregated states have been implicated in the pathogenesis of Alzheimer's disease (AD). Although the etiology of AD remains uncertain, understanding the role of metal-A beta species could provide insights into the onset and development of the disease. To unravel this, bifunctional small molecules that can specifically target and modulate metal-A beta species have been developed, which could serve as suitable chemical tools for investigating metal-A beta-associated events in AD. Through a rational structure-based design principle involving the incorporation of a metal binding site into the structure of an A beta interacting molecule, we devised stilbene derivatives (L1-a and L1-b) and demonstrated their reactivity toward metal-A beta species. In particular, the dual functions of compounds with different structural features (e.g., with or without a dimethylamino group) were explored by UV-vis, X-ray crystallography, high-resolution 2D NMR, and docking studies. Enhanced bifunctionality of compounds provided greater effects on metal-induced A beta aggregation and neurotoxicity in vitro and in living cells. Mechanistic investigations of the reaction of L1-a and L1-b with Zn2+-A beta species by UV-vis and 2D NMR suggest that metal chelation with ligand and/or metal ligand interaction with the A beta peptide may be driving factors for the observed modulation of metal-A beta aggregation pathways. Overall, the studies presented herein demonstrate the importance of a structure-interaction-reactivity relationship for designing small molecules to target metal-A beta species allowing for the modulation of metal-induced A beta reactivity and neurotoxicity.

  DOI：

  10.1021/ic2012205