3-[(2-hydroxy-propylimino)-methyl]-naphthalen-2-ol | 75773-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-[(2-hydroxy-propylimino)-methyl]-naphthalen-2-ol
• 英文别名: 3-[(2-hydroxypropylimino)methyl]-naphthalen-2-ol
• CAS: 75773-78-3
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: DDMVJIIDFXLZHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(2-thioethyl)-2-hydroxyacetophenoneimine 、 3-[(2-hydroxy-propylimino)-methyl]-naphthalen-2-ol 在 正硅酸四乙酯 作用下， 生成 (6E,6'E)-7,4'-dimethyl-4,5,4',5'-tetrahydro-spiro[benzo[h][1,3,6,2]oxathiazasilonine-2,2'-naphtho[2,3-h][1,3,6,2]dioxazasilonine]
  参考文献：
  名称：

  Singh,R.V.; Tandon,J.P., Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, p. 683 - 690

  摘要：

  DOI：
• 作为产物：
  描述：

  1-乙酰基-2-萘酚 、 异丙醇胺 以 乙醇 为溶剂， 反应 4.0h， 以80%的产率得到3-[(2-hydroxy-propylimino)-methyl]-naphthalen-2-ol
  参考文献：
  名称：

  Coligand driven efficiency of catecholase activity and proteins binding study of redox active copper complexes

  摘要：

  Two new copper complexes [Cu(HL)SCN] (1) and [Cu(HL)Cl(CH3OH)] (2) with tri-dentate Schiff-base ligand with alcoholic arm[H2L = 3[(2-hydroxy-propylimino)-methyl]-naphthalen-2-ol] have been synthesized and characterized through several spectroscopic techniques and single crystal X-ray crystallography. The field strength of co-ligand has been found to be the key to dictate the geometry surrounding the metal ion. Where a moderate field strength of isothiocyanate ion stabilizes the complex in square-planar geometry, a weaker co-ligand like chloride induces a square-pyramidal geometry with one more additional ligand viz. methanol. Both the complexes have shown excellent catecholase like activity where compound 2 has been found to be more active through faster binding of substrate molecule through quicker dissociation of weaker co-ligands. In addition to their potential use as a bio-mimic catalyst in catechol oxidation, the interaction of these complexes with protein (BSA) was also studied to establish their potent role as metal-drug system.

  DOI：

  10.1016/j.ica.2019.119389