3,3'-dihydroxy-5,5'-methylene-bis-salicylaldehyde | 1186488-73-2

• 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: 3,3'-dihydroxy-5,5'-methylene-bis-salicylaldehyde
• 英文别名: 5,5'-Methylenebis(2,3-Dihydroxybenzaldehyde)；5-[(3-formyl-4,5-dihydroxyphenyl)methyl]-2,3-dihydroxybenzaldehyde
• CAS: 1186488-73-2
• 化学式: C₁₅H₁₂O₆
• 分子量: 288.257
• InChiKey: DVZFUDFDFUMDLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,3'-dimethoxy-5,5'-methylenebissalicylaldehyde 在 氢碘酸 、 乙酸酐 、 溶剂黄146 作用下， 反应 3.0h， 以51%的产率得到3,3'-dihydroxy-5,5'-methylene-bis-salicylaldehyde
  参考文献：
  名称：

  Synthesis and biological evaluation of a novel series of bis-salicylaldehydes as mushroom tyrosinase inhibitors

  摘要：

  A series of novel bis-salicylaldehydes were synthesised and evaluated as tyrosinase inhibitors using a tyrosinase-dependent L-DOPA oxidation assay. The bis-salicylaldehydes exhibited greater inhibitory activity than salicylaldehyde. Our data suggests that these novel compounds may serve as a structural template for the design and development of novel tyrosinase inhibitors. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.018