4,4'-dimethoxy-5,5'-methylene-bis-salicylaldehyde | 47301-60-0

• 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: 4,4'-dimethoxy-5,5'-methylene-bis-salicylaldehyde
• 英文别名: 5,5''-Methylenebis(2-hydroxy-4-methoxybenzaldehyde)；5-[(5-formyl-4-hydroxy-2-methoxyphenyl)methyl]-2-hydroxy-4-methoxybenzaldehyde
• CAS: 47301-60-0
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: FRHGLBIOWCGSRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,4'-dimethoxy-5,5'-methylene-bis-salicylaldehyde 在 氢碘酸 、 乙酸酐 、 溶剂黄146 作用下， 反应 3.0h， 以46%的产率得到4,4'-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
• 作为产物：
  描述：

  2-羟基-4-甲氧基苯甲醛 、 聚合甲醛 在 硫酸 、 溶剂黄146 作用下， 反应 24.0h， 以58%的产率得到4,4'-dimethoxy-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

文献信息

• Synthesis and biological evaluation of a novel series of bis-salicylaldehydes as mushroom tyrosinase inhibitors
  作者：Giovanna Delogu、Gianni Podda、Marcella Corda、Maria Benedetta Fadda、Antonella Fais、Benedetta Era

  DOI：10.1016/j.bmcl.2010.08.018

  日期：2010.10

  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.