cyanomethyl 2-hydroxy-6-methoxybenzoate | 1119487-62-5

• 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: cyanomethyl 2-hydroxy-6-methoxybenzoate
• CAS: 1119487-62-5
• 化学式: C₁₀H₉NO₄
• 分子量: 207.186
• InChiKey: RAOHFFFAJNEFAK-UHFFFAOYSA-N

物化性质

• 沸点：
  403.3±35.0 °C(predicted)
• 密度：
  1.297±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cyanomethyl 2-hydroxy-6-methoxybenzoate 、 benzyl ((1S,2R,3R,4S,5S)-5-((3-acetylphenyl)amino)-2-(3,3-dimethylureido)-3,4-dihydroxy-2-((S)-1-hydroxyethyl)-4-(hydroxymethyl)-3-methylcyclopentyl)carbamate 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 1.0h， 以57%的产率得到((1S,2R,3R,4S,5S)-5-((3-acetylphenyl)amino)-4-(((benzyloxy)carbonyl)amino)-3-(3,3-dimethylureido)-1,2-dihydroxy-3-((S)-1-hydroxyethyl)-2-methylcyclopentyl)methyl 2-hydroxy-6-methoxybenzoate
  参考文献：
  名称：

  抗肿瘤药pactamycin的合成和聚合物封装同类物的制备和生物学评估：洞察官能团的作用和生物学活性

  摘要：

  描述了氨基环戊醇pactamycin的许多新型同类物的合成和生物学分析。特别注意了在母体结构的关键合成分支点处制备衍生物的方法，生物学分析揭示了许多有关pactamycin生物活性来源的见解。此外，作为概念验证，还研究了将pactamycin和选择的衍生物封装到PRINT©纳米粒子技术中，并证明了通过纳米粒子传递来调节生物活性的证据。迄今为止，这项工作为大量新型化合物的进一步评估提供了未实现的途径。

  DOI：

  10.1016/j.bmc.2015.02.022

文献信息

• Synthesis and in vitro biological activity of retinyl polyhydroxybenzoates, novel hybrid retinoid derivatives
  作者：Sungbum Kim、Youngmin Kim、Younggyu Kong、Hyojung Kim、Jahyo Kang

  DOI：10.1016/j.bmcl.2008.11.028

  日期：2009.1

  A new hybrid derived from retinol was designed to improve the stability and anti-oxidant activity of retinol and also to add whitening properties besides its usual anti-aging properties. A variety of polyhydroxybenzoates of retinol were prepared either by base-catalysis or by direct esterification of retinol and screened for such desirable properties by analyzing the in vitro biological activity of the hybrids. Some of the retinol derivatives enhanced their thermal stability and decreased photosensitivity, and exhibited an activity in collagen synthesis similar to that of retinol. In addition, the retinyl gallate 6 showed higher activities in free radical scavenging and melanogenesis inhibition than retinol. Thus, owing to its excellent stabilities, retinyl gallate 6 may be conveniently used not only as an additive for cosmetics for prevention and improvement of skin aging and whitening but also as medicine for the treatment of skin troubles. (C) 2008 Elsevier Ltd. All rights reserved.