(4,5-dimethoxy-2-nitrophenyl)methyl N-[2-[[2,6-bis(hydroxymethyl)-4-methylphenoxy]carbonyl-methylamino]ethyl]-N-methylcarbamate | 1236141-68-6

• 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: (4,5-dimethoxy-2-nitrophenyl)methyl N-[2-[[2,6-bis(hydroxymethyl)-4-methylphenoxy]carbonyl-methylamino]ethyl]-N-methylcarbamate
• CAS: 1236141-68-6
• 化学式: C₂₄H₃₁N₃O₁₀
• 分子量: 521.524
• InChiKey: PDMUJWRCPSKOOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  164
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (4,5-dimethoxy-2-nitrophenyl)methyl N-[2-[[2,6-bis(hydroxymethyl)-4-methylphenoxy]carbonyl-methylamino]ethyl]-N-methylcarbamate 生成 4,5-二甲氧基-2-硝基苯甲醇
  参考文献：
  名称：

  Low Power, Biologically Benign NIR Light Triggers Polymer Disassembly

  摘要：

  Near infrared (NIR) irradiation can penetrate up to 10 cm deep into tissues and be remotely applied with high spatial and temporal precision. Despite its potential for various medical and biological applications, there is a dearth of biomaterials that are responsive at this wavelength region. Herein we report a polymeric material that is able to disassemble in response to biologically benign levels of NIR. irradiation upon two-photon absorption. The design relies on the photolysis of the multiple pendant 4-bromo7-hydroxycoumarin protecting groups to trigger a cascade of cyclization and rearrangement reactions leading to the degradation of the polymer backbone. The new material undergoes a 50% M-w loss after 25 s of ultraviolet (UV) irradiation by single photon absorption and 21 mm of NIR irradiation via two-photon absorption. Most importantly, even NIR irradiation at a biologically benign laser power is sufficient to cause significant polymer disassembly. Furthermore, this material is well tolerated by cells both before and after degradation. These results demonstrate for the first time a NIR sensitive material with potential to be used for in vivo applications.

  DOI：

  10.1021/ma201850q
• 作为产物：
  描述：

  2,6-bis(((tert-butyldimethylsilyl)oxy)methyl)-4-methylphenyl (4,5-dimethoxy-2-nitrobenzyl) ethane-1,2-diylbis(methylcarbamate) 在 amberlyst 15 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以87.3%的产率得到(4,5-dimethoxy-2-nitrophenyl)methyl N-[2-[[2,6-bis(hydroxymethyl)-4-methylphenoxy]carbonyl-methylamino]ethyl]-N-methylcarbamate
  参考文献：
  名称：

  聚合物纳米粒子的紫外线和近红外线触发释放

  摘要：

  开发了一种新的光敏聚合物，该聚合物在主链上包含多个光敏触发基团并结合了醌-甲基化物自焚部分，并将其配制成封装模型药物尼罗红的纳米颗粒。观察到在辐照和随后的纳米颗粒降解时触发的有效载荷的爆发式释放。该系统被设计为通用的，其中触发组可以对多种波长敏感。

  DOI：

  10.1021/ja102595j

文献信息

• [EN] PHOTOSENSITIVE CAPSULES, SUNSCREEN COMPOSITIONS COMPRISING THE CAPSULES, AND METHODS OF USE<br/>[FR] CAPSULES PHOTOSENSIBLES, COMPOSITIONS D'ÉCRAN SOLAIRE COMPRENANT LES CAPSULES ET PROCÉDÉS D'UTILISATION
  申请人：OREAL

  公开号：WO2016087948A2

  公开（公告）日：2016-06-09

  The instant disclosure relates to photosensitive capsules (sometimes referred to as "smart capsules") and sunscreen compositions comprising the capsules that automatically adjust the Sun Protection Factor ("SPF") of the sunscreen composition during use to provide protection against ultraviolet ("UV") light, as needed, based on actual exposure to UV light. The photosensitive capsules comprise: (i) a polymeric photosensitive degradable shell; and (ii) one or more UV filters encapsulated by the photosensitive degradable shell, wherein the one or more UV filters is released from the photosensitive degradable shell upon exposure to UV light.