7-acetoxy-6-bromo-4-methylcoumarin | 272107-61-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-acetoxy-6-bromo-4-methylcoumarin
• 英文别名: 7-acetoxy-6-bromo-4-methyl-coumarin；7-Acetoxy-6-brom-4-methyl-cumarin；6-Bromo-7-acetoxy-4-methylcoumarin；(6-bromo-4-methyl-2-oxochromen-7-yl) acetate
• CAS: 272107-61-6
• 化学式: C₁₂H₉BrO₄
• 分子量: 297.105
• InChiKey: YMALDJBILSJLTG-UHFFFAOYSA-N

物化性质

• 熔点：
  175-176 °C
• 沸点：
  420.1±45.0 °C(Predicted)
• 密度：
  1.572±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-acetoxy-6-bromo-4-methylcoumarin 以 间二甲苯 为溶剂， 以67.7%的产率得到7-acetoxy-6-bromo-4-formylcoumarin
  参考文献：
  名称：

  PROTECTING GROUPS WITH INCREASED PHOTOSENSITIVITIES

  摘要：

  描述了源自卤代香豆素基团、喹啉-2-酮基团、咕吨基团、噻吨基团、硒吨基团或蒽基团的保护基团。这些保护基团对光敏感，可以通过照射该基团的光（如紫外线辐射的闪光光解或脉冲红外辐射）来去除。

  公开号：

  US20020016472A1
• 作为产物：
  描述：

  5-溴-2,4-二羟基苯酸 在 硫酸 、 sodium acetate 、 phosphorus pentoxide 作用下， 生成 7-acetoxy-6-bromo-4-methylcoumarin
  参考文献：
  名称：

  Chakravarti; Mukerjee, Journal of the Indian Chemical Society, 1937, vol. 14, p. 725,731

  摘要：

  DOI：

文献信息

• Protecting groups with increased photosensitivities
  申请人：The Regents of the University of California

  公开号：US06472541B2

  公开（公告）日：2002-10-29

  Protecting groups derived from a halogenated coumarin group, a quinoline-2-one group, a xanthene group, a thioxanthene group, a selenoxanthene group, or an anthracene group are described. The protecting groups is photolabile and can be removed by irradiating the group with light, such as flash photolysis with ultraviolet radiation or pulsed infrared radiation.

  本文描述了从卤代香豆素基团、喹啉-2-酮基团、黄色素基团、噻吩基团、硒氧黄色素基团或蒽基团中派生的保护基团。这些保护基团是光敏的，并且可以通过照射光线（例如紫外闪光光解或脉冲红外辐射）来去除。
• A method for regulating gene expression
  申请人：RIKEN

  公开号：EP1254955A1

  公开（公告）日：2002-11-06

  A target gene can be expressed site-specifically and with desired timing without damaging the cell itself or inducing mutation in a nucleic acid molecule within the cell. Expression of the above target gene is suppressed by allowing a caging agent represented by the following formula (1) to bind to a nucleic acid molecule containing the target gene; and the suppression of expression of the above target gene is cancelled by detaching the caging agent from the above nucleic acid molecule by UV-illumination.

  在不损害细胞本身或诱发细胞内核酸分子突变的情况下，可按所需时间特异性地表达靶基因。通过让下式（1）表示的笼制剂与含有目的基因的核酸分子结合，抑制上述目的基因的表达；通过紫外线照射使笼制剂与上述核酸分子分离，消除对上述目的基因表达的抑制。
• Method for regulating gene expression
  申请人：——

  公开号：US20020155606A1

  公开（公告）日：2002-10-24

  A target gene can be expressed site-specifically and with desired timing without damaging the cell itself or inducing mutation in a nucleic acid molecule within the cell. Expression of the above target gene is suppressed by allowing a caging agent represented by the following formula (1) to bind to a nucleic acid molecule containing the target gene; and the suppression of expression of the above target gene is cancelled by detaching the caging agent from the above nucleic acid molecule by UV-illumination.

  在不损害细胞本身或诱发细胞内核酸分子突变的情况下，可按所需的时间定点表达目的基因。通过让下式（1）表示的笼制剂与含有目的基因的核酸分子结合，抑制上述目的基因的表达；通过紫外线照射使笼制剂与上述核酸分子分离，消除对上述目的基因表达的抑制。
• Photoregulation of thrombin aptamer activity using Bhc caging strategy
  作者：YiMing Li、Jing Shi、ZhaoFeng Luo、Hao Jiang、XiaoYun Chen、FengLiang Wang、Xu Wu、QingXiang Guo

  DOI：10.1016/j.bmcl.2009.07.128

  日期：2009.9

  Thrombin aptamer was attempted to cage with Bhc (6-bromo-7-hydroxycoumarin-4-ylmethyl) group for controlling its specific affinity to target molecular through photolysis. By multiple-caging strategy, aptamer could be rendered biologically inert and partially restored with subsequently illumination. This provides a convenient method for photoregulating aptamer activity with exact spatiotemporal resolution. (C) 2009 Elsevier Ltd. All rights reserved.
• Setalvad; Shah, Journal of the Indian Chemical Society, 1954, vol. 31, p. 600,604
  作者：Setalvad、Shah

  DOI：——

  日期：——