4-bromo-3-hydroxycoumarin | 53562-61-1

• 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: 4-bromo-3-hydroxycoumarin
• 英文别名: 4-Brom-3-hydroxy-cumarin；4-bromo-3-hydroxy-chromen-2-one；Bromohydroxycoumarin；4-bromo-3-hydroxychromen-2-one
• CAS: 53562-61-1
• 化学式: C₉H₅BrO₃
• 分子量: 241.041
• InChiKey: TVOIZOIQEXBPAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基香豆素 在 aluminum oxide 、 溴 作用下， 反应 2.5h， 以93%的产率得到4-bromo-3-hydroxycoumarin
  参考文献：
  名称：

  1,4-醌和香豆素的微波诱导选择性溴化

  摘要：

  摘要 与室温下进行的反应相比，微波辐射加速了 1, 4-醌和香豆素的溴化，(i) 在“干燥介质”中吸附在中性氧化铝上的溴和 (ii) 在乙酸中的一溴化碘。溴化发生在 1,4-醌类中的活性醌类位置和香豆素中的 α, β-双键处。

  DOI：

  10.1080/00397919608003692

文献信息

• DOUBLE CAGED GABA COMPOUNDS, BIS-CNB-GABA
  申请人：The Trustees of Princeton University

  公开号：US20150266809A1

  公开（公告）日：2015-09-24

  Double caged GABA compounds and compositions including the same are described. Methods of synthesizing and using double caged GABA compounds are provided.

  描述了双笼式GABA化合物及包括其在内的组合物。提供了合成和使用双笼式GABA化合物的方法。
• [EN] PHOTOLABILE COMPOSITIONS AS A STABILIZATION PLATFORM<br/>[FR] COMPOSITIONS PHOTOLABILES UTILISÉES COMME PLATEFORME DE STABILISATION
  申请人：NANOLY BIOSCIENCE INC

  公开号：WO2017210009A1

  公开（公告）日：2017-12-07

  A photodegradable polymeric system is presented that can be employed to entrap and stabilize bioactive therapeutics such as proteins and vaccines from environmental stressors. This system would obviate the need for refrigeration and would decrease transportation and storage costs of temperature-sensitive therapeutics. By using a photosensitive release system, users can administer temperature-sensitive compounds at their discretion. This photodegradable system will also permit the potential to stabilize temperature-sensitive therapeutics in a liquid suspension, eliminating the need for reconstitution.

  提出了一种光降解聚合物系统，可用于捕获和稳定生物活性治疗剂，例如蛋白质和疫苗，以免受环境压力的影响。该系统将避免需要冷藏，并减少温度敏感治疗剂的运输和存储成本。通过使用光敏释放系统，用户可以自行管理温度敏感化合物。这种光降解系统还将允许在液体悬浮液中稳定温度敏感治疗剂，消除了重新制备的需要。
• PHOTOCLEAVABLE LINKER METHODS AND COMPOSITIONS
  申请人：Chen James K.

  公开号：US20100022761A1

  公开（公告）日：2010-01-28

  Bifunctional linkers are provided that comprise a photocleavable moiety flanked by two different amine reactive moieties. In some embodiments the photocleavable moiety is a dimethoxynitrobenzyl moiety. In other embodiments the photocleavable moiety is 8-bromo-7-hydroxyquinoline. In other embodiments the photocleavable moiety is nitrodibenzofuran. In other embodiments the photocleavable moiety is 6-bromo-7-hydroxycoumarin-4-ylmethyl. The linkers find use in synthetic methods, including the generation of photocleavable oligonucleotides, e.g. caged morpholinos.

  提供了双官能团连接剂，其包含一个光解离基团，两侧分别为两种不同的胺反应性官能团。在某些实施例中，光解离基团是二甲氧基硝基苯基基团。在其他实施例中，光解离基团是8-溴-7-羟基喹啉。在其他实施例中，光解离基团是硝基二苯并呋喃。在其他实施例中，光解离基团是6-溴-7-羟基香豆素-4-基甲基。这些连接剂可用于合成方法，包括生成光解离寡核苷酸，例如被笼罩的形态诱导物。
• Photocleavable Linker Methods and Compositions
  申请人：Chen James K.

  公开号：US20110178281A1

  公开（公告）日：2011-07-21

  Bifunctional linkers are provided that comprise a photocleavable moiety flanked by two different amine reactive moieties. In some embodiments the photocleavable moiety is a dimethoxynitrobenzyl moiety. In other embodiments the photocleavable moiety is 8-bromo-7-hydroxyquinoline. In other embodiments the photocleavable moiety is nitrodibenzofuran. In other embodiments the photocleavable moiety is 6-bromo-7-hydroxycoumarin-4-ylmethyl. The linkers find use in synthetic methods, including the generation of photocleavable oligonucleotides, e.g. caged morpholinos.

  提供了双功能连接剂，其包括一个光解性基团，其两侧分别为两种不同的胺反应性基团。在某些实施例中，光解性基团是二甲氧基硝基苯基团。在其他实施例中，光解性基团是8-溴-7-羟基喹啉。在其他实施例中，光解性基团是硝基二苯并呋喃。在其他实施例中，光解性基团是6-溴-7-羟基香豆素-4-基甲基。这些连接剂在合成方法中发挥作用，包括光解性寡核苷酸的生成，例如笼罩型Morpholinos。
• PHOTODEGRADABLE GROUPS FOR TUNABLE POLYMERIC MATERIALS
  申请人：The Regents of the University of Colorado, a Body Corporate

  公开号：US20140031285A1

  公开（公告）日：2014-01-30

  Here, we present a photodegradable microparticle system that can be employed to entrap and deliver bioactive proteins to cells during culture. By using a photosensitive delivery system, experimenters can achieve a wide variety of spatiotemporally regulated release profiles with a single microparticle formulation, thereby enabling one to probe many questions as to how protein presentation can be manipulated to regulate cell function. Photodegradable microparticles were synthesized via inverse suspension polymerization with a mean diameter of 22 μm, and degradation was demonstrated upon exposure to several irradiation conditions. The protein-loaded depots were incorporated into cell cultures and release of bioactive protein was quantified during the photodegradation process. This phototriggered release allowed for the delivery of TGF-β1 to stimulate PE25 cells and for the delivery of fluorescently labeled Annexin V to assay apoptotic 3T3 fibroblasts during culture. By incorporating these photoresponsive protein delivery depots into cell culture, new types of experiments are now possible to test hypotheses about how individual or multiple soluble factors might affect cell function when presented in a uniform, temporally varying, or gradient manner.

  在这里，我们提出了一种可用于在培养过程中捕获和传递生物活性蛋白质到细胞的光降解微粒系统。通过使用光敏传递系统，实验者可以使用单个微粒配方实现各种时空调节的释放配置文件，从而使人们能够探究许多关于如何操纵蛋白质表达以调节细胞功能的问题。通过反相悬浮聚合法合成了平均直径为22微米的光降解微粒，并在多种辐射条件下进行了降解实验。这些载有蛋白质的储存器被纳入细胞培养中，并在光降解过程中量化了生物活性蛋白质的释放。这种光触发释放允许传递TGF-β1以刺激PE25细胞，并传递荧光标记的Annexin V来检测培养中的凋亡3T3成纤维细胞。通过将这些光响应性蛋白质传递储存器纳入细胞培养中，现在可以进行新类型的实验，以测试有关个体或多个可溶性因子如何以统一、时间变化或梯度方式影响细胞功能的假设。