4-(4-(1-chloroethyl)-2-methoxy-5-nitrophenoxy)butanoyl chloride

• 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-(1-chloroethyl)-2-methoxy-5-nitrophenoxy)butanoyl chloride
• 英文别名: 4-[4-(1-Chloroethyl)-2-methoxy-5-nitrophenoxy]butanoyl chloride；4-[4-(1-chloroethyl)-2-methoxy-5-nitrophenoxy]butanoyl chloride
• 化学式: C₁₃H₁₅Cl₂NO₅
• 分子量: 336.172
• InChiKey: AWSCYHCQJJXNTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(4-(1-羟基乙基)-2-甲氧基-5-硝基苯氧基)丁酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到4-(4-(1-chloroethyl)-2-methoxy-5-nitrophenoxy)butanoyl chloride
  参考文献：
  名称：

  Photodegradable groups for tunable polymeric materials

  摘要：

  提供了一种方法，使用单光子和多光子光解机制降解单功能和多功能大分子单体（“大分子单体”），从而在广泛的波长范围内提供聚合物降解过程的空间和时间控制。通过共价、非共价和/或离子相互作用，这些大分子单体可以形成或并入网络。这些网络的空间和时间降解可以被控制。更具体地，提供了一种光降解大分子单体，包括：（a）一个光降解基团；（b）一个主链结构，包括一个或多个重复单元，这些重复单元可以相同或不同，该主链结构直接或通过连接基团连接到光降解基团；（c）一个或多个反应性末端基团在大分子单体的一个或多个末端；以及可选地，（d）一个或多个治疗剂；和可选的（e）一个或多个光遮蔽基团。还提供了包含发明的大分子单体和可选的其他取代基（如其他聚合物结构）的聚合物和网络。还提供了一种控制聚合物降解的方法，包括：提供如上所述的光降解聚合物，并将光降解聚合物暴露于适当波长和能量的光辐射中，以使一个或多个光降解基团光降解。

  公开号：

  US08343710B1

文献信息

• Photodegradable groups for tunable polymeric materials
  申请人：The Regents of the University of Colorado, A Body Corporate

  公开号：US08343710B1

  公开（公告）日：2013-01-01

  Provided is a method that provides both spatial and temporal control of a polymer degradation process using mono- and multifunctional macromolecular monomers (“macromers”) that degrade via single- and multi-photon photolysis mechanisms over a broad range of wavelengths. The macromers can form or be incorporated into networks via covalent, non-covalent and/or ionic interactions. The spatial and temporal degradation of these networks can be controlled. More specifically, provided is a photodegradable macromer, comprising: (a) a photodegradable group; (b) a backbone structure comprising one or more repeating units that may be the same or different, which backbone structure is attached to the photodegradable group directly or through a linker; (c) one or more reactive end groups at one or more ends of the macromer; and optionally, (d) one or more therapeutic agents; and optionally (e) one or more caged groups. Also provided are polymers and networks incorporating macromers of the invention and optionally other substituents such as other polymeric structures. Also provided is a method of controlled degradation of a polymer comprising: providing a photodegradable polymer as described herein and exposing the photodegradable polymer to photoradiation of the appropriate wavelength and energy to cause one or more of the photodegradable groups to photodegrade.

  提供了一种方法，使用单光子和多光子光解机制降解单功能和多功能大分子单体（“大分子单体”），从而在广泛的波长范围内提供聚合物降解过程的空间和时间控制。通过共价、非共价和/或离子相互作用，这些大分子单体可以形成或并入网络。这些网络的空间和时间降解可以被控制。更具体地，提供了一种光降解大分子单体，包括：（a）一个光降解基团；（b）一个主链结构，包括一个或多个重复单元，这些重复单元可以相同或不同，该主链结构直接或通过连接基团连接到光降解基团；（c）一个或多个反应性末端基团在大分子单体的一个或多个末端；以及可选地，（d）一个或多个治疗剂；和可选的（e）一个或多个光遮蔽基团。还提供了包含发明的大分子单体和可选的其他取代基（如其他聚合物结构）的聚合物和网络。还提供了一种控制聚合物降解的方法，包括：提供如上所述的光降解聚合物，并将光降解聚合物暴露于适当波长和能量的光辐射中，以使一个或多个光降解基团光降解。
• 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。
• US8343710B1
  申请人：——

  公开号：US8343710B1

  公开（公告）日：2013-01-01
• US9180196B2
  申请人：——

  公开号：US9180196B2

  公开（公告）日：2015-11-10
• Photodegradable Hydrogels to Generate Positive and Negative Features over Multiple Length Scales
  作者：Darice Y. Wong、Donald R. Griffin、Jason Reed、Andrea M. Kasko

  DOI：10.1021/ma9023679

  日期：2010.3.23

  Here we present a photodegradable hydrogel as a biocompatible, nonfouling photoresist capable of presenting positive and negative features through single-photon and two-photon degradation. All ortho-nitrobenzylether (o-NBE) moiety is used as a polymerizable cap for poly(ethylene glycol) chains to create a photodegradable macromer. Positive and negative features can be patterned into/onto a hydrogel over a broad range of length scales (similar to 10(-7) to 10(-2) in (nm-cm)) in single- and two-photon photolysis. Phase contrast micrographs and profilometry data show that a partially degradable hydrogel network undergoes swelling to produce positive features with varying size (10-100 mu m). Conjugation of a coumarin fluorophore to the o-NBE macromer enhances the sensitivity of the hydrogel to two-photon degradation, simultaneously incorporating fluorescence visualization with no added dye.