bis(3-formylphenyl) oxalate | 99306-51-1

• 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: bis(3-formylphenyl) oxalate
• 英文别名: bis(3-formylphenyl)oxalate
• CAS: 99306-51-1
• 化学式: C₁₆H₁₀O₆
• 分子量: 298.252
• InChiKey: JBKIYGYCYLORPE-UHFFFAOYSA-N

物化性质

• 沸点：
  456.7±45.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(3-formylphenyl) oxalate 在 硫酸 、 硝酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 61.0h， 生成 4-((3-甲酰基-4-硝基苯基)氧基)丁酸乙酯
  参考文献：
  名称：

  Photodegradable Macromers and Hydrogels for Live Cell Encapsulation and Release

  摘要：

  Hydrogel scaffolds are commonly used as 3D carriers for cells because their properties can be tailored to match natural extracellular matrix. Hydrogels may be used in tissue engineering and regenerative medicine to deliver therapeutic cells to injured or diseased tissue through controlled degradation. Hydrolysis and enzymolysis are the two most common mechanisms employed for hydrogel degradation, but neither allows sequential or staged release of cells. In contrast, photodegradation allows external real-time spatial and temporal control over hydrogel degradation, and allows for staged and sequential release of cells. We synthesized and characterized a series of macromers incorporating photodegradbale ortho-nitrobenzyl (o-NB) groups in the macromer backbone. We formed hydrogels from these macromers via redox polymerization and quantified the apparent rate constants of degradation (k(app)) of each via photorheology at 370 nm, 10 mW/cm(2). Decreasing the number of aryl ethers on the o-NB group increases k(app), and changing the functionality from primary to seconday at the benzylic site dramatically increases k(app). Human mesenchymal stem cells (hMSCs) survive encapsulation in the hydrogels (90% viability postencapsulation). By exploiting the differences in reactivity of two different o-NB linkers, we quantitatively demonstrate the biased release of one stem cell population (green-fluoroescent protein expressing hMSCs) over another (red-fluorescent protein expressing hMSCs).

  DOI：

  10.1021/ja305280w
• 作为产物：
  描述：

  草酰氯 、 间羟基苯甲醛 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 0.75h， 以82%的产率得到bis(3-formylphenyl) oxalate
  参考文献：
  名称：

  Insights into the modular design of kinase inhibitors and application to Abl and Axl

  摘要：

  选择性分析和生物测试一个匹配的激酶抑制剂集合，导致鉴定出Abl（野生型和T315I）和Axl激酶的有效、选择性抑制剂。

  DOI：

  10.1039/d1md00296a

文献信息

• Selective nitration of phenol derivatives
  申请人：Junsei Chemical Co., Ltd.

  公开号：US05847231A1

  公开（公告）日：1998-12-08

  Process for preparing 4-nitrophenol derivatives of formula (IV) with high selectivity, which comprises converting phenols to diphenyl oxalate derivatives of formula (III) and conducting nitration reaction and hydrolysis to give said 4-nitrophenol derivatives. ##STR1## In the above formulae, R is, the same or different from each other, an alkyl group having 1 to 4 carbon atoms; a halogen atom; an alkoxy group having 1 to 4 carbon atoms; a formyl group; a nitrile group; --COOR.sup.1 (R.sup.1 is an alkyl group having 1 to 4 carbon atoms); --CONR.sup.2 R.sup.3 (R.sup.2 and R.sup.3 are, the same or different from each other, hydrogen atom(s) or alkyl group(s) having 1 to 4 carbon atoms); or --COR.sup.4 (R.sup.4 is an alkyl group having 1 to 4 carbon atoms), and R is not substituted at the 4-position of the phenyl ring and not substituted at the 2- and 6-positions of the phenyl ring at the same time, and, n is 1, 2 or 3.

  制备具有高选择性的4-硝基苯酚衍生物（IV）的过程，包括将苯酚转化为配方（III）的二苯基草酸酯衍生物，然后进行硝化反应和水解以得到所述的4-硝基苯酚衍生物。在上述公式中，R是1至4个碳原子的同一或不同的烷基基团；卤素原子；1至4个碳原子的同一或不同的烷氧基团；甲酰基团；腈基团；-COOR^1（R^1是1至4个碳原子的烷基基团）；-CONR^2R^3（R^2和R^3是同一或不同的氢原子或1至4个碳原子的烷基基团）；或-COR^4（R^4是1至4个碳原子的烷基基团），且R在苯环的4位不被取代，在2位和6位同时不被取代，n为1、2或3。
• US5847231A
  申请人：——

  公开号：US5847231A

  公开（公告）日：1998-12-08
• Photodegradable Macromers and Hydrogels for Live Cell Encapsulation and Release
  作者：Donald R. Griffin、Andrea M. Kasko

  DOI：10.1021/ja305280w

  日期：2012.8.8

  Hydrogel scaffolds are commonly used as 3D carriers for cells because their properties can be tailored to match natural extracellular matrix. Hydrogels may be used in tissue engineering and regenerative medicine to deliver therapeutic cells to injured or diseased tissue through controlled degradation. Hydrolysis and enzymolysis are the two most common mechanisms employed for hydrogel degradation, but neither allows sequential or staged release of cells. In contrast, photodegradation allows external real-time spatial and temporal control over hydrogel degradation, and allows for staged and sequential release of cells. We synthesized and characterized a series of macromers incorporating photodegradbale ortho-nitrobenzyl (o-NB) groups in the macromer backbone. We formed hydrogels from these macromers via redox polymerization and quantified the apparent rate constants of degradation (k(app)) of each via photorheology at 370 nm, 10 mW/cm(2). Decreasing the number of aryl ethers on the o-NB group increases k(app), and changing the functionality from primary to seconday at the benzylic site dramatically increases k(app). Human mesenchymal stem cells (hMSCs) survive encapsulation in the hydrogels (90% viability postencapsulation). By exploiting the differences in reactivity of two different o-NB linkers, we quantitatively demonstrate the biased release of one stem cell population (green-fluoroescent protein expressing hMSCs) over another (red-fluorescent protein expressing hMSCs).
• Insights into the modular design of kinase inhibitors and application to Abl and Axl
  作者：Sameer Phadke、Lluis Lopez-Barcons、Nathalie Vandecan、Zhifen Wu、Taylor K. Johnson、Eric J. Lachacz、Sofia D. Merajver、Matthew B. Soellner

  DOI：10.1039/d1md00296a

  日期：——

  Selectivity analysis and biological testing of a matched set of kinase inhibitors led to the identification of potent, selective inhibitors of Abl (wild-type and T315I) and Axl kinases.

  选择性分析和生物测试一个匹配的激酶抑制剂集合，导致鉴定出Abl（野生型和T315I）和Axl激酶的有效、选择性抑制剂。