3-(ethoxycarbonyl)-2-nitrobenzoic acid | 1392043-85-4

• 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: 3-(ethoxycarbonyl)-2-nitrobenzoic acid
• 英文别名: 3-Ethoxycarbonyl-2-nitrobenzoic acid
• CAS: 1392043-85-4
• 化学式: C₁₀H₉NO₆
• 分子量: 239.185
• InChiKey: NNIPSHDTFNFZRE-UHFFFAOYSA-N

物化性质

• 沸点：
  407.9±35.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(ethoxycarbonyl)-2-nitrobenzoic acid 在 硼烷四氢呋喃络合物 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 为溶剂， 生成 3-(hydroxymethyl)-2-nitrobenzoic acid
  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：

  2-硝基间苯二甲酸 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以11%的产率得到3-(ethoxycarbonyl)-2-nitrobenzoic acid
  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

文献信息

• [EN] PROCESS FOR THE PREPARATION OF INTERMEDIATES USEFUL IN THE PREPARATION OF NON-IONIC CONTRAST AGENTS<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'INTERMÉDIAIRES UTILES DANS LA PRÉPARATION D'UN AGENT DE CONTRASTE NON IONIQUE
  申请人：HOVIONE SCIENTIA LTD

  公开号：WO2016193740A1

  公开（公告）日：2016-12-08

  The invention relates to a process for the preparation of one or more intermediate chemical compounds useful in the preparation of non-ionic contrast agents wherein the process is carried out continuously using one or more flow procedures.

  本发明涉及一种制备非离子造影剂中一种或多种中间化学化合物的方法，其中该方法采用一种或多种流程程序进行连续操作。
• Process for the preparation of intermediates useful in the preparation of non-ionic contrast agents
  申请人：Hovione Scientia Limited

  公开号：US11059021B2

  公开（公告）日：2021-07-13

  The invention relates to a process for the preparation of one or more intermediate chemical compounds useful in the preparation of non-ionic contrast agents wherein the process is carried out continuously using one or more flow procedures.

  本发明涉及一种用于制备非离子造影剂的一种或多种中间化合物的制备工艺，该工艺采用一种或多种流动程序连续进行。
• PROCESS FOR THE PREPARATION OF INTERMEDIATES USEFUL IN THE PREPARATION OF NON-IONIC CONTRAST AGENTS
  申请人：Hovione Scientia Limited

  公开号：EP3300499A1

  公开（公告）日：2018-04-04
• Process for the Preparation of Intermediates Useful in the Preparation of Non-ionic Contrast Agents
  申请人：Hovione Scientia Limited

  公开号：US20180169607A1

  公开（公告）日：2018-06-21

  The invention relates to a process for the preparation of one or more intermediate chemical compounds useful in the preparation of non-ionic contrast agents wherein the process is carried out continuously using one or more flow procedures.