3,4-dihydroxybenzoic anhydride | 1037309-72-0

• 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: 3,4-dihydroxybenzoic anhydride
• 英文别名: protocatechuic acid anhydride；protocatechuic acid anhydrite；(3,4-Dihydroxybenzoyl) 3,4-dihydroxybenzoate
• CAS: 1037309-72-0
• 化学式: C₁₄H₁₀O₇
• 分子量: 290.229
• InChiKey: INZJGLGPSGHIGY-UHFFFAOYSA-N

物化性质

• 沸点：
  647.3±55.0 °C(Predicted)
• 密度：
  1.608±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  对羟基苯乙胺 、 3,4-dihydroxybenzoic anhydride 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 3,4-dihydroxy-N-[2-(4-hydroxyphenyl)ethyl]benzamide
  参考文献：
  名称：

  Protective effects of veskamide, enferamide, becatamide, and oretamide on H2O2-induced apoptosis of PC-12 cells

  摘要：

  Veskamide, enferamide, becatamide. and oretamide are phenolic amides whose analogues are found in plants. In this study, the four amides were prepared by chemical synthesis and their protective effects on H2O2-induced apoptosis in PC-12 cells were investigated. The syntheses were relatively simple and the yields were more than 43%. Using NMR spectroscopic methods, the chemical structures of veskamide, enferamide, becatamide, and oretamide were confirmed. The decreasing order of the protective effects on H2O2-induced apoptosis was becatamide > enferamide >= oretamide > veskamide. In fact, becatamide suppressed H2O2-induced mitochondrial membrane depolarization in a dose-dependent manner. At the concentration of 10 mu M, becatamide maintained mitochondrial membrane depolarization at 16% compared to 51% in H2O2-treated PC-12 cells (P < 0.05). Also, at the same concentration, becatamide inhibited H2O2-induced caspase-9 activation and caspase-independent chromatin condensation by 68% (P < 0.05) and 73% (P < 0.05), respectively. This is the first report about the chemical synthesis of becatamide and its potential biological activity to inhibit H2O2-induced apoptosis of PC-12 cells via protecting mitochondrial membrane integrity, thereby suppressing caspase-9 activation and chromatin condensation. Published by Elsevier GmbH.

  DOI：

  10.1016/j.phymed.2011.01.025
• 作为产物：
  描述：

  原儿茶酸 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以81%的产率得到3,4-dihydroxybenzoic anhydride
  参考文献：
  名称：

  Zarchi, M. A. Karimi; Mirjalili; Kahrizsangi, Z. Shamsi, Journal of the Iranian Chemical Society, 2010, vol. 7, # 2, p. 455 - 460

  摘要：

  DOI：

文献信息

• Novel Solid Forms of Antibiotics
  申请人：Morales Rojas Hugo

  公开号：US20140088116A1

  公开（公告）日：2014-03-27

  The invention relates to novel solid forms of fluoroquinolones, in particular to complex co-crystals and to solvates, hydrates and polymorphs thereof. These substances can be used to prepare a pharmaceutical composition containing same as an active ingredient, which can be used as an antibiotic. The compounds have a storage stability that is constant and above that of the salts or hydrates thereof.

  本发明涉及一种新型的氟喹诺酮类固体形式，特别是复合共晶体、溶剂化物、水合物和多晶形式。这些物质可以用于制备含有其作为活性成分的药物组合物，可用作抗生素。这些化合物具有恒定的储存稳定性，高于其盐或水合物的稳定性。
• US9290492B2
  申请人：——

  公开号：US9290492B2

  公开（公告）日：2016-03-22
• Zarchi, M. A. Karimi; Mirjalili; Kahrizsangi, Z. Shamsi, Journal of the Iranian Chemical Society, 2010, vol. 7, # 2, p. 455 - 460
  作者：Zarchi, M. A. Karimi、Mirjalili、Kahrizsangi, Z. Shamsi、Tayefi

  DOI：——

  日期：——
• Protective effects of veskamide, enferamide, becatamide, and oretamide on H2O2-induced apoptosis of PC-12 cells
  作者：Jae B. Park

  DOI：10.1016/j.phymed.2011.01.025

  日期：2011.7

  Veskamide, enferamide, becatamide. and oretamide are phenolic amides whose analogues are found in plants. In this study, the four amides were prepared by chemical synthesis and their protective effects on H2O2-induced apoptosis in PC-12 cells were investigated. The syntheses were relatively simple and the yields were more than 43%. Using NMR spectroscopic methods, the chemical structures of veskamide, enferamide, becatamide, and oretamide were confirmed. The decreasing order of the protective effects on H2O2-induced apoptosis was becatamide > enferamide >= oretamide > veskamide. In fact, becatamide suppressed H2O2-induced mitochondrial membrane depolarization in a dose-dependent manner. At the concentration of 10 mu M, becatamide maintained mitochondrial membrane depolarization at 16% compared to 51% in H2O2-treated PC-12 cells (P < 0.05). Also, at the same concentration, becatamide inhibited H2O2-induced caspase-9 activation and caspase-independent chromatin condensation by 68% (P < 0.05) and 73% (P < 0.05), respectively. This is the first report about the chemical synthesis of becatamide and its potential biological activity to inhibit H2O2-induced apoptosis of PC-12 cells via protecting mitochondrial membrane integrity, thereby suppressing caspase-9 activation and chromatin condensation. Published by Elsevier GmbH.