2,5-呋喃二酮,3,4-二(3,4-二甲氧苯基)- | 119755-10-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2,5-呋喃二酮,3,4-二(3,4-二甲氧苯基)-
• 英文名称: bis(3,4-Dimethoxyphenyl)maleic acid anhydride
• 英文别名: 3,4-Bis(3,4-dimethoxyphenyl)furan-2,5-dione
• CAS: 119755-10-1
• 化学式: C₂₀H₁₈O₇
• 分子量: 370.359
• InChiKey: BVBPNZGHDANZJT-UHFFFAOYSA-N

物化性质

• 沸点：
  542.4±50.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,5-呋喃二酮,3,4-二(3,4-二甲氧苯基)- 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 3,4-Bis(3,4-dihydroxyphenyl)furan-2,5-dione
  参考文献：
  名称：

  Catechol-Substituted l -Chicoric acid analogues as HIV integrase inhibitors

  摘要：

  HIV integrase catalyzes the integration of HIV DNA copy into the host cell DNA, which is essential for the production of progeny viruses. L-Chicoric acid and dicaffeoylquinic acids, isolated from plants, are well known potent inhibitors of HIV integrase. The common structural features of these inhibitors are caffeic acid derivatives connected to tartaric acid or quinic acid through ester bonds. In the present study, we have synthesized and tested the inhibitory activities of a new type of HIV IN inhibitors, which has catechol groups in place of caffeoyl groups in the structure of L-chicoric acid. Upon substitution of catechol groups at succinic acid, pyrrol dicarboxylic acid, maleimide or maleic anhydride, the inhibitory activities (IC50 = 3.8-23.6 muM) were retained or remarkably increased when compared to parent compound L-chicoric acid (IC50 = 13.7 muM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.046
• 作为产物：
  描述：

  3,4-二甲氧基苄氯 在 氢氧化钾 作用下， 以 四氯化碳 、 乙醇 、 水 为溶剂， 反应 6.0h， 生成 2,5-呋喃二酮,3,4-二(3,4-二甲氧苯基)-
  参考文献：
  名称：

  Schmauder; Groger; Gruner, Pharmazie, 1988, vol. 43, # 5, p. 313 - 314

  摘要：

  DOI：

文献信息

• SCHMAUDER, H. -P.;GROGER, D.;GRUNER, H.;LOHMANN, D., PHARMAZIE, 43,(1988) N 5, 313-314
  作者：SCHMAUDER, H. -P.、GROGER, D.、GRUNER, H.、LOHMANN, D.

  DOI：——

  日期：——
• Schmauder; Groger; Gruner, Pharmazie, 1988, vol. 43, # 5, p. 313 - 314
  作者：Schmauder、Groger、Gruner、Lohmann

  DOI：——

  日期：——
• Catechol-Substituted l -Chicoric acid analogues as HIV integrase inhibitors
  作者：Jae Yeol Lee、Kwon Joong Yoon、Yong Sup Lee

  DOI：10.1016/j.bmcl.2003.09.046

  日期：2003.12

  HIV integrase catalyzes the integration of HIV DNA copy into the host cell DNA, which is essential for the production of progeny viruses. L-Chicoric acid and dicaffeoylquinic acids, isolated from plants, are well known potent inhibitors of HIV integrase. The common structural features of these inhibitors are caffeic acid derivatives connected to tartaric acid or quinic acid through ester bonds. In the present study, we have synthesized and tested the inhibitory activities of a new type of HIV IN inhibitors, which has catechol groups in place of caffeoyl groups in the structure of L-chicoric acid. Upon substitution of catechol groups at succinic acid, pyrrol dicarboxylic acid, maleimide or maleic anhydride, the inhibitory activities (IC50 = 3.8-23.6 muM) were retained or remarkably increased when compared to parent compound L-chicoric acid (IC50 = 13.7 muM). (C) 2003 Elsevier Ltd. All rights reserved.