4-(4-nitro-benzoyloxy)-trans-cinnamic acid | 867178-72-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(4-nitro-benzoyloxy)-trans-cinnamic acid
• 英文别名: 4-(4-Nitro-benzoyloxy)-trans-zimtsaeure
• CAS: 867178-72-1
• 化学式: C₁₆H₁₁NO₆
• 分子量: 313.266
• InChiKey: JOHPCJWWIJBNBW-XCVCLJGOSA-N

物化性质

• 沸点：
  552.0±40.0 °C(Predicted)
• 密度：
  1.422±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106.74
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-(4-nitro-benzoyloxy)-trans-cinnamic acid 在 甲醇 、 硫酸 作用下， 生成 4-(4-nitro-benzoyloxy)-trans-cinnamic acid methyl ester
  参考文献：
  名称：

  Webster; Raiford, Proceedings of the Iowa Academy of Science, 1940, vol. 47, p. 249,252 Anm. d

  摘要：

  DOI：

文献信息

• Design, Synthesis and Structure−Activity Relationships of Novel Taxane-Based Multidrug Resistance Reversal Agents
  作者：Iwao Ojima、Christopher P. Borella、Xinyuan Wu、Pierre-Yves Bounaud、Cecilia Fumero Oderda、Matthew Sturm、Michael L. Miller、Subrata Chakravarty、Jin Chen、Qing Huang、Paula Pera、Tracy A. Brooks、Maria R. Baer、Ralph J. Bernacki

  DOI：10.1021/jm049483y

  日期：2005.3.1

  A series of novel taxane-based multidrug resistance (MDR) reversal agents (TRAs) has been designed and synthesized. Structure-activity relationship (SAR) study clearly indicates that modification of the C-7 position with hydrophobic arenecarbonyleinnamoyl groups brings about high potency against drug efflux mediated by P-glycoprotein (P-gp). Six TRAs exhibit ability to modulate a wide range of ATP-binding cassette (ABC) transporters, such as P-gp, multidrug resistance-associated protein 1 (MRP1), and breast cancer resistance protein (BCRP), which may serve as novel broad-spectrum modulators of ABC transporters.