Anthranilic acid, N-2,3-xylyl-, thymyl ester | 20724-12-3

• 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: Anthranilic acid, N-2,3-xylyl-, thymyl ester
• 英文别名: (5-methyl-2-propan-2-ylphenyl) 2-(2,3-dimethylanilino)benzoate
• CAS: 20724-12-3
• 化学式: C₂₅H₂₇NO₂
• 分子量: 373.495
• InChiKey: NDNGOGWAXNHSCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  百里酚 、 扑湿痛 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以65%的产率得到Anthranilic acid, N-2,3-xylyl-, thymyl ester
  参考文献：
  名称：

  Evaluation of mefenamic acid mutual prodrugs

  摘要：

  Mutual prodrugs consisting of mefenamic acid with menthol and thymol have been synthesized as a gastrosparing NSAIDs, devoid of ulcerogenic side effects. The structures of synthesized esters were confirmed by IR, H-1 NMR, and mass spectroscopy. The kinetics of ester hydrolysis was studied in nonenzymatic buffer solutions, at pH 2 and 7.4 as well as in human plasma by HPLC. Its anti-inflammatory, analgesic, and ulcerogenic activities were evaluated. Then biochemical parameters (GWM and Hexosamine), oxidative parameters (LPO, GSH, CAT, and SOD), and protein estimation was also done. The results indicated that synthesized prodrugs are chemically stable, biolabile, and posses optimum lipophilicity. The synthesized prodrugs are characterized by better ulcer index than the parent drug.

  DOI：

  10.1007/s00044-012-0016-z

文献信息

• De Marchi,F. et al., Chimica Therapeutica, 1968, vol. 3, p. 433 - 437
  作者：De Marchi,F. et al.

  DOI：——

  日期：——
• Evaluation of mefenamic acid mutual prodrugs
  作者：Kamal Shah、Sushant K. Shrivastava、Pradeep Mishra

  DOI：10.1007/s00044-012-0016-z

  日期：2013.1

  Mutual prodrugs consisting of mefenamic acid with menthol and thymol have been synthesized as a gastrosparing NSAIDs, devoid of ulcerogenic side effects. The structures of synthesized esters were confirmed by IR, H-1 NMR, and mass spectroscopy. The kinetics of ester hydrolysis was studied in nonenzymatic buffer solutions, at pH 2 and 7.4 as well as in human plasma by HPLC. Its anti-inflammatory, analgesic, and ulcerogenic activities were evaluated. Then biochemical parameters (GWM and Hexosamine), oxidative parameters (LPO, GSH, CAT, and SOD), and protein estimation was also done. The results indicated that synthesized prodrugs are chemically stable, biolabile, and posses optimum lipophilicity. The synthesized prodrugs are characterized by better ulcer index than the parent drug.