(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl-2‑(4‑(4-chlorobenzoyl)phenoxy)-2-methylpropanoate | 1319719-25-9

• 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: (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl-2‑(4‑(4-chlorobenzoyl)phenoxy)-2-methylpropanoate
• 英文别名: 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropionic acid 5-methyl-2-oxo-[1,3]dioxol-4-yl-methyl ester；(5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-[4-(4-chlorobenzoyl)phenoxy]-2-methylpropanoate
• CAS: 1319719-25-9
• 化学式: C₂₂H₁₉ClO₇
• 分子量: 430.842
• InChiKey: ZEABUEMUPVIDPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  非诺贝特 在 potassium carbonate 、 sodium hydroxide 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 4.0h， 生成 (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl-2‑(4‑(4-chlorobenzoyl)phenoxy)-2-methylpropanoate
  参考文献：
  名称：

  Synthesis and Evaluation of Fenofibric Acid Ester Derivatives: Studies of Different Formulation with Their Bioavailability and Absorption Conditions

  摘要：

  A series of fenofibric acid ester pro-drugs (JF-1-7) were synthesized. The pharmacokinetic properties of these pro-drugs were examined after oral administration to rats at a dose of 20 mg kg(-1) to evaluate the relative bioavailability in rats. The bioavailability of the ester compounds, JF-1, 2, 3, 4, 5, 6, and 7, was significantly higher than that of fenofibrate. In particular, JF-2 proved to be most promising. The oral administration (20 mg kg(-1)) of JF-2 showed a relative bioavailability of approximately 272.8% compared to fenofibrate.

  DOI：

  10.21577/0103-5053.20190170

文献信息

• Synthesis and Biological Evaluation of Orally Active Hypolipidemic Agents
  作者：Babasaheb P. Bandgar、Rajendra J. Sarangdhar、Fruthous Khan、Jeyamurugan Mookkan、Pranesha Shetty、Gajendra Singh

  DOI：10.1021/jm200704f

  日期：2011.8.25

  A series of novel fenofibric acid ester pro drugs 1c-1h were synthesized and evaluated with the aim of obtaining potent hypolipidemic agents. Prodrugs 1c and 1d exhibited potent hypochlolesterolemic activity, lowering the mice plasma triglyceride level up to 47% in Swiss albino mice after oral administration of 50 mg/kg/day for 8 days. Fenofibric acid ester prodrugs 1c-1h were found lipophilic like fenofibrate (1b), indicated by partition coefficients measured in octanol-buffer system at pH 7.4. On the basis of in vivo studies, prodrugs 1c and 1d emerged as potent hypolipidemic agents.
• Synthesis and Evaluation of Fenofibric Acid Ester Derivatives: Studies of Different Formulation with Their Bioavailability and Absorption Conditions
  作者：Zhixiang Lv、Zhou Wang、Fuyan Xiao、Guofan Jin

  DOI：10.21577/0103-5053.20190170

  日期：——

  A series of fenofibric acid ester pro-drugs (JF-1-7) were synthesized. The pharmacokinetic properties of these pro-drugs were examined after oral administration to rats at a dose of 20 mg kg(-1) to evaluate the relative bioavailability in rats. The bioavailability of the ester compounds, JF-1, 2, 3, 4, 5, 6, and 7, was significantly higher than that of fenofibrate. In particular, JF-2 proved to be most promising. The oral administration (20 mg kg(-1)) of JF-2 showed a relative bioavailability of approximately 272.8% compared to fenofibrate.