(Z)-3-(4-Chloro-phenyl)-2-hydroxy-acrylic acid methyl ester | 211871-95-3

• 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: (Z)-3-(4-Chloro-phenyl)-2-hydroxy-acrylic acid methyl ester
• 英文别名: methyl (Z)-3-(4-chlorophenyl)-2-hydroxyprop-2-enoate
• CAS: 211871-95-3
• 化学式: C₁₀H₉ClO₃
• 分子量: 212.633
• InChiKey: WSDMNWCUUQUFBS-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-(4-Chloro-phenyl)-2-hydroxy-acrylic acid methyl ester 以65%的产率得到
  参考文献：
  名称：

  TSUSHIMA, TADAHIKO;KAWADA, KENJI;TSUJI, TERUJI;MISAKI, SUSUMU, J. ORG. CHEM., 1982, 47, N 6, 1107-1110

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-4-(4-chlorobenzylidene)-2-methyloxazol-5(4H)-one 在 sodium hydroxide 、 1,5-diazabicyclo[5.4.0]-undec-7-ene 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (Z)-3-(4-Chloro-phenyl)-2-hydroxy-acrylic acid methyl ester
  参考文献：
  名称：

  New 3- and 4-hydroxyfuranones as anti-oxidants and anti-inflammatory agents

  摘要：

  Two series of new furationes substituted by methylsulfonylphenyl or methylsulfamidophenyl moieties were found to protect against oxidation damage by inhibiting or quenching free radicals and reactive oxygen species in in vitro experiments. The effect on lipid peroxidation was also examined. In addition, we investigated the activity of products in two models of inflammation: phorbol ester-induced ear edema in mice and carrageenan-induced paw edema in rat. The most powerful compounds and with reducing activity against DPPH (IC50 = 1779 and 57 mu M, respectively), superoxide anion quenching capacity (IC50 = 511 and 49 mu M, respectively), lipid peroxidation inhibitory effect and anti-inflammatory properties (about 50-65% inhibition of edema at 200 mg/kg ip in both tests used) were selected for further pharmacological and toxicological tests because of their attractive profile for the treatment of inflammatory diseases. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.04.055

文献信息

• New 3- and 4-hydroxyfuranones as anti-oxidants and anti-inflammatory agents
  作者：Valérie Weber、Catherine Rubat、Eliane Duroux、Claire Lartigue、Michel Madesclaire、Pascal Coudert

  DOI：10.1016/j.bmc.2005.04.055

  日期：2005.7

  Two series of new furationes substituted by methylsulfonylphenyl or methylsulfamidophenyl moieties were found to protect against oxidation damage by inhibiting or quenching free radicals and reactive oxygen species in in vitro experiments. The effect on lipid peroxidation was also examined. In addition, we investigated the activity of products in two models of inflammation: phorbol ester-induced ear edema in mice and carrageenan-induced paw edema in rat. The most powerful compounds and with reducing activity against DPPH (IC50 = 1779 and 57 mu M, respectively), superoxide anion quenching capacity (IC50 = 511 and 49 mu M, respectively), lipid peroxidation inhibitory effect and anti-inflammatory properties (about 50-65% inhibition of edema at 200 mg/kg ip in both tests used) were selected for further pharmacological and toxicological tests because of their attractive profile for the treatment of inflammatory diseases. (c) 2005 Elsevier Ltd. All rights reserved.
• TSUSHIMA, TADAHIKO;KAWADA, KENJI;TSUJI, TERUJI;MISAKI, SUSUMU, J. ORG. CHEM., 1982, 47, N 6, 1107-1110
  作者：TSUSHIMA, TADAHIKO、KAWADA, KENJI、TSUJI, TERUJI、MISAKI, SUSUMU

  DOI：——

  日期：——