ethyl (E)-3-[1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indol-4-yl]-2-methylprop-2-enoate | 1027569-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl (E)-3-[1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indol-4-yl]-2-methylprop-2-enoate
• CAS: 1027569-89-6
• 化学式: C₂₉H₃₇NO₈
• 分子量: 527.615
• InChiKey: IOEYPWZSBLOXLI-SFQUDFHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (E)-3-[1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indol-4-yl]-2-methylprop-2-enoate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 (E)-3-[1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indol-4-yl]-2-methylprop-2-enoic acid
  参考文献：
  名称：

  Hydroxyindole derivatives as inhibitors of IL-1 generation. II. Synthesis and pharmacological activities of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives

  摘要：

  A series of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives was prepared and the inhibitory activities of its members on IL-1 generation were evaluated in an in vitro system using exudate cells from the rat carboxymethyl cellulose (CMC) induced air-pouch model. All the compounds in this new series were found to be inhibitors of IL-1 generation. In particular, the methoxy-substituted 2-phenyl compounds 28d-f were the most potent inhibitors of IL-1 generation (eg, 28d: IC50 = 0.8 mu M). The compounds in this series also inhibited IL-1 alpha and IL-1 beta generations in an in vitro system using human monocytes stimulated with LPS (eg, 28b: IC50 = 1.4 mu M (IL-1 alpha) and 0.9 mu M (IL-1 beta)).

  DOI：

  10.1016/0223-5234(96)89134-3
• 作为产物：
  描述：

  2-甲氧基-5-甲基苯酚 在 吡啶 、 lithium aluminium tetrahydride 、 正丁基锂 、 二苯基膦叠氮化物 、 sodium hydride 、 红铝 、 三氯氧磷 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 29.0h， 生成 ethyl (E)-3-[1-ethyl-6-methoxy-7-(methoxymethoxy)-3-methyl-2-(3,4,5-trimethoxyphenyl)indol-4-yl]-2-methylprop-2-enoate
  参考文献：
  名称：

  Hydroxyindole derivatives as inhibitors of IL-1 generation. II. Synthesis and pharmacological activities of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives

  摘要：

  A series of (E)-3-(7-hydroxy-6-methoxyindole-4-yl)-2-methylpropenoic acid derivatives was prepared and the inhibitory activities of its members on IL-1 generation were evaluated in an in vitro system using exudate cells from the rat carboxymethyl cellulose (CMC) induced air-pouch model. All the compounds in this new series were found to be inhibitors of IL-1 generation. In particular, the methoxy-substituted 2-phenyl compounds 28d-f were the most potent inhibitors of IL-1 generation (eg, 28d: IC50 = 0.8 mu M). The compounds in this series also inhibited IL-1 alpha and IL-1 beta generations in an in vitro system using human monocytes stimulated with LPS (eg, 28b: IC50 = 1.4 mu M (IL-1 alpha) and 0.9 mu M (IL-1 beta)).

  DOI：

  10.1016/0223-5234(96)89134-3