1H-吲哚-6-甲醛,1-乙基-7-(甲氧基甲氧基)-2,3-二甲基- | 176963-32-9

• 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
• 中文名称: 1H-吲哚-6-甲醛,1-乙基-7-(甲氧基甲氧基)-2,3-二甲基-
• 英文名称: 2,3-dimethyl-1-ethyl-7-(methoxymethoxy)indole-6-carbaldehyde
• 英文别名: 1-Ethyl-7-(methoxymethoxy)-2,3-dimethylindole-6-carbaldehyde
• CAS: 176963-32-9
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: ZASWQSHSOLIQQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-吲哚-6-甲醛,1-乙基-7-(甲氧基甲氧基)-2,3-二甲基- 在 盐酸 、 potassium hydrogensulfate 、 正丁基锂 、 双氧水 、 tetra-N-butylammonium tribromide 、 sodium hydride 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 6.0h， 生成 (E)-3-(1-Ethyl-6-methoxy-7-methoxymethoxy-2,3-dimethyl-1H-indol-4-yl)-2-methyl-acrylic acid ethyl ester
  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：

  2,3-Dimethyl-7-methoxyindol 在 正丁基锂 、 三溴化硼 、 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 1H-吲哚-6-甲醛,1-乙基-7-(甲氧基甲氧基)-2,3-二甲基-
  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