7-Methoxy-1,3-dimethyl-2-phenylindole | 176963-04-5

• 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: 7-Methoxy-1,3-dimethyl-2-phenylindole
• CAS: 176963-04-5
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: YEQSZZCLHSASFF-UHFFFAOYSA-N

物化性质

• 沸点：
  410.3±40.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  7-Methoxy-1,3-dimethyl-2-phenylindole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1,3-二甲基-2-苯基-1H-吲哚-7-醇
  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-溴苯丙酮 在 sodium hydride 作用下， 以 乙二醇甲醚 为溶剂， 反应 2.0h， 生成 7-Methoxy-1,3-dimethyl-2-phenylindole
  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

文献信息

• Visible Light‐Induced Benzylic C(<i>sp</i>³)−C(<i>sp</i>²) Defluorinative Coupling between Indole Derivatives and Polyfluoroarenes
  作者：Yan Li、He Tong、Yukun Li、Kang Chen、Yingguang Zhu

  DOI：10.1002/adsc.202300632

  日期：2023.10.13

  A visible light-induced transition metal-free benzylic C(sp3)−C(sp2) defluorinative coupling between indole derivatives and polyfluoroarenes via the sequential electron transfer-proton transfer (ET/PT) process has been developed, affording various polyfluorinated diarylmethanes. This protocol features mild conditions and good functional group tolerance.

  开发了一种可见光诱导的、吲哚衍生物与多氟芳烃之间通过连续电子转移-质子转移（ET/PT）过程的无过渡金属苄基C( sp 3 )−C( sp 2 )脱氟偶联，得到各种多氟二芳基甲烷。该方案具有条件温和、官能团耐受性好的特点。
• 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
  作者：M Tanaka、M Okita、H Akamatsu、K Chiba、H Obaishi、N Nagakura、H Sakurai、I Yamatsu

  DOI：10.1016/0223-5234(96)89134-3

  日期：1996.1

  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)).