7-hydroxyl-1-methylindole-3-acetonitrile | 1431637-79-4

• 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-hydroxyl-1-methylindole-3-acetonitrile
• 英文别名: 7-HMIA；2-(7-Hydroxy-1-methylindol-3-yl)acetonitrile；2-(7-hydroxy-1-methylindol-3-yl)acetonitrile
• CAS: 1431637-79-4
• 化学式: C₁₁H₁₀N₂O
• 分子量: 186.213
• InChiKey: GUZXLEZYEOLAGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  7-苄氧基吲哚 在 sodium tetrahydroborate 、 palladium 10% on activated carbon 、 氢气 、 potassium hydroxide 、 sodium hydroxide 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲醇 、 formamide 、 N,N-二甲基甲酰胺 为溶剂， 生成 7-hydroxyl-1-methylindole-3-acetonitrile
  参考文献：
  名称：

  Synthesis of indolyl-3-acetonitrile derivatives and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

  摘要：

  Arvelexin is one of major constituents of Brassica rapa that exerts anti-inflammatory activities. Several indolyl-3-acetonitrile derivatives were synthesized as arvelexin analogs and evaluated for their abilities to inhibit NO and PGE(2) productions in LPS-induced RAW 264.7 cells. Of the indolyl-3-acetonitriles synthesized, compound 2k, which possesses a hydroxyl group at C-7 position of the indole ring and an N-methyl substituent, more potently inhibited NO and PGE(2) productions and was less cytotoxic than arvelexin on macrophage cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.114