1-羟基-5-硝基吲哚 | 305382-02-9

• 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: 1-羟基-5-硝基吲哚
• 英文名称: 1-hydroxy-5-nitroindole
• 英文别名: 1H-Indole, 1-hydroxy-5-nitro-
• CAS: 305382-02-9
• 化学式: C₈H₆N₂O₃
• 分子量: 178.147
• InChiKey: JNHQSLYWVKJLAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-羟基-5-硝基吲哚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 5-nitro-1-[(β-D-ribofuranosyl)oxy]indole
  参考文献：
  名称：

  O-GLYCOSIDES OFN-HYDROXYINDOLES[1]

  摘要：

  First O-glycosides of N-hydroxyindole were synthesized by the interaction of the indoles containing electron withdrowing substituents with acyl halogenoses in the presence of alkaline reagents. 1-0-p-D-Glueopyranosides of 1-hydroxy-5-(or 6)-nitroindoles, 1-O-beta -D-ribofuranoside of 1-hydroxy-5-nitroindole and also 1-[(2,3,4,6-tetra-O-acetyl-beta -D-glucopyranosyl)oxy]-2-methoxycarbonylindole were obtained. 1-[(2,3,4,6-Tetra-O-acetyl-beta -D-glucopyranosyl)-oxy]-6-nitro-indole was transformed into 1-[(2,3,4,6-tetra-O-acetyl-beta -D-glucopyranosyl,)-oxy]indole.

  DOI：

  10.1081/ncn-100107199

文献信息

• Yamada, Fumio; Yamada, Koji; Takeda, Hikari, Heterocycles, 2001, vol. 55, # 12, p. 2361 - 2368
  作者：Yamada, Fumio、Yamada, Koji、Takeda, Hikari、Somei, Masanori

  DOI：——

  日期：——
• Simple Syntheses of Indol-1-yl Glucosides
  作者：Masanori Somei、Fumio Yamada、Toshikatsu Hayashi、Koji Yamada

  DOI：10.3987/com-00-8981

  日期：——
• <i>O</i>-GLYCOSIDES OF<i>N</i>-HYDROXYINDOLES[1]
  作者：S. N. Lavrenov、A. M. Korolev、M. N. Preobrazhenskaya

  DOI：10.1081/ncn-100107199

  日期：2001.12.31

  First O-glycosides of N-hydroxyindole were synthesized by the interaction of the indoles containing electron withdrowing substituents with acyl halogenoses in the presence of alkaline reagents. 1-0-p-D-Glueopyranosides of 1-hydroxy-5-(or 6)-nitroindoles, 1-O-beta -D-ribofuranoside of 1-hydroxy-5-nitroindole and also 1-[(2,3,4,6-tetra-O-acetyl-beta -D-glucopyranosyl)oxy]-2-methoxycarbonylindole were obtained. 1-[(2,3,4,6-Tetra-O-acetyl-beta -D-glucopyranosyl)-oxy]-6-nitro-indole was transformed into 1-[(2,3,4,6-tetra-O-acetyl-beta -D-glucopyranosyl,)-oxy]indole.