1-hydroxy-4-methyloxindole | 131387-98-9

• 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
• 英文名称: 1-hydroxy-4-methyloxindole
• 英文别名: 1-hydroxy-4-methyl-indolin-2-one；1-Hydroxy-4-methyl-indolin-2-on；1-hydroxy-4-methyl-3H-indol-2-one
• CAS: 131387-98-9
• 化学式: C₉H₉NO₂
• mdl: MFCD18633473
• 分子量: 163.176
• InChiKey: KAOHJKVKGLERFS-UHFFFAOYSA-N

物化性质

• 熔点：
  219-220 °C
• 沸点：
  339.3±52.0 °C(Predicted)
• 密度：
  1.367±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-硝基邻二甲苯 在 sodium hydroxide 、 乙醇 、 硫酸 、 水 、 双氧水 、 sodium methylate 、 锌 作用下， 生成 1-hydroxy-4-methyloxindole
  参考文献：
  名称：

  Different sensitivities to competitive inhibition of benzodiazepine receptor binding of11C-iomazenil and11C-flumazenil in rhesus monkey brain

  摘要：

  The in vivo binding kinetics of C-11-iomazenil were compared with those of C-11-flumazenil binding in rhesus monkey brain. The monkey was anesthetized with ketamine and intravenously injected with either C-11-iomazenil or C-11-flumazenil in combination with the coadministration of different doses of non-radioactive flumazenil (0, 5 and 20 mug/kg). The regional distribution of C-11-iomazenil in the brain was similar to that of C-11-flumazenil. but the sensitivity of C-11-iomazenil binding to competitive inhibition by non-radioactive flumazenil was much less than that of C-11-flumazenil binding. A significant reduction in C-11-flumazenil binding in the cerebral cortex was observed with 20 mug/kg of flumazenil, whereas a relatively smaller inhibition of C-11-iomazenil binding in the same region was observed with the same dose of flumazenil. These results suggest that C-11-flumazenil may be a superior radiotracer for estimating benzodiazepine receptor occupancy in the intact brain.

  DOI：

  10.1007/bf02988604

文献信息

• A safe and selective method for reduction of 2-nitrophenylacetic acid systems to N-aryl hydroxamic acids using continuous flow hydrogenation
  作者：Ogar Ichire、Petra Jans、Galina Parfenov、Amy B. Dounay

  DOI：10.1016/j.tetlet.2017.01.008

  日期：2017.2

  The cyclic hydroxamic acid functional group is critical to the biological activity of numerous natural products and drug candidates. Efficient, reliable, and green synthetic methods to produce cyclic hydroxamic acids are needed. Herein, flow hydrogenation has been explored as a novel approach toward achieving the selective partial reduction of 2-nitrophenylacetic acid to 1-hydroxyindolin-2-one. The

  环状异羟肟酸官能团对于众多天然产物和候选药物的生物活性至关重要。需要有效，可靠和绿色的合成方法来生产环状异羟肟酸。在本文中，已经探索了流动氢化作为实现2-硝基苯基乙酸选择性部分还原为1-羟基吲哚-2-酮的新方法。双齿配体1,10-菲咯啉已被确定为在Pt / C催化过程中调节产物选择性的独特抑制剂。根据新优化的反应条件下，有针对性的hydroxami Ç产生以高选择性（49：1）在酸的副产物的内酰胺。对于多种2-硝基苯基乙酸衍生物证明了反应范围。
• Kende, Andrew S.; Thurston, Jeff, Synthetic Communications, 1990, vol. 20, # 14, p. 2133 - 2138
  作者：Kende, Andrew S.、Thurston, Jeff

  DOI：——

  日期：——
• KENDE, ANDREW S.;THURSTON, JEFF, SYNTH. COMMUN., 20,(1990) N4, C. 2133-2138
  作者：KENDE, ANDREW S.、THURSTON, JEFF

  DOI：——

  日期：——