2-(4-chlorophenyl)-6-methoxy-1-oxy-indol-3-one | 74625-92-6

• 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: 2-(4-chlorophenyl)-6-methoxy-1-oxy-indol-3-one
• 英文别名: 2-(4-Chlorophenyl)-6-methoxy-1-oxidoindol-1-ium-3-one
• CAS: 74625-92-6
• 化学式: C₁₅H₁₀ClNO₃
• 分子量: 287.702
• InChiKey: VSDIJEHTIPVEHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-甲氧基-2-硝基苯乙酮 在 三氟化硼乙醚 、 双氧水 、 sodium acetate 、 potassium carbonate 作用下， 以 乙醇 、 水 、 苯 为溶剂， 生成 2-(4-chlorophenyl)-6-methoxy-1-oxy-indol-3-one
  参考文献：
  名称：

  Sahasrabudhe, A. B.; Kamath, H. V.; Bapat, B. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 3, p. 230 - 232

  摘要：

  DOI：

文献信息

• Synthesis and Antiplasmodial Activity of New Indolone <i>N</i>-Oxide Derivatives
  作者：Françoise Nepveu、Sothea Kim、Jeremie Boyer、Olivier Chatriant、Hany Ibrahim、Karine Reybier、Marie-Carmen Monje、Severine Chevalley、Pierre Perio、Barbora H. Lajoie、Jalloul Bouajila、Eric Deharo、Michel Sauvain、Rachida Tahar、Leonardo Basco、Antonella Pantaleo、Francesco Turini、Paolo Arese、Alexis Valentin、Eloise Thompson、Livia Vivas、Serge Petit、Jean-Pierre Nallet

  DOI：10.1021/jm901300d

  日期：2010.1.28

  A series of 66 new indolone-N-oxide derivatives was synthesized with three different methods. Compounds were evaluated for in vitro activity against CQ-sensitive (3D7), CQ-resistant (FcB1), and CQ and pyrimethamine cross-resistant (K1) strains of Plasmodium falciparum (P.f.), its well as for cytotoxic concentration (CC50) on MCF7 and KB human tumor Cell lines. Compound 26 (5-methoxy-indolone-N-oxide analogue) had the most potent antiplasmodial activity in vitro (< 3 nM on FcB1 and = 1.7 nM on 3D7) with a very satisfactory selectivity index (CC50 MCF7/IC50 FcB1: 14623; CC50 KB/IC50 3D7: 198823). In in vivo experiments, compound 1 (dioxymethylene derivatives of the indolone-N-oxide) showed the best antiplasmodial activity against Plasmodium berghei, 62% inhibition of the parasitaemia at 30 mg/kg/day.
• SAHASRABUDHE A. B.; KAMATH H. V.; BAPAT B. V.; KULKARNI S. N., INDIAN J. CHEM., 1980, B19, NO 3, 230-232
  作者：SAHASRABUDHE A. B.、 KAMATH H. V.、 BAPAT B. V.、 KULKARNI S. N.

  DOI：——

  日期：——
• Sahasrabudhe, A. B.; Kamath, H. V.; Bapat, B. V., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 3, p. 230 - 232
  作者：Sahasrabudhe, A. B.、Kamath, H. V.、Bapat, B. V.、Kulkarni, Sheshgiri N.

  DOI：——

  日期：——