6,8-dimethyl-2-(5’-chloro-1H-indol-3-yl)thiochroman-4-one

• 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: 6,8-dimethyl-2-(5’-chloro-1H-indol-3-yl)thiochroman-4-one
• 英文别名: 2-(5-chloro-1H-indol-3-yl)-6,8-dimethyl-2,3-dihydrothiochromen-4-one
• 化学式: C₁₉H₁₆ClNOS
• 分子量: 341.861
• InChiKey: QVEJHGXSADCRGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  58.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯硫酚 在 1-甲基-3-丁基咪唑硫酸氢盐 、 五氯化磷 、 硫酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 18.5h， 生成 6,8-dimethyl-2-(5’-chloro-1H-indol-3-yl)thiochroman-4-one
  参考文献：
  名称：

  Ionic liquid catalyzed synthesis of 2-(indole-3-yl)-thiochroman-4-ones and their novel antifungal activities

  摘要：

  2-(Indole-3-yl)-thiochroman-4-ones were synthesized via ionic liquid and tested for in vitro antifungal activity. The contribution of ionic liquid to Michael addition reaction is significant. Structures of all compounds are elucidated by H-1 NMR, C-13 NMR and HRMS. Most of these compounds showed better antifungal activity than fluconazole. The results suggest that 2-(indole-3-yl)-thiochroman-4-ones would be efficient antifungal agents. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.056

文献信息

• Ionic liquid catalyzed synthesis of 2-(indole-3-yl)-thiochroman-4-ones and their novel antifungal activities
  作者：Ya-Li Song、Fan Wu、Chao-Chao Zhang、Guo-Chao Liang、Guan Zhou、Jiao-Jiao Yu

  DOI：10.1016/j.bmcl.2014.11.056

  日期：2015.1

  2-(Indole-3-yl)-thiochroman-4-ones were synthesized via ionic liquid and tested for in vitro antifungal activity. The contribution of ionic liquid to Michael addition reaction is significant. Structures of all compounds are elucidated by H-1 NMR, C-13 NMR and HRMS. Most of these compounds showed better antifungal activity than fluconazole. The results suggest that 2-(indole-3-yl)-thiochroman-4-ones would be efficient antifungal agents. (C) 2014 Elsevier Ltd. All rights reserved.