2-((bis(4-methoxyphenyl)methyl)thio)benzo[d]oxazole | 1384458-40-5

• 分子结构分类: 有机化合物
• 英文名称: 2-((bis(4-methoxyphenyl)methyl)thio)benzo[d]oxazole
• 英文别名: 2-(bis(4-methoxyphenyl)methylthio)benzo[d]oxazole
• CAS: 1384458-40-5
• 化学式: C₂₂H₁₉NO₃S
• 分子量: 377.464
• InChiKey: FMIXPLBAEBPWAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  44.49
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-甲氧基苯基溴化镁 以 四氢呋喃 、 苯 为溶剂， 反应 1.5h， 生成 2-((bis(4-methoxyphenyl)methyl)thio)benzo[d]oxazole
  参考文献：
  名称：

  Aryl aryl methyl thio arenes prevent multidrug-resistant malaria in mouse by promoting oxidative stress in parasites

  摘要：

  We have synthesized a new series of aryl aryl methyl thio arenes (AAMTAs) and evaluated antimalarial activity in vitro and in vivo against drug-resistant malaria. These compounds interact with free heme, inhibit hemozoin formation, and prevent Plasmodium falciparum growth in vitro in a concentration-dependent manner. These compounds concentration dependently promote oxidative stress in Plasmodium falciparum as evident from the generation of intraparasitic oxidants, protein carbonyls, and lipid peroxidation products. Furthermore, AAMTAs deplete intraparasite GSH levels, which is essential for antioxidant defense and survival during intraerythrocytic stages. These compounds displayed potent antimalarial activity not only in vitro but also ill vivo against multidrug-resistant Plasmodium yoelii dose dependently in a mouse model. The mixtures of enantiomers of AAMTAs containing 3-pyridyl rings were found to be more efficient in providing antimalarial activity. Efforts have been made to synthesize achiral AAMTAs 17-23 and among them, compound 18 showed significant antimalarial activity in vivo (c) 2012 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.freeradbiomed.2012.04.028

文献信息

• Efficient Thiolation of Alcohols Catalyzed by Long Chained Acid-Functionalized Ionic Liquids under Mild Conditions
  作者：Chengxia Miao、Hongfeng Zhuang、Yating Wen、Feng Han、Qing-Feng Yang、Lei Yang、Zhen Li、Chungu Xia

  DOI：10.1002/ejoc.201900169

  日期：2019.5.26

  Long chained and SO3H‐functionalized ionic liquids derived from pyrrolidine were employed as metal‐free, efficient and recyclable catalyst for thiolation of alcohols with several kinds of thiols, providing up to 99 % yield within 0.25 h at room temperature.

  吡咯烷衍生的长链SO 3 H官能化离子液体被用作无金属，高效且可回收的催化剂，用于醇与多种硫醇的硫醇化反应，在室温下0.25小时内提供高达99％的收率。