(R)-2,2'-((oxiran-2-ylmethoxy)methylene)difuran | 1198155-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (R)-2,2'-((oxiran-2-ylmethoxy)methylene)difuran
• CAS: 1198155-97-3
• 化学式: C₁₂H₁₂O₄
• 分子量: 220.225
• InChiKey: NMWMDMSWRRAXIO-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.04
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-2,2'-((oxiran-2-ylmethoxy)methylene)difuran 、 乙二胺 以 甲醇 为溶剂， 反应 20.0h， 生成 (R,R)-N,N'-bis-[3-di(funan-2-yl)methoxy-2-hydroxypropyl]ethylenediamine
  参考文献：
  名称：

  Synthesis and evaluation of (S,S)-N,N′-bis-[3-(2,2′,6,6′-tetramethylbenzhydryloxy)-2-hydroxy-propyl]-ethylenediamine (S2824) analogs with anti-tuberculosis activity

  摘要：

  In order to identify new and potent candidate drugs to treat tuberculosis, a library of compounds was screened, and (S,S)-N,N '-bis-[3-(2,2 ',6,6 '-tetramethylbenzhydryloxy)-2-hydroxy-propyl]-ethylenediamine (S2824) was identified as a hit in the screen. This research discusses our efforts to synthesize and test 30 analogs of this hit for activity against Mycobacterium tuberculosis. Two compounds with homopiperazine ring possess high in vitro activity against drug sensitive and resistant M. tuberculosis with MICs 0.78-3.13 mu g/mL (or 1.22-4.88 mu M). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.035
• 作为产物：
  描述：

  左旋环氧氯丙烷 、 2,2'-(羟基亚甲基)二呋喃 在 四丁基硫酸氢铵 、 sodium hydroxide 作用下， 以 水 为溶剂， 生成 (R)-2,2'-((oxiran-2-ylmethoxy)methylene)difuran
  参考文献：
  名称：

  Synthesis and evaluation of (S,S)-N,N′-bis-[3-(2,2′,6,6′-tetramethylbenzhydryloxy)-2-hydroxy-propyl]-ethylenediamine (S2824) analogs with anti-tuberculosis activity

  摘要：

  In order to identify new and potent candidate drugs to treat tuberculosis, a library of compounds was screened, and (S,S)-N,N '-bis-[3-(2,2 ',6,6 '-tetramethylbenzhydryloxy)-2-hydroxy-propyl]-ethylenediamine (S2824) was identified as a hit in the screen. This research discusses our efforts to synthesize and test 30 analogs of this hit for activity against Mycobacterium tuberculosis. Two compounds with homopiperazine ring possess high in vitro activity against drug sensitive and resistant M. tuberculosis with MICs 0.78-3.13 mu g/mL (or 1.22-4.88 mu M). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.035