(2S)-4-bromo-3-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-[[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]-2H-furan-5-one | 1172580-99-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2S)-4-bromo-3-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-[[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]-2H-furan-5-one
• CAS: 1172580-99-2
• 化学式: C₂₁H₂₂BrN₃O₃S₂
• 分子量: 508.46
• InChiKey: OOVLLJJDTTZJTP-ZDWMIRFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  128
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (2S)-3,4-dibromo-2-[[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]-2H-furan-5-one 、 5-(吡啶-4-基)-1,3,4-噻二唑-2-硫醇 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 水 、 苯 为溶剂， 以69%的产率得到(2S)-4-bromo-3-[(5-pyridin-4-yl-1,3,4-thiadiazol-2-yl)sulfanyl]-2-[[(1R,2S,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]oxy]-2H-furan-5-one
  参考文献：
  名称：

  Synthesis of new chiral 2,5-disubstituted 1,3,4-thiadiazoles possessing γ-butenolide moiety and preliminary evaluation of in vitro anticancer activity

  摘要：

  A new series of chiral 1,3,4-thiadiazoles derivatives possessing gamma-substituted butenolide moiety were synthesized and evaluated for in vitro anticancer properties. All the compounds showed good anticancer activities against Hela cell lines. Of ail the studied compounds, compound Sle exhibited the best inhibitory activity with an IC50 of 0-9 mu M. After being treated with 0.1 mu g/mL compound 9e for 24 h, the growth inhibition rate of Hela cell lines was 59.2%. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.023

文献信息

• Synthesis of new chiral 2,5-disubstituted 1,3,4-thiadiazoles possessing γ-butenolide moiety and preliminary evaluation of in vitro anticancer activity
  作者：Meng-Xue Wei、Lei Feng、Xue-Qiang Li、Xue-Zhang Zhou、Zhi-Hui Shao

  DOI：10.1016/j.ejmech.2009.03.023

  日期：2009.8

  A new series of chiral 1,3,4-thiadiazoles derivatives possessing gamma-substituted butenolide moiety were synthesized and evaluated for in vitro anticancer properties. All the compounds showed good anticancer activities against Hela cell lines. Of ail the studied compounds, compound Sle exhibited the best inhibitory activity with an IC50 of 0-9 mu M. After being treated with 0.1 mu g/mL compound 9e for 24 h, the growth inhibition rate of Hela cell lines was 59.2%. (C) 2009 Elsevier Masson SAS. All rights reserved.