4-(4-chlorophenyl)-N-(3-iodophenyl)-4-oxobutanamide | 1182597-31-4

• 英文名称: 4-(4-chlorophenyl)-N-(3-iodophenyl)-4-oxobutanamide
• CAS: 1182597-31-4
• 化学式: C₁₆H₁₃ClINO₂
• 分子量: 413.642
• InChiKey: GSOZECFTRAGDCO-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C(Solvent: Methanol)
• 沸点：
  579.2±40.0 °C(predicted)
• 密度：
  1.661±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-chlorophenyl)-N-(3-iodophenyl)-4-oxobutanamide 、 乙酰氯 在 4-二甲氨基吡啶 作用下， 反应 15.0h， 以77%的产率得到5-(4-chlorophenyl)-1-(3-iodophenyl)-1H-pyrrol-2-yl acetate
  参考文献：
  名称：

  Investigation of N-Aryl-3-alkylidenepyrrolinones as Potential Niemann−Pick Type C Disease Therapeutics

  摘要：

  A five-step synthesis of an array of N-aryl-3-alkylidenepyrrolinones, which are potential Niemann-Pick type C (NPC) disease therapeutics, is described. The synthetic route allows for the production of analogues, including photoaffinity and biotinylated derivatives. Compound 1a increased esterification by acyl-coenzyme A:cholesteryl acyltransferase in NPC1 mutant cells. It also decreased LDL uptake and increased cholesterol efflux in both NPC1-deficient and normal cells.

  DOI：

  10.1021/jm900707n
• 作为产物：
  描述：

  3-(4-氯苯甲酰)丙酸 、 3-碘苯胺 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以44%的产率得到4-(4-chlorophenyl)-N-(3-iodophenyl)-4-oxobutanamide
  参考文献：
  名称：

  Investigation of N-Aryl-3-alkylidenepyrrolinones as Potential Niemann−Pick Type C Disease Therapeutics

  摘要：

  A five-step synthesis of an array of N-aryl-3-alkylidenepyrrolinones, which are potential Niemann-Pick type C (NPC) disease therapeutics, is described. The synthetic route allows for the production of analogues, including photoaffinity and biotinylated derivatives. Compound 1a increased esterification by acyl-coenzyme A:cholesteryl acyltransferase in NPC1 mutant cells. It also decreased LDL uptake and increased cholesterol efflux in both NPC1-deficient and normal cells.

  DOI：

  10.1021/jm900707n