1-acetyl-3-(3-chlorobenzyloxy)-4-(4-chlorophenyl)-1,4-dihydropyridine | 1228595-67-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-acetyl-3-(3-chlorobenzyloxy)-4-(4-chlorophenyl)-1,4-dihydropyridine
• 英文别名: 1-[4-(4-chlorophenyl)-3-[(3-chlorophenyl)methoxy]-4H-pyridin-1-yl]ethanone
• CAS: 1228595-67-2
• 化学式: C₂₀H₁₇Cl₂NO₂
• 分子量: 374.266
• InChiKey: ADCPIXARIRZQSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-acetyl-3-(3-chlorobenzyloxy)-4-(4-chlorophenyl)-1,4-dihydropyridine 、 对苯醌 在 高氯酸 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以57%的产率得到3-(3-chlorobenzyloxy)-4-(4-chlorophenyl)pyridine
  参考文献：
  名称：

  First biological evaluation of developed 3-benzyloxyfluorenes as novel class of MDR modulators

  摘要：

  A series of 3-benzyloxy-1-aza-9-oxafluorenes has been synthesized and biologically evaluated as novel MDR modulators. The concentration dependent inhibition of the efflux pump ABCB1 (P-glycoprotein) has been characterized and is discussed in relation to calculated lipophilicity data. Instead of the molecular lipophilicity the exact positioning of functional groups was found decisive for the biological activities.

  DOI：

  10.1016/j.ejmech.2010.02.024
• 作为产物：
  描述：

  3-(3-chlorobenzyloxy)pyridine 、 乙酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 copper(l) iodide 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.75h， 以44%的产率得到1-acetyl-3-(3-chlorobenzyloxy)-4-(4-chlorophenyl)-1,4-dihydropyridine
  参考文献：
  名称：

  First biological evaluation of developed 3-benzyloxyfluorenes as novel class of MDR modulators

  摘要：

  A series of 3-benzyloxy-1-aza-9-oxafluorenes has been synthesized and biologically evaluated as novel MDR modulators. The concentration dependent inhibition of the efflux pump ABCB1 (P-glycoprotein) has been characterized and is discussed in relation to calculated lipophilicity data. Instead of the molecular lipophilicity the exact positioning of functional groups was found decisive for the biological activities.

  DOI：

  10.1016/j.ejmech.2010.02.024

文献信息

• First biological evaluation of developed 3-benzyloxyfluorenes as novel class of MDR modulators
  作者：Martin Krug、Burkhardt Voigt、Christiane Baumert、Ralf Lüpken、Joséf Molnár、Andreas Hilgeroth

  DOI：10.1016/j.ejmech.2010.02.024

  日期：2010.6

  A series of 3-benzyloxy-1-aza-9-oxafluorenes has been synthesized and biologically evaluated as novel MDR modulators. The concentration dependent inhibition of the efflux pump ABCB1 (P-glycoprotein) has been characterized and is discussed in relation to calculated lipophilicity data. Instead of the molecular lipophilicity the exact positioning of functional groups was found decisive for the biological activities.