methyl [4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetate | 956894-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl [4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetate
• 英文别名: Methyl 2-[4-phenyl-2-(4-propoxyphenyl)thiophen-3-yl]acetate；methyl 2-[4-phenyl-2-(4-propoxyphenyl)thiophen-3-yl]acetate
• CAS: 956894-05-6
• 化学式: C₂₂H₂₂O₃S
• 分子量: 366.481
• InChiKey: OKPPPZZXLKSKDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl [4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以95%的产率得到2-[4-Phenyl-2-(4-propoxyphenyl)thiophen-3-yl]acetic acid
  参考文献：
  名称：

  Thiophene substituted acylguanidines as BACE1 inhibitors

  摘要：

  A series of thiophene-substituted acylguanidines were designed from a pyrrole substituted acylguanidine HTS lead. This template allowed a greater flexibility, through differential Suzuki couplings, to explore the binding site of BACE1 and to enhance the inhibitory potencies. This exploration provided a 25-fold enhancement in potency to yield compound 10a, which was 150 nM in a BACE1 FRET assay.

  DOI：

  10.1016/j.bmcl.2007.08.010
• 作为产物：
  描述：

  methyl [4-bromo-2-(4-propoxyphenyl)thien-3-yl]acetate 、 苯硼酸 在 palladium bis[bis(diphenylphosphino)ferrocene] dichloride potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 methyl [4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetate
  参考文献：
  名称：

  Thiophene substituted acylguanidines as BACE1 inhibitors

  摘要：

  A series of thiophene-substituted acylguanidines were designed from a pyrrole substituted acylguanidine HTS lead. This template allowed a greater flexibility, through differential Suzuki couplings, to explore the binding site of BACE1 and to enhance the inhibitory potencies. This exploration provided a 25-fold enhancement in potency to yield compound 10a, which was 150 nM in a BACE1 FRET assay.

  DOI：

  10.1016/j.bmcl.2007.08.010

文献信息

• Thiophene substituted acylguanidines as BACE1 inhibitors
  作者：William F. Fobare、William R. Solvibile、Albert J. Robichaud、Michael S. Malamas、Eric Manas、Jim Turner、Yun Hu、Erik Wagner、Rajiv Chopra、Rebecca Cowling、Guixan Jin、Jonathan Bard

  DOI：10.1016/j.bmcl.2007.08.010

  日期：2007.10

  A series of thiophene-substituted acylguanidines were designed from a pyrrole substituted acylguanidine HTS lead. This template allowed a greater flexibility, through differential Suzuki couplings, to explore the binding site of BACE1 and to enhance the inhibitory potencies. This exploration provided a 25-fold enhancement in potency to yield compound 10a, which was 150 nM in a BACE1 FRET assay.