N''-{[4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetyl}guanidine | 905838-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N''-{[4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetyl}guanidine
• 英文别名: N-carbamimidoyl-2-[4-phenyl-2-(4-propoxyphenyl)thiophen-3-yl]acetamide
• CAS: 905838-50-8
• 化学式: C₂₂H₂₃N₃O₂S
• 分子量: 393.51
• InChiKey: RGQVUAAPNNDCJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  盐酸胍 、 2-[4-Phenyl-2-(4-propoxyphenyl)thiophen-3-yl]acetic acid 在 N,N-二异丙基乙胺 、 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N''-{[4-phenyl-2-(4-propoxyphenyl)thien-3-yl]acetyl}guanidine
  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

• Substituted thienyl and furyl acylguanidines and methods of their use as beta-secretase modulators
  申请人：Fobare Floyd William

  公开号：US20060183792A1

  公开（公告）日：2006-08-17

  The present invention provides a substituted thienyl or furyl acylguanidine compound of formula I The present invention also provides methods for the inhibition of β-secretase (BACE) and for the treatment of β-amyloid deposits and neurofibrillary tangles.

  本发明提供了一种式I的取代噻吩或呋喃酰基胍化合物。 本发明还提供了用于抑制β-分泌酶（BACE）和治疗β-淀粉样沉积物和神经原纤维缠结的方法。
• 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.
• US7459567B2
  申请人：——

  公开号：US7459567B2

  公开（公告）日：2008-12-02