N-(4-(2-(2-formyl-4-isobutoxyphenoxy)thiazol-5-yl)but-3-yn-2-yl)acetamide | 936247-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(4-(2-(2-formyl-4-isobutoxyphenoxy)thiazol-5-yl)but-3-yn-2-yl)acetamide
• 英文别名: N-[4-[2-[2-formyl-4-(2-methylpropoxy)phenoxy]-1,3-thiazol-5-yl]but-3-yn-2-yl]acetamide
• CAS: 936247-28-8
• 化学式: C₂₀H₂₂N₂O₄S
• 分子量: 386.472
• InChiKey: IBUXRCXFFBUKEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(4-(2-(2-formyl-4-isobutoxyphenoxy)thiazol-5-yl)but-3-yn-2-yl)acetamide 在 盐酸羟胺 作用下， 以 乙醇 、 水 为溶剂， 以52%的产率得到N-[4-[2-[2-[(E)-hydroxyiminomethyl]-4-(2-methylpropoxy)phenoxy]-1,3-thiazol-5-yl]but-3-yn-2-yl]acetamide
  参考文献：
  名称：

  Phenoxy thiazole derivatives as potent and selective acetyl-CoA carboxylase 2 inhibitors: Modulation of isozyme selectivity by incorporation of phenyl ring substituents

  摘要：

  A phenyl ring substitution strategy was employed to optimize the ACC2 potency and selectivity profiles of a recently discovered phenoxy thiazolyl series of acetyl-CoA carboxylase inhibitors. Ring substituents were shown to dramatically affect isozyme selectivity. Modifications that generally impart high levels of ACC2 selectivity (> 3000-fold) while maintaining excellent ACC2 potency (IC(50)s similar to 9-20 nM) were identified. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.022
• 作为产物：
  描述：

  在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 三溴化硼 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 N-(4-(2-(2-formyl-4-isobutoxyphenoxy)thiazol-5-yl)but-3-yn-2-yl)acetamide
  参考文献：
  名称：

  Phenoxy thiazole derivatives as potent and selective acetyl-CoA carboxylase 2 inhibitors: Modulation of isozyme selectivity by incorporation of phenyl ring substituents

  摘要：

  A phenyl ring substitution strategy was employed to optimize the ACC2 potency and selectivity profiles of a recently discovered phenoxy thiazolyl series of acetyl-CoA carboxylase inhibitors. Ring substituents were shown to dramatically affect isozyme selectivity. Modifications that generally impart high levels of ACC2 selectivity (> 3000-fold) while maintaining excellent ACC2 potency (IC(50)s similar to 9-20 nM) were identified. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.022