2-[(4-Benzyl-benzyl)-hydroxy-phosphinoylmethyl]-4-(4-fluoro-phenyl)-butyric acid ethyl ester | 669774-02-1

• 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: 2-[(4-Benzyl-benzyl)-hydroxy-phosphinoylmethyl]-4-(4-fluoro-phenyl)-butyric acid ethyl ester
• CAS: 669774-02-1
• 化学式: C₂₇H₃₀FO₄P
• 分子量: 468.505
• InChiKey: APZMCQLQHMMGGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-[(4-Benzyl-benzyl)-hydroxy-phosphinoylmethyl]-4-(4-fluoro-phenyl)-butyric acid ethyl ester 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  Phosphinic acid-based MMP-13 inhibitors that spare MMP-1 and MMP-3

  摘要：

  Phosphinic acid-based inhibitors of MMP-13 have been investigated with the aim of identifying potent inhibitors with high selectivity versus MMP-1. Independent variation of the substituents on a P-1' phenethyl group and a P-2 benzyl group improved potencies in both cases around 3-fold over the unsubstituted parent. Combining improved P-1' and P-2 groups into a single molecule gave an inhibitor with a 4.5 nM IC50 against MMP-13 and which is 270-fold selective over MMP-1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00413-x
• 作为产物：
  描述：

  2-溴甲基丙烯酸乙酯 在 N,O-双三甲硅基乙酰胺 、 氰化亚铜 、 lithium chloride 作用下， 生成 2-[(4-Benzyl-benzyl)-hydroxy-phosphinoylmethyl]-4-(4-fluoro-phenyl)-butyric acid ethyl ester
  参考文献：
  名称：

  Phosphinic acid-based MMP-13 inhibitors that spare MMP-1 and MMP-3

  摘要：

  Phosphinic acid-based inhibitors of MMP-13 have been investigated with the aim of identifying potent inhibitors with high selectivity versus MMP-1. Independent variation of the substituents on a P-1' phenethyl group and a P-2 benzyl group improved potencies in both cases around 3-fold over the unsubstituted parent. Combining improved P-1' and P-2 groups into a single molecule gave an inhibitor with a 4.5 nM IC50 against MMP-13 and which is 270-fold selective over MMP-1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00413-x