(E)-4-methyl-2-(2-oxo-2-phenylmethoxyethyl)pent-2-enoic acid | 609360-68-1

• 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: (E)-4-methyl-2-(2-oxo-2-phenylmethoxyethyl)pent-2-enoic acid
• CAS: 609360-68-1
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: XHILOHRKDXXYMT-MDWZMJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-4-methyl-2-(2-oxo-2-phenylmethoxyethyl)pent-2-enoic acid 在 palladium on activated charcoal 氢气 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 37.5h， 生成 (2E)-N'-hydroxy-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropylidene)butanediamide
  参考文献：
  名称：

  MMPs inhibitors: new succinylhydroxamates with selective inhibition of MMP-2 over MMP-3

  摘要：

  Some ilomastat analogues featuring an isobutylidene group or a 2-substituted indole nucleus were synthesized to evaluate their inhibitory activities against gelatinase A and stromelysin-1. Potent MMP-2 inhibition and good selectivity for that enzyme have been observed for compounds 1a, 2 and 22. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00590-0
• 作为产物：
  描述：

  2-[2-Methyl-prop-(E)-ylidene]-succinic acid 在 乙酰氯 作用下， 反应 3.0h， 生成 (E)-4-methyl-2-(2-oxo-2-phenylmethoxyethyl)pent-2-enoic acid
  参考文献：
  名称：

  MMPs inhibitors: new succinylhydroxamates with selective inhibition of MMP-2 over MMP-3

  摘要：

  Some ilomastat analogues featuring an isobutylidene group or a 2-substituted indole nucleus were synthesized to evaluate their inhibitory activities against gelatinase A and stromelysin-1. Potent MMP-2 inhibition and good selectivity for that enzyme have been observed for compounds 1a, 2 and 22. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00590-0

文献信息

• MMPs inhibitors: new succinylhydroxamates with selective inhibition of MMP-2 over MMP-3
  作者：Valérie Marcq、Catherine Mirand、Martine Decarme、Hervé Emonard、William Hornebeck

  DOI：10.1016/s0960-894x(03)00590-0

  日期：2003.9

  Some ilomastat analogues featuring an isobutylidene group or a 2-substituted indole nucleus were synthesized to evaluate their inhibitory activities against gelatinase A and stromelysin-1. Potent MMP-2 inhibition and good selectivity for that enzyme have been observed for compounds 1a, 2 and 22. (C) 2003 Elsevier Ltd. All rights reserved.