(R)-4-Methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-pentanoic acid | 573976-87-1

• 分子结构分类: 有机化合物
• 英文名称: (R)-4-Methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-pentanoic acid
• CAS: 573976-87-1
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: GWVFPSUMYFBBST-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  16.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.16
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  L-tryptophan methylamide 、 (R)-4-Methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-pentanoic acid 在 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以88%的产率得到(2R)-N-[(2S)-3-(1H-indol-3-yl)-1-(methylamino)-1-oxopropan-2-yl]-4-methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]pentanamide
  参考文献：
  名称：

  Improved gelatinase a selectivity by novel zinc binding groups containing galardin derivatives

  摘要：

  The synthesis of several analogues of galardin, a MMP inhibitor, are presented with their in vitro inhibitory activity against MMP-1 and MMP-2. These compounds contain a distinct Zinc Binding Group (ZBG). Those having a 2-acylated-heterocycle as well as a 2-arylamide function do not exhibit a good inhibition/selectivity against the enzymes tested. On the contrary, those that are based on a hydrazide scaffold present potent selectivity for MMP-2 versus MMP-1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00214-2
• 作为产物：
  描述：

  在 lithium hydroxide 、 双氧水 、 三氯氧磷 作用下， 生成 (R)-4-Methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-pentanoic acid
  参考文献：
  名称：

  Improved gelatinase a selectivity by novel zinc binding groups containing galardin derivatives

  摘要：

  The synthesis of several analogues of galardin, a MMP inhibitor, are presented with their in vitro inhibitory activity against MMP-1 and MMP-2. These compounds contain a distinct Zinc Binding Group (ZBG). Those having a 2-acylated-heterocycle as well as a 2-arylamide function do not exhibit a good inhibition/selectivity against the enzymes tested. On the contrary, those that are based on a hydrazide scaffold present potent selectivity for MMP-2 versus MMP-1. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00214-2