N-[3-[2-[2-(dimethylamino)ethyl]-1H-indol-3-yl]-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)-N'-phenylmethoxybutanediamide | 609360-77-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[3-[2-[2-(dimethylamino)ethyl]-1H-indol-3-yl]-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)-N'-phenylmethoxybutanediamide
• CAS: 609360-77-2
• 化学式: C₃₁H₄₃N₅O₄
• 分子量: 549.714
• InChiKey: DGVLKOHTIOTDBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  116
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[3-[2-[2-(dimethylamino)ethyl]-1H-indol-3-yl]-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)-N'-phenylmethoxybutanediamide 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 4.5h， 以98%的产率得到N-[3-[2-[2-(dimethylamino)ethyl]-1H-indol-3-yl]-1-(methylamino)-1-oxopropan-2-yl]-N'-hydroxy-2-(2-methylpropyl)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：

  3-(2-Methylpropylidene)oxolane-2,5-dione 在 palladium on activated charcoal 盐酸 、 lithium hydroxide 、 氢气 、 sodium hydride 、 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 154.5h， 生成 N-[3-[2-[2-(dimethylamino)ethyl]-1H-indol-3-yl]-1-(methylamino)-1-oxopropan-2-yl]-2-(2-methylpropyl)-N'-phenylmethoxybutanediamide
  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.