2-benzyl-N⁴-hydroxy-N¹-(prop-2-ynyl)succinamide | 910581-48-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-benzyl-N⁴-hydroxy-N¹-(prop-2-ynyl)succinamide
• 英文别名: 2-benzyl-N'-hydroxy-N-prop-2-ynylbutanediamide
• CAS: 910581-48-5
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: FBCGTBDEDNRHNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-benzyl-N⁴-hydroxy-N¹-(prop-2-ynyl)succinamide 、 3-azido-N-phenylpropanamide 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 、 叔丁醇 为溶剂， 生成 2-Benzyl-N⁴-hydroxy-N¹-[1-(2-phenylcarbamoyl-ethyl)-1H-[1,2,3]triazol-4-ylmethyl]-succinamide
  参考文献：
  名称：

  Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry

  摘要：

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

  DOI：

  10.1021/ol061431a
• 作为产物：
  描述：

  2-benzyl-4-oxo-4-(trityloxyamino)butanoic acid 在 三异丙基硅烷 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-benzyl-N⁴-hydroxy-N¹-(prop-2-ynyl)succinamide
  参考文献：
  名称：

  Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry

  摘要：

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

  DOI：

  10.1021/ol061431a

文献信息

• Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry
  作者：Jun Wang、Mahesh Uttamchandani、Junqi Li、Mingyu Hu、Shao Q. Yao

  DOI：10.1021/ol061431a

  日期：2006.8.1

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.