N-hydroxy-2-methyl-3-(6-methyl-2-oxo-2H-chromen-3-yl)-propionamide | 920524-34-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: N-hydroxy-2-methyl-3-(6-methyl-2-oxo-2H-chromen-3-yl)-propionamide
• 英文别名: N-hydroxy-2-methyl-3-(6-methyl-2-oxochromen-3-yl)propanamide
• CAS: 920524-34-1
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: HNNDIXHHVAZLIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 potassium hydroxylamine 作用下， 以 甲醇 为溶剂， 生成 N-hydroxy-2-methyl-3-(6-methyl-2-oxo-2H-chromen-3-yl)-propionamide
  参考文献：
  名称：

  Chromen-based TNF-α converting enzyme (TACE) inhibitors: Design, synthesis, and biological evaluation

  摘要：

  A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-alpha, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.09.014

文献信息

• [EN] NOVEL CHROMEN-2-ONE BASED HYDROXAMIC ACID DERIVATIVES HAVING ANTI-INFLAMMATORY ACTIVITY, THE PREPARATION THEREOF AND A COMPOSITION CONTAINING THE SAME FOR TREATING INFLAMMATORY DISEASE<br/>[FR] NOUVEAUX DERIVES D'ACIDE HYDROXAMIQUE A BASE DE CHROMENE-2-ONE QUI PRESENTENT UNE ACTIVITE ANTI-INFLAMMATOIRE, PREPARATION DE CEUX-CI ET COMPOSITION CONTENANT CEUX-CI, UTILISEE POUR TRAITER DES MALADIES INFLAMMATOIRES
  申请人：JEIL PHARMACEUTICAL CO LTD

  公开号：WO2007008037A1

  公开（公告）日：2007-01-18

  [EN] The present invention relates to novel chromen-2-one based hydroxamic acid derivatives having anti-inflammatory activity, the preparation thereof and a composition containing the same for treating inflammatory disease.
  [FR] La présente invention concerne de nouveaux dérivés d'acide hydroxamique à base de chromène-2-one qui présentent une activité anti-inflammatoire, ainsi que la préparation de ceux-ci et une composition contenant ceux-ci, utilisée pour traiter des maladies inflammatoires.
• Chromen-based TNF-α converting enzyme (TACE) inhibitors: Design, synthesis, and biological evaluation
  作者：Kwangwoo Chun、Song-Kyu Park、Hwan Mook Kim、Yongseok Choi、Myung-Hwa Kim、Chun-Ho Park、Bo-Young Joe、Tae Gyu Chun、Hyun-Moo Choi、Hee-Yoon Lee、Sung Hee Hong、Myung Sook Kim、Ky-Youb Nam、Gyoonhee Han

  DOI：10.1016/j.bmc.2007.09.014

  日期：2008.1

  A series of coumarin types MMP inhibitors were designed based on gelastatin hydroxamates (1) and evaluated for TACE, cellular TNF-alpha, and NO inhibitory activities. Among them, compounds 9b had potent inhibitory activities in enzymatic and cellular assays and good selectivity to MMP-2 and MMP-9. Further investigation of 9b will be carried out for its efficacy in RA animal model system. (c) 2007 Elsevier Ltd. All rights reserved.