(2S,11S,12R)-12-Isobutyl-7-(1-methyl-1H-imidazole-4-sulfonyl)-13-oxo-1,7-diaza-cyclotridecane-2,11-dicarboxylic acid 11-(benzyloxy-amide) 2-methylamide | 191408-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,11S,12R)-12-Isobutyl-7-(1-methyl-1H-imidazole-4-sulfonyl)-13-oxo-1,7-diaza-cyclotridecane-2,11-dicarboxylic acid 11-(benzyloxy-amide) 2-methylamide
• CAS: 191408-22-7
• 化学式: C₂₉H₄₄N₆O₆S
• 分子量: 604.771
• InChiKey: BFCIHIJGPUBORF-GVAUOCQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  42.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  151.73
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,11S,12R)-12-Isobutyl-7-(1-methyl-1H-imidazole-4-sulfonyl)-13-oxo-1,7-diaza-cyclotridecane-2,11-dicarboxylic acid 11-(benzyloxy-amide) 2-methylamide 在 Pd-BaSO₄ 氢气 作用下， 生成 (2S,11S,12R)-12-Isobutyl-7-(1-methyl-1H-imidazole-4-sulfonyl)-13-oxo-1,7-diaza-cyclotridecane-2,11-dicarboxylic acid 11-hydroxyamide 2-methylamide
  参考文献：
  名称：

  Macrocyclic hydroxamate inhibitors of matrix metalloproteinases and TNF-α production

  摘要：

  Several macrocyclic, hydroxamate derivatives were synthesized and evaluated as inhibitors of matrix metalloproteinases (MMPs) and tumour necrosis factor-alpha (TNF-alpha) production. These macrocycles are anti-succinate based inhibitors linked from P1 to P2'. A variety of functionality was installed at the P1-P2' linkage, which gave inhibitors that displayed excellent MMP inhibition and good TNF-alpha suppression. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00178-x
• 作为产物：
  描述：

  4-benzyl 1-tert-butyl (2S,3R)-2-allyl-3-isobutylbutanedioate 在 palladium on activated charcoal 9-borabicyclo[3.3.1]nonane dimer 、 偶氮二甲酸二异丙酯 、 氢气 、 双氧水 、 sodium acetate 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三苯基膦 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,11S,12R)-12-Isobutyl-7-(1-methyl-1H-imidazole-4-sulfonyl)-13-oxo-1,7-diaza-cyclotridecane-2,11-dicarboxylic acid 11-(benzyloxy-amide) 2-methylamide
  参考文献：
  名称：

  Macrocyclic hydroxamate inhibitors of matrix metalloproteinases and TNF-α production

  摘要：

  Several macrocyclic, hydroxamate derivatives were synthesized and evaluated as inhibitors of matrix metalloproteinases (MMPs) and tumour necrosis factor-alpha (TNF-alpha) production. These macrocycles are anti-succinate based inhibitors linked from P1 to P2'. A variety of functionality was installed at the P1-P2' linkage, which gave inhibitors that displayed excellent MMP inhibition and good TNF-alpha suppression. (C) 1999 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00178-x