(R)-3-(1'-adamantanecarbonyl)aminocaprolactam | 1160115-34-3

• 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: (R)-3-(1'-adamantanecarbonyl)aminocaprolactam
• 英文别名: N-[(3R)-2-oxoazepan-3-yl]adamantane-1-carboxamide
• CAS: 1160115-34-3
• 化学式: C₁₇H₂₆N₂O₂
• 分子量: 290.406
• InChiKey: FRJOFURBYVCNEN-DLUQRMLASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  金刚烷酰氯 、 (R)-5-Oxo-pyrrolidine-2-carboxylic acid; compound with (R)-3-amino-azepan-2-one 在 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 (R)-3-(1'-adamantanecarbonyl)aminocaprolactam
  参考文献：
  名称：

  Highly Potent, Orally Available Anti-inflammatory Broad-Spectrum Chemokine Inhibitors

  摘要：

  A series of 3-acylaminocaprolactams are inhibitors of chemokine-induced chemotaxis. Branching of the side chain alpha-carbon provides highly potent inhibitors of a range of CC and CXC chemokines. The most potent compound has an ED50 of 40 pM. Selected compounds were tested in an in vivo inflammatory assay, and the best compound reduces TNF-alpha levels with an ED50 of 0.1 mu g/kg when administered by either subcutaneous injection or oral delivery.

  DOI：

  10.1021/jm900133w

文献信息

• Highly Potent, Orally Available Anti-inflammatory Broad-Spectrum Chemokine Inhibitors
  作者：David J. Fox、Jill Reckless、Hannah Lingard、Stuart Warren、David J. Grainger

  DOI：10.1021/jm900133w

  日期：2009.6.11

  A series of 3-acylaminocaprolactams are inhibitors of chemokine-induced chemotaxis. Branching of the side chain alpha-carbon provides highly potent inhibitors of a range of CC and CXC chemokines. The most potent compound has an ED50 of 40 pM. Selected compounds were tested in an in vivo inflammatory assay, and the best compound reduces TNF-alpha levels with an ED50 of 0.1 mu g/kg when administered by either subcutaneous injection or oral delivery.