N-[(1R)-2-hydroxy-1-phenylethyl]hexanamide | 532986-13-3

• 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: N-[(1R)-2-hydroxy-1-phenylethyl]hexanamide
• CAS: 532986-13-3
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: ISBXVKGQXHJKIP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(1R)-2-hydroxy-1-phenylethyl]hexanamide 在 palladium on activated charcoal 正丁基锂 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 为溶剂， 反应 3.0h， 生成 (2R)-2-Hexanoylamino-2-phenylethylphosphate
  参考文献：
  名称：

  Highly potent inhibitors of TNF-α production. Part I

  摘要：

  Discovery of new chemical leads of inhibitors for TNF-alpha production starting from the chemical modification of I is reported. Further biological studies of 1 to disclose the site of its action strongly suggested that 1 inhibits LPS-induced TNF-alpha expression in the liver and spleen of mice. Structure-activity relationships (SARs) are also discussed and full details including the chemistry are reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00381-4
• 作为产物：
  描述：

  D-苯甘氨醇 、 己酰氯 在 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以70%的产率得到N-[(1R)-2-hydroxy-1-phenylethyl]hexanamide
  参考文献：
  名称：

  Highly potent inhibitors of TNF-α production. Part I

  摘要：

  Discovery of new chemical leads of inhibitors for TNF-alpha production starting from the chemical modification of I is reported. Further biological studies of 1 to disclose the site of its action strongly suggested that 1 inhibits LPS-induced TNF-alpha expression in the liver and spleen of mice. Structure-activity relationships (SARs) are also discussed and full details including the chemistry are reported. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00381-4

文献信息

• Highly potent inhibitors of TNF-α production. Part I
  作者：Toshiaki Matsui、Takashi Kondo、Yoshitaka Nishita、Satoshi Itadani、Shingo Nakatani、Nagashige Omawari、Masaru Sakai、Shuichi Nakazawa、Akihito Ogata、Hideaki Mori、Kouichiro Terai、Wataru Kamoshima、Hiroyuki Ohno、Takaaki Obata、Hisao Nakai、Masaaki Toda

  DOI：10.1016/s0968-0896(02)00381-4

  日期：2002.12

  Discovery of new chemical leads of inhibitors for TNF-alpha production starting from the chemical modification of I is reported. Further biological studies of 1 to disclose the site of its action strongly suggested that 1 inhibits LPS-induced TNF-alpha expression in the liver and spleen of mice. Structure-activity relationships (SARs) are also discussed and full details including the chemistry are reported. (C) 2002 Elsevier Science Ltd. All rights reserved.