2-(4-hydroxy-3-methoxyphenyl)-N-octylpropanamide | 1391847-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(4-hydroxy-3-methoxyphenyl)-N-octylpropanamide
• CAS: 1391847-90-7
• 化学式: C₁₈H₂₉NO₃
• 分子量: 307.433
• InChiKey: BKLRKDIBYMSADC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  高香草酸 在 4-二甲氨基吡啶 、 palladium on activated charcoal 、 氢气 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 31.5h， 生成 2-(4-hydroxy-3-methoxyphenyl)-N-octylpropanamide
  参考文献：
  名称：

  The SAR analysis of TRPV1 agonists with the α-methylated B-region

  摘要：

  A series of TRPV1 agonists with amide, reverse amide, and thiourea groups in the B-region and their corresponding alpha-methylated analogues were investigated. Whereas the alpha-methylation of the amide B-region enhanced the binding affinities and potencies as agonists, that of the reverse amide and thiourea led to a reduction in receptor affinity. The analysis indicated that proper hydrogen bonding as well as steric effects in the B-region are critical for receptor binding. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.059

文献信息

• Compounds and compositions having anti-inflammatory and analgesic activity
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0206609A1

  公开（公告）日：1986-12-30

  Substituted phenylacetic acid amide compounds, and pharmaceutically-acceptable salts thereof, of the formula: wherein X is 0 or S; R1 is H, OH or CH3; R2 is straight chain alkenyl, branched chain or cyclic hydrocarbon having from about 7 to about 24 carbon atoms; R3 is OH, OSO3-, OPO3 or a short chain ester with from about 1 to about 6 carbon atoms.

  式中的取代苯乙酸酰胺化合物及其药学上可接受的盐： 其中 X 是 0 或 S；R1 是 H、OH 或 CH3；R2 是具有约 7 至约 24 个碳原子的直链烯基、支链或环状烃；R3 是 OH、OSO3-、OPO3 或具有约 1 至约 6 个碳原子的短链酯。
• The SAR analysis of TRPV1 agonists with the α-methylated B-region
  作者：Yongsung Cho、Myeong Seop Kim、Ho Shin Kim、Jihyae Ann、Jiyoun Lee、Larry V. Pearce、Vladimir A. Pavlyukovets、Matthew A. Morgan、Peter M. Blumberg、Jeewoo Lee

  DOI：10.1016/j.bmcl.2012.06.059

  日期：2012.8

  A series of TRPV1 agonists with amide, reverse amide, and thiourea groups in the B-region and their corresponding alpha-methylated analogues were investigated. Whereas the alpha-methylation of the amide B-region enhanced the binding affinities and potencies as agonists, that of the reverse amide and thiourea led to a reduction in receptor affinity. The analysis indicated that proper hydrogen bonding as well as steric effects in the B-region are critical for receptor binding. (c) 2012 Elsevier Ltd. All rights reserved.