N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide
• 英文别名: N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylnonanamide
• 化学式: C₁₈H₂₉NO₃
• 分子量: 307.433
• InChiKey: IQAOGKOVHFGCJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 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：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide 在 C₉₄H₁₃₄O₄P₂Pd₂ 、 cesium fluoride 作用下， 以 甲苯 为溶剂， 反应 14.0h， 生成
  参考文献：
  名称：

  An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates

  摘要：

  The stable Pd(0) species [(1,5-cyclooctadiene)(L.Pd)(2)] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. Additionally, this precatalyst activates at room temperature under neutral conditions, generates 1,5-cyclooctadiene as the only byproduct, and leads to overall cleaner reaction profiles.

  DOI：

  10.1021/ol402859k
• 作为产物：
  描述：

  香草壬酰胺 在 盐酸 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 26.0h， 生成 N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide
  参考文献：
  名称：

  An Improved Catalyst System for the Pd-Catalyzed Fluorination of (Hetero)Aryl Triflates

  摘要：

  The stable Pd(0) species [(1,5-cyclooctadiene)(L.Pd)(2)] (L = AdBrettPhos) has been prepared and successfully evaluated as a precatalyst for the fluorination of aryl triflates derived from biologically active and heteroaryl phenols, challenging substrates for our previously reported catalyst system. Additionally, this precatalyst activates at room temperature under neutral conditions, generates 1,5-cyclooctadiene as the only byproduct, and leads to overall cleaner reaction profiles.

  DOI：

  10.1021/ol402859k

文献信息

• Analogs of capsaicin with agonist activity as novel analgesic agents; structure-activity studies. 3. The hydrophobic side-chain "C-region"
  作者：Christopher S. J. Walpole、Roger Wrigglesworth、Stuart Bevan、Elizabeth A. Campbell、Andy Dray、Iain F. James、Kay J. Masdin、Martin N. Perkins、Janet Winter

  DOI：10.1021/jm00068a016

  日期：1993.8

  Structural variants of the hydrophobic side chain (''C region'') of the capsaicin molecule have been incorporated into a series of vanillylamides and vanillylthioureas. These compounds have been tested in an in vitro assay for agonism (Ca-45(2+) influx into dorsal root ganglia neurones), previously shown to be predictive of analgesic activity. The results of this study have established the requirement for a hydrophobic substituent of limited size (molar refractivity, MR, <55) in order to obtain high potency. Combination of the information gained here about the ''C-region'' of the capsaicin molecule with the studies described in the preceding two papers provides a rational basis for the design of compounds of increased potency.
• COMPOSITION AND METHOD FOR STABILIZING RADIOLABELED ORGANIC COMPOUNDS
  申请人：NEN Life Science Products, Inc.

  公开号：EP0835233B1

  公开（公告）日：2001-12-05
• US4411881A
  申请人：——

  公开号：US4411881A

  公开（公告）日：1983-10-25
• US5738836A
  申请人：——

  公开号：US5738836A

  公开（公告）日：1998-04-14
• US5843396A
  申请人：——

  公开号：US5843396A

  公开（公告）日：1998-12-01