N-(4-乙氧基苯基)金刚烷-1-甲酰胺 | 71458-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-乙氧基苯基)金刚烷-1-甲酰胺
• 英文名称: 4'-ethoxyadamantylcarboxanilide
• 英文别名: N-(4-ethoxyphenyl)adamantane-1-carboxamide
• CAS: 71458-44-1
• 化学式: C₁₉H₂₅NO₂
• 分子量: 299.413
• InChiKey: RHGZYQFTYUFLDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  金刚烷酰氯 、 对乙氧基苯胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 N-(4-乙氧基苯基)金刚烷-1-甲酰胺
  参考文献：
  名称：

  Highly potent and selective cannabinoid receptor 2 agonists: Initial hit optimization of an adamantyl hit series identified from high-through-put screening

  摘要：

  A series of highly potent & selective adamantane derived CB2 agonists was identified in a high-through-put screen. A SAR was established and physicochemical properties were significantly improved. This was accompanied by potency of the compounds on the Q63R variant and varying beta-arrestin data which will support the insight into their relevance for the in vivo situation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.044

文献信息

• Complexes of silicon and phosphorus chlorides with nitrogen-containing bases as the condensing agents in the synthesis of amides
  作者：L. V. Besgubenko、S. E. Pipko、A. D. Sinitsa

  DOI：10.1134/s1070363212080099

  日期：2012.8

  High effectiveness of new condensing agents on the basis of complexes of silicon and phosphorus chlorides with nitrogen-containing bases in the synthesis of amides from carboxylic acids and amines and also in heterocyclization is shown. Factors affecting the readiness of formation of the amide bond and the yields of the final products are established.
• Highly potent and selective cannabinoid receptor 2 agonists: Initial hit optimization of an adamantyl hit series identified from high-through-put screening
  作者：Matthias Nettekoven、Jürgen Fingerle、Uwe Grether、Sabine Grüner、Atsushi Kimbara、Bernd Püllmann、Mark Rogers-Evans、Stephan Röver、Franz Schuler、Tanja Schulz-Gasch、Christoph Ullmer

  DOI：10.1016/j.bmcl.2013.01.044

  日期：2013.3

  A series of highly potent & selective adamantane derived CB2 agonists was identified in a high-through-put screen. A SAR was established and physicochemical properties were significantly improved. This was accompanied by potency of the compounds on the Q63R variant and varying beta-arrestin data which will support the insight into their relevance for the in vivo situation. (C) 2013 Elsevier Ltd. All rights reserved.