2-(4-methoxyphenoxy)propanamide | 815622-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenoxy)propanamide
• CAS: 815622-52-7
• 化学式: C₁₀H₁₃NO₃
• mdl: MFCD05878383
• 分子量: 195.218
• InChiKey: FPKJEOJORCEPMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenoxy)propanamide 在 potassium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 16.0h， 以38%的产率得到甲氧苯胺
  参考文献：
  名称：

  Metal-free C–N bond-forming reaction: straightforward synthesis of anilines, through cleavage of aryl C–O bond and amide C–N bond

  摘要：

  An efficient metal-free C-N bond forming reaction through cleavage of aryl C-O bond and amide C-N bond has been developed. This process represents a practical method for the facile construction of anilines with a broad substrate scope and wide functional group tolerance in moderate to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.028
• 作为产物：
  描述：

  2-(4'-methoxyphenoxy)propanoic acid chloride 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以1.5 g的产率得到2-(4-methoxyphenoxy)propanamide
  参考文献：
  名称：

  Design, synthesis, and pharmacological effects of structurally simple ligands for MT1 and MT2 melatonin receptors

  摘要：

  A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT1 and MT2 receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.100

文献信息

• AZABICYCLO [3.2.1]OCTYL DERIVATIVES AS 11 BETA-HSD1 MODULATORS
  申请人：Exelixis, Inc.

  公开号：EP2280966A1

  公开（公告）日：2011-02-09
• [EN] AZABICYCLO [3. 2. I] OCTYL DERIVATIVES AS 11 BETA-HSDL MODULATORS<br/>[FR] DÉRIVÉS AZABICYCLO[3.2.1]OCTYLES EN TANT QUE MODULATEURS DE 11-BÊTA-HSDL
  申请人：EXELIXIS INC

  公开号：WO2009114173A1

  公开（公告）日：2009-09-17

  A compound according to Formula: (A) or a pharmaceutically acceptable salt thereof, wherein R11, G1 and G2 are as defined in the specification, pharmaceutical compositions thereof, and methods of use thereof.
• Metal-free C–N bond-forming reaction: straightforward synthesis of anilines, through cleavage of aryl C–O bond and amide C–N bond
  作者：Jianzhong Yu、Peizhi Zhang、Jun Wu、Zhicai Shang

  DOI：10.1016/j.tetlet.2013.04.028

  日期：2013.6

  An efficient metal-free C-N bond forming reaction through cleavage of aryl C-O bond and amide C-N bond has been developed. This process represents a practical method for the facile construction of anilines with a broad substrate scope and wide functional group tolerance in moderate to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.
• Design, synthesis, and pharmacological effects of structurally simple ligands for MT1 and MT2 melatonin receptors
  作者：Alessia Carocci、Alessia Catalano、Angelo Lovece、Giovanni Lentini、Andrea Duranti、Valeria Lucini、Marilou Pannacci、Francesco Scaglione、Carlo Franchini

  DOI：10.1016/j.bmc.2010.06.100

  日期：2010.9

  A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT1 and MT2 receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists. (C) 2010 Elsevier Ltd. All rights reserved.