N-[(2-methoxyphenyl)methyl]thiophene-2-carboxamide | 339088-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N-[(2-methoxyphenyl)methyl]thiophene-2-carboxamide
• CAS: 339088-18-5
• 化学式: C₁₃H₁₃NO₂S
• mdl: MFCD00734858
• 分子量: 247.318
• InChiKey: HVRMFTXLJODAPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氰基噻吩 、 邻甲氧基苄胺 在 水 作用下， 反应 12.0h， 以97%的产率得到N-[(2-methoxyphenyl)methyl]thiophene-2-carboxamide
  参考文献：
  名称：

  Green and Selective Synthesis ofN-Substituted Amides using Water Soluble Porphyrazinato Copper(II) Catalyst

  摘要：

  N, N',N '', N '''-Tetramethyl tetra-2,3-pyridinoporphyrazinato copper(II) methyl sulfate ([Cu(2,3-tmtppa)](MeSO4)(4)) efficiently catalyzed the direct conversion of nitriles to N-substituted amides. The one pot selective synthesis of the N-substituted amides from nitriles and primary amines was performed in refluxing H2O. The catalyst was recovered and reused at least four times, maintaining its efficiency.

  DOI：

  10.5935/0103-5053.20130115

文献信息

• Synthesis and activity on rat aorta rings and rat pancreatic β-cells of ring-opened analogues of benzopyran-type potassium channel activators
  作者：Smail Khelili、Xavier Florence、Mourad Bouhadja、Samia Abdelaziz、Nadia Mechouch、Yekhlef Mohamed、Pascal de Tullio、Philippe Lebrun、Bernard Pirotte

  DOI：10.1016/j.bmc.2008.04.043

  日期：2008.6

  Ring-opened analogues of dihydrobenzopyran potassium channel openers (PCOs) were prepared and evaluated as putative PCOs on rat aorta rings (myorelaxant effect) and rat pancreatic beta-cells (inhibition of insulin secretion). These derivatives are characterized by the presence of a sulfonylurea, a urea or an amide function. Some compounds bearing an arylurea moiety provoked vasorelaxant effects and a marked inhibition of insulin release. Derivatives bearing a sulfonylurea or an amide function were, however, poorly active on both tissues. Structure-activity relationships and apparent tissue selectivity are discussed. (C) 2008 Elsevier Ltd. All rights reserved.