(R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: (R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide
• 英文别名: N-[(1S)-2-[(3S)-3-hydroxypyrrolidin-1-yl]-1-phenylethyl]-N-methyl-5-(methylsulfamoyl)-2,3-dihydro-1-benzofuran-2-carboxamide
• 化学式: C₂₃H₂₉N₃O₅S
• 分子量: 459.566
• InChiKey: BCTLSZQHWJZWPH-RUYIAYPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3-dihydrobenzofuran-2-carboxylic acid methyl ester 在 lithium hydroxide 、 草酰氯 、 三氧化硫 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide
  参考文献：
  名称：

  Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints

  摘要：

  Two novel chemical classes of kappa opioid receptor agonists, chroman-2-carboxamide derivatives and 2,3-dihydrobenzofuran-2-carboxamide derivatives, were synthesized. These agents exhibited high and selective affinity for the kappa opioid receptor. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.094

文献信息

• Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints
  作者：Guo-Hua Chu、Minghua Gu、Joel A. Cassel、Serge Belanger、Thomas M. Graczyk、Robert N. DeHaven、Nathalie Conway-James、Mike Koblish、Patrick J. Little、Diane L. DeHaven-Hudkins、Roland E. Dolle

  DOI：10.1016/j.bmcl.2005.08.094

  日期：2005.12

  Two novel chemical classes of kappa opioid receptor agonists, chroman-2-carboxamide derivatives and 2,3-dihydrobenzofuran-2-carboxamide derivatives, were synthesized. These agents exhibited high and selective affinity for the kappa opioid receptor. (c) 2005 Elsevier Ltd. All rights reserved.