7-(3-Methoxyphenyl)sulfonyl-1,2,3,4-tetrahydro-[1]benzofuro[2,3-c]pyridine | 1316337-97-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 7-(3-Methoxyphenyl)sulfonyl-1,2,3,4-tetrahydro-[1]benzofuro[2,3-c]pyridine
• CAS: 1316337-97-9
• 化学式: C₁₈H₁₇NO₄S
• 分子量: 343.403
• InChiKey: YEBRPZZKXXABFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-Iodo-1,2,3,4-tetrahydro[1]benzofuro[2,3-c]pyridine 在 盐酸 、 copper(l) iodide 、 新铜试剂 、 三乙胺 、 间氯过氧苯甲酸 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 7-(3-Methoxyphenyl)sulfonyl-1,2,3,4-tetrahydro-[1]benzofuro[2,3-c]pyridine
  参考文献：
  名称：

  Novel brain penetrant benzofuropiperidine 5-HT6 receptor antagonists

  摘要：

  7-Arylsulfonyl substituted benzofuropiperidine was discovered as a novel scaffold for 5HT(6) receptor antagonists. Optimization by substitution at C-1 position led to identification of selective, orally bioavailable, brain penetrant antagonists with reduced hERG liability. An advanced analog tested in rat social recognition model showed significant activity suggesting potential utility in the enhancement of short-term memory. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.050

文献信息

• TRICYCLIC DERIVATIVES AND THEIR PHARMACEUTICAL USE AND COMPOSITIONS
  申请人：Cephalon, Inc.

  公开号：EP2516445B1

  公开（公告）日：2015-03-11
• Novel brain penetrant benzofuropiperidine 5-HT6 receptor antagonists
  作者：Babu G. Sundar、Thomas R. Bailey、Derek D. Dunn、Edward R. Bacon、Joseph M. Salvino、George C. Morton、Lisa D. Aimone、Huang Zeqi、Joanne R. Mathiasen、Amy Dicamillo、Mark J. Huffman、Beth A. McKenna、Karla Kopec、Lily D. Lu、Rebecca Brown、Jie Qian、Thelma Angeles、Thomas Connors、Chrysanthe Spais、Beverly Holskin、Deborah Galinis、Emir Duzic、Herve Schaffhauser、Gerard C. Rosse

  DOI：10.1016/j.bmcl.2011.11.050

  日期：2012.1

  7-Arylsulfonyl substituted benzofuropiperidine was discovered as a novel scaffold for 5HT(6) receptor antagonists. Optimization by substitution at C-1 position led to identification of selective, orally bioavailable, brain penetrant antagonists with reduced hERG liability. An advanced analog tested in rat social recognition model showed significant activity suggesting potential utility in the enhancement of short-term memory. (C) 2011 Elsevier Ltd. All rights reserved.