3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid | 943899-26-1

• 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: 3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid
• CAS: 943899-26-1
• 化学式: C₁₆H₂₁NO₄
• 分子量: 291.347
• InChiKey: TZUQOPZXSVCNQP-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid 在 盐酸 、 4 A molecular sieve 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (2R)-1-[8-[2-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-4-yl]propan-2-amine
  参考文献：
  名称：

  Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity

  摘要：

  A series of 8-substituted benzodifuran analogs was prepared and evaluated for 5-HT2A receptor binding and activation. Several compounds containing ether and ester functionality were found to be potent agonists. Topical ocular administration of 5, 18, and 25 effectively reduced intra-ocular pressure in the hypertensive cynomolgus monkey eye in the range of 25-37%. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.073
• 作为产物：
  描述：

  (R)-(+)-N-trifluoroacetyl-1-(2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b']difuran-4-yl)-2-aminopropane 在 四氯化锡 作用下， 生成 3-[4-[(2R)-2-aminopropyl]-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-8-yl]propanoic acid
  参考文献：
  名称：

  Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity

  摘要：

  A series of 8-substituted benzodifuran analogs was prepared and evaluated for 5-HT2A receptor binding and activation. Several compounds containing ether and ester functionality were found to be potent agonists. Topical ocular administration of 5, 18, and 25 effectively reduced intra-ocular pressure in the hypertensive cynomolgus monkey eye in the range of 25-37%. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.073

文献信息

• Novel benzodifuran analogs as potent 5-HT2A receptor agonists with ocular hypotensive activity
  作者：Zixia Feng、Suchismita Mohapatra、Peter G. Klimko、Mark R. Hellberg、Jesse A. May、Curtis Kelly、Gary Williams、Marsha A. McLaughlin、Najam A. Sharif

  DOI：10.1016/j.bmcl.2007.03.073

  日期：2007.6

  A series of 8-substituted benzodifuran analogs was prepared and evaluated for 5-HT2A receptor binding and activation. Several compounds containing ether and ester functionality were found to be potent agonists. Topical ocular administration of 5, 18, and 25 effectively reduced intra-ocular pressure in the hypertensive cynomolgus monkey eye in the range of 25-37%. (C) 2007 Elsevier Ltd. All rights reserved.