N-(2-[7-(4-tert-butylphenyl)-1,6-dihydro-2H-indeno[5,4-b]-furan-8-yl]ethyl)acetamide | 1287785-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: N-(2-[7-(4-tert-butylphenyl)-1,6-dihydro-2H-indeno[5,4-b]-furan-8-yl]ethyl)acetamide
• 英文别名: N-[2-[7-(4-tert-butylphenyl)-2,6-dihydro-1H-cyclopenta[e][1]benzofuran-8-yl]ethyl]acetamide
• CAS: 1287785-29-8
• 化学式: C₂₅H₂₉NO₂
• 分子量: 375.511
• InChiKey: HGMZZYFYERWUDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ylidene)acetonitrile 在 盐酸 、 四(三苯基膦)钯 、 氨 、 氢气 、 溴 、 sodium carbonate 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 反应 76.17h， 生成 N-(2-[7-(4-tert-butylphenyl)-1,6-dihydro-2H-indeno[5,4-b]-furan-8-yl]ethyl)acetamide
  参考文献：
  名称：

  1,6-Dihydro-2H-indeno[5,4-b]furan Derivatives: Design, Synthesis, and Pharmacological Characterization of a Novel Class of Highly Potent MT₂-Selective Agonists

  摘要：

  A novel series of 1,6-dihydro-2H-indeno[5,4-b]furan derivatives were designed and synthesized as MT2-selective ligands. This scaffold was identified as a potent mimic of the 5-methoxy indole core of melatonin, and introduction of a cyclohexylmethyl group at the 7-position of this scaffold afforded an MT2-selective ligand 15 (K-i = 0.012 nM) with high MT1/MT2 selectivity (799). Compound 15 was identified as a potent full agonist for the MT2 subtype and exhibited reentrainment effects to a new light/dark cycle in ICR mice at 3-30 mg/kg. This result demonstrated the involvement of the MT2 receptors in chronobiotic activity.

  DOI：

  10.1021/jm200221q

文献信息

• 1,6-Dihydro-2<i>H</i>-indeno[5,4-<i>b</i>]furan Derivatives: Design, Synthesis, and Pharmacological Characterization of a Novel Class of Highly Potent MT₂-Selective Agonists
  作者：Tatsuki Koike、Yasutaka Hoashi、Takafumi Takai、Masaharu Nakayama、Nobuhito Yukuhiro、Takashi Ishikawa、Keisuke Hirai、Osamu Uchikawa

  DOI：10.1021/jm200221q

  日期：2011.5.12

  A novel series of 1,6-dihydro-2H-indeno[5,4-b]furan derivatives were designed and synthesized as MT2-selective ligands. This scaffold was identified as a potent mimic of the 5-methoxy indole core of melatonin, and introduction of a cyclohexylmethyl group at the 7-position of this scaffold afforded an MT2-selective ligand 15 (K-i = 0.012 nM) with high MT1/MT2 selectivity (799). Compound 15 was identified as a potent full agonist for the MT2 subtype and exhibited reentrainment effects to a new light/dark cycle in ICR mice at 3-30 mg/kg. This result demonstrated the involvement of the MT2 receptors in chronobiotic activity.