(+)-(1'S)-(2,3-dihydro-6-methoxy-1H-inden-1-yl)piperazine | 557789-48-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (+)-(1'S)-(2,3-dihydro-6-methoxy-1H-inden-1-yl)piperazine
• 英文别名: 1-[(1S)-6-methoxy-2,3-dihydro-1H-inden-1-yl]piperazine
• CAS: 557789-48-7
• 化学式: C₁₄H₂₀N₂O
• 分子量: 232.326
• InChiKey: QGCINJAZDGSYHN-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  24.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  异丁酰氯 、 (+)-(1'S)-(2,3-dihydro-6-methoxy-1H-inden-1-yl)piperazine 生成 1-[4-((S)-6-Methoxy-indan-1-yl)-piperazin-1-yl]-2-methyl-propan-1-one
  参考文献：
  名称：

  Indanyl piperazines as melatonergic MT2 selective agents

  摘要：

  Optimization of a benzyl piperazine pharmacophore produced N-acyl-4-indanyl-piperazines that bind with high affinity to melatonergic MT2 receptors. (R)-4-(2,3-dihydro-6-methoxy-1H-inden-1-yl)-N-ethyl-1-piperazine-carboxamide fumarate (13) is a water soluble, selective MT2 agonist, which produces advances in circadian phase in rats at doses of 1-56 mg/kg that are no different from those of melatonin at 1 mg/kg. Unlike melatonin, 13 produced only weak contractile effects in rat tail artery. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00090-8
• 作为产物：
  描述：

  6-甲氧基-1-茚酮 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 (+)-(1'S)-(2,3-dihydro-6-methoxy-1H-inden-1-yl)piperazine
  参考文献：
  名称：

  Indanyl piperazines as melatonergic MT2 selective agents

  摘要：

  Optimization of a benzyl piperazine pharmacophore produced N-acyl-4-indanyl-piperazines that bind with high affinity to melatonergic MT2 receptors. (R)-4-(2,3-dihydro-6-methoxy-1H-inden-1-yl)-N-ethyl-1-piperazine-carboxamide fumarate (13) is a water soluble, selective MT2 agonist, which produces advances in circadian phase in rats at doses of 1-56 mg/kg that are no different from those of melatonin at 1 mg/kg. Unlike melatonin, 13 produced only weak contractile effects in rat tail artery. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00090-8

文献信息

• Indanyl piperazines as melatonergic MT2 selective agents
  作者：Ronald J. Mattson、John D. Catt、Daniel Keavy、Charles P. Sloan、James Epperson、Qi Gao、Donald B. Hodges、Lawrence Iben、Cathy D. Mahle、Elaine Ryan、Frank D. Yocca

  DOI：10.1016/s0960-894x(03)00090-8

  日期：2003.3

  Optimization of a benzyl piperazine pharmacophore produced N-acyl-4-indanyl-piperazines that bind with high affinity to melatonergic MT2 receptors. (R)-4-(2,3-dihydro-6-methoxy-1H-inden-1-yl)-N-ethyl-1-piperazine-carboxamide fumarate (13) is a water soluble, selective MT2 agonist, which produces advances in circadian phase in rats at doses of 1-56 mg/kg that are no different from those of melatonin at 1 mg/kg. Unlike melatonin, 13 produced only weak contractile effects in rat tail artery. (C) 2003 Elsevier Science Ltd. All rights reserved.