(S)-3-(N-((S)-1,2,3,4-tetrahydronaphthalen-3-yl)-N-methylamino)-2,3-dihydroinden-1-one | 1276127-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (S)-3-(N-((S)-1,2,3,4-tetrahydronaphthalen-3-yl)-N-methylamino)-2,3-dihydroinden-1-one
• 英文别名: 3-[methyl(1,2,3,4-tetrahydro-2-naphthalenyl)amino]-1-indanone；(3S)-3-[methyl-[(2S)-1,2,3,4-tetrahydronaphthalen-2-yl]amino]-2,3-dihydroinden-1-one
• CAS: 1276127-47-9
• 化学式: C₂₀H₂₁NO
• 分子量: 291.393
• InChiKey: JDSSYTXEXBCUIC-LPHOPBHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴-1-茚酮 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 (S)-3-(N-((S)-1,2,3,4-tetrahydronaphthalen-3-yl)-N-methylamino)-2,3-dihydroinden-1-one
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of the individual stereoisomers of 3-[methyl(1,2,3,4-tetrahydro-2-naphthalenyl)amino]-1-indanone, a potent mast cell stabilising agent

  摘要：

  Each stereoisomer of 3-[methyl(1,2,3,4-tetrahydro-2-naphthalenyl)amino]-1-indanone, 1a-d, was prepared and evaluated in vitro for its ability to prevent mediator release induced by different degranulating agents from rodent mast cells and also in vivo against passive cutaneous anaphylaxis. The manner in which the stereoisomers prevented direct membrane activation was found to be highly dependent on the stereochemistry of the individual isomers. Stereoisomer 1b was the most active isomer in vivo, exhibiting superior activity to disodium cromoglycate. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.095

文献信息

• Synthesis and pharmacological evaluation of the individual stereoisomers of 3-[methyl(1,2,3,4-tetrahydro-2-naphthalenyl)amino]-1-indanone, a potent mast cell stabilising agent
  作者：Adam J. Byrne、James W. Barlow、John J. Walsh

  DOI：10.1016/j.bmcl.2010.12.095

  日期：2011.2

  Each stereoisomer of 3-[methyl(1,2,3,4-tetrahydro-2-naphthalenyl)amino]-1-indanone, 1a-d, was prepared and evaluated in vitro for its ability to prevent mediator release induced by different degranulating agents from rodent mast cells and also in vivo against passive cutaneous anaphylaxis. The manner in which the stereoisomers prevented direct membrane activation was found to be highly dependent on the stereochemistry of the individual isomers. Stereoisomer 1b was the most active isomer in vivo, exhibiting superior activity to disodium cromoglycate. (c) 2010 Elsevier Ltd. All rights reserved.