8-[3-[(2R)-2-methylpyrrolidin-1-yl]propoxy]-2-propan-2-yl-5,6-dihydrobenzo[h]cinnolin-3-one | 1383536-42-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 8-[3-[(2R)-2-methylpyrrolidin-1-yl]propoxy]-2-propan-2-yl-5,6-dihydrobenzo[h]cinnolin-3-one
• CAS: 1383536-42-2
• 化学式: C₂₃H₃₁N₃O₂
• 分子量: 381.518
• InChiKey: AZBGZTWRYFLSNW-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(6-methoxy-1-oxo-3,4-dihydronaphthalen-2(1H)-ylidene)acetic acid 在 三溴化硼 、 potassium carbonate 、 sodium iodide 作用下， 以 二氯甲烷 、 异丙醇 、 乙腈 为溶剂， 生成 8-[3-[(2R)-2-methylpyrrolidin-1-yl]propoxy]-2-propan-2-yl-5,6-dihydrobenzo[h]cinnolin-3-one
  参考文献：
  名称：

  Synthesis of constrained benzocinnolinone analogues of CEP-26401 (irdabisant) as potent, selective histamine H3 receptor inverse agonists

  摘要：

  A novel class of benzocinnolinones analogs of irdabisant were designed and synthesized as histamine H3R antagonists/inverse agonists. Modifications to the pyridazinone portion of the core and linker led to the identification of molecules with excellent target potency and selectivity with improved rat pharmacokinetic properties and reduced potential hERG liabilities. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.04.001

文献信息

• Synthesis of constrained benzocinnolinone analogues of CEP-26401 (irdabisant) as potent, selective histamine H3 receptor inverse agonists
  作者：Kurt A. Josef、Lisa D. Aimone、Jacquelyn Lyons、Rita Raddatz、Robert L. Hudkins

  DOI：10.1016/j.bmcl.2012.04.001

  日期：2012.6

  A novel class of benzocinnolinones analogs of irdabisant were designed and synthesized as histamine H3R antagonists/inverse agonists. Modifications to the pyridazinone portion of the core and linker led to the identification of molecules with excellent target potency and selectivity with improved rat pharmacokinetic properties and reduced potential hERG liabilities. (C) 2012 Elsevier Ltd. All rights reserved.