6-(Biphenyl-2-ylmethoxy)-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one | 667900-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 6-(Biphenyl-2-ylmethoxy)-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one
• CAS: 667900-15-4
• 化学式: C₃₆H₃₅NO₃
• 分子量: 529.679
• InChiKey: AEOWDNCOMQARSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.47
• 重原子数：
  40.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-(Biphenyl-2-ylmethoxy)-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 6-[(2-Phenylphenyl)methoxy]-2-[2-(4-phenylpiperidin-1-yl)ethyl]-1,2,3,4-tetrahydronaphthalen-1-ol
  参考文献：
  名称：

  Tetrahydronaphthalene-derived amino alcohols and amino ketones as potent and selective inhibitors of the delayed rectifier potassium current IKs

  摘要：

  Class III anti-arrhythmic drugs (e.g., dofetilide) prolong cardiac action potential duration (APD) by blocking the fast component of the delayed rectifier potassium current (I-Kr). The block of I-Kr can result in life threatening ventricular arrhythmias (i.e., torsades de pointes). Unlike I-Kr, the role of the slow component of the delayed rectifier potassium current (I-Ks) becomes significant only at faster heart rate. Therefore selective blockers Of I-Ks could prolong APD with a reduced propensity to cause proarrhythmic side effects. This report describes structure-activity relationships (SARs) of a series of I-Ks inhibitors derived from 6-alkoxytetralones with good in vitro activity (IC50 > 30 nM) and up to 40-fold I-Ks/I-Kr selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.003
• 作为产物：
  描述：

  6-(Biphenyl-2-ylmethoxy)-3,4-dihydro-2H-naphthalen-1-one 在 N-甲基吗啉 、 六甲基磷酰三胺 、 氢氧化钾 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 6-(Biphenyl-2-ylmethoxy)-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one
  参考文献：
  名称：

  Tetrahydronaphthalene-derived amino alcohols and amino ketones as potent and selective inhibitors of the delayed rectifier potassium current IKs

  摘要：

  Class III anti-arrhythmic drugs (e.g., dofetilide) prolong cardiac action potential duration (APD) by blocking the fast component of the delayed rectifier potassium current (I-Kr). The block of I-Kr can result in life threatening ventricular arrhythmias (i.e., torsades de pointes). Unlike I-Kr, the role of the slow component of the delayed rectifier potassium current (I-Ks) becomes significant only at faster heart rate. Therefore selective blockers Of I-Ks could prolong APD with a reduced propensity to cause proarrhythmic side effects. This report describes structure-activity relationships (SARs) of a series of I-Ks inhibitors derived from 6-alkoxytetralones with good in vitro activity (IC50 > 30 nM) and up to 40-fold I-Ks/I-Kr selectivity. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.003