1-(3',6-dichloro-[1,1'-biphenyl]-2-yl)-5-methoxy-1-((R)-piperidin-3-yl)pentan-1-ol | 1219939-51-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3',6-dichloro-[1,1'-biphenyl]-2-yl)-5-methoxy-1-((R)-piperidin-3-yl)pentan-1-ol
• CAS: 1219939-51-1
• 化学式: C₂₃H₂₉Cl₂NO₂
• 分子量: 422.395
• InChiKey: YXTLCENWPIHQQE-JPYJTQIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  41.49
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(3',6-dichloro-[1,1'-biphenyl]-2-yl)-5-methoxy-1-((R)-piperidin-3-yl)pentan-1-ol 、 (1S,3R,4S)-3-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-hydroxycyclopentanecarboxylic acid 在 盐酸 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 16.08h， 生成 ((1S,3R,4S)-3-amino-4-hydroxycyclopentyl)((R)-3-((S)-1-(3',6-dichlorobiphenyl-2-yl)-1-hydroxy-5-methoxypentyl)piperidin-1-yl)methanone
  参考文献：
  名称：

  Biphenyl/diphenyl ether renin inhibitors: Filling the S1 pocket of renin via the S3 pocket

  摘要：

  Structure-based design led to the discovery of a novel class of renin inhibitors in which an unprecedented phenyl ring filling the S1 site is attached to the phenyl ring filling the S3 pocket. Optimization for several parameters including potency in the presence of human plasma, selectivity against CYP3A4 inhibition and improved rat oral bioavailability led to the identification of 8d which demonstrated antihypertensive efficacy in a transgenic rat model of human hypertension. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.043
• 作为产物：
  描述：

  在 盐酸 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 32.0h， 生成 1-(3',6-dichloro-[1,1'-biphenyl]-2-yl)-5-methoxy-1-((R)-piperidin-3-yl)pentan-1-ol
  参考文献：
  名称：

  Biphenyl/diphenyl ether renin inhibitors: Filling the S1 pocket of renin via the S3 pocket

  摘要：

  Structure-based design led to the discovery of a novel class of renin inhibitors in which an unprecedented phenyl ring filling the S1 site is attached to the phenyl ring filling the S3 pocket. Optimization for several parameters including potency in the presence of human plasma, selectivity against CYP3A4 inhibition and improved rat oral bioavailability led to the identification of 8d which demonstrated antihypertensive efficacy in a transgenic rat model of human hypertension. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.043