2-benzyl-5-[3-(dimethylamino)propoxy]-N-(2-methoxy-5-phenylphenyl)pyrazole-3-carboxamide

• 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: 2-benzyl-5-[3-(dimethylamino)propoxy]-N-(2-methoxy-5-phenylphenyl)pyrazole-3-carboxamide
• 化学式: C₂₉H₃₂N₄O₃
• 分子量: 484.598
• InChiKey: PCULTJKZTBSDFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-苯基邻茴香胺 、 1-benzyl-3-(3-di-methylaminopropyloxy)-1H-pyrazole-5-carboxylic acid 在 PS-DIEA 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 3,4,5,6-四氟苯酐 、 triethylammonium methylpolystyrene carbonate resin 作用下， 以 乙腈 为溶剂， 反应 71.0h， 生成 2-benzyl-5-[3-(dimethylamino)propoxy]-N-(2-methoxy-5-phenylphenyl)pyrazole-3-carboxamide
  参考文献：
  名称：

  Solution-phase parallel synthesis of 5-carboxamido 1-benzyl-3-(3-dimethylaminopropyloxy)-1H-pyrazoles as activators of soluble guanylate cyclase with improved oral bioavailability

  摘要：

  A lipophilicity constrained library of 5-carboxamido 1-benzyl-3-(3-dimethylaminoproploxy)-1H-pyrazoles was prepared by solution-phase parallel synthesis with removal of acidic by-products using the strongly basic MP-carbonate resin. Compounds show both activation of soluble guanylate cyclase and inhibition of platelet aggregation. Compound 12 also shows 22% oral bioavailability in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00141-x

文献信息

• Solution-phase parallel synthesis of 5-carboxamido 1-benzyl-3-(3-dimethylaminopropyloxy)-1H-pyrazoles as activators of soluble guanylate cyclase with improved oral bioavailability
  作者：David L Selwood、David G Brummell、Robert C Glen、Maria C Goggin、Karen Reynolds、Mark A Tatlock、Grant Wishart

  DOI：10.1016/s0960-894x(01)00141-x

  日期：2001.4

  A lipophilicity constrained library of 5-carboxamido 1-benzyl-3-(3-dimethylaminoproploxy)-1H-pyrazoles was prepared by solution-phase parallel synthesis with removal of acidic by-products using the strongly basic MP-carbonate resin. Compounds show both activation of soluble guanylate cyclase and inhibition of platelet aggregation. Compound 12 also shows 22% oral bioavailability in rats. (C) 2001 Elsevier Science Ltd. All rights reserved.