6-[3-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-2-hydroxypropoxy]-9-(tetrahydro-2-pyranyl)purine | 125346-09-0

• 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: 6-[3-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-2-hydroxypropoxy]-9-(tetrahydro-2-pyranyl)purine
• 英文别名: 6-[3-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-2-hydroxypropoxy]-9-(tetrahydropyran-2-yl)purine；1-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-3-[9-(oxan-2-yl)purin-6-yl]oxypropan-2-ol
• CAS: 125346-09-0
• 化学式: C₃₀H₃₄F₂N₆O₃
• 分子量: 564.635
• InChiKey: DDHVXIXIAVLSIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  88.8
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-[3-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-2-hydroxypropoxy]-9-(tetrahydro-2-pyranyl)purine 在 溶剂黄146 作用下， 反应 18.0h， 以53%的产率得到1-{4-[Bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-(9H-purin-6-yloxy)-propan-2-ol
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 6-substituted purine derivatives as novel selective positive inotropes

  摘要：

  A series of purine derivatives was prepared and examined for selective inotropic activity in vitro and in vivo. Thioether-linked derivatives were superior to their oxygen and nitrogen isosteres. Substitution of electron-withdrawing groups on the benzhydryl moiety of these agents increased potency. The best compound of the study, 17 (carsatrin), was examined further and demonstrated selective oral activity as a positive inotrope. These compounds are presumed to act by affecting the kinetics of the cardiac sodium channel by analogy to the prototypic agent DPI 201106 (1). Their high selectivity for increasing contractile force and dP/dt without affecting blood pressure or heart rate is consistent with this mechanism. Carsatrin (17) was selected as a potential development candidate.

  DOI：

  10.1021/jm00102a001
• 作为产物：
  描述：

  4,4'-二氟苯甲哌嗪 在 氢氧化钾 、 18-冠醚-6 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 23.0h， 生成 6-[3-[4-[Bis(4-fluorophenyl)methyl]piperazin-1-yl]-2-hydroxypropoxy]-9-(tetrahydro-2-pyranyl)purine
  参考文献：
  名称：

  Synthesis and structure-activity relationship of 6-substituted purine derivatives as novel selective positive inotropes

  摘要：

  A series of purine derivatives was prepared and examined for selective inotropic activity in vitro and in vivo. Thioether-linked derivatives were superior to their oxygen and nitrogen isosteres. Substitution of electron-withdrawing groups on the benzhydryl moiety of these agents increased potency. The best compound of the study, 17 (carsatrin), was examined further and demonstrated selective oral activity as a positive inotrope. These compounds are presumed to act by affecting the kinetics of the cardiac sodium channel by analogy to the prototypic agent DPI 201106 (1). Their high selectivity for increasing contractile force and dP/dt without affecting blood pressure or heart rate is consistent with this mechanism. Carsatrin (17) was selected as a potential development candidate.

  DOI：

  10.1021/jm00102a001

文献信息

• 6-substituted purinyl piperazine derivatives
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05164390A1

  公开（公告）日：1992-11-17

  6-substituted purinyl piperazine derivatives and a method of synthesis for the derivatives are described. The 6-substituted purinyl piperazine derivatives are useful as cardiotonic agents and antiarrhythmic agents.

  描述了6-取代嘌呤基哌嗪衍生物及其合成方法。这些6-取代嘌呤基哌嗪衍生物可用作心力增强剂和抗心律失常剂。
• 6-Substituted purinyl piperazine derivatives useful as cardiotonic and
  申请人：Ortho Pharmaceutical Corporation

  公开号：US04876257A1

  公开（公告）日：1989-10-24

  6-Substituted purinyl piperazine derivatives and a method of synthesis for the derivatives are described. The 6-substituted purinyl piperazine derivatives are useful as cardiotonic agents and antiarrhythmic agents.

  本文介绍了6-取代嘌呤基哌嗪衍生物及其合成方法。这些6-取代嘌呤基哌嗪衍生物可用作心力增强剂和抗心律失常剂。
• 6-Substituted purinyl piperazine derivatives
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0331511A1

  公开（公告）日：1989-09-06

  6-Substituted purinyl piperazine derivatives and a method of synthesis for the derivatives are described. The compounds are useful as cardiotonic agents and antiarrhythmic agents.

  描述了 6-取代嘌呤基哌嗪衍生物及其合成方法。这些化合物可用作强心剂和抗心律失常剂。
• US4876257A
  申请人：——

  公开号：US4876257A

  公开（公告）日：1989-10-24
• US5021574A
  申请人：——

  公开号：US5021574A

  公开（公告）日：1991-06-04