(2R)-(-)-6-[1-(1-(Bis-(4-fluorophenyl)methyl)piperazin-4-yl)-2-hydroxy-3-propanylthio]purine | 125345-94-0

• 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: (2R)-(-)-6-[1-(1-(Bis-(4-fluorophenyl)methyl)piperazin-4-yl)-2-hydroxy-3-propanylthio]purine
• 英文别名: (2R)-(-)-6-[1-[1-[bis(4-fluorophenyl)methyl]piperaz in-4-yl]-2-hydroxy-3-propanylthio]purine；Carsatrin, (R)-；(2R)-1-[4-[bis(4-fluorophenyl)methyl]piperazin-1-yl]-3-(7H-purin-6-ylsulfanyl)propan-2-ol
• CAS: 125345-94-0
• 化学式: C₂₅H₂₆F₂N₆OS
• 分子量: 496.584
• InChiKey: JOMBZLFCXNSKEQ-OAQYLSRUSA-N

物化性质

• 沸点：
  621.5±65.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4,4'-二氟苯甲哌嗪 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 120.33h， 生成 (2R)-(-)-6-[1-(1-(Bis-(4-fluorophenyl)methyl)piperazin-4-yl)-2-hydroxy-3-propanylthio]purine
  参考文献：
  名称：

  Preparation of positive inotropes using glycidyl derivatives: Influence of metal ions and solvent on stereochemical outcome

  摘要：

  The choice of base and solvent has a dramatic effect on the attack of nitrogen nucleophiles on enantiomerically enriched glycidyl sulfonates 8. Under the proper conditions attack can be largely limited to displacement of the sulfonate moiety thus retaining the original stereochemistry. Conditions were also noted where the initial attack resulted from epoxide opening. Subsequent attack of the intermediate alkoxide on the sulfonate group then yielded a product of opposite stereochemistry. The methodology was applied to the syntheses of both enantiomers of a new selective, positive ionotropic agent, 1 (carsatrin), 4-[bis(4-fluorophenyl)methyl]-alpha-[9H-purin-6-ylthio)methyl]-1-piperazineethanol.

  DOI：

  10.1016/s0957-4166(00)82104-7

文献信息

• Process for preparing optically active isomers of 6-substituted purinyl piperazine derivatives
  申请人：ORTHO PHARMACEUTICAL CORPORATION

  公开号：EP0454385A1

  公开（公告）日：1991-10-30

  A process for synthesizing optically active isomers of 6-substituted purinyl piperazine derivatives is described. The optically active isomers prepared by the process are useful as cardiotonic agents and antiarrhythmic agents.

  本发明涉及一种合成6-取代嘌呤基哌嗪衍生物的光学活性异构体的方法。通过该方法制备的光学活性异构体可作为心效素和抗心律失常剂使用。
• 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
• US5164390A
  申请人：——

  公开号：US5164390A

  公开（公告）日：1992-11-17