N-{4-[4-(3-Dicyclopropylmethyleneaminooxy-2-hydroxy-propyl)-piperazin-1-yl]-phenyl}-methanesulfonamide | 128263-91-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: N-{4-[4-(3-Dicyclopropylmethyleneaminooxy-2-hydroxy-propyl)-piperazin-1-yl]-phenyl}-methanesulfonamide
• 英文别名: N-[4-[4-[3-(dicyclopropylmethylideneamino)oxy-2-hydroxypropyl]piperazin-1-yl]phenyl]methanesulfonamide
• CAS: 128263-91-2
• 化学式: C₂₁H₃₂N₄O₄S
• 分子量: 436.575
• InChiKey: UVZQMZOWBYOCBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-<4-<4-(phenylmethyl)piperazin-1-yl>phenyl>methanesulfonamide 1.2-hydrochloride 在 palladium on activated charcoal 氢气 、 sodium methylate 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 25.0~60.0 ℃ 、344.73 kPa 条件下， 反应 21.0h， 生成 N-{4-[4-(3-Dicyclopropylmethyleneaminooxy-2-hydroxy-propyl)-piperazin-1-yl]-phenyl}-methanesulfonamide
  参考文献：
  名称：

  Synthesis of novel (aryloxy)propanolamines and related compounds possessing both class II and class III antiarrhythmic activity

  摘要：

  Several (aryloxy)propanolamines and related compounds (i.e. 5-13, 16-18, 20-24, 27-33, 35, 37-39, 41, and 42) were synthesized and investigated for their class III electrophysiological activity and class II (beta-blocking) effects with use of in vitro and in vivo models. Structure-activity relationships are discussed for a series of 30 compounds. A number of these compounds prolonged the action potential duration at 95% repolarization of isolated canine cardiac Purkinje fibers by 20% (C20APD95) at concentrations of less than 1.0 microM, with no significant effects on cardiac conduction. beta-Adrenergic receptor binding studies showed that some of these compounds were 2-20 times more potent for cardiac beta 1 receptors than for beta 2 receptors. In particular, compounds 32, 41, 1, and especially (S)-1 were found to be orally active class III agents in anesthetized mongrel dogs (1 or 3 mg/kg, id) and efficacious at suppressing programmed electrical stimulation induced arrhythmias in halothane-anesthetized dogs. The profile of these compounds was similar to that found for sotalol. Compound (S)-1, which was more potent than sotalol in the PES study and equieffective in the halothane/epinephrine dog model, is being investigated further as a combined class III/II antiarrhythmic agent.

  DOI：

  10.1021/jm00172a033

文献信息

• LIS, RANDALL;MORGAN, THOMAS K. (JR);MARISCA, ANTHONY J.;GOMEZ, ROBERT P.;+, J. MED. CHEM., 33,(1990) N0, C. 2883-2891
  作者：LIS, RANDALL、MORGAN, THOMAS K. (JR)、MARISCA, ANTHONY J.、GOMEZ, ROBERT P.、+

  DOI：——

  日期：——