N-(4-bromo-2-(2-(dimethylamino)ethoxy)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide | 1072906-06-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: N-(4-bromo-2-(2-(dimethylamino)ethoxy)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide
• 英文别名: N-[4-bromo-2-[2-(dimethylamino)ethoxy]phenyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
• CAS: 1072906-06-9
• 化学式: C₁₉H₂₁BrN₂O₄
• 分子量: 421.291
• InChiKey: XQRKKXJKEOMEOA-UHFFFAOYSA-N

物化性质

• 沸点：
  544.1±50.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  60
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-吡唑硼酸频哪醇酯 、 N-(4-bromo-2-(2-(dimethylamino)ethoxy)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 4.0h， 以0.066 g的产率得到N-[2-[2-(二甲基氨基)乙氧基]-4-(1H-吡唑-4-基)苯基]-2,3-二氢-1,4-苯并二恶烷-2-甲酰胺
  参考文献：
  名称：

  Discovery of Substituted 4-(Pyrazol-4-yl)-phenylbenzodioxane-2-carboxamides as Potent and Highly Selective Rho Kinase (ROCK-II) Inhibitors

  摘要：

  The identification of a new class of potent and selective ROCK-II inhibitors is presented. Compound 5 (SR-3677) had an IC50 of similar to 3 nM in enzyme and cell based assays and had an off-tar-et hit rate of 1.4% against 353 kinases. and inhibited only 3 out of 70 nonkinase enzymes and receptors. Pharmacology studies showed that 5 was efficacious in both, increasing ex vivo aqueous humor outflow in porcine eves and inhibiting myosin light chain phosphorylation.

  DOI：

  10.1021/jm800986w
• 作为产物：
  描述：

  1,4-苯并二烷-2-羧酸 、 4-溴-2-(2-(二甲氨基)乙氧基)苯胺 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-(4-bromo-2-(2-(dimethylamino)ethoxy)phenyl)-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide
  参考文献：
  名称：

  Discovery of Substituted 4-(Pyrazol-4-yl)-phenylbenzodioxane-2-carboxamides as Potent and Highly Selective Rho Kinase (ROCK-II) Inhibitors

  摘要：

  The identification of a new class of potent and selective ROCK-II inhibitors is presented. Compound 5 (SR-3677) had an IC50 of similar to 3 nM in enzyme and cell based assays and had an off-tar-et hit rate of 1.4% against 353 kinases. and inhibited only 3 out of 70 nonkinase enzymes and receptors. Pharmacology studies showed that 5 was efficacious in both, increasing ex vivo aqueous humor outflow in porcine eves and inhibiting myosin light chain phosphorylation.

  DOI：

  10.1021/jm800986w

文献信息

• Discovery of Substituted 4-(Pyrazol-4-yl)-phenylbenzodioxane-2-carboxamides as Potent and Highly Selective Rho Kinase (ROCK-II) Inhibitors
  作者：Yangbo Feng、Yan Yin、Amiee Weiser、Evelyn Griffin、Michael D. Cameron、Li Lin、Claudia Ruiz、Stephan C. Schürer、Toshihiro Inoue、P. Vasanth Rao、Thomas Schröter、Philip LoGrasso

  DOI：10.1021/jm800986w

  日期：2008.11.13

  The identification of a new class of potent and selective ROCK-II inhibitors is presented. Compound 5 (SR-3677) had an IC50 of similar to 3 nM in enzyme and cell based assays and had an off-tar-et hit rate of 1.4% against 353 kinases. and inhibited only 3 out of 70 nonkinase enzymes and receptors. Pharmacology studies showed that 5 was efficacious in both, increasing ex vivo aqueous humor outflow in porcine eves and inhibiting myosin light chain phosphorylation.