N-(4-bromophenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxamide | 446856-99-1

• 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-bromophenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxamide
• CAS: 446856-99-1
• 化学式: C₁₅H₁₂BrNO₃
• 分子量: 334.169
• InChiKey: FTLCNBLFUGNSTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-吡唑硼酸频哪醇酯 、 N-(4-bromophenyl)-2,3-dihydro-1,4-benzodioxine-3-carboxamide 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 Rho激酶抑制剂V
  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， 生成 N-(4-bromophenyl)-2,3-dihydro-1,4-benzodioxine-3-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

• Ce(III)/Photoassisted Synthesis of Amides from Carboxylic Acids and Isocyanates
  作者：Hao-Cong Li、Guan-Nan Li、Kai Sun、Xiao-Lan Chen、Ming-Xuan Jiang、Ling-Bo Qu、Bing Yu

  DOI：10.1021/acs.orglett.2c00699

  日期：2022.4.1

  The Ce(III)-photocatalyzed synthesis of amides from carboxylic acids and aryl isocyanates was developed. The reaction includes the formation of alkyl radicals from carboxylic acids followed by radical addition to the electron-deficient carbon of isocyanate.

  开发了由羧酸和芳基异氰酸酯光催化合成酰胺的 Ce(III)。该反应包括由羧酸形成烷基自由基，然后自由基加成到异氰酸酯的缺电子碳上。
• 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.