2-methoxy-N-[4-[3-[[2-methyl-2-(2-phenylethyl)-1,3-benzodioxol-5-yl]amino]-3-oxopropyl]phenyl]benzamide | 600723-65-7

• 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: 2-methoxy-N-[4-[3-[[2-methyl-2-(2-phenylethyl)-1,3-benzodioxol-5-yl]amino]-3-oxopropyl]phenyl]benzamide
• CAS: 600723-65-7
• 化学式: C₃₃H₃₂N₂O₅
• 分子量: 536.627
• InChiKey: ASGFOXJFULBAQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  85.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methoxy-N-[4-[3-[[2-methyl-2-(2-phenylethyl)-1,3-benzodioxol-5-yl]amino]-3-oxopropyl]phenyl]benzamide 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以29%的产率得到N-{4-[2-(3,4-Dihydroxy-phenylcarbamoyl)-ethyl]-phenyl}-2-hydroxy-benzamide
  参考文献：
  名称：

  Effect of catechol derivatives on cell growth and lipoxygenase activity

  摘要：

  Derivatives of salicylic acid have been synthesized as potential lipoxygenase inhibitors. Agents containing a phenolic dihydroxy moiety showed potent (IC(50)10(-6)-10(-7) M) inhibition of the growth of murine colonic tumour cells in vitro, and were effective inhibitors of 5-, 12- and 15-lipoxygenase in intact cells. The catechols were also potent inhibitors of rabbit reticulocyte 15-lipoxygenase (IC50 similar to 1 muM) (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00528-6
• 作为产物：
  描述：

  4-硝基儿茶酚 在 palladium on activated charcoal 氢气 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 2-methoxy-N-[4-[3-[[2-methyl-2-(2-phenylethyl)-1,3-benzodioxol-5-yl]amino]-3-oxopropyl]phenyl]benzamide
  参考文献：
  名称：

  Effect of catechol derivatives on cell growth and lipoxygenase activity

  摘要：

  Derivatives of salicylic acid have been synthesized as potential lipoxygenase inhibitors. Agents containing a phenolic dihydroxy moiety showed potent (IC(50)10(-6)-10(-7) M) inhibition of the growth of murine colonic tumour cells in vitro, and were effective inhibitors of 5-, 12- and 15-lipoxygenase in intact cells. The catechols were also potent inhibitors of rabbit reticulocyte 15-lipoxygenase (IC50 similar to 1 muM) (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00528-6

文献信息

• Effect of catechol derivatives on cell growth and lipoxygenase activity
  作者：Julie Simpson、Rebecca Forrester、Michael J. Tisdale、David C. Billington、Daniel L. Rathbone

  DOI：10.1016/s0960-894x(03)00528-6

  日期：2003.8

  Derivatives of salicylic acid have been synthesized as potential lipoxygenase inhibitors. Agents containing a phenolic dihydroxy moiety showed potent (IC(50)10(-6)-10(-7) M) inhibition of the growth of murine colonic tumour cells in vitro, and were effective inhibitors of 5-, 12- and 15-lipoxygenase in intact cells. The catechols were also potent inhibitors of rabbit reticulocyte 15-lipoxygenase (IC50 similar to 1 muM) (C) 2003 Elsevier Ltd. All rights reserved.