3-(2,2-dimethylchroman-6-carboxamido)-7-methoxy-8-methyl-2-oxo-6-((3,4,5-trimethoxyphenyl)ethynyl)-2H-chromen-4-yl 4-methylbenzenesulfonate | 1620841-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(2,2-dimethylchroman-6-carboxamido)-7-methoxy-8-methyl-2-oxo-6-((3,4,5-trimethoxyphenyl)ethynyl)-2H-chromen-4-yl 4-methylbenzenesulfonate
• 英文别名: [3-[(2,2-Dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-7-methoxy-8-methyl-2-oxo-6-[2-(3,4,5-trimethoxyphenyl)ethynyl]chromen-4-yl] 4-methylbenzenesulfonate；[3-[(2,2-dimethyl-3,4-dihydrochromene-6-carbonyl)amino]-7-methoxy-8-methyl-2-oxo-6-[2-(3,4,5-trimethoxyphenyl)ethynyl]chromen-4-yl] 4-methylbenzenesulfonate
• CAS: 1620841-76-0
• 化学式: C₄₁H₃₉NO₁₁S
• 分子量: 753.827
• InChiKey: AZODRNAECIMLGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  54
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  sodium novobiocin 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N-methylpyrrolidin-2-one hydrotribromide 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 39.58h， 生成 3-(2,2-dimethylchroman-6-carboxamido)-7-methoxy-8-methyl-2-oxo-6-((3,4,5-trimethoxyphenyl)ethynyl)-2H-chromen-4-yl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis and antiproliferative activity of novobiocin analogues as potential hsp90 inhibitors

  摘要：

  A series of substituted coumarins1-10 was designed and synthesized as a novel class of 4TCNA analogues. Compound 2a showed excellent antiproliferative activity with mean GI50 values at a micromolar level in a diverse set of human cancer cells (GI50 = 2-30 μM) and induced a high apoptosis level in MCF-7 breast cancer cell line. The molecular signature of hsp90 inhibition was assessed by depletion of the Erα hsp90 client protein.

  DOI：

  10.1016/j.ejmech.2014.06.067