2-(9-methyl-6,8-dihydrochromeno[4,3,2-c,d]imidazo[4,5-f]indazol-6-yl)ethyl methanesulfonate | 935536-70-2

• 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: 2-(9-methyl-6,8-dihydrochromeno[4,3,2-c,d]imidazo[4,5-f]indazol-6-yl)ethyl methanesulfonate
• CAS: 935536-70-2
• 化学式: C₁₈H₁₆N₄O₄S
• 分子量: 384.415
• InChiKey: VOEVHXQYJUADAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  99.1
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-(9-methyl-6,8-dihydrochromeno[4,3,2-c,d]imidazo[4,5-f]indazol-6-yl)ethyl methanesulfonate 、 二甲胺 以 乙醇 为溶剂， 反应 4.0h， 以92%的产率得到
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of the Antiproliferative Activity of a Series of Novel Fused Xanthenone Aminoderivatives in Human Breast Cancer Cells

  摘要：

  Derivatives of two novel, structurally related heterocyclic ring systems, xantheno[3,4-d]imidazole and chromeno[4,3,2-c,d]imidazo[4,5-f]indazole, bearing aminoalkyl side chains, have been synthesized, and their antiproliferative activity has been studied against the aggressive human breast MDA-MB-231 cell line. The pyrazole-fused analogue 27a possesses a pronounced antiproliferative effect on the tested cell line, evident at 1 mu M, and achieves an IC50 of 6.5 mu M.

  DOI：

  10.1021/jm061410m
• 作为产物：
  描述：

  水杨酸乙酯 在 palladium on activated charcoal 、 copper(II) oxide 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 、 硫酸 、 氢气 、 乙酸酐 、 potassium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 20.0~90.0 ℃ 、344.74 kPa 条件下， 反应 70.0h， 生成 2-(9-methyl-6,8-dihydrochromeno[4,3,2-c,d]imidazo[4,5-f]indazol-6-yl)ethyl methanesulfonate
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of the Antiproliferative Activity of a Series of Novel Fused Xanthenone Aminoderivatives in Human Breast Cancer Cells

  摘要：

  Derivatives of two novel, structurally related heterocyclic ring systems, xantheno[3,4-d]imidazole and chromeno[4,3,2-c,d]imidazo[4,5-f]indazole, bearing aminoalkyl side chains, have been synthesized, and their antiproliferative activity has been studied against the aggressive human breast MDA-MB-231 cell line. The pyrazole-fused analogue 27a possesses a pronounced antiproliferative effect on the tested cell line, evident at 1 mu M, and achieves an IC50 of 6.5 mu M.

  DOI：

  10.1021/jm061410m