2-(2-((benzo[d][1,3]dioxol-5-ylmethyl)amino)nicotinoyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)hydrazine-1-carbothioamide | 900143-81-9

• 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-(2-((benzo[d][1,3]dioxol-5-ylmethyl)amino)nicotinoyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)hydrazine-1-carbothioamide
• CAS: 900143-81-9
• 化学式: C₂₃H₂₁N₅O₅S
• 分子量: 479.516
• InChiKey: BFRRSXSLCPFPLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.83
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115.0
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(2-((benzo[d][1,3]dioxol-5-ylmethyl)amino)nicotinoyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)hydrazine-1-carbothioamide 在 2,3-二脱氧胞啶 作用下， 以 甲苯 为溶剂， 生成 N-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(5-(2,3-dihydrobenzo[b][1,4]dioxin-6-ylamino)-1,3,4-oxadiazol-2-yl)pyridin-2-amine
  参考文献：
  名称：

  Oxadiazole derivatives as a novel class of antimitotic agents: Synthesis, inhibition of tubulin polymerization, and activity in tumor cell lines

  摘要：

  Oxadiazole derivatives were synthesized and evaluated for their ability to inhibit tubulin polymerization and to cause mitotic arrest in tumor cells. The most potent compounds inhibited tubulin polymerization at concentrations below 1 mu M. Lead analogs caused mitotic arrest of A431 human epidermoid cells and cells derived from multi-drug resistant tumors (10, EC50 = 7.8 nM). Competition for the colchicine binding site and pharmacokinetic properties of selected potent compounds were also investigated and are reported herein, along with structure-activity relationships for this novel series of antimitotic agents. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.094
• 作为产物：
  描述：

  2-氯烟酸乙酯 在 一水合肼 、 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 、 异丙醇 为溶剂， 生成 2-(2-((benzo[d][1,3]dioxol-5-ylmethyl)amino)nicotinoyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Oxadiazole derivatives as a novel class of antimitotic agents: Synthesis, inhibition of tubulin polymerization, and activity in tumor cell lines

  摘要：

  Oxadiazole derivatives were synthesized and evaluated for their ability to inhibit tubulin polymerization and to cause mitotic arrest in tumor cells. The most potent compounds inhibited tubulin polymerization at concentrations below 1 mu M. Lead analogs caused mitotic arrest of A431 human epidermoid cells and cells derived from multi-drug resistant tumors (10, EC50 = 7.8 nM). Competition for the colchicine binding site and pharmacokinetic properties of selected potent compounds were also investigated and are reported herein, along with structure-activity relationships for this novel series of antimitotic agents. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.094