1,3-di(benzo[d]thiazol-6-yl)thiourea | 1360449-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 1,3-di(benzo[d]thiazol-6-yl)thiourea
• 英文别名: 1,3-Bis(1,3-benzothiazol-6-yl)thiourea
• CAS: 1360449-06-4
• 化学式: C₁₅H₁₀N₄S₃
• 分子量: 342.469
• InChiKey: NARGJXJEQUKGDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  138
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯并噻唑 在 硫酸 、 硝酸 、 铁粉 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 21.0h， 生成 6-(N'-phenylthioureido)benzothiazole 、 1,3-di(benzo[d]thiazol-6-yl)thiourea
  参考文献：
  名称：

  Structure–activity relationships of N-phenyl-N′-benzothiazol-6-ylurea synthetic derivatives: Cytokinin-like activity and adventitious rooting enhancement

  摘要：

  Some years ago we demonstrated the cytokinin-like activity of the synthetic N-phenyl-N'-benzothiazol-6-ylurea (PBU) and a relevant adventitious rooting adjuvant activity of symmetric urea derivatives devoid of any cytokinin- or auxin-like activity per se. Here we report the synthesis and the biological activity evaluation of nine symmetric or asymmetric ureas/thioureas, structurally related to PBU. None of them show cytokinin-like activity, while we demonstrate for the first time that PBU interacts with Arabidopsis cytokinin receptor CRE1/AHK4 in a heterologous bioassay system. Among the PBU derivatives, all the symmetric ureas/thioureas show an adventitious rooting adjuvant activity in various bioassays, confirming that this activity is strictly dependent on their chemical structure. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.10.012

文献信息

• Structure–activity relationships of N-phenyl-N′-benzothiazol-6-ylurea synthetic derivatives: Cytokinin-like activity and adventitious rooting enhancement
  作者：Enrico Rolli、Matteo Incerti、Federica Brunoni、Paola Vicini、Ada Ricci

  DOI：10.1016/j.phytochem.2011.10.012

  日期：2012.2

  Some years ago we demonstrated the cytokinin-like activity of the synthetic N-phenyl-N'-benzothiazol-6-ylurea (PBU) and a relevant adventitious rooting adjuvant activity of symmetric urea derivatives devoid of any cytokinin- or auxin-like activity per se. Here we report the synthesis and the biological activity evaluation of nine symmetric or asymmetric ureas/thioureas, structurally related to PBU. None of them show cytokinin-like activity, while we demonstrate for the first time that PBU interacts with Arabidopsis cytokinin receptor CRE1/AHK4 in a heterologous bioassay system. Among the PBU derivatives, all the symmetric ureas/thioureas show an adventitious rooting adjuvant activity in various bioassays, confirming that this activity is strictly dependent on their chemical structure. (C) 2011 Elsevier Ltd. All rights reserved.