N-phenyl-N'-benzothiazol-6-ylurea | 343613-71-8

• 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: N-phenyl-N'-benzothiazol-6-ylurea
• 英文别名: n-Phenyl-n'-benzothiazol-6-ylurea；1-(1,3-benzothiazol-6-yl)-3-phenylurea
• CAS: 343613-71-8
• 化学式: C₁₄H₁₁N₃OS
• 分子量: 269.327
• InChiKey: NZKIYEPIVQEPJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-硝基苯并噻唑 在 铁粉 、 溶剂黄146 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 4.0h， 生成 N-phenyl-N'-benzothiazol-6-ylurea
  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.