4-[(4-Bromo-phenylamino)-methyl]-2-methoxy-phenol | 58285-82-8

• 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: 4-[(4-Bromo-phenylamino)-methyl]-2-methoxy-phenol
• 英文别名: 4-(((4-Bromophenyl)amino)methyl)-2-methoxyphenol, AldrichCPR；4-[(4-bromoanilino)methyl]-2-methoxyphenol
• CAS: 58285-82-8
• 化学式: C₁₄H₁₄BrNO₂
• mdl: MFCD11144872
• 分子量: 308.175
• InChiKey: FWOZMAKZLCYONA-UHFFFAOYSA-N

物化性质

• 熔点：
  217 °C(Solv: ethanol (64-17-5))
• 沸点：
  439.6±40.0 °C(Predicted)
• 密度：
  1.480±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(4-Bromo-phenylamino)-methyl]-2-methoxy-phenol 、 异氰酸苯酯 以 氯仿 为溶剂， 以80%的产率得到1-(4-Bromophenyl)-1-(4-hydroxy-3-methoxybenzyl)-3-phenylurea (6a)
  参考文献：
  名称：

  Synthesis and biological evaluation of novel N, N′-disubstituted urea and thiourea derivatives as potential anti-melanoma agents

  摘要：

  Two series of urea and thiourea derivatives (1a-11a, 1b-11b) have been synthesized; all the 22 compounds were reported for the first time. Their anti-proliferative activities against the melanoma cell line B16-F10 were evaluated. Among the compounds tested, compound 6b exhibited the most potent activity in melanoma cells growth inhibition (IC50 = 0.33 mu M). The bioassay tests showed that anti-proliferative activities of these novel compounds were possibly caused by inhibition of ERK1/2 phosphorylation level. Therefore, compound 6b can be a potential anti-melanoma agent and an inhibitor of ERK1/2 phosphorylation deserving further research.

  DOI：

  10.3109/14756366.2011.608665
• 作为产物：
  描述：

  4-[(4-bromo-phenylimino)-methyl]-2-methoxy-phenol 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-[(4-Bromo-phenylamino)-methyl]-2-methoxy-phenol
  参考文献：
  名称：

  Synthesis and biological evaluation of novel N, N′-disubstituted urea and thiourea derivatives as potential anti-melanoma agents

  摘要：

  Two series of urea and thiourea derivatives (1a-11a, 1b-11b) have been synthesized; all the 22 compounds were reported for the first time. Their anti-proliferative activities against the melanoma cell line B16-F10 were evaluated. Among the compounds tested, compound 6b exhibited the most potent activity in melanoma cells growth inhibition (IC50 = 0.33 mu M). The bioassay tests showed that anti-proliferative activities of these novel compounds were possibly caused by inhibition of ERK1/2 phosphorylation level. Therefore, compound 6b can be a potential anti-melanoma agent and an inhibitor of ERK1/2 phosphorylation deserving further research.

  DOI：

  10.3109/14756366.2011.608665

文献信息

• Synthesis and biological evaluation of novel N, N′-disubstituted urea and thiourea derivatives as potential anti-melanoma agents
  作者：Qing-Shan Li、Peng-Cheng Lv、Huan-Qiu Li、Xiang Lu、Zi-Lin Li、Ban-Feng Ruan、Hai-Liang Zhu

  DOI：10.3109/14756366.2011.608665

  日期：2012.10.1

  Two series of urea and thiourea derivatives (1a-11a, 1b-11b) have been synthesized; all the 22 compounds were reported for the first time. Their anti-proliferative activities against the melanoma cell line B16-F10 were evaluated. Among the compounds tested, compound 6b exhibited the most potent activity in melanoma cells growth inhibition (IC50 = 0.33 mu M). The bioassay tests showed that anti-proliferative activities of these novel compounds were possibly caused by inhibition of ERK1/2 phosphorylation level. Therefore, compound 6b can be a potential anti-melanoma agent and an inhibitor of ERK1/2 phosphorylation deserving further research.