1-Methoxy-3-naphthalen-2-ylthiourea | 895638-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Methoxy-3-naphthalen-2-ylthiourea
• CAS: 895638-55-8
• 化学式: C₁₂H₁₂N₂OS
• 分子量: 232.306
• InChiKey: YUNXEUCJXVLPGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-氯苯甲酰乙腈 、 2-萘基异硫氰酸酯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-Methoxy-3-naphthalen-2-ylthiourea
  参考文献：
  名称：

  Analogues of N-hydroxy-N′-phenylthiourea and N-hydroxy-N′-phenylurea as inhibitors of tyrosinase and melanin formation

  摘要：

  A series of N-hydroxy-N'-phenylthiourea and N-hydroxy-N'-phenylurea analogues were prepared and evaluated as inhibitors of tyrosinase and melanin formation. The most active analogue 1 inhibited mushroom tyrosinase with an IC(50) of around 0.29 mu M and also retained a substantial potency in cell culture by reducing pigment synthesis by 78%. Therefore, compound 1 could be considered as a promising candidate for preclinical drug development for skin hyperpigmentation application. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.04.079

文献信息

• Analogues of N-hydroxy-N′-phenylthiourea and N-hydroxy-N′-phenylurea as inhibitors of tyrosinase and melanin formation
  作者：Marc Criton、Véronique Le Mellay-Hamon

  DOI：10.1016/j.bmcl.2008.04.079

  日期：2008.6

  A series of N-hydroxy-N'-phenylthiourea and N-hydroxy-N'-phenylurea analogues were prepared and evaluated as inhibitors of tyrosinase and melanin formation. The most active analogue 1 inhibited mushroom tyrosinase with an IC(50) of around 0.29 mu M and also retained a substantial potency in cell culture by reducing pigment synthesis by 78%. Therefore, compound 1 could be considered as a promising candidate for preclinical drug development for skin hyperpigmentation application. (C) 2008 Elsevier Ltd. All rights reserved.