1-羟基-1-甲基-3-(4-硝基苯基)脲 | 28267-57-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-羟基-1-甲基-3-(4-硝基苯基)脲
• 英文名称: 1-hydroxy-1-methyl-3-(4-nitrophenyl)urea
• 英文别名: N-hydroxy-N-methyl-N'-(4-nitrophenyl)urea
• CAS: 28267-57-4
• 化学式: C₈H₉N₃O₄
• 分子量: 211.177
• InChiKey: QDWDPUOZHMWVAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基羟胺 、 异氰酸对硝基苯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-羟基-1-甲基-3-(4-硝基苯基)脲
  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

• INHIBITION OF LEUKOTRIENE BIOSYNTHESIS WITH UREA DERIVATIVES
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0777471B1

  公开（公告）日：2002-11-27
• US5612377A
  申请人：——

  公开号：US5612377A

  公开（公告）日：1997-03-18
• [EN] INHIBITION OF LEUKOTRIENE BIOSYNTHESIS WITH UREA DERIVATIVES<br/>[FR] INHIBITION DE LA BIOSYNTHESE DES LEUCOTRIENES AVEC DES DERIVES D'UREE
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：WO1996003983A1

  公开（公告）日：1996-02-15

  (EN) A method of inhibiting leukotriene biosynthesis, involving administering a compound of formula (I) wherein M, R, R', R'', and n are as defined herein. Also, a pharmaceutical composition involving such a compound and the use of such compounds in the manufacture of a pharmaceutical composition for inhibiting leukotriene biosynthesis.(FR) L'invention concerne un procédé pour inhiber la biosynthèse de la leucotriène. Ce procédé consiste à administrer un composé présentant la formule (I) où M, R, R', R' et n sont tels que définis. L'invention traite également d'une composition pharmaceutique comprenant ce composé et l'utilisation de ces composés dans la fabrication d'une composition pharmaceutique pour inhiber la biosynthèse des leucotriènes.
• 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.