1-Benzhydryl-3-(4-hydroxyphenyl)urea | 1391917-18-2

• 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: 1-Benzhydryl-3-(4-hydroxyphenyl)urea
• 英文别名: 1-benzhydryl-3-(4-hydroxyphenyl)urea
• CAS: 1391917-18-2
• 化学式: C₂₀H₁₈N₂O₂
• 分子量: 318.375
• InChiKey: FHQXXEWXAMUXJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  61.4
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Benzhydryl-3-(4-hydroxyphenyl)urea 在 氨基磺酰氯 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 生成 4-(3-benzhydrylureido)phenyl sulfamate
  参考文献：
  名称：

  Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines

  摘要：

  A series of 50 sulfamates were obtained by reacting 4-aminophenol with isocyanates followed by sulfamoylation. Most of the new compounds were nanomolar inhibitors of the tumor-associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms IX and XII, whereas they inhibited less cytosolic offtarget isoforms CA I and II. Some of these sulfamates showed significant antiproliferative activity in several breast cancer cell lines, such as SKBR3, MCF10A, ZR75/1, MDA-MB-361 and MCF7, constituting interesting anticancer leads. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.083
• 作为产物：
  描述：

  异氰酸二苯甲酯 、 对氨基苯酚 以 乙腈 为溶剂， 生成 1-Benzhydryl-3-(4-hydroxyphenyl)urea
  参考文献：
  名称：

  Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines

  摘要：

  A series of 50 sulfamates were obtained by reacting 4-aminophenol with isocyanates followed by sulfamoylation. Most of the new compounds were nanomolar inhibitors of the tumor-associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms IX and XII, whereas they inhibited less cytosolic offtarget isoforms CA I and II. Some of these sulfamates showed significant antiproliferative activity in several breast cancer cell lines, such as SKBR3, MCF10A, ZR75/1, MDA-MB-361 and MCF7, constituting interesting anticancer leads. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.05.083

文献信息

• Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines
  作者：Jean-Yves Winum、Fabrizio Carta、Carol Ward、Peter Mullen、David Harrison、Simon P. Langdon、Alessandro Cecchi、Andrea Scozzafava、Ian Kunkler、Claudiu T. Supuran

  DOI：10.1016/j.bmcl.2012.05.083

  日期：2012.7

  A series of 50 sulfamates were obtained by reacting 4-aminophenol with isocyanates followed by sulfamoylation. Most of the new compounds were nanomolar inhibitors of the tumor-associated carbonic anhydrase (CA, EC 4.2.1.1) isoforms IX and XII, whereas they inhibited less cytosolic offtarget isoforms CA I and II. Some of these sulfamates showed significant antiproliferative activity in several breast cancer cell lines, such as SKBR3, MCF10A, ZR75/1, MDA-MB-361 and MCF7, constituting interesting anticancer leads. (C) 2012 Elsevier Ltd. All rights reserved.