8-chloro-5-[[6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl]amino]-3,4-dihydro-2H-chromen-3-ol | 1024003-34-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 8-chloro-5-[[6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl]amino]-3,4-dihydro-2H-chromen-3-ol
• CAS: 1024003-34-6
• 化学式: C₂₀H₁₅ClF₃N₃O₂
• 分子量: 421.806
• InChiKey: AHWOQIIPUGRKNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.3
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  8-chloro-5-[[6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl]amino]-3,4-dihydro-2H-chromen-3-ol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以100%的产率得到5-[[6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl]amino]-3,4-dihydro-2H-chromen-3-ol
  参考文献：
  名称：

  4-Aminopyrimidine tetrahydronaphthols: A series of novel vanilloid receptor-1 antagonists with improved solubility properties

  摘要：

  8-( 6-( 4-( Trifluoromethyl) phenyl) pyrimidin- 4- ylamino)- 1,2,3,4- tetrahydronaphthalen- 2- ol ( 4) and analogs ( 5 - 10) were shown to be potent inhibitors of human and rat TRPV1 in vitro with increased solubility over our previous series. Synthesis, SAR, and improvements in metabolic stability and absorption of these compounds are described herein. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.022
• 作为产物：
  描述：

  4-氯-6-(4-(三氟甲基)苯基)嘧啶 、 5-amino-8-chloro-3,4-dihydro-2H-chromen-3-ol 以 乙醇 为溶剂， 以35%的产率得到8-chloro-5-[[6-[4-(trifluoromethyl)phenyl]pyrimidin-4-yl]amino]-3,4-dihydro-2H-chromen-3-ol
  参考文献：
  名称：

  4-Aminopyrimidine tetrahydronaphthols: A series of novel vanilloid receptor-1 antagonists with improved solubility properties

  摘要：

  8-( 6-( 4-( Trifluoromethyl) phenyl) pyrimidin- 4- ylamino)- 1,2,3,4- tetrahydronaphthalen- 2- ol ( 4) and analogs ( 5 - 10) were shown to be potent inhibitors of human and rat TRPV1 in vitro with increased solubility over our previous series. Synthesis, SAR, and improvements in metabolic stability and absorption of these compounds are described herein. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.022

文献信息

• 4-Aminopyrimidine tetrahydronaphthols: A series of novel vanilloid receptor-1 antagonists with improved solubility properties
  作者：Elizabeth M. Doherty、Daniel Retz、Narender R. Gavva、Rami Tamir、James J.S. Treanor、Mark H. Norman

  DOI：10.1016/j.bmcl.2008.02.022

  日期：2008.3

  8-( 6-( 4-( Trifluoromethyl) phenyl) pyrimidin- 4- ylamino)- 1,2,3,4- tetrahydronaphthalen- 2- ol ( 4) and analogs ( 5 - 10) were shown to be potent inhibitors of human and rat TRPV1 in vitro with increased solubility over our previous series. Synthesis, SAR, and improvements in metabolic stability and absorption of these compounds are described herein. (C) 2008 Elsevier Ltd. All rights reserved.