6-Chloro-5-hydroxy-4-(2-pyridin-3-ylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one | 334710-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-Chloro-5-hydroxy-4-(2-pyridin-3-ylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one
• 英文别名: 6-chloro-5-hydroxy-4-(2-pyridin-3-ylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one
• CAS: 334710-67-7
• 化学式: C₁₆H₉ClF₃N₃O₂
• 分子量: 367.715
• InChiKey: WSURQSNWGTYNJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  74.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-Chloro-5-hydroxy-4-(2-pyridin-3-ylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one 在 甲醇 、 sodium methylate 作用下， 生成 7-Chloro-5-pyridin-3-yl-3a-trifluoromethyl-3,3a-dihydro-1H-6-oxa-1,3-diaza-phenalen-2-one
  参考文献：
  名称：

  3,3a-Dihydropyrano[4,3,2- de ]quinazolin-2(1 H )-ones are potent non-nucleoside reverse transcriptase inhibitors

  摘要：

  A series of unique 3,3a-dihydropyrano[4,3,2-de]quinazolin-2(1H)-ones and a 2a,5-dihydro-2H-thieno[4,3,2-de]quinazoline-4(3H)-thione were found to be HIV-1 non-nucleoside reverse transcriptase inhibitors. One of these compounds, as the racemate, possessed an IC90 = 4.6 nM against wild-type virus in a whole cell antiviral assay and had an IC90 = 76 and 897 nM against the clinically significant K103N and K103N/L100I mutant viruses, respectively. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00624-7
• 作为产物：
  描述：

  3-甲氧基-4-氯苯胺 在 盐酸 、 正丁基锂 、 TEA 、 三氟化硼乙醚 、 三溴化硼 、 溶剂黄146 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 xylene 、 叔丁醇 为溶剂， 生成 6-Chloro-5-hydroxy-4-(2-pyridin-3-ylethynyl)-4-(trifluoromethyl)-1,3-dihydroquinazolin-2-one
  参考文献：
  名称：

  3,3a-Dihydropyrano[4,3,2- de ]quinazolin-2(1 H )-ones are potent non-nucleoside reverse transcriptase inhibitors

  摘要：

  A series of unique 3,3a-dihydropyrano[4,3,2-de]quinazolin-2(1H)-ones and a 2a,5-dihydro-2H-thieno[4,3,2-de]quinazoline-4(3H)-thione were found to be HIV-1 non-nucleoside reverse transcriptase inhibitors. One of these compounds, as the racemate, possessed an IC90 = 4.6 nM against wild-type virus in a whole cell antiviral assay and had an IC90 = 76 and 897 nM against the clinically significant K103N and K103N/L100I mutant viruses, respectively. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00624-7

文献信息

• 3,3a-Dihydropyrano[4,3,2- de ]quinazolin-2(1 H )-ones are potent non-nucleoside reverse transcriptase inhibitors
  作者：Jeffrey W Corbett、Senliang Pan、Jay A Markwalder、Beverly C Cordova、Ronald M Klabe、Sena Garber、James D Rodgers、Susan K Erickson-Viitanen

  DOI：10.1016/s0960-894x(00)00624-7

  日期：2001.1

  A series of unique 3,3a-dihydropyrano[4,3,2-de]quinazolin-2(1H)-ones and a 2a,5-dihydro-2H-thieno[4,3,2-de]quinazoline-4(3H)-thione were found to be HIV-1 non-nucleoside reverse transcriptase inhibitors. One of these compounds, as the racemate, possessed an IC90 = 4.6 nM against wild-type virus in a whole cell antiviral assay and had an IC90 = 76 and 897 nM against the clinically significant K103N and K103N/L100I mutant viruses, respectively. (C) 2001 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.