ethyl N-(2-benzoyl-5-bromo-1-benzofuran-3-yl)carbamate | 1251581-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl N-(2-benzoyl-5-bromo-1-benzofuran-3-yl)carbamate
• CAS: 1251581-76-6
• 化学式: C₁₈H₁₄BrNO₄
• 分子量: 388.217
• InChiKey: HGZGOESMEGAIIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl N-(2-benzoyl-5-bromo-1-benzofuran-3-yl)carbamate 在 ammonium acetate 作用下， 以98%的产率得到8-bromo-4-phenyl-1H-[1]benzofuro[3,2-d]pyrimidin-2-one
  参考文献：
  名称：

  Nucleotide competing reverse transcriptase inhibitors: Discovery of a series of non-basic benzofurano[3,2-d]pyrimidin-2-one derived inhibitors

  摘要：

  A HTS screen led to the identification of a benzofurano[3,2-d]pyrimidin-2-one core structure which upon further optimization resulted in 1 as a potent HIV-1 nucleotide competing reverse transcriptase inhibitor (NcRTI). Investigation of the SAR at N-1 allowed significant improvements in potency and when combined with the incorporation of heterocycles at C-8 resulted in potent analogues not requiring a basic amine to achieve antiviral activity. Additional modifications at N-1 resulted in 33 which demonstrated excellent antiviral potency and improved physicochemical properties. (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.02.021
• 作为产物：
  描述：

  2-溴苯乙酮 在 sodium carbonate 、 potassium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 2.0h， 生成 ethyl N-(2-benzoyl-5-bromo-1-benzofuran-3-yl)carbamate
  参考文献：
  名称：

  INHIBITORS OF HIV REPLICATION

  摘要：

  式(I)的化合物： 其中R1、R2、A1、A2、A3、A4、X和Y如本文所定义，可用作HIV复制抑制剂。

  公开号：

  US20100261714A1

文献信息

• INHIBITORS OF HIV REPLICATION
  申请人：STURINO Claudio

  公开号：US20100261714A1

  公开（公告）日：2010-10-14

  Compounds of formula (I): wherein R 1 , R 2 , A 1 , A 2 , A 3 , A 4 , X and Y are as defined herein, are useful as inhibitors of HIV replication.

  式(I)的化合物： 其中R1、R2、A1、A2、A3、A4、X和Y如本文所定义，可用作HIV复制抑制剂。
• US8349839B2
  申请人：——

  公开号：US8349839B2

  公开（公告）日：2013-01-08
• [EN] INHIBITORS OF HIV REPLICATION<br/>[FR] INHIBITEURS DE LA RÉPLICATION DU VIH
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2010115264A1

  公开（公告）日：2010-10-14

  Compounds of formula (I): wherein R1, R2, A1, A2, A3, A4, X and Y are as defined herein, are useful as inhibitors of HIV replication.
• Nucleotide competing reverse transcriptase inhibitors: Discovery of a series of non-basic benzofurano[3,2-d]pyrimidin-2-one derived inhibitors
  作者：Clint A. James、Patrick DeRoy、Martin Duplessis、Paul J. Edwards、Teddy Halmos、Joannie Minville、Louis Morency、Sébastien Morin、Bruno Simoneau、Martin Tremblay、Richard Bethell、Michael Cordingley、Jianmin Duan、Louie Lamorte、Alex Pelletier、Daniel Rajotte、Patrick Salois、Sonia Tremblay、Claudio F. Sturino

  DOI：10.1016/j.bmcl.2013.02.021

  日期：2013.5

  A HTS screen led to the identification of a benzofurano[3,2-d]pyrimidin-2-one core structure which upon further optimization resulted in 1 as a potent HIV-1 nucleotide competing reverse transcriptase inhibitor (NcRTI). Investigation of the SAR at N-1 allowed significant improvements in potency and when combined with the incorporation of heterocycles at C-8 resulted in potent analogues not requiring a basic amine to achieve antiviral activity. Additional modifications at N-1 resulted in 33 which demonstrated excellent antiviral potency and improved physicochemical properties. (C) 2013 Published by Elsevier Ltd.