ethyl N-[2-(4-bromobenzoyl)-5-chloro-1-benzofuran-3-yl]carbamate | 1251582-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl N-[2-(4-bromobenzoyl)-5-chloro-1-benzofuran-3-yl]carbamate
• CAS: 1251582-45-2
• 化学式: C₁₈H₁₃BrClNO₄
• 分子量: 422.663
• InChiKey: LHAUXZGLTVQAOP-UHFFFAOYSA-N

物化性质

• 沸点：
  516.3±50.0 °C(Predicted)
• 密度：
  1.573±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 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-(4-bromobenzoyl)-5-chloro-1-benzofuran-3-yl]carbamate 在 ammonium acetate 、 palladium diacetate 、 caesium carbonate 、 2-(二叔丁基膦)联苯 、 sodium t-butanolate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 8-Chloro-4-[4-(4-isopropylpiperazin-1-yl)phenyl]-1-(3-methoxypropyl)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：

  2,4'-二溴苯乙酮 在 sodium carbonate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 24.0h， 生成 ethyl N-[2-(4-bromobenzoyl)-5-chloro-1-benzofuran-3-yl]carbamate
  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

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.