ethyl 2-(5-bromo-1,1-dioxo-4H-1lambda6,2,4-benzothiadiazin-3-yl)acetate | 709042-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: ethyl 2-(5-bromo-1,1-dioxo-4H-1lambda6,2,4-benzothiadiazin-3-yl)acetate
• 英文别名: ethyl 2-(5-bromo-1,1-dioxo-4H-1λ6,2,4-benzothiadiazin-3-yl)acetate
• CAS: 709042-20-6
• 化学式: C₁₁H₁₁BrN₂O₄S
• 分子量: 347.189
• InChiKey: BVECTDUANKYKAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(5-bromo-1,1-dioxo-4H-1lambda6,2,4-benzothiadiazin-3-yl)acetate 、 1-苄基-1H-吡啶并[2,3-d][1,3]噁嗪-2,4-二酮 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 1-benzyl-3-(5-bromo-1,1-dioxido-4H-1,2,4-benzothiadiazin-3-yl)-4-hydroxy-1,8-naphthyridin-2(1H)-one
  参考文献：
  名称：

  Inhibitors of HCV NS5B polymerase: Synthesis and structure–activity relationships of N-1-benzyl and N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine analogs containing substituents on the aromatic ring

  摘要：

  A series of non-nucleoside HCV NS5B polymerase inhibitors based on the N-1-benzyl or N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine core substituted in the D-ring aromatic moiety have been prepared and evaluated. Aromatic substituents extending from position 7 of the D-ring exhibited excellent potency against both genotypes 1a and 1b. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.022
• 作为产物：
  描述：

  2-amino-3-bromo-benzenesulfonamide 在 sodium carbonate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 ethyl 2-(5-bromo-1,1-dioxo-4H-1lambda6,2,4-benzothiadiazin-3-yl)acetate
  参考文献：
  名称：

  Inhibitors of HCV NS5B polymerase: Synthesis and structure–activity relationships of N-1-benzyl and N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine analogs containing substituents on the aromatic ring

  摘要：

  A series of non-nucleoside HCV NS5B polymerase inhibitors based on the N-1-benzyl or N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine core substituted in the D-ring aromatic moiety have been prepared and evaluated. Aromatic substituents extending from position 7 of the D-ring exhibited excellent potency against both genotypes 1a and 1b. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.022

文献信息

• [EN] ANTI-INFECTIVES<br/>[FR] AGENTS ANTI-INFECTIEUX
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2004052312A2

  公开（公告）日：2004-06-24

  Compounds useful as HCV anti-infectives are disclosed. Also disclosed are methods of making and using the same.
• Inhibitors of HCV NS5B polymerase: Synthesis and structure–activity relationships of N-1-benzyl and N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine analogs containing substituents on the aromatic ring
  作者：Todd W. Rockway、Rong Zhang、Dachun Liu、David A. Betebenner、Keith F. McDaniel、John K. Pratt、David Beno、Debra Montgomery、Wen W. Jiang、Sherie Masse、Warren M. Kati、Tim Middleton、Akhteruzzaman Molla、Clarence J. Maring、Dale J. Kempf

  DOI：10.1016/j.bmcl.2006.04.022

  日期：2006.7

  A series of non-nucleoside HCV NS5B polymerase inhibitors based on the N-1-benzyl or N-1-[3-methylbutyl]-4-hydroxy-1,8-naphthyridon-3-yl benzothiadiazine core substituted in the D-ring aromatic moiety have been prepared and evaluated. Aromatic substituents extending from position 7 of the D-ring exhibited excellent potency against both genotypes 1a and 1b. (c) 2006 Elsevier Ltd. All rights reserved.