N-{3-[6-(4-fluorobenzyl)-9-hydroxy-7-oxo-6-azaspiro[3.5]non-8-en-8-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide | 1125547-12-7

• 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: N-{3-[6-(4-fluorobenzyl)-9-hydroxy-7-oxo-6-azaspiro[3.5]non-8-en-8-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide
• 英文别名: N-[3-[6-[(4-fluorophenyl)methyl]-9-hydroxy-7-oxo-6-azaspiro[3.5]non-8-en-8-yl]-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-7-yl]methanesulfonamide；N-[3-[6-[(4-fluorophenyl)methyl]-9-hydroxy-7-oxo-6-azaspiro[3.5]non-8-en-8-yl]-1,1-dioxo-4H-1λ6,2,4-benzothiadiazin-7-yl]methanesulfonamide
• CAS: 1125547-12-7
• 化学式: C₂₃H₂₃FN₄O₆S₂
• 分子量: 534.589
• InChiKey: GQPRONKBQGYUPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  (7-methanesulfonylamino-1,1-dioxo-1,4-dihydro-1λ6-benzo[e][1,2,4]thiadiazin-3-yl)-acetic acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-甲基吗啉 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 乙醇 、 sodium ethanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 N-{3-[6-(4-fluorobenzyl)-9-hydroxy-7-oxo-6-azaspiro[3.5]non-8-en-8-yl]-1,1-dioxo-1,4-dihydro-1λ6-benzo[1,2,4]thiadiazin-7-yl}methanesulfonamide
  参考文献：
  名称：

  5,5′- and 6,6′-Dialkyl-5,6-dihydro-1H-pyridin-2-ones as potent inhibitors of HCV NS5B polymerase

  摘要：

  The discovery of 5,5 '- and 6,6 '-dialkyl-5,6-dihydro-1H-pyridin-2-ones as potent inhibitors of the HCV RNA-dependent RNA polymerase (NS5B) is described. Several of these agents also display potent antiviral activity in cell culture experiments (EC50 <0.10 mu M). In vitro DMPK data for selected compounds as well as crystal structures of representative inhibitors complexed with the NS5B protein are also disclosed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.051

文献信息

• 4-Hydroxy-5,6-dihydro-1H-pyridin-2-one compounds
  申请人：Ellis David

  公开号：US20090062263A1

  公开（公告）日：2009-03-05

  The invention is directed to 4-hydroxy-5,6-dihydro-1H-pyridin-2-one compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.

  这项发明涉及4-羟基-5,6-二氢-1H-吡啶-2-酮化合物和含有这种化合物的药物组合物，可用于治疗丙型肝炎病毒感染。
• US7834009B2
  申请人：——

  公开号：US7834009B2

  公开（公告）日：2010-11-16
• 5,5′- and 6,6′-Dialkyl-5,6-dihydro-1H-pyridin-2-ones as potent inhibitors of HCV NS5B polymerase
  作者：David A. Ellis、Julie K. Blazel、Chinh V. Tran、Frank Ruebsam、Douglas E. Murphy、Lian-Sheng Li、Jingjing Zhao、Yuefen Zhou、Helen M. McGuire、Alan X. Xiang、Stephen E. Webber、Qiang Zhao、Qing Han、Charles R. Kissinger、Matthew Lardy、Alberto Gobbi、Richard E. Showalter、Amit M. Shah、Mei Tsan、Rupal A. Patel、Laurie A. LeBrun、Ruhi Kamran、Darian M. Bartkowski、Thomas G. Nolan、Daniel A. Norris、Maria V. Sergeeva、Leo Kirkovsky

  DOI：10.1016/j.bmcl.2009.09.051

  日期：2009.11

  The discovery of 5,5 '- and 6,6 '-dialkyl-5,6-dihydro-1H-pyridin-2-ones as potent inhibitors of the HCV RNA-dependent RNA polymerase (NS5B) is described. Several of these agents also display potent antiviral activity in cell culture experiments (EC50 <0.10 mu M). In vitro DMPK data for selected compounds as well as crystal structures of representative inhibitors complexed with the NS5B protein are also disclosed. (C) 2009 Elsevier Ltd. All rights reserved.