1-(2-cyclopropyl-ethyl)-3-[1,1-dioxo-7-(tetrazol-5-ylmethoxy)-1,4-dihydro-1-benzo[1,2,4]thiadiazin-3-yl]-6-fluoro-4-hydroxy-1H-quinolin-2-one | 1349106-06-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(2-cyclopropyl-ethyl)-3-[1,1-dioxo-7-(tetrazol-5-ylmethoxy)-1,4-dihydro-1-benzo[1,2,4]thiadiazin-3-yl]-6-fluoro-4-hydroxy-1H-quinolin-2-one
• 英文别名: 1-(2-cyclopropylethyl)-3-[1,1-dioxo-7-(tetrazol-1-ylmethoxy)-4H-1$l^{6},2,4-benzothiadiazin-3-yl]-6-fluoro-4-hydroxy-quinolin-2-one；1-(2-cyclopropylethyl)-3-[1,1-dioxo-7-(tetrazol-1-ylmethoxy)-4H-1λ6,2,4-benzothiadiazin-3-yl]-6-fluoro-4-hydroxyquinolin-2-one
• CAS: 1349106-06-4
• 化学式: C₂₃H₂₀FN₇O₅S
• 分子量: 525.52
• InChiKey: MTJWMCOMUPTJDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  叠氮基三甲基硅烷 、 {3-[1-(2-cyclopropylethyl)-6-fluoro-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl]-1,1-dioxo-1,4-dihydrobenzo[1,2,4]thiadiazin-7-yloxy}acetonitrile 在 二正丁基氧化锡 作用下， 以 甲苯 为溶剂， 反应 0.67h， 以56.8%的产率得到1-(2-cyclopropyl-ethyl)-3-[1,1-dioxo-7-(tetrazol-5-ylmethoxy)-1,4-dihydro-1-benzo[1,2,4]thiadiazin-3-yl]-6-fluoro-4-hydroxy-1H-quinolin-2-one
  参考文献：
  名称：

  Substituted benzothiadizine inhibitors of Hepatitis C virus polymerase

  摘要：

  The synthesis and optimisation of HCV NS5B polymerase inhibitors with improved potency versus the existing compound 1 is described. Substitution in the benzothiadiazine portion of the molecule, furnishing improvement in potency in the high protein Replicon assay, is highlighted, culminating in the discovery of 12h, a highly potent oxyacetamide derivative. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.091

文献信息

• Substituted benzothiadizine inhibitors of Hepatitis C virus polymerase
  作者：Antony N. Shaw、Rosanna Tedesco、Ramesh Bambal、Deping Chai、Nestor O. Concha、Michael G. Darcy、Dashyant Dhanak、Kevin J. Duffy、Duke M. Fitch、Adam Gates、Victor K. Johnston、Richard M. Keenan、Juili Lin-Goerke、Nannan Liu、Robert T. Sarisky、Kenneth J. Wiggall、Michael N. Zimmerman

  DOI：10.1016/j.bmcl.2009.05.091

  日期：2009.8

  The synthesis and optimisation of HCV NS5B polymerase inhibitors with improved potency versus the existing compound 1 is described. Substitution in the benzothiadiazine portion of the molecule, furnishing improvement in potency in the high protein Replicon assay, is highlighted, culminating in the discovery of 12h, a highly potent oxyacetamide derivative. (C) 2009 Elsevier Ltd. All rights reserved.