1-[(4-Chlorophenyl)methyl]-4-isobutoxy-2$l^{6},1,3-benzothiadiazine 2,2-dioxide

• 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: 1-[(4-Chlorophenyl)methyl]-4-isobutoxy-2$l^{6},1,3-benzothiadiazine 2,2-dioxide
• 英文别名: 1-[(4-chlorophenyl)methyl]-4-(2-methylpropoxy)-2λ6,1,3-benzothiadiazine 2,2-dioxide
• 化学式: C₁₈H₁₉ClN₂O₃S
• 分子量: 378.879
• InChiKey: JPNWCINGVJHIIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯代异丁烷 、 1-[(4-chlorophenyl)methyl]-2,1,3-benzothiadiazin-4(3H)-one 2,2-dioxide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以21%的产率得到1-[(4-Chlorophenyl)methyl]-4-isobutoxy-2$l^{6},1,3-benzothiadiazine 2,2-dioxide
  参考文献：
  名称：

  Benzothiadiazine dioxides (BTD) derivatives as non-nucleoside human cytomegalovirus (HCMV) inhibitors. study of structural requirements for biological activity☆

  摘要：

  Two new series of BTD derivatives have been synthesised allowing to explore the steric requirements for their biological activity. The N3-alkylBTD compounds have shown antiviral activity in the same order or lower than previously prepared compounds. However, the cytotoxicity values observed prevent this new series of BTD derivatives from its potential therapeutic application. Concerning BTD derivatives with the modified linker attached to N1 position, we have obtained new non-nucleoside anti-HCMV derivatives. The activity against HCMV is shown at concentrations that were 10-fold lower than the concentration that was toxic for the host cells, which confirm that these derivatives show a specific antiviral effect against HCMV. SAR conclusions derived from these last compounds have provided new knowledge about the structural requirements of BTD showing certain positions that could be modified for enhancing the anti-HCMV action. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00148-2

文献信息

• Benzothiadiazine dioxides (BTD) derivatives as non-nucleoside human cytomegalovirus (HCMV) inhibitors. study of structural requirements for biological activity☆
  作者：Ana Martinez、Carmen Gil、Ana Castro、Concepción Pérez、Columbiana Prieto、Joaquin Otero

  DOI：10.1016/s0968-0896(03)00148-2

  日期：2003.5.29

  Two new series of BTD derivatives have been synthesised allowing to explore the steric requirements for their biological activity. The N3-alkylBTD compounds have shown antiviral activity in the same order or lower than previously prepared compounds. However, the cytotoxicity values observed prevent this new series of BTD derivatives from its potential therapeutic application. Concerning BTD derivatives with the modified linker attached to N1 position, we have obtained new non-nucleoside anti-HCMV derivatives. The activity against HCMV is shown at concentrations that were 10-fold lower than the concentration that was toxic for the host cells, which confirm that these derivatives show a specific antiviral effect against HCMV. SAR conclusions derived from these last compounds have provided new knowledge about the structural requirements of BTD showing certain positions that could be modified for enhancing the anti-HCMV action. (C) 2003 Elsevier Science Ltd. All rights reserved.