N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine | 1428649-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
• CAS: 1428649-16-4
• 化学式: C₃₂H₃₁N₃O₂S
• 分子量: 521.683
• InChiKey: OJMDXWIZMZJEAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  38.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54.26
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine 在 三氟乙酸 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以92%的产率得到[4-(6-imino-3,4-dihydro-2H-pyrimido[1,2-c][1,3]benzothiazin-9-yl)phenyl]-[4-(prop-2-ynoxymethyl)phenyl]methanone
  参考文献：
  名称：

  Design and synthesis of biotin- or alkyne-conjugated photoaffinity probes for studying the target molecules of PD 404182

  摘要：

  To investigate the mechanism of action of the potent antiviral compound PD 404182, three novel photo-affinity probes equipped with a biotin or alkyne indicator were designed and synthesized based on previous structure-activity relationship studies. These probes retained the potent anti-HIV activity of the original pyrimidobenzothiazine derivatives. In photoaffinity labeling studies using HIV-1-infected H9 cells (H9IIIB), eight potential proteins were observed to bind PD 404182. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.016
• 作为产物：
  描述：

  N-(tert-butyl)-9-{4-[4-(tert-butyldiphenylsilyloxy)methyl]benzoylphenyl}-3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine 在 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.5h， 生成 N-(tert-butyl)-3,4-dihydro-9-[4-(4-propargyloxymethyl)benzoylphenyl]-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine
  参考文献：
  名称：

  Design and synthesis of biotin- or alkyne-conjugated photoaffinity probes for studying the target molecules of PD 404182

  摘要：

  To investigate the mechanism of action of the potent antiviral compound PD 404182, three novel photo-affinity probes equipped with a biotin or alkyne indicator were designed and synthesized based on previous structure-activity relationship studies. These probes retained the potent anti-HIV activity of the original pyrimidobenzothiazine derivatives. In photoaffinity labeling studies using HIV-1-infected H9 cells (H9IIIB), eight potential proteins were observed to bind PD 404182. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.016