N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine | 1428649-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine
• CAS: 1428649-07-3
• 化学式: C₃₁H₃₃BrN₄O₂S
• 分子量: 605.599
• InChiKey: QXXYJJDHHOMULX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.47
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  49.66
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine 在 1-氯乙基氯甲酸酯 、 三乙胺 、 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 生成 N-[9-bromo-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine
  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：

  9-bromo-1'-(4-methoxybenzyl)-2H-spiro[benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin]-6(4H)-imine 、 4-甲氧基溴苄 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 以81%的产率得到N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine
  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