2-(4'-nitrophenyl)-6-(5-bromopentyloxy)benzothiazole | 949095-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(4'-nitrophenyl)-6-(5-bromopentyloxy)benzothiazole
• CAS: 949095-70-9
• 化学式: C₁₈H₁₇BrN₂O₃S
• 分子量: 421.315
• InChiKey: ZJFAWIFDCXKGQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  25.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  65.26
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-[2-((2-S-(4-methoxybenzyl)sulfanyl)ethyl)amino]acetyl-S-(4-methoxybenzyl)-2-aminoethanethiol 、 2-(4'-nitrophenyl)-6-(5-bromopentyloxy)benzothiazole 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以62%的产率得到N-(2-(4-methoxybenzylthio)ethyl)-2-((2-(4-methoxybenzylthio)ethyl)(5-(2-(4-nitrophenyl)benzo[d]thiazol-6-yloxy)pentyl)amino)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 99mTc, Re-monoamine-monoamide conjugated to 2-(4-aminophenyl)benzothiazole as potential probes for β-amyloid plaques in the brain

  摘要：

  The benzothiazole aniline (BTA) conjugated with monoamine-monoamide ( MAMA) was synthesized and then labeled with Tc-99m. Its corresponding rhenium analogue was synthesized, and the fluorescent staining was performed in brain sections of both Tg mouse and Alzheimer's disease ( AD) patient. The. uorescent rhenium complex Re-MAMA-BTA selectively bound to the amyloid aggregates in the brain sections of both APP Tg mouse and AD patient. The analogous Tc-99m-MAMA-BTA complex could enter the normal mouse brain with high initial uptake. These results are encouraging for further exploration of their derivatives as imaging agents for Ab plaques in the brain. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.071
• 作为产物：
  描述：

  1,5-二溴戊烷 、 6-hydroxy-2-(4'-nitrophenyl)-1,3-benzothiazole 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以79%的产率得到2-(4'-nitrophenyl)-6-(5-bromopentyloxy)benzothiazole
  参考文献：
  名称：

  Synthesis and biological evaluation of 99mTc, Re-monoamine-monoamide conjugated to 2-(4-aminophenyl)benzothiazole as potential probes for β-amyloid plaques in the brain

  摘要：

  The benzothiazole aniline (BTA) conjugated with monoamine-monoamide ( MAMA) was synthesized and then labeled with Tc-99m. Its corresponding rhenium analogue was synthesized, and the fluorescent staining was performed in brain sections of both Tg mouse and Alzheimer's disease ( AD) patient. The. uorescent rhenium complex Re-MAMA-BTA selectively bound to the amyloid aggregates in the brain sections of both APP Tg mouse and AD patient. The analogous Tc-99m-MAMA-BTA complex could enter the normal mouse brain with high initial uptake. These results are encouraging for further exploration of their derivatives as imaging agents for Ab plaques in the brain. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.071