2-(4-Bromophenyl)-7-methylimidazo[2,1-b][1,3]benzothiazole | 329716-26-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Bromophenyl)-7-methylimidazo[2,1-b][1,3]benzothiazole
• 英文别名: 2-(4-bromophenyl)-6-methylimidazo[2,1-b][1,3]benzothiazole
• CAS: 329716-26-9
• 化学式: C₁₆H₁₁BrN₂S
• mdl: MFCD00741891
• 分子量: 343.247
• InChiKey: WPJHTVSOCQCNBC-UHFFFAOYSA-N

物化性质

• 沸点：
  464.1±45.0 °C(Predicted)
• 密度：
  1.57±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-6-甲基苯并噻唑 、 2,4'-二溴苯乙酮 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 2-(4-Bromophenyl)-7-methylimidazo[2,1-b][1,3]benzothiazole
  参考文献：
  名称：

  2-Arylimidazo[2,1-b]benzothiazoles: A new family of amyloid binding agents with potential for PET and SPECT imaging of Alzheimer’s brain

  摘要：

  We designed and synthesized a small series of 2-aryl-imidazo[2,1-b]benzothiazole, representing a combination of motifs from the two most potent amyloid imaging agents, PIB and IMPY. The binding affinity of the new compounds ranged from 6 to 133 nM. Among the best compounds, 3b (K-i = 6 nM) can be labeled with (CH3)-C-11 for PET imaging whereas 3j (K-i = 10.9 nM) can be labeled with I-123 for SPECT imaging. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.052

文献信息

• Iron-catalyzed unprecedented formation of benzo[d]imidazo[2,1-b]thiazoles under solvent-free conditions
  作者：Sandip Gangadhar Balwe、Yeon Tae Jeong

  DOI：10.1039/c6ra24183b

  日期：——

  unprecedented formation of benzo[d]imidazo[2,1-b]thiazole during iron-catalyzed coupling of 2-aminobenzothiazole, aldehydes with nitroalkane in air has been observed. This unique transformation possibly occurs through a sequential aza-Henry reaction and subsequent intramolecular cyclization, followed by denitration. A variety of substituted benzo[d]imidazo[2,1-b]thiazole are obtained using this protocol

  观察到在空气中2-氨基苯并噻唑，醛与硝基烷的铁催化偶联过程中，苯并[ d ]咪唑并[ 2,1- b ]噻唑的空前形成。这种独特的转化可能是通过顺序的aza-Henry反应和随后的分子内环化，然后进行脱硝而发生的。使用该方案可获得各种取代的苯并[ d ]咪唑并[2,1- b ]噻唑。
• 2-Arylimidazo[2,1-b]benzothiazoles: A new family of amyloid binding agents with potential for PET and SPECT imaging of Alzheimer’s brain
  作者：David Alagille、Herve DaCosta、Ronald M. Baldwin、Gilles D. Tamagnan

  DOI：10.1016/j.bmcl.2011.03.052

  日期：2011.5

  We designed and synthesized a small series of 2-aryl-imidazo[2,1-b]benzothiazole, representing a combination of motifs from the two most potent amyloid imaging agents, PIB and IMPY. The binding affinity of the new compounds ranged from 6 to 133 nM. Among the best compounds, 3b (K-i = 6 nM) can be labeled with (CH3)-C-11 for PET imaging whereas 3j (K-i = 10.9 nM) can be labeled with I-123 for SPECT imaging. (C) 2011 Elsevier Ltd. All rights reserved.