4-[(E)-2-[4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]ethenyl]aniline | 1018070-11-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-[(E)-2-[4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]ethenyl]aniline
• CAS: 1018070-11-5
• 化学式: C₂₂H₁₈N₂OS
• 分子量: 358.464
• InChiKey: RZXOUOXTIRIELR-NSCUHMNNSA-N

物化性质

• 沸点：
  580.6±60.0 °C(predicted)
• 密度：
  1.275±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  76.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(E)-2-[4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]ethenyl]aniline 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 2-[4-[(E)-2-(4-aminophenyl)ethenyl]phenyl]-1,3-benzothiazol-6-ol
  参考文献：
  名称：

  Synthesis and evaluation of stilbenylbenzoxazole and stilbenylbenzothiazole derivatives for detecting β-amyloid fibrils

  摘要：

  This paper describes a novel series of stilbenylbenzoxazole ( SBO) and stilbenylbenzothiazole ( SBT) derivatives for beta- amyloid specific binding probes. These 24 compounds were synthesized and evaluated by competitive binding assay against beta- amyloid 1 - 42 ( A beta 42) aggregates using [I-125] TZDM. All the derivatives displayed higher binding affinities with K-i value in the subnanomolar range ( 0.10 - 0.74 nM) than Pittsburgh Compound- B ( PIB) ( 0.77 nM). Among these derivatives, SBT- 2, 5-. uoroethoxy- 2-{ 4-[ 2-( 4- methylaminophenyl) vinyl] phenyl} benzothiazole, showed lowest K-i value ( 0.10 nM). In conclusion, the preliminary results suggest that these compounds are implying a possibility as a probe for detection of A beta fibrils in Alzheimer's disease (AD) patients. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.004
• 作为产物：
  描述：

  6-methoxy-2-[4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl]-1,3-benzothiazole 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 4-[(E)-2-[4-(6-methoxy-1,3-benzothiazol-2-yl)phenyl]ethenyl]aniline
  参考文献：
  名称：

  Synthesis and evaluation of stilbenylbenzoxazole and stilbenylbenzothiazole derivatives for detecting β-amyloid fibrils

  摘要：

  This paper describes a novel series of stilbenylbenzoxazole ( SBO) and stilbenylbenzothiazole ( SBT) derivatives for beta- amyloid specific binding probes. These 24 compounds were synthesized and evaluated by competitive binding assay against beta- amyloid 1 - 42 ( A beta 42) aggregates using [I-125] TZDM. All the derivatives displayed higher binding affinities with K-i value in the subnanomolar range ( 0.10 - 0.74 nM) than Pittsburgh Compound- B ( PIB) ( 0.77 nM). Among these derivatives, SBT- 2, 5-. uoroethoxy- 2-{ 4-[ 2-( 4- methylaminophenyl) vinyl] phenyl} benzothiazole, showed lowest K-i value ( 0.10 nM). In conclusion, the preliminary results suggest that these compounds are implying a possibility as a probe for detection of A beta fibrils in Alzheimer's disease (AD) patients. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.10.004

文献信息

• LIGANDS FOR AGGREGATED TAU MOLECULES
  申请人：Kemp Steven John

  公开号：US20110171739A1

  公开（公告）日：2011-07-14

  Provided are certain benzothiazole, imidazothiazole, imidazopyrimidine and imidazopyridine compounds, including, for example: formula (I) and pharmaceutically and physiologically acceptable salts, hydrates, and solvates thereof. Such compounds can be used as diagnostic ligands or labels of tau protein and PHF.

  提供了某些苯并噻唑、咪唑噻唑、咪唑嘧啶和咪唑吡啶化合物，包括例如：式（I）和其药学和生理学上可接受的盐、水合物和溶剂化物。这些化合物可用作tau蛋白和PHF的诊断配体或标记。
• Ligands for aggregated tau molecules
  申请人：WisTa Laboratories Ltd.

  公开号：EP2338059B1

  公开（公告）日：2015-04-08
• US8895313B2
  申请人：——

  公开号：US8895313B2

  公开（公告）日：2014-11-25
• [EN] LIGANDS FOR AGGREGATED TAU MOLECULES<br/>[FR] LIGANDS POUR MOLÉCULES DE LA PROTÉINE TAU AGGLOMÉRÉES
  申请人：WISTA LAB LTD

  公开号：WO2010034982A1

  公开（公告）日：2010-04-01

  Provided are certain benzothiazole, imidazothiazole, imidazopyrimidine and imidazopyridine compounds, including, for example:formula (I) and pharmaceutically and physiologically acceptable salts, hydrates, and solvates thereof. Such compounds can be used as diagnostic ligands or labels of tau protein and PHF.