2-[(4-benzothiazol-2-yl-phenyl)-methyl-amino]-ethanol | 958859-11-5

• 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-benzothiazol-2-yl-phenyl)-methyl-amino]-ethanol
• 英文别名: 2-[N-methyl-N-(2-hydroxyethyl)-4-aminophenyl]benzothiazole；2-[4-(1,3-benzothiazol-2-yl)-N-methylanilino]ethanol
• CAS: 958859-11-5
• 化学式: C₁₆H₁₆N₂OS
• 分子量: 284.382
• InChiKey: KRQWHUMFVAIZLS-UHFFFAOYSA-N

物化性质

• 沸点：
  484.6±55.0 °C(predicted)
• 密度：
  1.272±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-benzothiazol-2-yl-phenyl)-methyl-amino]-ethanol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  New chelating ligands for Co(III)-based peptide-cleaving catalysts selective for pathogenic proteins of amyloidoses

  摘要：

  The Co(III) complex of 1,4,7,10-tetraazacyclododecane has been employed as the catalytic center of target-selective peptide-cleaving catalysts in previous studies. As new chelating ligands for the Co(III) ion in the peptide-cleaving catalysts, 1-oxo-4,7,10-triazacyclodedecane, 1-aryl-1,4,7,10-tetraazacyclodecane, and 7-aryl-1-oxo-4,7,10-triazacyclodecane were examined in the present study. A chemical library comprising 612 derivatives of the Co(III) complex of the new chelating ligands was constructed. The catalyst candidates were tested for their activity to cleave the soluble oligomers of amyloidogenic peptides amyloid beta-42 and human islet amyloid polypeptide (h-IAPP), which are believed to be the pathogenic species for Alzheimer's disease and type 2 diabetes mellitus, respectively. One derivative of the Co(III) complex of 1-aryl-1,4,7,10-tetraazacyclodecane was found to cleave the oligomers of h-IAPP. Cleavage products were identified and cleavage yields were measured at various catalyst concentrations for the action of the new catalyst. The present results reveal that effective catalytic drugs for amyloidoses may be obtained by using Co(III) complexes of various chelating ligands.

  DOI：

  10.1007/s00775-010-0750-y
• 作为产物：
  描述：

  N-甲基-N-(2-羟乙基)-4-氨基苯醛 、 2-氨基苯硫醇 在 吡啶 作用下， 反应 3.0h， 以49%的产率得到2-[(4-benzothiazol-2-yl-phenyl)-methyl-amino]-ethanol
  参考文献：
  名称：

  Isostructural Re(i)/^99mTc(i) tricarbonyl complexes for cancer theranostics

  摘要：

  新型基于半胱氨酸的（N，S，O）配体成功应用于合成同构的M（i）（M = Re，99mTc）三羰基配合物，用于癌症治疗和诊断。

  DOI：

  10.1039/c5ob00124b

文献信息

• CLEAVAGE AGENT SELECTIVELY ACTING ON SOLUBLE ASSEMBLY OF AMYLOIDOGENIC PEPTIDE OR PROTEIN
  申请人：Suh Jung Hun

  公开号：US20100036122A1

  公开（公告）日：2010-02-11

  The present invention relates to a cleavage agent and a cleavage method selectively acting on soluble assembly of amyloidogenic peptide or protein.

  这项发明涉及一种裂解剂和一种选择性作用于可溶性淀粉样肽或蛋白质组装体的裂解方法。
• Synthesis and Biological Evaluation of Novel 2-Aryl Benzimidazoles as Chemotherapeutic Agents
  作者：Goreti Ribeiro Morais、Elisa Palma、Fernanda Marques、Lurdes Gano、Maria Cristina Oliveira、Antero Abrunhosa、Hugo Vicente Miranda、Tiago F. Outeiro、Isabel Santos、Antonio Paulo

  DOI：10.1002/jhet.2575

  日期：2017.1

  Here, we describe the synthesis and preliminary biological evaluation of novel N‐unsubstituted and N‐methylated 2‐aryl benzimidazole derivatives that contain fluorinated or hydroxylated alkyl substituents in the 4‐N‐aryl position and different substitution patterns (H vs Br vs I) in the benzimidazole ring. For the selected compounds and for comparison purposes, the congener benzothiazoles were also

  在这里，我们描述了新颖的N未取代和N甲基化的2-芳基苯并咪唑衍生物的合成和初步生物学评估，这些衍生物在4- N芳基的位置上具有氟化或羟基化的烷基取代基，并且取代方式不同（H，Br，I）在苯并咪唑环中。对于所选化合物和用于比较目的，还测试了同类苯并噻唑。在一组人类癌细胞系中评估了11种苯并唑衍生物的细胞毒性作用，这些细胞系包括乳腺癌（MCF7），黑素瘤（A375），宫颈（HeLa）和胶质母细胞瘤（U87）。通常，这些化合物对所有测试的细胞均具有中等的细胞毒活性。特别是对于A375和HeLa细胞，N未取代的苯并咪唑2和3比各自的N-甲基化的苯并咪唑同类物（5和7）具有更好的细胞毒性。化合物2的生物分布在U87胶质母细胞瘤细胞中表现出最高的细胞毒活性（IC 50  = 45.2±13.0），使用其18 F标记的对应物（[ 18 F] 2）在CD1小鼠中进行了评估。这些研究表明化合物2可以通过合理的脑吸收（分别在pi
• WO2008/51017
  申请人：——

  公开号：——

  公开（公告）日：——
• Cleavage Agents for Soluble Oligomers of Amyloid β Peptides
  作者：Junghun Suh、Sang Ho Yoo、Min Gyum Kim、Keunhong Jeong、Jae Young Ahn、Myoung-soon Kim、Pil Seok Chae、Tae Yeon Lee、Jaehwa Lee、Jeongkuk Lee、Yun Ah Jang、Eun Hwa Ko

  DOI：10.1002/anie.200702399

  日期：2007.9.17