2-(benzothiazol-4-yloxymethyl)phenylamine | 1257262-16-0

• 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-(benzothiazol-4-yloxymethyl)phenylamine
• 英文别名: Benzenamine,2-[(4-benzothiazolyloxy)methyl]-；2-(1,3-benzothiazol-4-yloxymethyl)aniline
• CAS: 1257262-16-0
• 化学式: C₁₄H₁₂N₂OS
• 分子量: 256.328
• InChiKey: SMMYGINJZUQPCO-UHFFFAOYSA-N

物化性质

• 沸点：
  457.6±25.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  2-(benzothiazol-4-yloxymethyl)phenylamine 、 3,4-二甲氧基苯丙酸 在 三乙胺 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到N-[2-(benzothiazol-4-yloxymethyl)phenyl]-3-(3,4-dimethoxyphenyl)propionamide
  参考文献：
  名称：

  Design, synthesis and activity of benzothiazole-based inhibitors of NO production in LPS-activated macrophages

  摘要：

  Series of benzothiazoles were synthesized and evaluated their inhibitory activities for NO production in lipopolysaccharide-activated macrophages. The most potent compound was the indole-containing benzothiazole 3c with 4.18 mu M of IC(50). The mechanistic study suggested that benzothiazoles inhibited NO production by the suppression of iNOS protein and mRNA expression. They also suppressed the expression of COX-2 through the NF-kappa B inactivation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.112
• 作为产物：
  描述：

  4-(2-nitrobenzyloxy)benzothiazole 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 以70%的产率得到2-(benzothiazol-4-yloxymethyl)phenylamine
  参考文献：
  名称：

  Design, synthesis and activity of benzothiazole-based inhibitors of NO production in LPS-activated macrophages

  摘要：

  Series of benzothiazoles were synthesized and evaluated their inhibitory activities for NO production in lipopolysaccharide-activated macrophages. The most potent compound was the indole-containing benzothiazole 3c with 4.18 mu M of IC(50). The mechanistic study suggested that benzothiazoles inhibited NO production by the suppression of iNOS protein and mRNA expression. They also suppressed the expression of COX-2 through the NF-kappa B inactivation. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.08.112

文献信息

• Design, synthesis and activity of benzothiazole-based inhibitors of NO production in LPS-activated macrophages
  作者：Guo Hua Jin、Hua Li、Semi An、Jae-Ha Ryu、Raok Jeon

  DOI：10.1016/j.bmcl.2010.08.112

  日期：2010.11

  Series of benzothiazoles were synthesized and evaluated their inhibitory activities for NO production in lipopolysaccharide-activated macrophages. The most potent compound was the indole-containing benzothiazole 3c with 4.18 mu M of IC(50). The mechanistic study suggested that benzothiazoles inhibited NO production by the suppression of iNOS protein and mRNA expression. They also suppressed the expression of COX-2 through the NF-kappa B inactivation. (C) 2010 Elsevier Ltd. All rights reserved.