N-[2-(benzothiazol-4-yloxymethyl)phenyl]-3-(3,4-dimethoxyphenyl)acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-[2-(benzothiazol-4-yloxymethyl)phenyl]-3-(3,4-dimethoxyphenyl)acrylamide
• 英文别名: (E)-N-[2-(1,3-benzothiazol-4-yloxymethyl)phenyl]-3-(3,4-dimethoxyphenyl)prop-2-enamide
• 化学式: C₂₅H₂₂N₂O₄S
• 分子量: 446.527
• InChiKey: XCGRKINPNOFTLK-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(benzothiazol-4-yloxymethyl)phenylamine 、 3,4-二甲氧基肉桂酰氯 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到N-[2-(benzothiazol-4-yloxymethyl)phenyl]-3-(3,4-dimethoxyphenyl)acrylamide
  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.