7,8-Dimethoxy-2-methyl-4-(4-methylphenyl)sulfonylbenzo[g][1,3]benzothiazole | 1400745-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并噻唑类
• 英文名称: 7,8-Dimethoxy-2-methyl-4-(4-methylphenyl)sulfonylbenzo[g][1,3]benzothiazole
• CAS: 1400745-35-8
• 化学式: C₂₁H₁₉NO₄S₂
• 分子量: 413.518
• InChiKey: TXKSMZNGGDLKSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(氯甲基)-2-甲基-1,3-噻唑 在 四(三苯基膦)钯 、 potassium acetate 作用下， 以 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 3.25h， 生成 7,8-Dimethoxy-2-methyl-4-(4-methylphenyl)sulfonylbenzo[g][1,3]benzothiazole
  参考文献：
  名称：

  Tandem synthesis and in vitro antiplasmodial evaluation of new naphtho[2,1-d]thiazole derivatives

  摘要：

  A series of naphtho[2,1-d]thiazoles was prepared in good yields under microwave irradiation with an original protocol combining tandem direct arylation and intramolecular Knoevenagel reaction on 1,3-thiazole derivatives. Antiplasmodial evaluation of this series highlighted two hit compounds (compounds 11 and 13) displaying promising in vitro activity on the multiresistant K1 Plasmodium falciparum strain. Structure-toxicity and structure activity relationships are also discussed and reveal the importance of the R-1 and R-4 substituents of the naphthyl moiety for the biological profile of the series. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.034

文献信息

• Tandem synthesis and in vitro antiplasmodial evaluation of new naphtho[2,1-d]thiazole derivatives
  作者：Anita Cohen、Pierre Verhaeghe、Maxime D. Crozet、Sébastien Hutter、Pascal Rathelot、Patrice Vanelle、Nadine Azas

  DOI：10.1016/j.ejmech.2012.07.034

  日期：2012.9

  A series of naphtho[2,1-d]thiazoles was prepared in good yields under microwave irradiation with an original protocol combining tandem direct arylation and intramolecular Knoevenagel reaction on 1,3-thiazole derivatives. Antiplasmodial evaluation of this series highlighted two hit compounds (compounds 11 and 13) displaying promising in vitro activity on the multiresistant K1 Plasmodium falciparum strain. Structure-toxicity and structure activity relationships are also discussed and reveal the importance of the R-1 and R-4 substituents of the naphthyl moiety for the biological profile of the series. (C) 2012 Elsevier Masson SAS. All rights reserved.