4-imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one | 134224-41-2

• 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: 4-imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one
• 英文别名: 4-iminopyrimido[2,1-b][1,3]benzothiazol-2-one
• CAS: 134224-41-2
• 化学式: C₁₀H₇N₃OS
• 分子量: 217.251
• InChiKey: MKVWQIVZWQTCLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  81.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one 在 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 反应 25.0h， 生成 4-Isocyanopyrimido[2,1-b][1,3]benzothiazol-2-one
  参考文献：
  名称：

  Tsuji, Tadakazu, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 489 - 492

  摘要：

  DOI：
• 作为产物：
  描述：

  N-2-苯并噻唑基-2-氰基-乙酰胺 在 乙醇 作用下， 以 水 为溶剂， 生成 4-imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one
  参考文献：
  名称：

  Synthesis, characterization, and biological activities of 4-imino-3-arylazo-4H-pyrimido[2,1-b][1,3]benzothiazole-2-oles

  摘要：

  4-Imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one (3) was synthesized by the reaction of 2-aminobenzothiazole with ethyl cyanoacetate in solvent free conditions at 150 A degrees C. A series of pyrimido benzothiazole-based azo dyes 4(a-m) were obtained by the coupling of carbocyclic amine-based diazonium chloride with compound (3). The synthesized dyes were purified and characterized by elemental analysis, FT-IR, H-1 NMR, and high-resolution mass spectral data. The solvatochromic behaviors of dyes in various solvents were examined. All the azo dyes exhibited pronounced in vitro antibacterial activities against Gram-positive and Gram-negative bacteria, as well as fungi. The results revealed that most of the compounds exhibited good levels of antibacterial activity. Compounds 4d and 4h showed excellent levels of antimicrobial activity with MIC values of 8.25 mu g/mL.

  DOI：

  10.1007/s00044-014-0962-8

文献信息

• TSUJI, TADAKAZU, J. HETEROCYCL. CHEM., 28,(1991) N, C. 489-492
  作者：TSUJI, TADAKAZU

  DOI：——

  日期：——
• Tsuji, Tadakazu, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 2, p. 489 - 492
  作者：Tsuji, Tadakazu

  DOI：——

  日期：——
• Synthesis, characterization, and biological activities of 4-imino-3-arylazo-4H-pyrimido[2,1-b][1,3]benzothiazole-2-oles
  作者：Selinay Erişkin、Nesrin Şener、Serkan Yavuz、İzzet Şener

  DOI：10.1007/s00044-014-0962-8

  日期：2014.8

  4-Imino-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole-2-one (3) was synthesized by the reaction of 2-aminobenzothiazole with ethyl cyanoacetate in solvent free conditions at 150 A degrees C. A series of pyrimido benzothiazole-based azo dyes 4(a-m) were obtained by the coupling of carbocyclic amine-based diazonium chloride with compound (3). The synthesized dyes were purified and characterized by elemental analysis, FT-IR, H-1 NMR, and high-resolution mass spectral data. The solvatochromic behaviors of dyes in various solvents were examined. All the azo dyes exhibited pronounced in vitro antibacterial activities against Gram-positive and Gram-negative bacteria, as well as fungi. The results revealed that most of the compounds exhibited good levels of antibacterial activity. Compounds 4d and 4h showed excellent levels of antimicrobial activity with MIC values of 8.25 mu g/mL.