2-chloromethyl-3-(N-isonicotinamide-yl)-4H-quinazolinone | 1343408-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-chloromethyl-3-(N-isonicotinamide-yl)-4H-quinazolinone
• CAS: 1343408-64-9
• 化学式: C₁₅H₁₁ClN₄O₂
• 分子量: 314.731
• InChiKey: WHEGMXPPSMEDNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.88
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-chloromethyl-3-(N-isonicotinamide-yl)-4H-quinazolinone 在 溶剂黄146 、 三乙胺 、 肼 作用下， 以 乙醇 、 苯 为溶剂， 反应 23.67h， 生成 2-[(4'-oxo-3'-chloro-2'-{o-chlorophenyl}azetidin-1'-ylamino)-methyl]-3-[N-isonicotinamide-yl]-quinazolin-4-one
  参考文献：
  名称：

  Design, synthesis, and in vitro antimicrobial activities of novel azetidinyl-3-quinazolin-4-one hybrids

  摘要：

  A series of 2-[(4'-oxo-3'-chloro-2'-phenylazetidin-1'-ylamino)-methyl]-3-[N-isonicotinamide-yl]-quinazolin-4-one hybrids were synthesized starting from anthranilic acid in basic media using chloroacetyl chloride and benzene as solvent. The structure of the synthesized compounds has been evaluated on the basis of their elemental (C, H, and N) and spectral analysis (IR, H-1 NMR, and C-13 NMR spectrometry). In vitro antimicrobial evaluation of the synthesized compounds revealed that they posses promising antimicrobial activity against some gram-positive and gram-negative bacteria. Furthermore, compounds 7d and 7f exhibited potent antitubercular activity.

  DOI：

  10.1007/s00044-011-9808-9
• 作为产物：
  描述：

  邻氨基苯甲酸 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 8.0h， 生成 2-chloromethyl-3-(N-isonicotinamide-yl)-4H-quinazolinone
  参考文献：
  名称：

  Design, synthesis, and in vitro antimicrobial activities of novel azetidinyl-3-quinazolin-4-one hybrids

  摘要：

  A series of 2-[(4'-oxo-3'-chloro-2'-phenylazetidin-1'-ylamino)-methyl]-3-[N-isonicotinamide-yl]-quinazolin-4-one hybrids were synthesized starting from anthranilic acid in basic media using chloroacetyl chloride and benzene as solvent. The structure of the synthesized compounds has been evaluated on the basis of their elemental (C, H, and N) and spectral analysis (IR, H-1 NMR, and C-13 NMR spectrometry). In vitro antimicrobial evaluation of the synthesized compounds revealed that they posses promising antimicrobial activity against some gram-positive and gram-negative bacteria. Furthermore, compounds 7d and 7f exhibited potent antitubercular activity.

  DOI：

  10.1007/s00044-011-9808-9