3-amino-2-(2-methylphenyl)quinazolin-4(3H)-one | 63002-69-7

• 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: 3-amino-2-(2-methylphenyl)quinazolin-4(3H)-one
• 英文别名: 2-(o-Tolyl)-3-amino-4-chinazolon；3-amino-2-o-tolyl-3H-quinazolin-4-one；3-Amino-2-(o-tolyl)quinazolin-4(3H)-one；3-amino-2-(2-methylphenyl)quinazolin-4-one
• CAS: 63002-69-7
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: KJHDELWMCVPGQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazole-4-carbaldehyde 、 3-amino-2-(2-methylphenyl)quinazolin-4(3H)-one 在 zinc(II) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以68%的产率得到3-{[(3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazol-4-yl)methylene]amino}-2-(o-tolyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Synthesis and antitubercular activity of novel pyrazole–quinazolinone hybrid analogs

  摘要：

  A series of 2-(substituted-phenyl)-3-(((3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazol-4-yl)methylene)amino)-quinazolin-4(3H)-ones have been synthesized. The structures of the synthesized compounds were assigned on the basis of IR, H-1 NMR, C-13 NMR, and mass spectral data, while their abilities to inhibit growth of Mycobacterium tuberculosis in vitro have been determined. The results show that compounds 5a, 5c, 5d, 5g, and 5k exhibited excellent antitubercular activity with percentage inhibition of 96, 90, 94, 93, and 92, respectively at a minimum inhibitory concentration (MIC) of < 6.25 mu g/mL, whereas compounds 5b, 5e, 5f, 5h, 5i, 5j, and 5l exhibited moderate- to- good antitubercular activity with percentage inhibition of 68, 70, 67, 64, 59, 73, and 67, respectively, at a MIC of > 6.25 mu g/mL. From the secondary screening, the actual MIC of compounds 5a, 5c, 5d, 5g, and 5k are < 3.125.

  DOI：

  10.1007/s00044-012-0351-0
• 作为产物：
  描述：

  2-(o-tolyl)-4H-benzo[d][1,3]oxazin-4-one 、 肼 以65%的产率得到
  参考文献：
  名称：

  ABBADY A. M.; ANWAR M.; ABDEL-MEGEED M. F., ACTA CHIM. ACAD. SCI. HUNG. , 1976, 91 NO 3, 341-349

  摘要：

  DOI：

文献信息

• Synthesis and antitubercular activity of novel pyrazole–quinazolinone hybrid analogs
  作者：Unnat Pandit、Amit Dodiya

  DOI：10.1007/s00044-012-0351-0

  日期：2013.7

  A series of 2-(substituted-phenyl)-3-(((3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazol-4-yl)methylene)amino)-quinazolin-4(3H)-ones have been synthesized. The structures of the synthesized compounds were assigned on the basis of IR, H-1 NMR, C-13 NMR, and mass spectral data, while their abilities to inhibit growth of Mycobacterium tuberculosis in vitro have been determined. The results show that compounds 5a, 5c, 5d, 5g, and 5k exhibited excellent antitubercular activity with percentage inhibition of 96, 90, 94, 93, and 92, respectively at a minimum inhibitory concentration (MIC) of < 6.25 mu g/mL, whereas compounds 5b, 5e, 5f, 5h, 5i, 5j, and 5l exhibited moderate- to- good antitubercular activity with percentage inhibition of 68, 70, 67, 64, 59, 73, and 67, respectively, at a MIC of > 6.25 mu g/mL. From the secondary screening, the actual MIC of compounds 5a, 5c, 5d, 5g, and 5k are < 3.125.
• ABBADY A. M.; ANWAR M.; ABDEL-MEGEED M. F., ACTA CHIM. ACAD. SCI. HUNG. <ACAS-A2>, 1976, 91 NO 3, 341-349
  作者：ABBADY A. M.、 ANWAR M.、 ABDEL-MEGEED M. F.

  DOI：——

  日期：——