3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one

• 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-(3-methoxyphenyl)quinazolin-4(3H)-one
• 英文别名: 3-amino-2-(3-methoxyphenyl)-3,4-dihydroquinazolin-4-one；3-amino-2-(3-methoxyphenyl)quinazolin-4-one
• 化学式: C₁₅H₁₃N₃O₂
• 分子量: 267.287
• InChiKey: JMZXATOUUZELER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-amino-2-(3-methoxyphenyl)quinazolin-4(3H)-one 、 3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazole-4-carbaldehyde 在 zinc(II) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以73%的产率得到2-(3-methoxyphenyl)-3-{[(3-(pyridin-4-yl)-1-(p-tolyl)-1H-pyrazol-4-yl)methylene]amino}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

文献信息

• Quinazolin-4-one derivatives
  申请人：Itai Akiko

  公开号：US20060229324A1

  公开（公告）日：2006-10-12

  A medicament having an inhibitory activity against hematopoietic prostaglandin D2 synthase, which comprises as an active ingredient a compound represented by the following general formula (I) or a salt thereof: wherein X represents a group represented by the formula —N═C(R 5 )— or the formula —NH—CH(R 5 )—, R 1 , R 2 , R 3 , and R 4 represent a hydrogen atom, a halogen atom, a C 1 to C 6 alkyl group, or a hydroxy group, R 5 represents a C 1 to C 6 alkyl group or a C 6 to C 10 aryl group, and R represents an amino group.

  一种具有对造血前列腺素D2合成酶抑制活性的药物，其包括以下一般式（I）所代表的化合物或其盐作为活性成分： 其中X代表由式—N═C(R5)—或式—NH—CH(R5)—所代表的基团，R1、R2、R3和R4代表氢原子、卤原子、C1到C6烷基或羟基，R5代表C1到C6烷基或C6到C10芳基，R代表氨基。