1-(4-methylphenyl)-3-(4-(4-(m-tolyloxy)quinazolin-2-yl)phenyl)urea | 1454691-48-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-methylphenyl)-3-(4-(4-(m-tolyloxy)quinazolin-2-yl)phenyl)urea
• 英文别名: 1-[4-[4-(3-Methylphenoxy)quinazolin-2-yl]phenyl]-3-(p-tolyl)urea；1-[4-[4-(3-methylphenoxy)quinazolin-2-yl]phenyl]-3-(4-methylphenyl)urea
• CAS: 1454691-48-5
• 化学式: C₂₉H₂₄N₄O₂
• 分子量: 460.535
• InChiKey: RJJYYERKZMGALF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-chloro-4-(m-tolyloxy)quinazoline 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 反应 24.25h， 生成 1-(4-methylphenyl)-3-(4-(4-(m-tolyloxy)quinazolin-2-yl)phenyl)urea
  参考文献：
  名称：

  Synthesis and biological evaluation of novel quinazoline derivatives obtained by Suzuki C–C coupling

  摘要：

  In the present investigation, two series of novel urea/thiourea-based quinazoline analogs (7a-g/8a-g) have been synthesized by introducing C-C Suzuki coupling between quinazoline and phenyl ring followed by condensation of various N-phenyl isocyanates/isothiocyanates. The synthesized analogs were investigated for their antimicrobial activity against two Gram-positive bacteria, three Gram-negative bacteria, and two fungal species. They were also tested for the antimycobacterial activity against Mycobacterium tuberculosis H37Rv. The biological screening data revealed that majority of the compounds have demonstrated noticeable activity (MIC; 6.25-50 mu g/mL) against most of the microorganisms. All the synthesized analogs were well characterized through IR, H-1 NMR, C-13 NMR, and elemental analyses.

  DOI：

  10.1007/s00044-013-0839-2

文献信息

• Synthesis and biological evaluation of novel quinazoline derivatives obtained by Suzuki C–C coupling
  作者：Amit B. Patel、Kishor H. Chikhalia、Premlata Kumari

  DOI：10.1007/s00044-013-0839-2

  日期：2014.5

  In the present investigation, two series of novel urea/thiourea-based quinazoline analogs (7a-g/8a-g) have been synthesized by introducing C-C Suzuki coupling between quinazoline and phenyl ring followed by condensation of various N-phenyl isocyanates/isothiocyanates. The synthesized analogs were investigated for their antimicrobial activity against two Gram-positive bacteria, three Gram-negative bacteria, and two fungal species. They were also tested for the antimycobacterial activity against Mycobacterium tuberculosis H37Rv. The biological screening data revealed that majority of the compounds have demonstrated noticeable activity (MIC; 6.25-50 mu g/mL) against most of the microorganisms. All the synthesized analogs were well characterized through IR, H-1 NMR, C-13 NMR, and elemental analyses.