1-(3,4-dimethylphenyl)-3-(4-(6-((3-(trifluoromethyl)phenyl)amino)pyrimidin-4-yl)phenyl)urea | 1376770-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(3,4-dimethylphenyl)-3-(4-(6-((3-(trifluoromethyl)phenyl)amino)pyrimidin-4-yl)phenyl)urea
• 英文别名: 1-(3,4-Dimethylphenyl)-3-[4-[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]phenyl]urea
• CAS: 1376770-22-7
• 化学式: C₂₆H₂₂F₃N₅O
• 分子量: 477.489
• InChiKey: FKGLMBLOQZBDGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.9
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-chloro-6-(4-nitrophenyl)pyrimidine 在 盐酸 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 异丙醇 为溶剂， 反应 12.33h， 生成 1-(3,4-dimethylphenyl)-3-(4-(6-((3-(trifluoromethyl)phenyl)amino)pyrimidin-4-yl)phenyl)urea
  参考文献：
  名称：

  A novel pyrimidine derivatives with aryl urea, thiourea and sulfonamide moieties: Synthesis, anti-inflammatory and antimicrobial evaluation

  摘要：

  A series of novel 4-(3-(trifluoromethyl) phenylamino-6-(4-(3-arylureiodo/arylthioureido/arylsulfonamido)-pyrimidine derivatives of biological interest were prepared by the sequential Suzuki cross coupling, acid amination, reduction followed by reaction of resulting amine with different arylisocyantes or arylisothiocyantes or arylsulfonyl chlorides. All the synthesized compounds (1-25) were screened for their pro-inflammatory cytokines (TNF-alpha and IL-6) and antimicrobial activity (antibacterial and antifungal). Biological data revealed that among all the compounds screened, compounds 5, 6, 11, 12, 16 and 20 were found to have moderate to potent anti-inflammatory activity (up to 48-78% TNF-alpha and 56-96% IL-6 inhibitory activity) with reference to standard dexamethasone at 10 mu M. The compounds 10, 12, 13, 18, 20, 22, 24 and 25 found to have promising antimicrobial activity against all the selected pathogenic bacteria and fungi. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.092

文献信息

• A novel pyrimidine derivatives with aryl urea, thiourea and sulfonamide moieties: Synthesis, anti-inflammatory and antimicrobial evaluation
  作者：Ashish P. Keche、Girish D. Hatnapure、Rajesh H. Tale、Atish H. Rodge、Satish S. Birajdar、Vandana M. Kamble

  DOI：10.1016/j.bmcl.2012.03.092

  日期：2012.5

  A series of novel 4-(3-(trifluoromethyl) phenylamino-6-(4-(3-arylureiodo/arylthioureido/arylsulfonamido)-pyrimidine derivatives of biological interest were prepared by the sequential Suzuki cross coupling, acid amination, reduction followed by reaction of resulting amine with different arylisocyantes or arylisothiocyantes or arylsulfonyl chlorides. All the synthesized compounds (1-25) were screened for their pro-inflammatory cytokines (TNF-alpha and IL-6) and antimicrobial activity (antibacterial and antifungal). Biological data revealed that among all the compounds screened, compounds 5, 6, 11, 12, 16 and 20 were found to have moderate to potent anti-inflammatory activity (up to 48-78% TNF-alpha and 56-96% IL-6 inhibitory activity) with reference to standard dexamethasone at 10 mu M. The compounds 10, 12, 13, 18, 20, 22, 24 and 25 found to have promising antimicrobial activity against all the selected pathogenic bacteria and fungi. (C) 2012 Elsevier Ltd. All rights reserved.