2-methyl-7-phenyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidin-4-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-methyl-7-phenyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidin-4-amine
• 化学式: C₁₅H₁₁F₃N₄
• 分子量: 304.274
• InChiKey: FAOMHGCFXPJRFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  64.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-methyl-7-phenyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidin-4-amine 、 4-硝基苯甲酰氯 在 吡啶 作用下， 以58%的产率得到N-(2-methyl-7-phenyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidin-4-yl)-4-nitrobenz-amide
  参考文献：
  名称：

  新型杂融合嘧啶类似物作为有效抗菌剂的设计和合成

  摘要：

  摘要 采用合适的方法合成了 66 种新型杂稠嘧啶类似物（吡唑并[3,4-d]嘧啶（7-43）和吡啶并[2,3-d]嘧啶（51a-l & 52a-h））。 . 基于 FT-IR、1H NMR、13C NMR 和 HRMS 实验数据确认了所有合成化合物的所需结构。此外，提供了代表性化合物的 19 F NMR和1H-15N HMBC。筛选所有最终化合物的体外抗结核（结核分枝杆菌；H37 Rv）、抗菌（金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌和铜绿假单胞菌）和抗真菌（新型隐球菌、白色念珠菌和 A.尼日尔）活动。化合物 51d、51j、51k、51l 和 51g 对细菌和真菌菌株显示出良好的抗菌和抗真菌活性（MIC = 12.5 μg/ml），

  DOI：

  10.1016/j.molstruc.2019.01.105
• 作为产物：
  描述：

  ethyl N-[3-cyano-6-phenyl-4-(trifluoromethyl)-2-pyridyl]iminoformate 在 氨 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以76%的产率得到2-methyl-7-phenyl-5-(trifluoromethyl)pyrido[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  Convenient synthesis of novel 4-substitutedamino-5-trifluoromethyl–2,7-disubstituted pyrido[2,3-d] pyrimidines and their antibacterial activity

  摘要：

  Novel pyrido[2,3-d]pyrimidines 4 have been synthesised starting from 2-amino-4-trifluoromethyl-6-substituted nicotinonitriles 1 via imine formation, selective amination followed by Dimroth rearrangement. Compound 4 were screened against Gram +ve and -ve bacteria in vitro. Compounds 4h and 4d showed significant activity against all species of Gram positive bacteria and moderate activity against Gram negative bacteria. N-2,4 difluorophenyl compounds 4l and 4m were the least active among all the compounds. All the compounds were inactive against Pseudomonas aeruginosa at the maximum concentration of 200 mu g ml(-1). (c) 2006 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.03.028

文献信息

• Design and synthesis of novel heterofused pyrimidine analogues as effective antimicrobial agents
  作者：Balakumar Chandrasekaran、Srinivasulu Cherukupalli、Sivanandhan Karunanidhi、Afsana Kajee、Rajeshwar Reddy Aleti、Nisar Sayyad、Babita Kushwaha、Srinivas Reddy Merugu、Koleka P. Mlisana、Rajshekhar Karpoormath

  DOI：10.1016/j.molstruc.2019.01.105

  日期：2019.5

  Abstract A total of 66 novel heterofused pyrimidine analogues (pyrazolo[3,4-d]pyrimidine (7-43) and pyrido[2,3-d]pyrimidine (51a-l & 52a-h)) were synthesized by employing suitable methods. The desired structures of all the synthesized compounds were confirmed based on FT-IR, 1H NMR, 13C NMR and HRMS experimental data. Further, 19F NMR and 1H-15N HMBC of the representative compound were presented. All

  摘要 采用合适的方法合成了 66 种新型杂稠嘧啶类似物（吡唑并[3,4-d]嘧啶（7-43）和吡啶并[2,3-d]嘧啶（51a-l & 52a-h））。 . 基于 FT-IR、1H NMR、13C NMR 和 HRMS 实验数据确认了所有合成化合物的所需结构。此外，提供了代表性化合物的 19 F NMR和1H-15N HMBC。筛选所有最终化合物的体外抗结核（结核分枝杆菌；H37 Rv）、抗菌（金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌和铜绿假单胞菌）和抗真菌（新型隐球菌、白色念珠菌和 A.尼日尔）活动。化合物 51d、51j、51k、51l 和 51g 对细菌和真菌菌株显示出良好的抗菌和抗真菌活性（MIC = 12.5 μg/ml），
• Convenient synthesis of novel 4-substitutedamino-5-trifluoromethyl–2,7-disubstituted pyrido[2,3-d] pyrimidines and their antibacterial activity
  作者：S. Ravi Kanth、G. Venkat Reddy、K. Hara Kishore、P. Shanthan Rao、B. Narsaiah、U. Surya Narayana Murthy

  DOI：10.1016/j.ejmech.2006.03.028

  日期：2006.8

  Novel pyrido[2,3-d]pyrimidines 4 have been synthesised starting from 2-amino-4-trifluoromethyl-6-substituted nicotinonitriles 1 via imine formation, selective amination followed by Dimroth rearrangement. Compound 4 were screened against Gram +ve and -ve bacteria in vitro. Compounds 4h and 4d showed significant activity against all species of Gram positive bacteria and moderate activity against Gram negative bacteria. N-2,4 difluorophenyl compounds 4l and 4m were the least active among all the compounds. All the compounds were inactive against Pseudomonas aeruginosa at the maximum concentration of 200 mu g ml(-1). (c) 2006 Elsevier SAS. All rights reserved.