4-amino-5-(4-methoxyphenyl)-1H-chromeno[2,3-d]pyrimidine-2(5H)-thione | 1256564-51-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-amino-5-(4-methoxyphenyl)-1H-chromeno[2,3-d]pyrimidine-2(5H)-thione
• 英文别名: 4-amino-5-(4-methoxyphenyl)-3,5-dihydrochromeno[2,3-d]pyrimidine-2-thione
• CAS: 1256564-51-8
• 化学式: C₁₈H₁₅N₃O₂S
• 分子量: 337.402
• InChiKey: PSKFXYBLXRPUCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-amino-4-(4-methoxyphenyl)-4H-chromene-3-carbonitrile 、 硫脲 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以65%的产率得到4-amino-5-(4-methoxyphenyl)-1H-chromeno[2,3-d]pyrimidine-2(5H)-thione
  参考文献：
  名称：

  Design, synthesis and in vitro evaluation of antitubercular and antimicrobial activity of some novel pyranopyrimidines

  摘要：

  The clinical significance of pyran and pyrimidine condensed systems and the raise in problem of multidrug resistant bacterial pathogens has directed us to synthesize pyranopyrimidine derivatives via the reactions of the versatile, 2-amino-4-(4-methoxyphenyl)-4H-substitutedchromene-3-carbonitrile with the appropriate reagents. The newly synthesized compounds were characterized by IR, H-1 NMR,C-13 NMR, Mass spectra and Elemental analysis. The compounds were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv [ATCC-27294] and antibacterial activity against Staphylococcus aureus [ATCC-25923] and Streptococcus pyogenes [MTCC-443] as Gram-positive, Escherichia coli [ATCC-25922] and Pseudomonas aeruginosa [MTCC-441] as Gram-negative bacterial strains and antifungal activity against Aspergillus niger [MTCC-282]. Several derivatives exhibited pronounced antitubercular and antimicrobial activities. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.014

文献信息

• Design, synthesis and in vitro evaluation of antitubercular and antimicrobial activity of some novel pyranopyrimidines
  作者：Nimesh R. Kamdar、Dhaval D. Haveliwala、Prashant T. Mistry、Saurabh K. Patel

  DOI：10.1016/j.ejmech.2010.08.014

  日期：2010.11

  The clinical significance of pyran and pyrimidine condensed systems and the raise in problem of multidrug resistant bacterial pathogens has directed us to synthesize pyranopyrimidine derivatives via the reactions of the versatile, 2-amino-4-(4-methoxyphenyl)-4H-substitutedchromene-3-carbonitrile with the appropriate reagents. The newly synthesized compounds were characterized by IR, H-1 NMR,C-13 NMR, Mass spectra and Elemental analysis. The compounds were evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H(37)Rv [ATCC-27294] and antibacterial activity against Staphylococcus aureus [ATCC-25923] and Streptococcus pyogenes [MTCC-443] as Gram-positive, Escherichia coli [ATCC-25922] and Pseudomonas aeruginosa [MTCC-441] as Gram-negative bacterial strains and antifungal activity against Aspergillus niger [MTCC-282]. Several derivatives exhibited pronounced antitubercular and antimicrobial activities. (C) 2010 Elsevier Masson SAS. All rights reserved.