N-[4-(2-furyl)-6-(4-methoxybenzylamino)pyrimidin-5-ylamino]formamide | 1173900-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[4-(2-furyl)-6-(4-methoxybenzylamino)pyrimidin-5-ylamino]formamide
• 英文别名: N-(4-(furan-2-yl)-6-(4-methoxybenzylamino)pyrimidin-5-yl)formamide；N-[4-(furan-2-yl)-6-[(4-methoxyphenyl)methylamino]pyrimidin-5-yl]formamide
• CAS: 1173900-23-6
• 化学式: C₁₇H₁₆N₄O₃
• 分子量: 324.339
• InChiKey: DCJUPXZXRBPDGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[4-(2-furyl)-6-(4-methoxybenzylamino)pyrimidin-5-ylamino]formamide 以 氘代甲醇 为溶剂， 反应 600.0h， 生成 6-(2-furyl)-9-(4-methoxyphenylmethyl)-9H-purine
  参考文献：
  名称：

  Synthesis and biological evaluation of pyrimidine analogs of antimycobacterial purines

  摘要：

  Pyrimidine analogs of antimycobacterial 6-aryl-9-benzylpurines have been synthesized and screened for antibacterial activity against Mycobacterium tuberculosis H(37)Rv in vitro. Several active compounds were identified and the best results were observed for 5-formamidopyrimidines. These compounds generally displayed IC(90) values <= 1 mu g/mL, and they exhibited low toxicity towards mammalian cells. Imidazolylpyrimidines, which may be regarded as fleximer analogs of the parent purines, were also synthesized and one of them was found to be quite a potent inhibitor of M. tuberculosis (IC(90) 14 mu g/mL). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.035
• 作为产物：
  描述：

  6-(2-furyl)-9-(4-methoxyphenylmethyl)-9H-purine 在 四丁基氢氧化铵 、 silica gel 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 18.0h， 以66%的产率得到N-[4-(2-furyl)-6-(4-methoxybenzylamino)pyrimidin-5-ylamino]formamide
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of 5-formylaminopyrimidines; analogs of antibacterial purines

  摘要：

  Pyrimidine analogs of antimycobacterial purines have been synthesized and their biological activities evaluated. Several 5-formamidopyrimidines exhibited profound activity against Mycobacterium tuberculosis in vitro (IC90 <= 1.5 mu g/mL), and they were essentially inactive against other bacteria. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.082

文献信息

• Synthesis and antimycobacterial activity of 5-formylaminopyrimidines; analogs of antibacterial purines
  作者：Morten Brændvang、Colin Charnock、Lise-Lotte Gundersen

  DOI：10.1016/j.bmcl.2009.04.082

  日期：2009.6

  Pyrimidine analogs of antimycobacterial purines have been synthesized and their biological activities evaluated. Several 5-formamidopyrimidines exhibited profound activity against Mycobacterium tuberculosis in vitro (IC90 <= 1.5 mu g/mL), and they were essentially inactive against other bacteria. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of pyrimidine analogs of antimycobacterial purines
  作者：Matthew L. Read、Morten Brændvang、Pedro O. Miranda、Lise-Lotte Gundersen

  DOI：10.1016/j.bmc.2010.04.035

  日期：2010.6.1

  Pyrimidine analogs of antimycobacterial 6-aryl-9-benzylpurines have been synthesized and screened for antibacterial activity against Mycobacterium tuberculosis H(37)Rv in vitro. Several active compounds were identified and the best results were observed for 5-formamidopyrimidines. These compounds generally displayed IC(90) values <= 1 mu g/mL, and they exhibited low toxicity towards mammalian cells. Imidazolylpyrimidines, which may be regarded as fleximer analogs of the parent purines, were also synthesized and one of them was found to be quite a potent inhibitor of M. tuberculosis (IC(90) 14 mu g/mL). (C) 2010 Elsevier Ltd. All rights reserved.