6-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)phenyl]hexanamide | 886836-83-5

• 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: 6-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)phenyl]hexanamide
• CAS: 886836-83-5
• 化学式: C₁₇H₂₁N₃O₃
• 分子量: 315.372
• InChiKey: PNORJGZROMLTIN-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  6-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)phenyl]hexanamide 在 吡啶 、 溴 作用下， 以 四氯化碳 为溶剂， 以87%的产率得到6-[4-(5-bromo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl-methyl)-phenyl]-hexanoic acid amide
  参考文献：
  名称：

  Substituted benzyl-pyrimidines targeting thymidine monophosphate kinase of Mycobacterium tuberculosis: Synthesis and in vitro anti-mycobacterial activity

  摘要：

  A series of N(1)-(4-substituted-benzyl)-pyrimidines were synthesized as potential inhibitors of thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt). Key SAR parameters included the chain length substitution in para position of the benzyl ring, the functional group terminating the alkyl chain, and the substituent on the C-5 pyrimidine ring. Synthesized molecules were assayed against both recombinant enzyme and mycobacteria cultures. The most potent compounds have K(i) values in the micromolar range and an MIC(50) of 50 mu g/mL against Mycobacterium bovis. These results will guide the design of a new generation of lead compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.045
• 作为产物：
  描述：

  6-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)phenyl]hexanoic acid methyl ester 在 氨 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以65%的产率得到6-[4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)phenyl]hexanamide
  参考文献：
  名称：

  Substituted benzyl-pyrimidines targeting thymidine monophosphate kinase of Mycobacterium tuberculosis: Synthesis and in vitro anti-mycobacterial activity

  摘要：

  A series of N(1)-(4-substituted-benzyl)-pyrimidines were synthesized as potential inhibitors of thymidine monophosphate kinase of Mycobacterium tuberculosis (TMPKmt). Key SAR parameters included the chain length substitution in para position of the benzyl ring, the functional group terminating the alkyl chain, and the substituent on the C-5 pyrimidine ring. Synthesized molecules were assayed against both recombinant enzyme and mycobacteria cultures. The most potent compounds have K(i) values in the micromolar range and an MIC(50) of 50 mu g/mL against Mycobacterium bovis. These results will guide the design of a new generation of lead compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.045