N-hydroxy-3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide | 1344115-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-hydroxy-3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide
• CAS: 1344115-19-0
• 化学式: C₁₆H₁₅N₃O₄
• 分子量: 313.313
• InChiKey: KFBWSDJVPXJVAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  105.39
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-(5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenol 在 羟胺 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.5h， 生成 N-hydroxy-3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboxamide
  参考文献：
  名称：

  Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis

  摘要：

  Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide-polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.08.052