N-hydroxy-3,5-bis-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamide | 1208112-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-hydroxy-3,5-bis-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamide
• 英文别名: N'-hydroxy-3,5-bis(2-hydroxyphenyl)-3,4-dihydropyrazole-2-carboximidamide
• CAS: 1208112-51-9
• 化学式: C₁₆H₁₆N₄O₃
• 分子量: 312.328
• InChiKey: KHBNTJSDDOWUHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-bis(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-carbothioamide 在 羟胺 、 碘甲烷 作用下， 以 甲醇 为溶剂， 生成 N-hydroxy-3,5-bis-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-1-carboximidamide
  参考文献：
  名称：

  Towards development of selective and reversible pyrazoline based MAO-inhibitors: Synthesis, biological evaluation and docking studies

  摘要：

  Ten novel 3,5-diaryl pyrazolines were synthesized and investigated for their monoamine oxidase (MAO) inhibitory property. All the molecules were found to be reversible and selective inhibitor for either one of the isoform (MAO-A or MAO-B). Further insights in the theoretical evaluation of the possible interactions between the compounds and monoamine oxidases (MAO-A or MAO-B) have been developed through docking studies. The theoretical values are in congruence with their experimental values. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.015

文献信息

• Towards development of selective and reversible pyrazoline based MAO-inhibitors: Synthesis, biological evaluation and docking studies
  作者：Anasuya Sahoo、Samiye Yabanoglu、Barij N. Sinha、Gulberk Ucar、Arijit Basu、Venkatesan Jayaprakash

  DOI：10.1016/j.bmcl.2009.11.015

  日期：2010.1

  Ten novel 3,5-diaryl pyrazolines were synthesized and investigated for their monoamine oxidase (MAO) inhibitory property. All the molecules were found to be reversible and selective inhibitor for either one of the isoform (MAO-A or MAO-B). Further insights in the theoretical evaluation of the possible interactions between the compounds and monoamine oxidases (MAO-A or MAO-B) have been developed through docking studies. The theoretical values are in congruence with their experimental values. (C) 2009 Elsevier Ltd. All rights reserved.
• Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
  作者：Julian A. Ferreras、Akash Gupta、Neal D. Amin、Arijit Basu、Barij N. Sinha、Stefan Worgall、Venkatesan Jayaprakash、Luis E.N. Quadri

  DOI：10.1016/j.bmcl.2011.08.052

  日期：2011.11

  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.