Laboratório de Avaliação e Síntese de Substâncias Bioativas (LASSBio), Faculdade de Farmácia, Universidade Federal do Rio de Janeiro, Rio de Janeiro, RJ, Brazil.
Chirality. 2012 Jun;24(6):463-70. doi: 10.1002/chir.22016. Epub 2012 Apr 28.
This work describes the atropisomeric relationships of 3-methyl-5-(3-methyl-5-phenyl-1H-pyrazol-1-yl)-1-phenyl-1H-pyrazol-4-amine (2d), which belongs to series 4-aminobipyrazole derivatives designed as anti-inflammatory agents. The (1)H nuclear magnetic resonance spectra obtained in the presence of a chiral lanthanide shift salt associated to chiral high-performance liquid chromatography analysis, X-ray diffraction, and molecular modeling tools confirmed that ortho bis-functionalized bipyrazole 2d exists as a mixture of aR,aS-atropisomers. These results provide useful information to understand the pharmacological profile of this derivative and of other 4-aminobipyrazole analogs.
这项工作描述了 3-甲基-5-(3-甲基-5-苯基-1H-吡唑-1-基)-1-苯基-1H-吡唑-4-胺（2d）的旋光异构关系，它属于设计为抗炎剂的 4-氨基比吡唑衍生物系列。在与手性高效液相色谱分析、X 射线衍射和分子建模工具相关的手性镧系元素位移盐存在下获得的（1）H 核磁共振谱证实，邻位双官能化的比吡唑 2d 以 aR,aS-旋光异构体混合物的形式存在。这些结果为理解该衍生物和其他 4-氨基比吡唑类似物的药理特性提供了有用信息。
