Conformational analysis and outer stimuli responsive alterations of N,N-diaryamides bearing azulene

2023 Fiscal Year Final Research Report

• Project/Area Number: 19K16323
• Research Category: Grant-in-Aid for Early-Career Scientists
• Allocation Type: Multi-year Fund
• Review Section: Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
• Research Institution: Showa Pharmaceutical University
• Principal Investigator: ITO Ai 昭和薬科大学, 薬学部, 講師 (00353491)
• Project Period (FY): 2019-04-01 – 2024-03-31
• Keywords: 芳香族アミド / アズレン / 立体構造 / 立体予測

Outline of Final Research Achievements

We focused on the unique electronic properties of azulene, we synthesized various N,N-diaryl amides bearing azulene, and investigated their conformational properties in solution and the crystalline state. These results indicate that are dependent on not only the relative π-electron densities of the N-aromatic moieties but also the three-dimensional relationship between carbonyl oxygen and N-aromatic moieties. We also investigated outer stimuli responsive alteration of some amides. In addition, the effect of intramolecular stabilization on heterocyclic amides were found.

Free Research Field

構造有機化学

Academic Significance and Societal Importance of the Research Achievements

本研究では、アズレン有する芳香族アミド化合物の立体挙動を解析し、その特異な構造特性を基にアミドのシス-トランス相互変換に関する影響について明らかにした。芳香族アミド化合物は医薬品に多くみられる部分構造であり、それらの立体予測へとつながる本研究成果は、分子をデザインする上で重要な知見になると考えられる。