Bioactive CN Atropisomers.
Yuxiang Wang1, Osamu Kitagawa1
1Chemistry and Materials Program, College of Engineering, Shibaura Institute of Technology, Tokyo, Japan.
Chemical Record (New York, N.Y.)
|March 14, 2026
Summary
Chiral C-N atropisomers, restricted by rotation around a single bond, show promise in synthetic and medicinal chemistry. Their unique biological activities and properties are increasingly recognized, highlighting their potential applications.
Area of Science:
- Synthetic Organic Chemistry
- Medicinal Chemistry
- Stereochemistry
Background:
- C-N atropisomers, stereoisomers from restricted C-N bond rotation, are gaining attention.
- These compounds are synthesized with high optical purity and used as chiral building blocks and ligands.
- Atropisomers exhibit distinct biological activities, target selectivity, and pharmacokinetics.
Purpose of the Study:
- To comprehensively review C-N atropisomeric compounds.
- To highlight their diverse biological activities.
- To discuss synthesis, separation, and rotational stability.
Main Methods:
- Catalytic enantioselective reactions for synthesis.
- Separation techniques for isomers.
- Analysis of biological activity, target selectivity, and pharmacokinetics.
Main Results:
- Diverse C-N atropisomeric compounds have been synthesized with high optical purity.
- Significant differences in biological properties exist between atropisomers.
- Growing awareness of their potential in medicinal chemistry.
Conclusions:
- C-N atropisomers are valuable in both synthetic and medicinal chemistry.
- Their unique stereochemical properties lead to distinct biological effects.
- Further exploration of their biological potential is warranted.
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