Cyclobutanes in Small‐Molecule Drug Candidates

doi:10.1002/cmdc.202200020

Paper

Cyclobutanes in Small‐Molecule Drug Candidates

Published Mar 9, 2022 · Marnix R. van der Kolk, Mathilde A. C. H. Janssen, F. Rutjes

Chemmedchem

Q1 SJR score

62

Citations

1

Influential Citations

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Abstract

Cyclobutanes are increasingly used in medicinal chemistry in the search for relevant biological properties. Important characteristics of the cyclobutane ring include its unique puckered structure, longer C−C bond lengths, increased C−C π‐character and relative chemical inertness for a highly strained carbocycle. This review will focus on contributions of cyclobutane rings in drug candidates to arrive at favorable properties. Cyclobutanes have been employed for improving multiple factors such as preventing cis/trans‐isomerization by replacing alkenes, replacing larger cyclic systems, increasing metabolic stability, directing key pharmacophore groups, inducing conformational restriction, reducing planarity, as aryl isostere and filling hydrophobic pockets.

Study Snapshot

Cyclobutanes contribute to favorable properties in small-molecule drug candidates by improving metabolic stability, preventing cis/trans-isomerization, directing key pharmacophore groups, and reducing planarity.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Cyclobutanes in Small‐Molecule Drug Candidates

References

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