[2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes

Rachel C. Epplin, Shashwati Paul, Loïc Herter, Christophe Salome, Erin N. Hancock, Jay F. Larrow, Erich W. Baum, David R. Dunstan, Carol Ginsburg-Moraff, Thomas C. Fessard () and M. Kevin Brown ()
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Rachel C. Epplin: Indiana University
Shashwati Paul: Indiana University
Loïc Herter: SpiroChem AG
Christophe Salome: SpiroChem AG
Erin N. Hancock: Indiana University
Jay F. Larrow: Novartis Institutes for BioMedical Research
Erich W. Baum: Novartis Institutes for BioMedical Research
David R. Dunstan: Novartis Institutes for BioMedical Research
Carol Ginsburg-Moraff: Novartis Institutes for BioMedical Research
Thomas C. Fessard: SpiroChem AG
M. Kevin Brown: Indiana University

Nature Communications, 2022, vol. 13, issue 1, 1-5

Abstract: Abstract Aromatic ring isosteres and rigidified saturated hydrocarbons are important motifs to enable drug discovery. Herein we disclose [2]-ladderanes as a class of meta-substituted aromatic ring isosteres and rigidified cyclohexanes. A straightforward synthesis of the building blocks is presented along with representative derivatization. Preliminary studies reveal that the [2]-ladderanes offer similar metabolic and physicochemical properties thus establishing this class of molecules as interesting motifs.

Date: 2022
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Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-33827-3

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DOI: 10.1038/s41467-022-33827-3

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