Design, synthesis, and characterization of SO2-containing azabicyclo[3.n.1]alkanes: promising building blocks for drug discovery

Tetiana Druzhenko; Olexandr Denisenko; Yuri Kheylik; Sergey Zozulya; Svitlana S Shishkina; Andrei Tolmachev; Pavel K Mykhailiuk

doi:10.1021/acs.orglett.5b00608

Design, synthesis, and characterization of SO2-containing azabicyclo[3.n.1]alkanes: promising building blocks for drug discovery

Org Lett. 2015 Apr 17;17(8):1922-5. doi: 10.1021/acs.orglett.5b00608. Epub 2015 Mar 31.

Authors

Tetiana Druzhenko^{1

2}, Olexandr Denisenko¹, Yuri Kheylik¹, Sergey Zozulya¹, Svitlana S Shishkina³, Andrei Tolmachev^{1

2}, Pavel K Mykhailiuk^{1

2}

Affiliations

¹ †Enamine, Ltd., Chervonotkatska 78, Kyiv 01103, Ukraine.
² ‡Department of Chemistry, National Taras Shevchenko University of Kyiv, Volodymyrska 64, Kyiv 01033, Ukraine.
³ §STC 'Institute for Single Crystals', NAS of Ukraine 60 Lenina Avenue, Kharkiv 61001, Ukraine.

PMID: 25823962
DOI: 10.1021/acs.orglett.5b00608

Abstract

A set of novel SO2-containing azabicyclo[3.n.1]alkanes has been synthesized by the double-Mannich annulation of of the corresponding monocyclic S-ketones. These compounds have been rationally designed as 3D-shaped, conformationally restricted SO2-containing building blocks for drug discovery.

MeSH terms

Azabicyclo Compounds / chemical synthesis*
Azabicyclo Compounds / chemistry
Drug Discovery*
Molecular Structure
Sulfur Dioxide / chemistry*

Substances

Azabicyclo Compounds
Sulfur Dioxide