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Spirocycles

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Spirocycles are rigid scaffolds that have attracted the attention of medicinal chemists over the last decade. Spirocycles are three-dimensional fragments and have a high sp3/sp2 ratio by nature, a feature that is of increasing importance in the design of new classes of biologically-active molecules with improved properties. They also offer conformational restriction in the positioning of exit vectors.

Why Spirocycles?

Spirocycles are rigid scaffolds that have attracted the attention of medicinal chemists over the last decade. Spirocycles are three-dimensional fragments and have a high sp3/sp2 ratio by nature, a feature that is of increasing importance in the design of new classes of biologically-active molecules with improved properties. They also offer conformational-restriction in the positioning of exit vectors. Two intrinsic properties of spirocycles are worth mentioning:1 1) they have a reduced lipophilicity compared to analogous cyclic molecules and 2) they offer many more opportunities for covering the chemical space and positioning exit vectors, much more three-dimensional character.

Researchers in the Carreira group at ETH-Z├╝rich and at Roche, Basel,2 as well as other academic and industrial researchers, have demonstrated that the use of spirocycles in drug discovery often leads to improved physicochemical and improved pharmacokinetic properties as well as structural novelty. The rigidity of spirocycles makes them ideal scaffolds to orientate exit vectors in a conformationaly-restricted manner.

Another advantage Spirocycles is that their introduction in molecules of interest usually comes with novel chemical space and therefore new intellectual property.

Why SpiroChem?

SpiroChem is a world-leading company on chemical diversity and expansion of the chemical space. SpiroChem has years of experience in the design and synthesis of novel spirocyclic fragments for drug discovery. Our internal R&D programs continuously feed our pipeline of novel structures that can be used either as new screening series or as bioisosteric replacement.

With many years of experience and a profound understanding of what really matters to the medicinal chemistry community, SpiroChem has designed a comprehensive catalog of advanced spirocyclic building blocks. Some of our spirocycles are based on our leading position in the field of oxetanes, other offer multiple nitrogens or other functionalities for derivatization. The chemical diversity of our portfolio of spirocyclic derivatives allows their introduction in most medicinal chemistry programs, whether as scaffolds or central fragments, or as peripheral groups for property modulation. We are here to support you and help you if you need advice.

Obviously, our long-term involvement in the field of spirocycles also allows us to design synthetic routes to new series that are fit for your applications and that will facilitate introduction of these new scaffolds in your molecules of interest. Do not hesitate contacting us if you have specific needs and we will provide tailor-made solutions!

Get Inspired with our Building Blocks to Create the Drugs of Tomorrow.