Metal Free Scalable Synthesis of Fluorinated Indole and Benzofuran Structures

Technology #ua15-027

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Researchers
Jon Njardarson
Professor, Chemistry & Biochemistry
Edon Vitaku
Graduate Assistant, Chemistry & Biochemistry
David Smith
Graduate Assistant, Chemistry & Biochemistry
Managed By
Paul Eynott
Sr. Licensing Manager (520) 621-2878

Technology Background: There are few alternative existing methods to treat arrhythmia. Originally, there were a slew of powerful anti arrhythmic drugs on the market which had the potential to treat the cardiovascular condition. However, the majority of these drugs were revealed to actually increase mortality rates rather than decrease them (Matyus, et. al 61). This left only two major compounds in the field, dronedarone and amiodarone (Han, et. al).

 

One other way to treat arrhythmia is the pacemaker. While a pacemaker can monitor the heart to identify electrical activity while being able to modulate the rhythm of the hear itself, it is only a temporary fix. Unlike its drug counterparts, a pacemaker does not address the core problem of arrhythmia, it only addresses the symptoms (What is a Pacemaker?).

 

Invention: The technology is a novel one step method to generate fluorinated aryl groups for use in various other reactions.

 

Advantages:

•       No metal involved, making synthesis potentially cheaper

•       Scalable to large quantity synthesis

•       Intermediate Compound can be used in other reactions as well

 

Applications:One possible application for the invention is in the field of anti-arrhythmic compounds. Benzofuran is a key component in a variety of existing anti-arrhythmic compounds (Han, et. al). Since the invention offers a new method for the production of benzofuran, it could perhaps be used to enhance the production of existing compounds that use benzofuran as a component. Key benzofuran based molecules for enhancement include dronedarone and amiodarone.

 

Patent Information: Patent Pending

 

References:

 

Han, T. S., G. R. Williams, and M. P. Vanderpump. “Benzofuran Derivatives and the Thyroid.” Clinical Endocrinology 70.1 (2009): 2-13. PubMed. Wiley Publishing, Jan. 2009. Web. 18 Aug. 2014. <http://www.ncbi.nlm.nih.gov/pubmed/18727707>.

Matyus, Peter, Ildiko Varga, Tivadar Rettegi, and Et. Al. “Novel Antiarrhythmic Compounds with Combined Class IB and Class III Mode of Action.” Current Medicinal Chemistry 11.1 (2004): 61-69. Bentham Science. Bentham Science Publishers, 2004. Web. 18 Aug. 2014. <http://www.eurekaselect.com/63021/article>.

“What Is a Pacemaker?” PubMed. NHLBI, 28 Feb. 2012. Web. 18 Aug. 2014. <http://www.nhlbi.nih.gov/health/health-topics/topics/pace/>.

 

Principal Investigator

       Name: Jon Njardarson

       Department: Chemistry and Biochemistry

       Website: http://cbc.arizona.edu/njardarson/group/homepage

Licensing Manager

       Name: Paul R. Eynott PhD, MBA

       Email: PaulE@tla.arizona.edu       

       Phone: 520.471.2687

       Website: http://techlaunch.arizona.edu/people/paul-eynott