Synthesis and Characterization of Fluorinated Pyridazines and Their Biological Applications

Hannah Dendinger, Paige Hoyt, Tori Leal, Alexis Scowden, and Dr. Nathan Tice, Department of Physical Sciences, University of Findlay, 1000 N. Main Street, Findlay, OH, 45840.

Fluorinated heterocycles are a major component of the field of modern medicinal chemistry due to the widespread presence of heterocyclic ring structures in naturally occurring biological molecules. The effect of the presence of heterocyclic moieties on chemical properties such as intermolecular interactions and solubility can be used to impart synthetic molecules with useful drug-like characteristics. Heterocyclic compounds are susceptible to fluorine substitution, which can be used to modify the physicochemical properties of synthetic drugs, often improving its biological activity. Pyridazine is an aromatic six-membered ring with a chemical formula (CH)4N2 where the nitrogen are in adjacent positions. Pyridazines can improve the biological activities of drug molecules by increasing their solubility in water, and the dipole moment of pyridazine creates a high capacity for complexing with target molecules. Our method incorporates the route reported in “Novel fluorinated benzimidazole-based scaffolds and their anticancer activity in vitro” by Bhambra et al. A library of novel fluorinated pyridazines were synthesized by SNAR reaction of 5,6-fused ring pyridazines with a variety of substituents at the 1- and 4-positions (e.g., aryl, thienyl) with pentafluoropyridine. The target products were characterized by IR, 1H NMR,13C NMR, and Mass Spectrometry. 

Additional Abstract Information

Presenters: Hannah Dendinger, Paige Hoyt, Tori Leal, Alexis Scowden

Institution: University of Findlay

Type: Poster

Subject: Chemistry

Status: Approved

Time and Location

Session: Poster 4
Date/Time: Tue 11:00am-12:00pm
Session Number: 3583