| A growing number of non-toxic and biodegradable deep eutectic solvents (DES) have been discovered in recent years. This group encompasses the solidified crystalline material 3-(2-aminopyrimidin-1-yl)propanoate (3-2AP), a primary ammonium cation that is a construct of a typical DES. Synthesis of 3-(2-aminopyrimidin-1-yl)propanoate by quarternerization of the amine in the aromatic ring creates a novel deep eutectic solvent. An additional alteration to the DES construct is observed with the formation of a zwitterion between the positively charged quartenary amine group and the negatively charged carboxylate counter ion. The molecular arrangement, or construct, of a deep eutectic solvent will determine both its structure and application in industry. This report describes the synthesis and characterization of an 80:20 urea/3-2AP eutectic mixture with a melting point of 50°C, nearly 120°C lower than the melting temperature of 3-2AP (172.5°C). A cytotoxicity profile for 3-2AP exposed to A549 bronchoaveolar carcinoma cells revealed an LD50 of 337.65 mug/ml. |
