Synthesis, Spectroscopic Evaluations and UV-Vis Titration Studies of New Symmetrical Amide Compounds Derived from N-6-[(4-pyridylmethylamino)carbonyl]-pyridine-2-carboxylic Acid Methyl Ester

• Published in: Trends in Sciences
• Main Author: Abdul Kadir M.; Haris N.S.H.; Mohamed Zuki H.; Kassim S.; Kassim K.
• Format: Article
• Language: English
• Published: Walailak University 2024
• Online Access: https://www.scopus.com/inward/record.uri?eid=2-s2.0-85191947619&doi=10.48048%2ftis.2024.7405&partnerID=40&md5=c4d79fb2ee12eacd73b71ffc1cd8c4bf

In this study, 2 flexible and pre-organized tetraamide compounds derived from N-6-[(4pyridylmethylamino)carbonyl]-pyridine-2-carboxylic acid methyl ester namely 1,2-bis[N,N’-6-(4pyridylmethylamido)pyridyl-2-carboxyamido]pentane (L1) and 1,2-bis[N,N’-6-(4pyridylmethylamido)pyridyl-2-carboxyamido]hexane (L2) have been successfully synthesized when reacted with diamines in 1:2 ratio. These new compounds were built from combination of 3 main components, as a trend requires for anion receptor which are (i) 2,6-pyridine dicarboxamide moieties as targeted anion binding host, (ii) amino methyl pyridine pendants arms as the flexible moieties and (iii) pentyl (-C5H10-) and hexyl (-C6H12-) unit as the spacer. Compounds L1-L2 were fully characterized by using elemental analyzer, Fourier transform infrared (FTIR) spectroscopy, gas chromatography-mass spectroscopy (GC-MS),1H, 2D NOESY and13C Nuclear Magnetic Resonance (NMR) spectroscopies, and Ultraviolet-visible (UV-Vis) spectroscopies. In this study, anion titration methods were used to identify the affinity towards selected anions. The results showed that L1 (having a pentyl spacer) had the highest affinity towards phosphate anions as compared to L2, where the red shift changes were observed in the UV-vis spectrum at the amide region. © 2024, Walailak University. All rights reserved.