Synthesis, spectroscopic characterization and X-ray structure of novel 7-methoxy-4-oxo-N-phenyl-4H-chromene-2-carboxamides

• Type: Article in International Scientific Journal
• Date: 2014

Authors

Joana Reis (Author) Other; Alexandra Gaspar (Author) Other; Fernanda Borges (Author) FCUP; Ligia Rebelo Gomes (Author) Other; John Nicolson Low (Author) Other

Journal

Title: Journal of Molecular Structure

Vol. 1056

ISSN: 0022-2860

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 6 Citations

Scopus - 7 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-008-FNW

Abstract (EN): The chromone scaffold has been found to be an important tool in the drug discovery process through its relevant pharmacological activities. Chromone carboxamide derivatives synthesized within our group have shown noteworthy results as inhibitors of monoamino oxidase-B and as ligands for adesonine receptors. Specifically, chromone-2-carboxamide has been shown to be a privileged structure for the development of selective A(3) adenosine receptor ligands. In this work two novel substituted 4-oxo-N-phenyl-4H-chromene-2-carboxamides have been synthesized and a complete structural characterization was performed using Fourier Transform Infrared Spectroscopy, one-dimensional and two-dimensional Nuclear Magnetic Resonance techniques and Mass Spectroscopy. Finally, the molecular and supramolecular structures were determined by X-ray analysis. The X-ray crystallographic analysis describes in detail the molecular conformation and supramolecular structure of a hemihydrate of 7-methoxy-4-oxo-N-phenyl-4H-chromene-2-carboxamide. The data acquired from this study add valuable information to our chromone database. The unambiguous identification of the compounds will support the understanding of the structure-activity relationships of these compounds. (C) 2013 Elsevier B.V. All rights reserved.

Language: English

Type (Professor's evaluation): Scientific