Benjamine, Assoma Amon and Jacques, Atse Adepo and Soleymane, Kone and Sawaliho, Bamba El Hadji (2020) Comparative Theoretical Study of Stability, Lypophilicity, Dipole Moments, Acidity and Spectroscopic Properties of Non-Steroidal Anti-Inflammatory Drugs: Ibuprofen, Ketoprofen and Flurbiprofen. Chemical Science International Journal, 29 (5). pp. 51-60. ISSN 2456-706X
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Abstract
A comparative theoretical study of some physicochemical properties of R and S enantiomers of ibuprofen, ketoprofen and flurbiprofen is undertaken in order to understand their reactivity. To do this, DFT and TD-DFT methods at the B3LYP/6-311G(d,p) level theory are used. The partition coefficient determined is 3.72 for ibuprofen, 2.81 for ketoprofen and 4.12. for flurbiprofen. That means that these NSAIDs are characterized by a high lipophilicity. The calculated Gibbs energies show that the R enantiomer is the most stable in the case of ibuprofen and the S enantiomer in the case of ketoprofen and flurbiprofen. The study of acidity shows that S enantiomer of ibuprofen and R enantiomers of ketoprofen and flurbiprofen are the most acidic enantiomers. TD-DFT calculations show that, the absorption maxima (λmax) of ibuprofen and flurbiprofen correspond to the HOMO→LUMO transition. For ketoprofen, these are associated with the transition HOMO→LUMO+1. These results elucidate the reactivity of the investigated NSAIDs and could help to establish a classification their efficacy.
Item Type: | Article |
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Subjects: | Bengali Archive > Chemical Science |
Depositing User: | Unnamed user with email support@bengaliarchive.com |
Date Deposited: | 10 Mar 2023 08:55 |
Last Modified: | 24 Aug 2024 13:26 |
URI: | http://science.archiveopenbook.com/id/eprint/330 |