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Normal internal coordinates, Force fields and vibrational study of Species Derived from Antiviral adamantadine
  • Silvia Brandan
Silvia Brandan
Universidad Nacional de Tucumán

Corresponding Author:[email protected]

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Abstract

Complete vibrational assignments have been performed for free base, cationic and hydrochloride species derived from antiviral adamantadine by combination of hybrid B3LYP with the 6-31G* and 6-311++G** basis sets and the SQMFF methodology. Normal internal coordinates and scaling factors were used to obtain the harmonic force fields and scaled force constants of three species in gas phase and in aqueous solution. Bond lengths and angles of cationic and hydrochloride species show very good concordances with the experimental of amantadinium azide. The cationic species reveals higher solvation energy value, as compared with antiviral agents, however, brincidofovir, the antiviral used to ebola disease presents a higher reactivity against to adamantadine. Positive value of Mulliken charge on N1 of hydrochloride species in solution could justify the ionic character of H29•••Cl30 bond, as evidenced by bond order and AIM calculations. The hydrochloride species is the most reactive in both media while the cationic species the less reactive. High electrophilicity and nucleophilicity indexes of cationic species in both media justify its higher hydration. Good concordances were observed between experimental and predicted 1H and 13C NMR and electronic spectra. In solution, the three species are present as revealed by the experimental UV spectrum of hydrochloride amantadine
27 May 2020Submitted to International Journal of Quantum Chemistry
28 May 2020Submission Checks Completed
28 May 2020Assigned to Editor
10 Jun 2020Reviewer(s) Assigned
05 Jul 2020Review(s) Completed, Editorial Evaluation Pending
06 Jul 2020Editorial Decision: Revise Major
08 Jul 20201st Revision Received
08 Jul 2020Submission Checks Completed
08 Jul 2020Assigned to Editor
17 Jul 2020Reviewer(s) Assigned
17 Jul 2020Review(s) Completed, Editorial Evaluation Pending
20 Jul 2020Editorial Decision: Accept
26 Aug 2020Published in International Journal of Quantum Chemistry. 10.1002/qua.26425