Configuration and conformation of alfentanil hydrochloride. Conformational study by NMR and theoretical calculations

Autor:	Carlos, Jaime, Albert, Virgili, Susana, Portillo, Antoni, Caparrós, Kepa K, Burusco
Rok vydání:	2013
Předmět:	Analgesics Opioid Proton Magnetic Resonance Spectroscopy Molecular Conformation Alfentanil
Zdroj:	Magnetic resonance in chemistry : MRC. 52(8)
ISSN:	1097-458X
Popis:	The configurational and conformational structure of alfentanil hydrochloride (1) was studied by nuclear magnetic resonance and theoretical calculations. Compound 1 is best described by equilibrium between two stereoisomeric piperidinium rings with the N-substituent always being in equatorial position. Nuclear magnetic resonance spectra demonstrate that, depending on the solvent, 1 adopts the conformation with an axial methoxymethylene group. Computations were crucial in determining the importance of the transannular attractive interaction between the positive charge at the piperidinium N-atom and the methoxymethyl group in position 4.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::3a8bfdb8871ad28f78e6cb314d69b686 https://pubmed.ncbi.nlm.nih.gov/24889875 Zobrazit plný text záznamu Plný text