Conformational analysis of analogs of fentanyl: a theoretical approach. Possible influence of the anomeric effect on its biological activity

Autor:	Roberto Martínez, Manuel F. Rubio A, L.Josué Alfaro L, Roberto Salcedo
Rok vydání:	1995
Předmět:	Anomeric effect Chemistry Stereochemistry Cyclohexane conformation Biological activity Condensed Matter Physics Ring (chemistry) Biochemistry Fentanyl chemistry.chemical_compound medicine Molecule Piperidine Physical and Theoretical Chemistry medicine.drug
Zdroj:	Journal of Molecular Structure: THEOCHEM. 342:141-146
ISSN:	0166-1280
DOI:	10.1016/0166-1280(95)90103-5
Popis:	MM2 and AM1 calculations have been carried out on eight different forms of fentanyl in order to identify structural features which correlate with the anesthesic activity of this compound. Eight molecules were examined each arising from different substitutions of C-3 and C-5 of the piperidine ring with N, O, or S atoms. The chair conformation with an axial anilide group was found to have the lowest energy among the structures analyzed. Our results suggest that two of the analogs could be potentially as effective as fentanyl.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1377296cd046ad56932d76220c9d0dc2 https://doi.org/10.1016/0166-1280(95)90103-5 Zobrazit plný text záznamu Full Text from ScienceDirect