New pharmaceutical salts of trazodone
Authors:
- Jolanta Jaśkowska,
- Przemysław Zaręba,
- Anna Drabczyk,
- Agnieszka Kozak,
- Izabela D. Madura,
- Zbigniew Majka,
- Edyta Pindelska
Abstract
New pharmaceutically acceptable salts of trazodone (trazodone hydrogen bromide and trazodone 1-hydroxy-2-naphthonic acid) for the treatment of central nervous system disorders are synthesized and described. Although trazodone salts are poorly crystalline, single-crystal X-ray diffraction data for trazodone 1-hydroxy-2-naphthonic acid were collected and analyzed as well as compared to the previously described crystal structure of commercially available trazodone hydrochloride. The powder samples of all new salts were characterized by Fourier transform infrared spectroscopy, X-ray diffraction and 13C solid-state nuclear magnetic resonance spectroscopy. Spectroscopic studies were supported by gauge including projector augmented wave (GIPAW) calculations of carbon chemical shielding constants. The main goal of our research was to find salts with better physicochemical properties and to make an attempt to associate them with both the anion structure and the most prominent interactions exhibited by the protonated trazodone cation. The dissolution profiles of trazodone from tablets prepared from various salts with lactose monohydrate were investigated. The studies revealed that salts with simple anions show a fast release of the drug while the presence of more complex anion, more strongly interacting with the cation, effects a slow-release profile of the active substance and can be used for the preparation of the tables with a delay or prolonged mode of action.
- Record ID
- CUTccf5133c52eb432a8c46b44cf5bb8e89
- Publication categories
- ;
- Author
- Journal series
- Molecules, ISSN , e-ISSN 1420-3049, Biweekly
- Issue year
- 2021
- Vol
- 26
- No
- 3
- Pages
- [1-14]
- Article number
- 769
- Other elements of collation
- schem.; tabl.; wykr.; Bibliografia (na s.) - 12-14; Bibliografia (liczba pozycji) - 46; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 26, Iss. 3
- Substantive notes
- Section: Medicinal Chemistry
- Keywords in English
- trazodone, drug design, dissolution, crystal structure, solid-state NMR (SSNMR) spectroscopy, GIPAW calculation
- DOI
- DOI:10.3390/molecules26030769 Opening in a new tab
- URL
- https://www.mdpi.com/1420-3049/26/3/769/htm Opening in a new tab
- Language
- eng (en) English
- License
- Score (nominal)
- 140
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUTccf5133c52eb432a8c46b44cf5bb8e89/
- URN
urn:pkr-prod:CUTccf5133c52eb432a8c46b44cf5bb8e89
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