Synthesis and comprehensive structural and physicochemical characterization of dutasteride hydrochloride hydrate solvates.
Steroids
; 124: 72-80, 2017 08.
Article
em En
| MEDLINE
| ID: mdl-28602645
ABSTRACT
Four crystalline dutasteride hydrochloride hydrate solvates containing respectively methanol, ethanol, acetone and acetonitrile molecules were obtained. All samples were characterized by extensive spectroscopic analysis with infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC) and 1H as well as 13C NMR techniques. For three solvates, i.e. methanol, ethanol and acetone solvates, the single crystal X-ray diffraction (SCXRD) experiments were possible, and their respective crystal and molecular structures were determined. The present study allowed to unambiguously establish the molecular composition of solvates as consisting of a dutasteride hydrogen chloride water solvent in a molar ratio of 1111 and confirm that they are isostructural. Beyond providing the full spectroscopic characteristic of the compounds, the results obtained have also allowed clarifying of some appearing inconsistencies in published literature regarding the appropriate attribution of IR absorption bands to the relevant molecular vibrations.
Palavras-chave
3-Oxo-4-aza-5α-androstane-17ß-carboxylic acid (PubChem CID: 9818495).; Differential scanning calorimetry; Dihydrodutasteride, i.e. N-tert-butyl-3-oxo-4-aza-5α-androstane-17ß-carboxamide, (PubChem CID: 58077530);; Dihydrofinasteride, i.e. N-tert-butyl-3-oxo-4-aza-5α-androstane-17ß-carboxamide, (PubChem CID: 9864387);; Dutasteride; Dutasteride hydrochloride hydrate solvates; Dutasteride, i.e. N-[2,5-bis(trifluoromethyl)phenyl]-3-oxo-4-aza-5α-androst-1-ene-17ß-carboxamide, (PubChem CID: 6918296);; Finasteride, i.e. N-tert-butyl-3-oxo-4-aza-5α-androst-1-ene-17ß-carboxamide, (PubChem CID: 57363);; IR spectroscopy; NMR spectroscopy; Single crystal X-ray analysis
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Solventes
/
Fenômenos Químicos
/
Dutasterida
Tipo de estudo:
Prognostic_studies
Idioma:
En
Revista:
Steroids
Ano de publicação:
2017
Tipo de documento:
Article