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Abstract:

Fused heterobicyclic systems have gained much importance in the field of medicinal chemistry because of their broad spectrum of physiological activities. Among the heterocyclic rings containing bridgehead nitrogen atom, imidazothiazoles derivatives are especially attractive because of their different biological activities.Since many imidazothiazoles derivatives are effective for treating several diseases, is interesting to analyze the behavior of some isosteric related heterocycles, such as pirrolothiazoles, imidazothiadiazoles and imidazotriazoles. In this context, this review summarizes the current knowledge about the syntheses and biological behavior of these families of heterocycles. Traditional synthetic methodologies as well as alternative synthetic procedures are described. Among these last methodologies, the use of multicomponent reaction, novel and efficient coupling reagents, and environmental friendly strategies, like microwave assistance and solvent-free condition in ionic liquids are also summarized. This review includes the biological assessments, docking research and studies of mechanism of action performed in order to obtain the compounds leading to the development of new drugs. © 2014 Published by Elsevier Masson SAS.

Registro:

Documento: Artículo
Título:Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties
Autor:Fascio, M.L.; Errea, M.I.; D'Accorso, N.B.
Filiación:Departamento de Química Organica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellon 2 e, Buenos Aires, 1428, Argentina
Departamento de Ingenieriá Química, Instituto Tecnologico de Buenos Aires, Av. Eduardo Madero 399, Buenos Aires, 1106, Argentina
Palabras clave:Biological activities; Imidazo[2 1-b]thiazoles; Imidazo[2 1-b][1 3 4]thiadiazoles; Imidazo[2 1-c][1 2 4]triazoles; Pyrrolo[2 1-b]thiazoles; alprazolam; ampicillin; anastrozole; antineoplastic agent; bleomycin; estazolam; etoperidone; fluconazole; heterocyclic compound; imidazole derivative; itraconazole; letrozole; nefazodone; new drug; pyrrole derivative; ribavirin; rilmazafone; terconazole; thiazole derivative; trapidil; trazodone; vorozole; antiinfective agent; antineoplastic agent; antivirus agent; heterocyclic compound; imidazole derivative; thiazole derivative; antibacterial activity; antifungal activity; antineoplastic activity; antioxidant activity; antiproliferative activity; Article; biological activity; cancer cell line; catalyst; chronotropism; cyclization; deacetylation; drug binding site; drug synthesis; enzyme activity; heating; human; hydrogen bond; hydrolysis; inotropism; isomerization; microwave radiation; minimum inhibitory concentration; molecular docking; nonhuman; oxidation; reaction time; therapy effect; animal; cell proliferation; chemistry; drug effects; synthesis; Animals; Anti-Bacterial Agents; Antineoplastic Agents; Antiviral Agents; Cell Proliferation; Heterocyclic Compounds; Humans; Imidazoles; Thiazoles
Año:2015
Volumen:90
Página de inicio:666
Página de fin:683
DOI: http://dx.doi.org/10.1016/j.ejmech.2014.12.012
Título revista:European Journal of Medicinal Chemistry
Título revista abreviado:Eur. J. Med. Chem.
ISSN:02235234
CODEN:EJMCA
CAS:alprazolam, 28981-97-7; ampicillin, 69-52-3, 69-53-4, 7177-48-2, 74083-13-9, 94586-58-0; anastrozole, 120511-73-1; bleomycin, 11056-06-7, 9041-93-4; estazolam, 29975-16-4; etoperidone, 52942-31-1, 57775-22-1; fluconazole, 86386-73-4; itraconazole, 84625-61-6; letrozole, 112809-51-5; nefazodone, 82752-99-6, 83366-66-9; ribavirin, 36791-04-5; rilmazafone, 99593-25-6; terconazole, 67915-31-5; trapidil, 15421-84-8; trazodone, 19794-93-5, 25332-39-2; vorozole, 118949-22-7, 129731-10-8; Anti-Bacterial Agents; Antineoplastic Agents; Antiviral Agents; Heterocyclic Compounds; Imidazoles; Thiazoles
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_02235234_v90_n_p666_Fascio

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Citas:

---------- APA ----------
Fascio, M.L., Errea, M.I. & D'Accorso, N.B. (2015) . Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties. European Journal of Medicinal Chemistry, 90, 666-683.
http://dx.doi.org/10.1016/j.ejmech.2014.12.012
---------- CHICAGO ----------
Fascio, M.L., Errea, M.I., D'Accorso, N.B. "Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties" . European Journal of Medicinal Chemistry 90 (2015) : 666-683.
http://dx.doi.org/10.1016/j.ejmech.2014.12.012
---------- MLA ----------
Fascio, M.L., Errea, M.I., D'Accorso, N.B. "Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties" . European Journal of Medicinal Chemistry, vol. 90, 2015, pp. 666-683.
http://dx.doi.org/10.1016/j.ejmech.2014.12.012
---------- VANCOUVER ----------
Fascio, M.L., Errea, M.I., D'Accorso, N.B. Imidazothiazole and related heterocyclic systems. Synthesis, chemical and biological properties. Eur. J. Med. Chem. 2015;90:666-683.
http://dx.doi.org/10.1016/j.ejmech.2014.12.012