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Alkylation of 2,4-(1H,3H)-Quinazolinediones with Dialkyl Carbonates Under Microwave Irradiations
Centro de Graduados e Investigación en Química, Instituto Tecnológico de Tijuana. C.P. 1166. Tijuana, B.C. 22000, Mexico
Instituto Nacional de Investigaciones Nucleares, Departamento de Química. Carretera México Toluca S/N, La Marquesa, Ocoyoacac, D.F. C.P. 52750, Mexico
Facultad de Química, Universidad Autónoma de Baja California, Calzada Tecnológico #14418, Mesa de Otay. Tijuana, B.C, C.P. 22390, Mexico
* Author to whom correspondence should be addressed.
Received: 16 March 2009; in revised form: 6 April 2009 / Accepted: 9 April 2009 / Published: 20 May 2009
Abstract: Alkylation is a very important chemical reaction which modifies the biological properties of drugs. Quinazolinedione derivatives are of considerable interest due to their wide array of pharmacological properties.We now report application of a practical alkylation procedure to several quinazolinediones, including pelanserine (5f), which shows antihypertensive properties, 1-methyl-3-(2'-phenylethyl)-1H,3H-quinazoline-2,4-dione (1ab) and 1-methyl-3-[2'-(4'-methoxyphenyl)ethyl]-lH,3H-quinazoline-2,4-dione (1ae), which had been isolated from natural sources. The alkylation was optimized using dimethyl and diethyl carbonates under microwave irradiations.
Keywords: alkylation; quinazoline-2; 4-dione; antihypertensive activity; microwaves
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MDPI and ACS Style
Rivero, I.A.; Guerrero, L.; Espinoza, K.A.; Meza, M.C.; Rodríguez, J.R. Alkylation of 2,4-(1H,3H)-Quinazolinediones with Dialkyl Carbonates Under Microwave Irradiations. Molecules 2009, 14, 1860-1868.
Rivero IA, Guerrero L, Espinoza KA, Meza MC, Rodríguez JR. Alkylation of 2,4-(1H,3H)-Quinazolinediones with Dialkyl Carbonates Under Microwave Irradiations. Molecules. 2009; 14(5):1860-1868.
Rivero, Ignacio Alfredo; Guerrero, Leticia; Espinoza, Karla Alejandra; Meza, Martha Cecilia; Rodríguez, Jesús Ramón. 2009. "Alkylation of 2,4-(1H,3H)-Quinazolinediones with Dialkyl Carbonates Under Microwave Irradiations." Molecules 14, no. 5: 1860-1868.