An efficient, facile, and practical parallel combinatorial synthesis of substituted-benzoxazines under microwave irradiation was described. The procedure involved the use of a microwave oven especially designed for organic synthesis suitable for parallel synthesis of solution libraries. A demonstration 19-membered library of substituted N,N-dimethyl- and N-methyl-benzoxazine amide derivatives, structurally related to the potassium channel opener cromakalim, was generated by both conventional and microwave procedures, achieving a reduction from 7 h to 30–36 min in library generation time for the microwave approach. All the synthesized compounds were tested using the in vitro models of rat aorta and guinea pig trachea rings pre-contracted with phenylephrine and carbachol, respectively. All N,N-dimethyl amide derivatives showed a relaxant activity higher on guinea pig trachea rings than on rat aorta rings.

Synthesis by microwave irradiation of a substituted benzoxazine parallel library with preferential relaxant activity for guinea pig trachealis / Caliendo, Giuseppe; Perissutti, Elisa; Santagada, Vincenzo; Fiorino, Ferdinando; Severino, Beatrice; Cirillo, Donatella; D'EMMANUELE DI VILLA BIANCA, Roberta; L., Lippolis; A., Pinto; Sorrentino, Raffaella. - In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0223-5234. - STAMPA. - 39:(2004), pp. 815-826. [10.1016/j.ejmech.2004.05.003]

Synthesis by microwave irradiation of a substituted benzoxazine parallel library with preferential relaxant activity for guinea pig trachealis

CALIENDO, GIUSEPPE;PERISSUTTI, ELISA;SANTAGADA, VINCENZO;FIORINO, FERDINANDO;SEVERINO, BEATRICE;CIRILLO, DONATELLA;D'EMMANUELE DI VILLA BIANCA, ROBERTA;SORRENTINO, RAFFAELLA
2004

Abstract

An efficient, facile, and practical parallel combinatorial synthesis of substituted-benzoxazines under microwave irradiation was described. The procedure involved the use of a microwave oven especially designed for organic synthesis suitable for parallel synthesis of solution libraries. A demonstration 19-membered library of substituted N,N-dimethyl- and N-methyl-benzoxazine amide derivatives, structurally related to the potassium channel opener cromakalim, was generated by both conventional and microwave procedures, achieving a reduction from 7 h to 30–36 min in library generation time for the microwave approach. All the synthesized compounds were tested using the in vitro models of rat aorta and guinea pig trachea rings pre-contracted with phenylephrine and carbachol, respectively. All N,N-dimethyl amide derivatives showed a relaxant activity higher on guinea pig trachea rings than on rat aorta rings.
2004
Synthesis by microwave irradiation of a substituted benzoxazine parallel library with preferential relaxant activity for guinea pig trachealis / Caliendo, Giuseppe; Perissutti, Elisa; Santagada, Vincenzo; Fiorino, Ferdinando; Severino, Beatrice; Cirillo, Donatella; D'EMMANUELE DI VILLA BIANCA, Roberta; L., Lippolis; A., Pinto; Sorrentino, Raffaella. - In: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0223-5234. - STAMPA. - 39:(2004), pp. 815-826. [10.1016/j.ejmech.2004.05.003]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/101154
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