Synthesis and anticonvulsant activity of 3-alkoxy-1,2-dihydro-3H-1,4-benzodiazepin-2-ones

A series of 3-alkoxy-1,2-dihydro-3 H -1,4-benzodiazepin-2-ones were synthesized and their anticonvulsant properties were studied. It was found that 7-bromo-5-phenyl-3-cyclopropylmethyloxy derivative VIII had the highest anticonvulsant action among the synthesized compounds, the value of which was co...

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Veröffentlicht in:Pharmaceutical chemistry journal 2012-12, Vol.46 (9), p.540-545
Hauptverfasser: Pavlovsky, V. I., Semenishina, E. A., Kravchenko, I. A., Radaeva, I. N., Simonov, Yu. A., Gdaniec, M., Samburskii, S. E., Andronati, S. A.
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Sprache:eng
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Zusammenfassung:A series of 3-alkoxy-1,2-dihydro-3 H -1,4-benzodiazepin-2-ones were synthesized and their anticonvulsant properties were studied. It was found that 7-bromo-5-phenyl-3-cyclopropylmethyloxy derivative VIII had the highest anticonvulsant action among the synthesized compounds, the value of which was comparable with that of the reference compound 7-bromo-3-hydroxy-5-(2′-chloro)phenyl-1,2-dihydro-3 H -1,4-benzodiazepin-2-one ( II ). It was established that the 3-alkoxy-5-phenyl derivatives had higher anticonvulsant action than the 3-alkoxy-5-(2_-chloro)phenyl derivatives. The structures of compounds VIII and IX were determined by x-ray crystal and molecular structure analyses.
ISSN:0091-150X
1573-9031
DOI:10.1007/s11094-012-0842-9