4.5 Article

Synthesis, Anti-inflammatory and Analgesic Evaluation of Certain New 3a,4,9,9a-Tetrahydro-4,9-benzenobenz[f]isoindole-1,3-diones

Journal

ARCHIV DER PHARMAZIE
Volume 344, Issue 8, Pages 543-551

Publisher

WILEY-BLACKWELL
DOI: 10.1002/ardp.201100020

Keywords

Analgesic and Anti-inflammatory Activities; Dibenzobarallene; Isoindoles; Secondary amines

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In an effort to establish new candidates with improved analgesic and anti-inflammatory activities, we reported here the synthesis and in-vivo analgesic and anti-inflammatory evaluation of various series of 2-substituted-3a,4,9,9a-tetrahyclro-4,9-benzeno-benz[f]isoindole-1,3-diones: [4-Bromobutoxy] 6, 5-bromopentoxy 7, [4-(4-phenylpiperazin-1-yl)butoxy] 9, [5-(4-phenylpiperazin-1-yl)pentoxy] 10, 2-(2(4)-(4-phenylpiperazin-1-yl)-2-oxoethyl/4-oxobutyl 17, 19, [2(4)-(4-methylpiperazin-1-yl]-2-oxoethyl/4-oxobutyl 20, 22, 12(4)-morpholino-2-oxoethyl/4-oxobutyl] 23, 25, and 2(4)-(piperidin-1-yl)2-oxoethyl/4-oxobutyl) 26 and 28. The newly synthesized compounds were characterized by (IR, (1)H-, (13)C-NMR, and mass spectra). The representative compounds were evaluated as analgesic and anti-inflammatory activities. Compounds 9, 19, 22, 25, and 28 exhibited activities higher than the reference drug.

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