93595-55-2Relevant academic research and scientific papers
Synthesis and Pharmacological Evaluation of Fenamate Analogues: 1,3,4-Oxadiazol-2-ones and 1,3,4-Oxadiazole-2-thiones
El-Azzounyl, Aida A.,Maklad, Yousreya A.,Bartsch, Herbert,Zaghary, Wafaa A.,Ibrahim, Waleed M.,Mohamed, Mosaad S.
, p. 331 - 356 (2003)
A series of fenamate pyridyl or quinolinyl analogues of 1,3,4-oxadiazol-2-ones 5a-d and 6a-r, and 1,3,4-oxadiazole-2-thiones 5e-g and 6s-v, respectively, have been synthesized and evaluated for their analgesic (hot-plate), antiinflammatory (carrageenin induced rat's paw edema) and ulcerogenic effects as well as plasma prostaglandin E2 (PGE 2) level. The highest analgesic activity was achieved with compound 5a (0.5, 0.6, 0.7 mmol/kg b.wt.) in respect with mefenamic acid (0.4 mmol/kg b.wt.). Compounds 6h, 61 and 5g showed 93, 88 and 84% inhibition, respectively on the carrageenan-induced rat's paw edema at dose level of 0.1mmol/kg, b.wt, compared with 58% inhibition of mefenamic acid (0.2mmol/kg b.wt.). Moreover, the highest inhibitory activity on plasma PGE2 level was displayed also with 6h, 61 and 5g (71, 70, 68.5% respectively, 0.1mmol/kg b.wt.) compared with indomethacin (60%, 0.01 mmol/kg b.wt.) as a reference drug. In addition 6i, 6k, 6p, 6r, 6t and 6v were devoid of any ulcerogenicity.
The Preparation of 5-(2-Aminophenyl)-1,3,4-oxadiazole-2(3H)-one and Its Rearrangement to 3-Amino-2,4(1H,3H)-quinazolinedione
Davidson, John S.
, p. 565 - 572 (2007/10/02)
When anthranilic acid hydrazide is reacted with 1,1'-carbonyldiimidazole in THF 5-(2-aminophenyl)-1,3,4-oxadiazole-2(3H)-one (4) is formed.It can also be prepared from 1-o-aminobenzoyl-4,4-dimethylsemicarbazide which eliminates methylamine when boiled with DMF.On heating the 5-(2-aminophenyl)-1,3,4-oxadiazole above its melting point it rearranges to 3-amino-2,4(1H,3H)-quinazolinedione (5). - Keywords: 3,4-Dihydro-1H-1,3,4-benzotriazepine-2,5-dione; Oxadiazoles
