SYNTHESIS OF SOME NOVEL PYRROLE AND PYRROLO|2,3-dPYRIMIDINE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS.

Document Type : Original Article

Authors

1 Department of Organic Chemistry, Faculty of Pharmacy, Cairo University.

2 Department of Pharmaceutical Chemistry. Faculty of Pharmacy (girls branch), Al-Azhar University

3 Department of Organic Chemistry, Faculty of Pharmacy (girls branch), Al-Azhar University

Abstract

Some novel pyrrole and pyrrolo2,3-dpyrimidine derivatives were synthesized and evaluated tor their anti –inflammatory activities. 2-(4-Substitutedphenylamino)-1-(4-substitutedphenyl) ethanones (3a-i) were reacted either with malononitrile or ethyl Cyanoacetate  to afford 2-amino-1,4-disubsututedphenyl-1H-pyrrole-3-carbonitriles (4a-i) disubstitutedphenyl-tH-pyrrole-3-carboxylates (5a-g) respectively. Compounds (4a, 4i and 5g) were reacted with acetic anhydride, benzoyl chloride, 4 substitutedphenacyl bromides and benzyl chloride to afford compounds (6a-c), (7a-c), (8a-c) and (9a-c) respectively.Compounds (4a and 4i) were also reacted either with formic acid or triethyl orthoformate to give 5-(4- substitutedphenyi)-7-(4 substitutedpheny)-3H-pyrrolof(2,3-d)  pyrimdin-4(7H)-ones (10a,b) and ethy1 N-1,4-disubstitutedphenyl-3-cyano-1H-pyrTol-2-yt-formimidates (1Ha,b) respectively. FHydrazinotysis of (11a,b) afforded (12a,b).
Sixteen of the newly synthestzed compounds were evaluated for their anti-inflammatory and analgesic activities. Most of the screened compounds showed intcresting high anti-inflammatory activity compared to ketoprofen (Biprofened®) as a standard drug The most active compoutnds were further screened for ther ulcerogenic activity. The analgesic activity of the selected compounds was also assessed.

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