The acryloyl group has significant medicinal importance due to its chemical reactivity and ability to form covalent bonds with other molecules, which makes it useful in various pharmaceutical, therapeutic, and biomedical applications. N-(substituted aryl) acryloyl theophylline derivatives 3(a-e) were constructed via a Claisen–Schmidt reaction by the treatment of aromatic aldehyde derivatives and acetopurinone derivatives in ethanol containing NaOH 40% or a few drops of hydrochloric acid. The synthesized compounds were purified by recrystallization. The compounds were characterized by 1H NMR and IR analysis. The newly synthesized compounds were tested for their anti-microbial screening by the Kirby – Bauer Disc Diffusion method, anti-inflammatory by the Carrageenan-Induced Edema test and Bronchodilator activity by the Histamine-induced bronchospasm method.