Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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Synthesis and Biological Activities of [1,3]-Oxazine Derivatives

Author(s): Chaitra G, Rohini RM

A series of novel [1,3]-oxazine derivative of N-[4-(2-Amino-4-phenyl-6H-[1,3]oxazine-6-yl)-phenyl]-nicotinamide are synthesized due to its wide range of biological activities. To achieve the target compounds the starting material used was nicotinyl chloride. Chalcone derivatives were synthesized by carrying the reaction of benzaldehyde derivatives with p-amino acetophenone. The obtained products were allowed to react with urea to give heterocyclic derivatives of oxazine 5(a-f) respectively. The structures of all synthesized molecules were confirmed by Ultraviolet (UV), Infrared (IR), Proton Nuclear Magnetic Resonance (1H-NMR), Carbon-13 Nuclear Magnetic Resonance (13C-NMR) and Mass spectral data. They were screened for their in-vitro anti-inflammatory activity by bovine serum albumin and protease method and anti-oxidant activity by diphenyl picryl hydrazide and nitric oxide method. N-{4-[2-Amino-4-(3,4,5-trimethoxy-phenyl)-6H-[1,3]oxazine-6-yl]-phenyl}-nicotinamide 5(c) and N-{4-[2-Amino-4-(3-nitro-phenyl)-6H-[1,3]oxazine-6-yl]-phenyl}-nicotinamide methane 5(e) exhibited significant activity when evaluated for BSA and protease methods for anti-inflammatory activity; DPPH and NO methods for anti-oxidant method at 10 μg, 50 μg and 100 μg.

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