Dolutegravir Imp-F (Tri cyclic acid)

Dolutegravir Imp-F (Tricyclic acid) is a degradation byproduct of dolutegravir, characterized by a tricyclic fused-ring system incorporating a 1,3-dihydroindol-2-one core, substituted with a carboxylic acid moiety at the C-7 position and a benzyl group at C-3. The structure retains key aromatic heterocycles from the parent compound but features an oxidized tricyclic scaffold with enhanced polarity. This impurity arises via oxidative cleavage of the dolutegravir benzylidene hydantoin linkage, leading to ring rearrangement and carboxylic acid formation. It serves as a critical HPLC reference standard for quantifying oxidative degradation pathways in dolutegravir formulations.