Energetic materials play a crucial role in modern technology, with applications spanning the military, mining, construction, and aviation industries. Recent advances in this field have focused on developing safer, more environmentally sustainable, and highly efficient compounds. A notable subgroup within secondary explosives is insensitive high-energy density materials (IHEDMs), which combine strong performance with remarkable resistance to external stimuli.1 A growing strategy in IHEDM design involves exploiting hydrogen bonding, as the introduction of donor and acceptor groups fosters both intra- and intermolecular interactions, thereby enhancing stability and density.2 Although nucleobases possess excellent hydrogenbonding capabilities, their use in IHEDM development has been only minimally explored. In this work, we present the design and synthesis of adenine- and uracil-based energetic materials, along with an evaluation of their energetic properties (Figure 1). Various explosophoric groups—including azido, nitro, amino, hydroxylamino, and tetrazolyl amino—are incorporated to generate new IHEDMs, with efforts directed toward determining optimal conditions for constructing the proposed molecular frameworks.