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N-hydroxyhydrazinecarboxamide; CAS No.: 21520-79-6; N-hydroxyhydrazinecarboxamide. PROPERTIES: This hydroxy-substituted hydrazinecarboxamide features molecular formula C?H?N?O? with molecular weight 98.09 g/mol. It generally appears as a white crystalline powder. Soluble in polar protic solvents like methanol and water. Melting point approximately 140-145 C. Exhibits IR absorption for amide (~1650 cm??) and hydroxyl groups (~3300 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a hydroxy-substituted hydrazinecarboxamide, N-hydroxyhydrazinecarboxamide is predominantly utilized in the synthesis of antiviral agents. It serves as a key intermediate in constructing nucleoside analogs, where the hydrazine group undergoes selective glycosylation reactions to form bioactive derivatives as demonstrated in medicinal chemistry research (Antiviral Research). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its hydrazine functionality enables conjugation to biomolecules via reductive amination (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing hydrazine-based crosslinking agents for protein immobilization, where the hydrazine group forms covalent bonds with aldehyde-containing surfaces (ACS Applied Materials & Interfaces).