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2-(1H-indol-3-yl)acetaldehyde oxime; CAS No.: 2776-06-9; 2-(1H-indol-3-yl)acetaldehyde oxime. PROPERTIES: This indole-substituted oxime has molecular formula C9H9N3O. It typically appears as a pale yellow crystalline powder. The 2-(1H-indol-3-yl)acetaldehyde oxime demonstrates moderate solubility in common organic solvents like methanol and ethyl acetate but limited water solubility. Its melting point ranges between 150-155 C, and it has a molecular weight of approximately 175.18 g/mol. When handling, care should be taken to avoid skin contact and use of proper respiratory protection. Storage should be in a tightly sealed container at room temperature, protected from light and moisture. The compound is sensitive to strong acids and may undergo hydrolysis upon exposure to aqueous conditions. In case of eye contact, immediate rinsing with water for 15 minutes is necessary. APPLICATIONS: The 2-(1H-indol-3-yl)acetaldehyde oxime functions as a key intermediate in the synthesis of histone deacetylase (HDAC) inhibitors for cancer therapy where the oxime group provides essential hydrogen bonding interactions with the enzyme active site (as reported in medicinal chemistry literature). Additionally, the compound serves as a building block in the preparation of schiff bases for metal complexation in catalytic applications, achieving turnover numbers exceeding 10,000 in certain oxidation reactions as described in inorganic chemistry journals. The oxime group can be further functionalized through reduction or alkylation reactions to produce various derivatives for chemical research applications.