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3,3-dimethyl-3H-indole-4-carboxylic acid; CAS No.: 1715960-51-2; 3,3-dimethyl-3H-indole-4-carboxylic acid. PROPERTIES: This dimethylated indole carboxylic acid has molecular formula C10H10N2O2. It typically appears as a white crystalline powder. The 3,3-dimethyl-3H-indole-4-carboxylic acid exhibits limited water solubility but good solubility in DMSO and DMF. Its melting point ranges between 200-205 C (with decomposition), and it has a molecular weight of approximately 190.2 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 decarboxylate upon exposure to high temperatures above 200 C. In case of spillage, neutralization with a mild base followed by disposal as hazardous waste is recommended. APPLICATIONS: The 3,3-dimethyl-3H-indole-4-carboxylic acid functions as a key intermediate in the synthesis of H3 receptor antagonists for cognitive disorders where the carboxylic acid group forms ionic interactions with receptor subunits (as reported in medicinal chemistry literature). The dimethyl groups enhance metabolic stability by preventing oxidative degradation. Additionally, the compound serves as a building block in the preparation of bioconjugates for drug delivery systems where the carboxylic acid group reacts with amino groups on targeting moieties, as described in pharmaceutical sciences journals. The carboxylic acid can be further modified through esterification or amidation reactions to produce various derivatives for chemical research applications.