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3-Fluorobenzoic hydrazide (CAS number 499-55-8) is a hydrazide building block, derived from benzoic acid. Hydrazide derivatives are bioactive, for example isoniazid which is an antibiotic for tuberculosis. The hydrazide moiety in 3-fluorobenzoic hydrazide is nucleophilic and readily reacts with electrophiles, such as isothiocyanate derivatives. The resulting hydrazide-isothiocyanate products can undergo further cyclization, ｆorming triazole-thione derivatives. The triazole-thione derivatives synthesized in this manner show antimicrobial activity, with a minimum inhibitory concentration (MIC) of 62.5 µg/mL. Additionally, they have low toxicity against human cells. The heterocycles synthesized from 3-fluorobenzoic hydrazide allow for late-stage functionalization, owing to their multiple functionalities.
| CAS Number | 499-55-8 |
| Chemical Formula | C7H7FN2O |
| Full Name | 3-Fluorobenzoic hydrazide |
| Molecular Weight | 154.14 g/mol |
| Synonyms | 3-Fluorobenzohydrazide, 3-Fluorobenzoic acid hydrazide, 3-Fluorobenzhydrazide |
| Classification / Family | Fluorinated building blocks, Hydrazide building blocks, Heterocycles, APIs |
| Purity | 97% |
| Melting Point | Tm= 139 °C – 143 °C |
| Appearance | Off white to beige fibers |
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