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Name
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2-bromo-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide
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Synonyms
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2-bromo-N-(4,5-dimethylisoxazol-3-yl)benzenesulfonamide;
2-Bromo-N-(4,5-dimethyl-3-isoxazolyl)benzenesulfonamide; N-(4,5-dimethyl-3-isoxazolyl)-2-bromobenzenesulfonamide; Benzenesulfonamide, 2-bromo-N-(4,5-dimethyl-3-isoxazolyl)-; 2-bromo-N-(4,5-dimethyl-1,2-oxazol-3-yl)benzenesulfonamide |
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CAS
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195447-72-4
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MF
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C₁₁H₁₁BrN₂O₃S
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MW
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331.19
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Boiling Point
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468.8±55.0 °C (Predicted)
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Density
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.629±0.06 g/cm³ (Predicted)
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Acidity Coefficient (pKa)
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6.65±0.40 (Predicted)
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Usage
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Anticancer drug intermediate: The bromine atom in the structure serves as a high-activity leaving group, enabling efficient nucleophilic substitution and cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig reactions). It is widely used in the synthesis of small-molecule anticancer drugs targeting kinase signaling pathways (such as EGFR, VEGFR inhibitors), providing a key structural foundation for the development of targeted antitumor agents.
Anti-inflammatory drug research scaffold: The isoxazole ring and benzenesulfonamide moiety in the molecule exhibit potential anti-inflammatory and immunomodulatory activities. Through structural modification (e.g., introducing hydrophilic groups or heterocycles), it can regulate the inhibition of cyclooxygenase (COX) or cytokine pathways, serving as a core scaffold for the development of drugs against autoimmune diseases (e.g., rheumatoid arthritis) and inflammatory disorders.
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