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CAS 94109-57-6

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4-Amino-2-methylbenzenesulfonamide

Description:
4-Amino-2-methylbenzenesulfonamide, also known as sulfamethoxazole, is an organic compound characterized by its sulfonamide functional group, which is a key feature of many antibacterial agents. It has a molecular structure that includes an amino group and a methyl group attached to a benzene ring, contributing to its solubility and reactivity. This compound is typically a white to off-white crystalline solid and is soluble in water, making it suitable for various pharmaceutical applications. Its primary use is as an antibiotic, often in combination with trimethoprim, to treat bacterial infections. The mechanism of action involves the inhibition of bacterial folic acid synthesis, which is essential for bacterial growth and replication. Additionally, 4-amino-2-methylbenzenesulfonamide exhibits moderate stability under standard conditions but may be sensitive to light and moisture. Safety considerations include potential allergic reactions and interactions with other medications, necessitating careful monitoring during use. Overall, this compound plays a significant role in antimicrobial therapy and is an important subject of study in medicinal chemistry.
Formula:C7H10N2O2S
InChI:InChI=1S/C7H10N2O2S/c1-5-4-6(8)2-3-7(5)12(9,10)11/h2-4H,8H2,1H3,(H2,9,10,11)
InChI key:InChIKey=PPGSUPFDLFLUAL-UHFFFAOYSA-N
SMILES:S(N)(=O)(=O)C1=C(C)C=C(N)C=C1
Synonyms:
  • 4-Amino-2-Methylbenzenesulfonamide
  • Benzenesulfonamide, 4-amino-2-methyl-
  • o-Toluenesulfonamide, 4-amino-
  • 5-Aminotoluene-2-sulphonamide
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