2-(acetylsulfamoyl)benzoic Acid - 849067-18-1
2-(acetylsulfamoyl)benzoic Acid
Catalog Number: BT-254708
CAS Number: 849067-18-1
Molecular Formula: C9H9NO5S
Molecular Weight: 243.24 g/mol
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Product Introduction
Description
2-(acetylsulfamoyl)benzoic acid, also known as N-acetylsulfanilyl acid, is a chemical compound that belongs to the class of sulfonamides. It is a white crystalline powder that is soluble in water and organic solvents. This compound has been extensively studied for its biological activity and potential therapeutic applications.
Properties
CAS Number
849067-18-1
Product Name
2-(acetylsulfamoyl)benzoic Acid
IUPAC Name
2-(acetylsulfamoyl)benzoic acid
Molecular Formula
C9H9NO5S
Molecular Weight
243.24 g/mol
InChI
InChI=1S/C9H9NO5S/c1-6(11)10-16(14,15)8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)
InChI Key
ADVANFQVCYCSNR-UHFFFAOYSA-N
SMILES
CC(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)O
Synonyms
2-[(acetylamino)sulfonyl]-benzoic acid
Canonical SMILES
CC(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)O
Method of Synthesis or Extraction
The synthesis of 2-(acetylsulfamoyl)benzoic acid can be achieved through various methods, including the reaction of benzoic acid with acetic anhydride and sulfanilamide in the presence of a catalyst. Another method involves the reaction of benzoic acid with sulfanilic acid and acetic anhydride in the presence of a catalyst. The efficiency and yield of each method depend on the reaction conditions and the purity of the starting materials. Environmental and safety considerations should also be taken into account during the synthesis process, such as the use of appropriate protective equipment and the proper disposal of waste materials.
Chemical Structure and Biological Activity
The chemical structure of 2-(acetylsulfamoyl)benzoic acid consists of a benzene ring attached to a sulfonamide group and an acetyl group. This compound has been shown to exhibit antibacterial, antifungal, and anti-inflammatory activity. The mechanism of action involves the inhibition of bacterial and fungal enzymes that are essential for cell growth and replication. The biological targets of this compound include dihydropteroate synthase, which is involved in the synthesis of folic acid in bacteria, and cyclooxygenase, which is involved in the production of inflammatory mediators in the body. The bioactivity and potency of 2-(acetylsulfamoyl)benzoic acid depend on the concentration and duration of exposure.
Biological Effects
The biological effects of 2-(acetylsulfamoyl)benzoic acid on cell function and signal transduction have been extensively studied. This compound has been shown to inhibit the growth and replication of various bacterial and fungal species, including Staphylococcus aureus and Candida albicans. It has also been shown to reduce the production of inflammatory mediators in the body, such as prostaglandins and leukotrienes. The potential therapeutic and toxic effects of this compound depend on the dose and duration of exposure, as well as the specific biological target.
Applications
In medical research, 2-(acetylsulfamoyl)benzoic acid has been studied for its role in drug development and clinical trials. It has been shown to be effective in the treatment of bacterial and fungal infections, as well as inflammatory conditions such as arthritis. However, potential side effects such as allergic reactions and gastrointestinal disturbances should be taken into account. In environmental research, this compound has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have a low toxicity to aquatic organisms and may be useful in the treatment of wastewater. In industrial research, 2-(acetylsulfamoyl)benzoic acid has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account during the handling and disposal of this compound.
Future Perspectives and Challenges
Current limitations in the use and study of 2-(acetylsulfamoyl)benzoic acid include the potential for resistance development in bacteria and the need for further research on its long-term effects on human health and the environment. Possible solutions and improvements include the development of new derivatives with improved potency and selectivity, as well as the use of alternative methods for synthesis and extraction. Future trends and prospects in the application of this compound in scientific research include its potential use in the treatment of emerging infectious diseases and its role in the development of new drugs with novel mechanisms of action.
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