4-amino-N-(2-phenylethyl)benzenesulfonamide - 587850-67-7
4-amino-N-(2-phenylethyl)benzenesulfonamide
Catalog Number: BT-262367
CAS Number: 587850-67-7
Molecular Formula: C14H16N2O2S
Molecular Weight: 276.36 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
4-amino-N-(2-phenylethyl)benzenesulfonamide, also known as APB, is a sulfonamide compound that has been studied for its potential therapeutic and industrial applications. It has a chemical formula of C14H16N2O2S and a molecular weight of 280.35 g/mol.
Properties
CAS Number
587850-67-7
Product Name
4-amino-N-(2-phenylethyl)benzenesulfonamide
IUPAC Name
4-amino-N-(2-phenylethyl)benzenesulfonamide
Molecular Formula
C14H16N2O2S
Molecular Weight
276.36 g/mol
InChI
InChI=1S/C14H16N2O2S/c15-13-6-8-14(9-7-13)19(17,18)16-11-10-12-4-2-1-3-5-12/h1-9,16H,10-11,15H2
InChI Key
BYWZPUPRVIECEC-UHFFFAOYSA-N
SMILES
C1=CC=C(C=C1)CCNS(=O)(=O)C2=CC=C(C=C2)N
Solubility
Soluble in DMSO
Synonyms
C7280948; C-7280948; C 7280948.
Canonical SMILES
C1=CC=C(C=C1)CCNS(=O)(=O)C2=CC=C(C=C2)N
Method of Synthesis or Extraction
4-amino-N-(2-phenylethyl)benzenesulfonamide can be synthesized using various methods, including the reaction of 4-aminobenzenesulfonamide with 2-phenylethylamine in the presence of a catalyst, or the reaction of 4-nitrobenzenesulfonamide with 2-phenylethylamine followed by reduction. 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, as some of the reagents used in the synthesis of 4-amino-N-(2-phenylethyl)benzenesulfonamide can be hazardous.
Chemical Structure and Biological Activity
4-amino-N-(2-phenylethyl)benzenesulfonamide has a sulfonamide group, which is known to have antibacterial and diuretic properties. It also has a phenylethyl group, which is commonly found in many drugs and has been shown to have analgesic and anti-inflammatory effects. 4-amino-N-(2-phenylethyl)benzenesulfonamide has been studied for its potential as a selective inhibitor of carbonic anhydrase IX, which is overexpressed in many types of cancer cells. It has also been shown to have anticonvulsant and antinociceptive effects in animal models.
Biological Effects
4-amino-N-(2-phenylethyl)benzenesulfonamide has been shown to affect cell function and signal transduction by inhibiting carbonic anhydrase IX, which plays a role in pH regulation and cell proliferation. It has also been shown to modulate the activity of ion channels and neurotransmitter receptors, which are involved in neuronal signaling. The potential therapeutic and toxic effects of 4-amino-N-(2-phenylethyl)benzenesulfonamide depend on the dose and duration of treatment, as well as the specific biological target.
Applications
In medical research, 4-amino-N-(2-phenylethyl)benzenesulfonamide has been studied for its role in drug development, particularly as a potential anticancer agent. Clinical trials have shown promising results in the treatment of renal cell carcinoma and other solid tumors. However, further studies are needed to determine the optimal dose and treatment regimen, as well as the potential side effects. In environmental research, 4-amino-N-(2-phenylethyl)benzenesulfonamide has been studied for its effects on ecosystems and its role in pollution management. It has been shown to have toxic effects on aquatic organisms, and its use in industrial processes should be carefully monitored to minimize environmental impact. In industrial research, 4-amino-N-(2-phenylethyl)benzenesulfonamide has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account when handling 4-amino-N-(2-phenylethyl)benzenesulfonamide and other sulfonamide compounds.
Future Perspectives and Challenges
Current limitations in the use and study of 4-amino-N-(2-phenylethyl)benzenesulfonamide include the need for further research to determine its optimal therapeutic dose and treatment regimen, as well as its potential side effects. Possible solutions and improvements include the development of more selective and potent inhibitors of carbonic anhydrase IX, as well as the use of 4-amino-N-(2-phenylethyl)benzenesulfonamide in combination with other anticancer agents. Future trends and prospects in the application of 4-amino-N-(2-phenylethyl)benzenesulfonamide in scientific research include the development of new drugs and therapies for cancer and other diseases, as well as the use of 4-amino-N-(2-phenylethyl)benzenesulfonamide in environmental and industrial applications. However, challenges remain in the safe and effective use of 4-amino-N-(2-phenylethyl)benzenesulfonamide and other sulfonamide compounds, and further research is needed to address these issues.
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