108146
Benzenesulfonamide
≥98%
Synonym(s):
Phenylsulfonamide
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About This Item
Linear Formula:
C6H5SO2NH2
CAS Number:
Molecular Weight:
157.19
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
39093209
UNSPSC Code:
12352100
EC Number:
202-637-1
MDL number:
Beilstein/REAXYS Number:
1100566
Product Name
Benzenesulfonamide, ≥98%
InChI key
KHBQMWCZKVMBLN-UHFFFAOYSA-N
InChI
1S/C6H7NO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)
SMILES string
NS(=O)(=O)c1ccccc1
assay
≥98%
form
solid
mp
149-152 °C (lit.)
solubility
methanol: soluble 25 mg/mL
Quality Level
Gene Information
human ... CA1(759)
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Preparation Note
Benzenesulfonamide dissolves in methanol at a concentration of 25 mg/ml to form a clear, colourless solution.
Biochem/physiol Actions
Benzenesulfonamide is an inhibitor of human carbonic anhydrase B. Benzenesulfonamide derivatives are effective in the treatment of proliferative diseases such as cancer. It is used in the synthesis of dyes, photochemicals and disinfectants.
Application
Benzenesulfonamide was used to develop analytical method for simultaneous determination of benzotriazole, benzothiazole and benzenesulfonamide contaminants in environmental waters.
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Genliang Lu et al.
Journal of medicinal chemistry, 56(2), 510-520 (2012-12-14)
Carbonic anhydrase IX (CA-IX) is upregulated in cancer in response to the hypoxic tumor microenvironment, making it an attractive molecular target for the detection of hypoxic solid tumors. A series of small molecule benzenesulfonamide based CA-IX inhibitors containing novel tridentate
Stefano Costanzi et al.
Bioorganic & medicinal chemistry, 20(17), 5254-5261 (2012-07-27)
The P2Y(1) receptor (P2Y(1)R) is a G protein-coupled receptor naturally activated by extracellular ADP. Its stimulation is an essential requirement of ADP-induced platelet aggregation, thus making antagonists highly sought compounds for the development of antithrombotic agents. Here, through a virtual
Nitrogen-15 nuclear magnetic resonance study of benzenesulfonamide and cyanate binding to carbonic anhydrase.
K Kanamori et al.
Biochemistry, 22(11), 2658-2664 (1983-05-24)
Yousuke Takaoka et al.
Chemical communications (Cambridge, England), 49(27), 2801-2803 (2013-02-27)
Here we describe how a (19)F-probe incorporated into an endogenous protein by a chemical biology method revealed protein dynamics. By explicit determination of ligand-bound and unbound structures with X-ray crystallography, the quantitative comparison of the protein's dynamics in live cells
Theres Ramenda et al.
Amino acids, 44(4), 1167-1180 (2013-01-12)
Cu(I)-mediated [3+2]cycloaddition between azides and alkynes has evolved into a valuable bioconjugation tool in radiopharmaceutical chemistry. We have developed a simple, convenient and reliable radiosynthesis of 4-[18F]fluoro-N-methyl-N-(propyl-2-yn-1-yl)benzenesulfonamide ([18F]F-SA) as a novel aromatic sulfonamide-based click chemistry building block. [18F]F-SA could be
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