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108146

Sigma-Aldrich

Benzenesulfonamide

≥98%

Linear Formula:
C6H5SO2NH2
CAS Number:
Molecular Weight:
157.19
Beilstein:
1100566
EC Number:
MDL number:
eCl@ss:
39093209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98%

mp

149-152 °C (lit.)

solubility

methanol: soluble 25 mg/mL

SMILES string

NS(=O)(=O)c1ccccc1

InChI

1S/C6H7NO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)

InChI key

KHBQMWCZKVMBLN-UHFFFAOYSA-N

Gene Information

human ... CA1(759)

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Application

Benzenesulfonamide was used to develop analytical method for simultaneous determination of benzotriazole, benzothiazole and benzenesulfonamide contaminants in environmental waters.

Packaging

5 g in glass bottle
100, 500 g in poly bottle

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.

Preparation Note

Benzenesulfonamide dissolves in methanol at a concentration of 25 mg/ml to form a clear, colourless solution.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

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
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

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