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Merck

108146

Benzenesulfonamide

≥98%

Synonym(s):

Phenylsulfonamide

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About This Item

Linear Formula:
C6H5SO2NH2
CAS Number:
98-10-2
Molecular Weight:
157.19
NACRES:
NA.22
PubChem Substance ID:
24846803
eCl@ss:
39093209
UNSPSC Code:
12352100
EC Number:
202-637-1
MDL number:
MFCD00007930
Beilstein/REAXYS Number:
1100566
Assay:
≥98%
Form:
solid

Key Documents

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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

Quality Level

100

Gene Information

human ... CA1(759)

mp

149-152 °C (lit.)

solubility

methanol: soluble 25 mg/mL

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Application

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

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
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

108146-VAR: + 108146-100G: + 108146-BULK: + 108146-5G: + 108146-500G:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6322
SDBB5644
SDBB2253
SDBB1147
STBL3772

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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
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
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
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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