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Benzenesulfonamide

CAS No.
98-10-2
Chemical Name:
Benzenesulfonamide
Synonyms
BSA;BENZENESULPHONAMIDE;CL160;mandb7973;benzsulfamide;Benzosuifqnamide;Benzenesulfomide;Benzosulfonamide;benzolsulfonamide;BENZENESULFONAMIDE
CBNumber:
CB4200738
Molecular Formula:
C6H7NO2S
Molecular Weight:
157.19
MDL Number:
MFCD00007930
MOL File:
98-10-2.mol
MSDS File:
SDS
Last updated:2023-06-20 22:47:09

Benzenesulfonamide Properties

Melting point 149-152 °C (lit.)
Boiling point 315.5±25.0 °C(Predicted)
Density 1.274 (estimate)
refractive index 1.5500 (estimate)
Flash point 250°C
storage temp. Store below +30°C.
solubility methanol: soluble25mg/mL
pka 10.1(at 25℃)
form Powder, Crystals and/or Chunks
color White to off-white
Water Solubility 4.3 g/L (16 ºC)
BRN 1100566
InChIKey KHBQMWCZKVMBLN-UHFFFAOYSA-N
CAS DataBase Reference 98-10-2(CAS DataBase Reference)
EWG's Food Scores 1
NIST Chemistry Reference Benzenesulfonamide(98-10-2)
EPA Substance Registry System Benzenesulfonamide (98-10-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  DA9380000
TSCA  Yes
HS Code  29350090
Toxicity LD50 orally in Rabbit: 991 mg/kg
NFPA 704
0
1 0

Benzenesulfonamide price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.21959 Benzenesulfonamide for synthesis 98-10-2 100g $40.3 2024-03-01 Buy
Sigma-Aldrich 108146 Benzenesulfonamide ≥98% 98-10-2 5g $30.8 2024-03-01 Buy
Sigma-Aldrich 8.21959 Benzenesulfonamide for synthesis 98-10-2 500g $128 2024-03-01 Buy
Sigma-Aldrich 108146 Benzenesulfonamide ≥98% 98-10-2 100g $36.4 2024-03-01 Buy
TCI Chemical B0028 Benzenesulfonamide >98.0%(N) 98-10-2 25g $51 2024-03-01 Buy
Product number Packaging Price Buy
8.21959 100g $40.3 Buy
108146 5g $30.8 Buy
8.21959 500g $128 Buy
108146 100g $36.4 Buy
B0028 25g $51 Buy

Benzenesulfonamide Chemical Properties,Uses,Production

Chemical Properties

white to off-white granular crystalline powder. insoluble in water, soluble in ethanol and ether. soluble in alkali.

Uses

Biospecific adsorption of carbonic anhydrase to self-assembled monolayers of alkanethiolates that present benzenesulfonamide groups on gold. Biospecific binding of carbonic anhydrase to mixed sams presenting benzenesulfonamide ligands led to a model system for studying lateral steric effects. Benzenesulfonamide modifications at c-7 of ciprofloxacin change its primary target instreptococcus pneumoniae from topoisomerase iv to gyrase. Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors.

Uses

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

Definition

ChEBI: Benzenesulfonamide is a sulfonamide.

Application

Benzenesulfonamides serve as intermediates in the production of polysulfonamides, which are used as tanning agents and plastics. N- Alkylamides of the benzenesulfonic and tolue-nesulfonic acids can be used as plasticizers. Aminobenzenesulfonamides and diaryldisulfonylamines with amino groups serve as intermediates in the production of azo dyes.

Preparation

Benzenesulfonamide is obtained by amination of benzenesulfonyl chloride.

Synthesis Reference(s)

Tetrahedron Letters, 35, p. 7201, 1994 DOI: 10.1016/0040-4039(94)85360-6
Synthesis, p. 1031, 1986 DOI: 10.1055/s-1986-31862

Biological Activity

benzenesulfonamide, the amide of benzenesulfonic acid, has been used to produce various derivatives, especially those used as intermediates in the synthesis of photochemicals, dyes, disinfectants, as well as pharmaceuticals.

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.

Safety Profile

Moderately toxic by ingestion andintraperitoneal routes. When heated to decomposition itemits very toxic fumes of SOx and NOx.

in vitro

in a previous study, a series of n-aryl-β-alanine- and diazo-derivatives of benzenesulfonamide were designed, synthesized, and their binding affinities to carbonic anhydrases (ca) i, ii, vi, vii, xii, and xiii was investigated by the use of isothermal titration calorimetry and fluorescent thermal shift assay. the results indicated that 4-substituted diazobenzenesulfonamides were found to be most potent ca binders among the synthesized derivatives. in addition, the majority of the n-aryl-β-alanine derivatives had better affinity for ca ii while diazobenzenesulfonamides showed nanomolar affinities towards ca i isozyme. moreover, the x-ray crystallographic data showed the binding modes of both derivative groups [1].

in vivo

in the rat cpe model, the most potnet benzenesulfonamide indole derivative at 10 mg/kg in the mc/tw formulation displayed oral efficacy. moreover, this compound, when administered in another preferred, minimal formulation in the same in vivo model, demonstrated superior oral efficacy to the lead phenylmethane sulfonamide way-196025 orally administered in a lipid-based formulation. in addition, this benzenesulfonamide indole derivative was also orally efficacious at 1 mg/kg by attenuating both lar and the associated ahr to aerosolized carbachol in naturally sensitized sheep, which had been challenged through the airways with a. suum antigen [2].

Properties and Applications

Benzenesulfonamides are readily crystallizing, colorless compounds with defined melting points and poor solubility in water. They are therefore suitable for the characterization of sulfonic acids (via the sulfonyl chlorides) and of primary and secondary amines and for the separation of amine mixtures (Hinsberg method). Benzenesulfonamides are weak acids and form salts with bases. They are thermally stable and very difficult to hydrolyze with alkali; however, they are more easily hydrolyzed with mineral acids. In concentrated sulfuric acid sodium nitrite splits them into sulfonic acids and nitrogen. The hydrogen atoms bound to the nitrogen can be substituted.

References

[1] rutkauskas k et al. 4-amino-substituted benzenesulfonamides as inhibitors of human carbonic anhydrases. molecules. 2014 oct 28;19(11):17356-80.
[2] lee kl et al. benzenesulfonamide indole inhibitors of cytosolic phospholipase a2α: optimization of in vitro potency and rat pharmacokinetics for oral efficacy. bioorganic and medicinal chemistry. 2008 16(3), 1345-1358.

98-09-9
98-10-2
Synthesis of Benzenesulfonamide from Benzenesulfonyl chloride
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View Lastest Price from Benzenesulfonamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Benzenesulfonamide pictures 2024-04-11 Benzenesulfonamide
98-10-2
US $0.00-0.00 / Kg 1Kg 99.99% 2000 tons airuikechemical co., ltd.
Benzene sulfonamide, BSA, Benzenesulfonamide pictures 2023-12-26 Benzene sulfonamide, BSA, Benzenesulfonamide
98-10-2
US $3000.00 / T 1KG 99% Min. 200 tons per month Shouguang Nuomeng Chemical Co Ltd.
Benzenesulfonamide pictures 2023-06-20 Benzenesulfonamide
98-10-2
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
BenzenesulfonaMide, 98+% 500GR Benzenesulfonamide Vetec(TM) reagent grade, 98% Benzenesulfomide BENZENESULFONYLAMIDE BENZENESULFONAMIDE Benzene sulfonamtde Benzosuifqnamide Benaenesulfonicamide benzolsulfonamide Benzosulfonamide mandb7973 BENZENESULFONAMIDE, 98+% Benzenesulfonamide (7CI,8CI,9CI) Benzenesulfonamide(BSA) benzenesulfonic amide benzsulfamide BENZENESULPHOAMIDE phenyl sulfonamide Benzene sulfonamide, BSA, Benzenesulfonamide Benzenesulfonamide > BENZENESULFONAMIDE FOR SYNTHESIS Benzenesulfonamide ISO 9001:2015 REACH Benzenesulfonamide (Benzenesulphonamide, Benzosulfonamide) 98-10-2 Benzenesulfonamide 4'-Anhydrovinblastine CL160 BENZENESULPHONAMIDE BSA Benzen Sulphanamide Benzene sulphonamide (84%,99.5%) Benzenesulfonamide, ≥ 98.0% 98-10-2 1998-10-2 36-07-0 1998-10-02 C6H7N1O2S1 C6H6NO2S C6H5SO2NH2 C6H7O2NS Organic Building Blocks Sulfur Compounds Sulfonamides/Sulfinamides Building Blocks Urinary System Agents Organic Building Blocks Sulfonamides/Sulfinamides Sulfur Compounds Pharmaceutical Intermediates SULFONAMIDE Benzene derivatives Organics