Benzenesulfonamide

ChemicalBook > CAS DataBase List > Benzenesulfonamide

Benzenesulfonamide

Product Name: Benzenesulfonamide
CAS No.: 98-10-2
Chemical Name: Benzenesulfonamide
Synonyms: BSA;BENZENESULPHONAMIDE;CL160;mandb7973;benzsulfamide;Benzenesulfomide;Benzosuifqnamide;Benzosulfonamide;benzolsulfonamide;BENZENESULFONAMIDE
CBNumber: CB4200738
Molecular Formula: C6H7NO2S
Formula Weight: 157.19
MOL File: 98-10-2.mol

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Benzenesulfonamide Property

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)
NIST Chemistry Reference: Benzenesulfonamide(98-10-2)
EPA Substance Registry System: Benzenesulfonamide (98-10-2)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.21959
Product name: Benzenesulfonamide
Purity: for synthesis
Packaging: 100g
Price: $40.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: 108146
Product name: Benzenesulfonamide
Purity: ≥98%
Packaging: 5g
Price: $30.8
Updated: 2024/03/01

Sigma-Aldrich

Product number: 8.21959
Product name: Benzenesulfonamide
Purity: for synthesis
Packaging: 500g
Price: $128
Updated: 2024/03/01

Sigma-Aldrich

Product number: 108146
Product name: Benzenesulfonamide
Purity: ≥98%
Packaging: 100g
Price: $36.4
Updated: 2024/03/01

TCI Chemical

Product number: B0028
Product name: Benzenesulfonamide
Purity: >98.0%(N)
Packaging: 25g
Price: $51
Updated: 2024/03/01

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Benzenesulfonamide Chemical Properties,Usage,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.

Preparation

Benzenesulfonamide is obtained by amination of benzenesulfonyl chloride.

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.

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.

Benzenesulfonamide Preparation Products And Raw materials

Raw materials

Benzenesulfonyl chloride

Preparation Products

ACETOHEXAMIDE O-(2-MethoxyEthoxy)BenzeneSulfonamide 2-(2-CHLOROETHOXY)-BENZENESULFONAMIDE O-(B-ChloroEthoxy)BenzeneSulfonylIsocyanate Cinosulfuron DIAZOXIDE 4-CYANOBENZENESULFONYL CHLORIDE 97 O-MethoxyCarbonylBenzeneSulfonylIsocyanate Bumetanide C.I. 60752

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View Lastest Price from Benzenesulfonamide manufacturers

Hebei Weibang Biotechnology Co., Ltd

Product: Benzenesulfonamide 98-10-2
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-21

airuikechemical co., ltd.

Product: Benzenesulfonamide 98-10-2
Price: US $0.00-0.00/Kg
Min. Order: 1Kg
Purity: 99.99%
Supply Ability: 2000 tons
Release date: 2024-04-10

Hebei Chuanghai Biotechnology Co,.LTD

Product: Benzenesulfonamide 98-10-2
Price: US $10.60/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5000kg
Release date: 2024-08-21

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