Benzolsulfonamid

BSA · BENZENESULPHONAMIDE · CL160 · mandb7973 · benzsulfamide · Benzenesulfomide · Benzosuifqnamide · Benzosulfonamide

Identifikatoren & physikalische Daten

CAS No.	98-10-2
Summenformel	C6H7NO2S
Durchschnittliche Molmasse	157,19 g/mol
Monoisotopische Masse	157,01974946 g/mol
SMILES	NS(=O)(=O)c1ccccc1
InChIKey	KHBQMWCZKVMBLN-UHFFFAOYSA-N
PubChem CID	7370
ChEMBL	CHEMBL27601
ChEBI	CHEBI:191017
EC No.	202-637-1
DTXSID	DTXSID1059159
Lokaler Name	Benzolsulfonamid

Chemische & physikalische Eigenschaften

XLogP	0,3
Polarare Oberfläche (TPSA)	68,5
H-Brücken-Donoren	1
H-Brücken-Akzeptoren	3
Frei drehbare Bindungen	1
Schwere Atome	10
Formalladung	0
Komplexität	186
Stoffklassen	Nitrogen Compounds -> Sulfonamides
Pestizide	Environmental transformation -> Pesticide transformation products (metabolite, successor)
Dampfdruck	0.000894 [mmHg]
Physical Description	White to cream odorless crystalline powder[Alfa Aesar MSDS]
Schmelzpunkt	149-152 °C (lit.)
Siedepunkt	315.5±25.0 °C(Predicted)
Dichte	1.274 (estimate)
Brechungsindex	1.5500 (estimate)
Flammpunkt	250°C
Lagerbedingungen	Store below +30°C.
Löslichkeit	methanol: soluble25mg/mL4.3 g/L (16 ºC)
pKa (Säurekonstante)	10.1(at 25℃)
Aggregatzustand	Powder, Crystals and/or Chunks
Farbe	White to off-white
BRN	1100566
InChI	1S/C6H7NO2S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)
InChIKey	KHBQMWCZKVMBLN-UHFFFAOYSA-N
SMILES	NS(=O)(=O)c1ccccc1
CAS Datenbank	98-10-2(CAS DataBase Reference)
NIST chemische Informationen	Benzenesulfonamide(98-10-2)
EPA chemische Informationen	Benzenesulfonamide (98-10-2)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 167 reports by companies from 4 notifications to the ECHA C&L Inventory.DangerH372: Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]
Regulatorische Informationen	Chemical: BenzenesulfonamideStatus: Active Update: 08-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/32759Benzenesulphonamide: Does not have an individual approval but may be used under an appropriate group standard
Gefahrenübersicht	Causes liver function test abnormalities, changes in leukocyte and erythrocyte counts, and weight loss in repeated-dose oral studies of rats[RTECS] May cause irritationHarmful by ingestion[Alfa Aesar MSDS] See N-Butylbenzenesulfonamide. See Sulfanilamide.
Hazard Classes and Categories	Acute Tox. 4 (100%)Specific target organ toxicity - Repeated exposure - Category 1 (urinary bladder), Category 2 (liver, kidney, lung)
Unerwünschte Wirkungen	Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Wassergefährdungsklasse (WGK)	3
TSCA-Inventar-Status	TSCA listed
Zollcode	29350090
RTECS-Nr.	DA9380000
R-Sätze (R)	22
Toxizität	LD50 orally in Rabbit: 991 mg/kg
Gefahrensymbole	Xn
Sicherheitshinweise (S)	36
Lagerklasse	11 - Combustible Solids
Gefahrenklasse	Acute Tox. 4 Oral

Anwendungen & Verwendung

Verwenden

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.

Herstellung & Synthese

synthetische

Benzenesulfonamide is obtained by amination of benzenesulfonyl chloride.