Sulfapyridin

Sulfapyridine

HCID 5336CAS 144-83-2

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Grundinformationen

Standard-SMILES: Nc1ccc(S(=O)(=O)Nc2ccccn2)cc1
InChIKey: GECHUMIMRBOMGK-UHFFFAOYSA-N
Summenformel: C11H11N3O2S
Durchschnittliche Molmasse: 249,29 g/mol
Monoisotopische Masse: 249,05719778

Namen und Bezeichner

Bevorzugter Name: Sulfapyridine
IUPAC: 4-amino-N-pyridin-2-ylbenzenesulfonamide
Lokaler Name: Sulfapyridin
Englischer Name: Sulfapyridine
Summenformel: C11H11N3O2S
Molmasse: 249.29

Namen und Synonyme

sulfapyridine144-83-2Sulphapyridine2-Sulfapyridine2-SulfanilamidopyridineDagenanPiridazolSulfidinSulfidineStreptosilpyridineCoccoclasePlurazol

Weitere Namen anzeigen

SulfapyridinTHAP114-AMINO-N-[2-PYRIDYL]BENZENE SULFONAMIDE2-hydroxybenzenecarboxylic acid (salicylic acid)RoninA-499m+b693TrianonAdiplon

PyriamidPyridazolEubasin2-SulfanilylaminopyridineEubasinumRelbapiridinaSeptipulmonThioseptal

Datenbank-Bezeichner

CAS: 144-83-2
PubChem CID: 5336
DTXSID: DTXSID3026067
ChEMBL: CHEMBL700
ChEBI: CHEBI:132842
UNII: Y5V2N1KE8U
EC Number: 205-642-7
Nikkaji: J5.831I

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0
Polarare Oberfläche (TPSA): 93,5 Å²
H-Brücken-Donoren: 2
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 3
Schwere Atome: 17
Formalladung: 0
Komplexität: 331

Physikochemische Eigenschaften

Schmelzpunkt: 191 · 191-193°C
Siedepunkt: 473.5 · 473.5±51.0 °C(Predicted)
Dichte: 1.322 · 1.3220 (rough estimate)
Brechungsindex: 1.674 · 1.6740 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 8.48 · pKa 8.48(H2O t = 25 I = 0.05) (Uncertain)
Farbe: White to Off-White
Wasserlöslichkeit: 0.1 g/100 · <0.1 g/100 mL at 22 ºC
Merck: 14 · 14,8938
BRN: 222065 · 222065
Stabilität: Stable. Combustible. Protect from light. Incompatible with strong oxidizing agents.
Major Application: forensics and toxicologypharmaceutical (small molecule)
InChI: 1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
InChIKey: GECHUMIMRBOMGK-UHFFFAOYSA-N
SMILES: Nc1ccc(cc1)S(=O)(=O)Nc2ccccn2
CAS Datenbank: 144 · 144-83-2(CAS DataBase Reference)
NIST chemische Informationen: Sulfapyridine(144-83-2)
EPA chemische Informationen: Sulfapyridine (144-83-2)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 2
tsca: TSCA listed
hs_code: 29350010
RTECS-Nr.: DA9625000
risk_code: 36/37/38
Toxizität: LD50 orally in mice: 7.5 mg/g (Wien)
hazard_code: Xi
safety_code: 22-24/25-36-26
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Repr. 2

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungSulfapyridine is a sulfonamide antibiotic with antibacterial and anti-inflammatory activities. It is also a metabolite of sulfasalazine formed through bacterial conversion in the colon. It is active against strains of Y. enterocolitica and Salmonella (MICs = 3.1-25 and 25-100 μg/ml, respectively), as well as S. aureus (MBC = 0.8 μM). It is an inhibitor of recombinant P. carinii dihydropteroate synthetase (DHPS; IC50 = 0.18 μM). Sulfapyridine scavenges peroxyl radicals in an oxygen radical absorbance capacity (ORAC) assay. It inhibits histamine release induced by compound 48/80 from isolated rat peritoneal mast cells in a dose-dependent manner. Sulfapyridine (1 μg/kg) also inhibits compound 48/80-induced systemic allergic reaction in rats. Formulations containing sulfapyridine have previously been used in the treatment of dermatological conditions and ulcerative colitis.

VerwendenUsed in treatment of dermatitis herpetiformis; antibacterial.