Sulfapyridin
Sulphapyridine · Sulfapyridin · THAP11 · 4-AMINO-N-[2-PYRIDYL]BENZENE SULFONAMIDE · 2-hydroxybenzenecarboxylic acid (salicylic acid) · Ronin · A-499 · m+b693
Identifikatoren & physikalische Daten
| CAS No. | 144-83-2 |
|---|---|
| Summenformel | C11H11N3O2S |
| Durchschnittliche Molmasse | 249,29 g/mol |
| Monoisotopische Masse | 249,05719778 g/mol |
| SMILES | Nc1ccc(S(=O)(=O)Nc2ccccn2)cc1 |
| InChIKey | GECHUMIMRBOMGK-UHFFFAOYSA-N |
| PubChem CID | 5336 |
| ChEMBL | CHEMBL700 |
| ChEBI | CHEBI:132842 |
| EC No. | 205-642-7 |
| DTXSID | DTXSID3026067 |
| Lokaler Name | Sulfapyridin |
Chemische & physikalische Eigenschaften
| XLogP | 0 |
|---|---|
| Polarare Oberfläche (TPSA) | 93,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 17 |
| Formalladung | 0 |
| Komplexität | 331 |
| Schmelzpunkt | 191-193°C |
| Siedepunkt | 473.5±51.0 °C(Predicted) |
| Dichte | 1.3220 (rough estimate) |
| Brechungsindex | 1.6740 (estimate) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly)<0.1 g/100 mL at 22 ºC |
| Aggregatzustand | Solid |
| pKa (Säurekonstante) | pKa 8.48(H2O t = 25 I = 0.05) (Uncertain) |
| Farbe | White to Off-White |
| Merck | 14,8938 |
| BRN | 222065 |
| Stabilität | Stable. Combustible. Protect from light. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | 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 | 144-83-2(CAS DataBase Reference) |
| NIST chemische Informationen | Sulfapyridine(144-83-2) |
| EPA chemische Informationen | Sulfapyridine (144-83-2) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29350010 |
| RTECS-Nr. | DA9625000 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | LD50 orally in mice: 7.5 mg/g (Wien) |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 22-24/25-36-26 |
| Gefahrenklasse | IRRITANTRepr. 2 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Sulfapyridine 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.
Verwenden
Used in treatment of dermatitis herpetiformis; antibacterial.