HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 5329Erstellt: 23. Oktober 2026
Sulfamethoxazol
SMX · SULPHAMETHOXAZOLE · SMZ · Sulfamethoxazol · Co-trimoxazole · Bactrim · Septra · N1-(5-METHYLISOXAZOL-3-YL)SULFANILAMIDE
https://huagongshe.com/de/chemical/5329
Identifikatoren & physikalische Daten
| CAS No. | 144930-01-8 |
|---|
| Summenformel | C10H11N3O3S |
|---|
| Durchschnittliche Molmasse | 253,28 g/mol |
|---|
| Monoisotopische Masse | 253,05211239 g/mol |
|---|
| SMILES | Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1 |
|---|
| InChIKey | JLKIGFTWXXRPMT-UHFFFAOYSA-N |
|---|
| PubChem CID | 5329 |
|---|
| ChEMBL | CHEMBL443 |
|---|
| ChEBI | CHEBI:9332 |
|---|
| EC No. | 211-963-3 |
|---|
| DTXSID | DTXSID8026064 |
|---|
| Lokaler Name | Sulfamethoxazol |
|---|
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|
| Polarare Oberfläche (TPSA) | 107 |
|---|
| H-Brücken-Donoren | 2 |
|---|
| H-Brücken-Akzeptoren | 6 |
|---|
| Frei drehbare Bindungen | 3 |
|---|
| Schwere Atome | 17 |
|---|
| Formalladung | 0 |
|---|
| Komplexität | 346 |
|---|
| Schmelzpunkt | 166 °C |
|---|
| Siedepunkt | 482℃ |
|---|
| Dichte | 1.3915 (rough estimate) |
|---|
| Brechungsindex | 1.6630 (estimate) |
|---|
| Flammpunkt | >110°(230°F) |
|---|
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
|---|
| Löslichkeit | Practically insoluble in water, freely soluble in acetone, sparingly soluble in ethanol (96 per cent). It dissolves in dilute solutions of sodium hydroxide and in dilute acids.Soluble in ethanol or acetone. Very slightly soluble in water |
|---|
| pKa (Säurekonstante) | pKa 5.60±0.05 (Uncertain) |
|---|
| Aggregatzustand | Solid |
|---|
| Farbe | White to Pale Yellow |
|---|
| Merck | 14,8918 |
|---|
| BRN | 6732984 |
|---|
| Henry-Konstante | 1.5×107 mol/(m3Pa) at 25℃, HSDB (2015) |
|---|
| BCS Class | 2,4 |
|---|
| Stabilität | Stable, but light sensitive. Incompatible with strong oxidizing agents. |
|---|
| Hauptanwendungen | forensics and toxicologypharmaceutical (small molecule) |
|---|
| InChI | 1S/C10H11N3O3S/c1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h2-6H,11H2,1H3,(H,12,13) |
|---|
| InChIKey | JLKIGFTWXXRPMT-UHFFFAOYSA-N |
|---|
| SMILES | Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1 |
|---|
| CAS Datenbank | 723-46-6(CAS DataBase Reference) |
|---|
| NIST chemische Informationen | Sulfanilamide, n1-(5-methyl-3-isoxazolyl)-(723-46-6) |
|---|
| EPA chemische Informationen | Sulfamethoxazole (723-46-6) |
|---|
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|
| TSCA-Inventar-Status | TSCA listed |
|---|
| Zollcode | 29350090 |
|---|
| RTECS-Nr. | WP0700000 |
|---|
| R-Sätze (R) | 36/37/38-43-22 |
|---|
| Toxizität | LD50 orally in mice: 3662 mg/kg (Yamamoto) |
|---|
| Gefahrensymbole | Xi,Xn |
|---|
| Sicherheitshinweise (S) | 26-36-36/37/39-22 |
|---|
| Gefahrenklasse | IRRITANTAquatic Chronic 2Repr. 2 |
|---|
| Lagerklasse | 11 - Combustible Solids |
|---|
| Gefahrstoffdaten | 723-46-6(Hazardous Substances Data) |
|---|
Anwendungen & Verwendung
Beschreibung
Like sulfisoxazole, this drug is effective in treating infections caused by streptococci, gonococci, pneumococci, staphylococci as well as colon bacillus. Unlike sulfisoxazole, only about 70% of it binds with proteins in the plasma after oral administration, and it diffuses mostly to tissues and tissue fluids. However, since it is removed much slower than sulfisoxazole, it does not require frequent administration and is also the drug of choice for many systemic infections. Moreover, it is an ingredient of a combined drug named bactrim, biseptol, and so on (which will be examined later on), which has a fixed correlation with trimethoprim. Synonyms of this drug are gantanol, sinomin, sulfisomezole, and others.
