Butoconazole
BUTONAZOLE · Butooonazole · BUTOCONAZOLE · Butoconazole USP/EP/BP · 1-[4-(4-Chlorophenyl)-2-(2,6-dichlorophenyl)sulfanyl-butyl]imidazole · 1-(4-(4-Chlorophenyl)-2-((2,6-dichlorophenyl)thio)butyl)-1H-imidazole · 1-[2-[(2,6-Dichlorophenyl)thio]-4-(4-chlorophenyl)butyl]-1H-imidazole · 1-[(2S)-4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]imidazole
Identifikatoren & physikalische Daten
| CAS No. | 64872-76-0 |
|---|---|
| Summenformel | C19H17Cl3N2S |
| Durchschnittliche Molmasse | 411,8 g/mol |
| Monoisotopische Masse | 410,01780258 g/mol |
| SMILES | Clc1ccc(CCC(Cn2ccnc2)Sc2c(Cl)cccc2Cl)cc1 |
| InChIKey | SWLMUYACZKCSHZ-UHFFFAOYSA-N |
| PubChem CID | 47472 |
| ChEMBL | CHEMBL1295 |
| ChEBI | CHEBI:3240 |
| DTXSID | DTXSID2048537 |
Chemische & physikalische Eigenschaften
| XLogP | 6,4 |
|---|---|
| Polarare Oberfläche (TPSA) | 43,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 7 |
| Schwere Atome | 25 |
| Formalladung | 0 |
| Komplexität | 383 |
| LogP (Verteilungskoeffizient) | 6.7 |
| Löslichkeit | Nitrate salt: 0.26 mg/ml (practically insoluble)8.18e-04 g/LDMSO: 82 mg/mL (199.14 mM) |
| Human Drugs | Breast FeedingLactationAnti-Infective AgentsAntifungal AgentsDermatologic Agents |
| Schmelzpunkt | ~159°C with decomposition (nitrate salt)159 °C (decomposition)68-70.5° |
| Physical Description | Solid |
| Collision Cross Section | 185.55 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]186.5 Ų [M+H]+ [CCS Type: TW |
| Siedepunkt | 566.9±50.0 °C(Predicted) |
| Dichte | 1.32±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Store at -20°C |
| pKa (Säurekonstante) | 6.74±0.12(Predicted) |
| Aggregatzustand | Solid |
| Farbe | White to off-white |
| CAS Datenbank | 64872-76-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| Drug Induced Liver Injury | Drug-Induced Liver Injury Severity and Toxicity (DILIst)butoconazoleDILI NegativeVaginalDOI:10.1016/j.drudis.2019.09.022 |
|---|---|
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
Anwendungen & Verwendung
Beschreibung
Butoconazole is an imidazole that is pharmacologically quite comparable to clotrimazole. It is a vaginal antifungal agent that increases cell membrane permeability in susceptible fungi. It is indicated for local treatment of vulvovaginal candidiasis (moniliasis).
Verwenden
Butoconazole is a fungostatic drug, and it is formally classified as an imidazole, but only because of the presence of an imidazole ring in the structure. It is believed that butoconazole, like miconazole, econazole, and other “pure” representatives of the imidazole class, also inhibits the biosynthesis of estrosterin in the cytoplasmatic membrane of fungi; however, it is very possible that this is not the only mechanism of its action. It is effective for vaginal infections caused by various types of candida. It is also used only externally and vaginally. Synonyms of this drug are femstat, listomin, and others.