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Tioconazol
TIOCONAZOLE · Trosyd · Trosyl · Zoniden · vagistat · UK-20349 · Fungibacid · Vagistat 1
Identifikatoren & physikalische Daten
| CAS No. | 65899-73-2 |
|---|---|
| Summenformel | C16H13Cl3N2OS |
| Durchschnittliche Molmasse | 387,7 g/mol |
| Monoisotopische Masse | 385,98141708 g/mol |
| SMILES | Clc1ccc(C(Cn2ccnc2)OCc2ccsc2Cl)c(Cl)c1 |
| InChIKey | QXHHHPZILQDDPS-UHFFFAOYSA-N |
| PubChem CID | 5482 |
| ChEMBL | CHEMBL1200438 |
| ChEBI | CHEBI:77898 |
| EC No. | 265-973-8 |
| DTXSID | DTXSID3046619 |
| Lokaler Name | Tioconazol |
Chemische & physikalische Eigenschaften
| XLogP | 5,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 55,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 6 |
| Schwere Atome | 23 |
| Formalladung | 0 |
| Komplexität | 379 |
| LogP (Verteilungskoeffizient) | 4.4 |
| Löslichkeit | 1.65e-02 g/LVery slightly soluble in water, very soluble in methylene chloride, freely soluble in alcohol. |
| Human Drugs | Breast FeedingLactationAnti-Infective AgentsAntifungal AgentsDermatologic AgentsFDA approved drugs -> Active ingredient |
| Physical Description | Solid |
| Collision Cross Section | 180.7 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]179.43 Ų [M+H]+ [CCS Type: TW |
| Schmelzpunkt | 79-81oC |
| Siedepunkt | 534.5±50.0 °C(Predicted) |
| Dichte | 1.3115 (rough estimate) |
| Brechungsindex | 1.6000 (estimate) |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,Room temperature |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | 6.66±0.12(Predicted) |
| Farbe | white to off-white |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIMICROBIAL |
| InChI | InChI=1S/C16H13Cl3N2OS/c17-12-1-2-13(14(18)7-12)15(8-21-5-4-20-10-21)22-9-11-3-6-23-16(11)19/h1-7,10,15H,8-9H2 |
| InChIKey | QXHHHPZILQDDPS-UHFFFAOYSA-N |
| SMILES | C1N(CC(OCC2C=CSC=2Cl)C2=CC=C(Cl)C=C2Cl)C=CN=1 |
| CAS Datenbank | 65899-73-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 100 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Expositionspfade | Systemic absorption following a single intravaginal application of tioconazole in nonpregnant patients is negligible. |
| Toxizitätsübersicht | Tioconazole interacts with 14-&alphademethylase, a cytochrome P-450 enzyme that converts lanosterol to ergosterol, an essential component of the yeast membrane. In this way, tioconazole inhibits ergosterol synthesis, resulting in increased cellular permeability. Tioconazole may also inhibit endogenous respiration, interact with membrane phospholipids, inhibit the transformation of yeasts to mycelial forms and the uptake of purine, impair triglyceride and/or phospholipid biosynthesis, and inhibit the movement of calcium and potassium ions across the cell membrane by blocking the ion transport pathway known as the Gardos channel. |
| Signs and Symptoms | Symptoms of overdose include erythema, stinging, blistering, peeling, edema, pruritus, urticaria, burning, and general irritation of the skin, and cramps. |
| Carcinogen Classification | No indication of carcinogenicity to humans (not listed by IARC). |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN3077 |
| Zollcode | 2934990002 |
| R-Sätze (R) | 22 |
| Gefahrensymbole | Xn |
| Gefahrenklasse |
Anwendungen & Verwendung
Beschreibung
Tioconazole is an antifungal agent, closely related to miconazole. Tioconazole is effective in the topical treatment of superficial fungal infections and appears to be more potent than miconazole against Candida and Trichophyton species.
Verwenden
antithrombotic