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Tolnaftate
TOLNAFTATE USP · Tolnaflate · Aftate · Pitrex · sorgoa · Tritin · Focusan · Timoped
Identifikatoren & physikalische Daten
| CAS No. | 2398-96-1 |
|---|---|
| Summenformel | C19H17NOS |
| Durchschnittliche Molmasse | 307,4 g/mol |
| Monoisotopische Masse | 307,10308516 g/mol |
| SMILES | Cc1cccc(N(C)C(=S)Oc2ccc3ccccc3c2)c1 |
| InChIKey | FUSNMLFNXJSCDI-UHFFFAOYSA-N |
| PubChem CID | 5510 |
| ChEMBL | CHEMBL83668 |
| ChEBI | CHEBI:9620 |
| EC No. | 219-266-6 |
| DTXSID | DTXSID3042477 |
Chemische & physikalische Eigenschaften
| XLogP | 5,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 44,6 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 386 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Fusion temperature |
| LogP (Verteilungskoeffizient) | 5.31 |
| Löslichkeit | less than 1 mg/mL at 72 °F (NTP, 1992)Soluble in chloroform at 50 mg/ml. Sparingly soluble in ethanol or methanol<0.1 g/100 mL at 22 ºC |
| Human Drugs | Breast FeedingLactationMilk, HumanAnti-Infective AgentsAntifungal Agents |
| Animal Drugs | Active Ingredients (Tolnaftate) -> FDA Greenbook |
| Schmelzpunkt | 230.9 to 232.7 °F (NTP, 1992)111 °C110.5-111.5°C |
| Physical Description | Crystals or white powder. (NTP, 1992)Solid |
| Collision Cross Section | 185.4 Ų [M+Na]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID3042477]173.6 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]163.3 Ų [M+Na]+ [CCS Type: TW |
| Siedepunkt | 453.4±38.0 °C(Predicted) |
| Dichte | 1.1328 (rough estimate) |
| Brechungsindex | 1.6970 (estimate) |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Aggregatzustand | powder |
| pKa (Säurekonstante) | -0.35±0.50(Predicted) |
| Farbe | white to off-white |
| Merck | 14,9519 |
| Hauptanwendungen | pharmaceutical (small molecule) |
| Kosmetik-Inhaltsstoffe Funktionen | ANTIMICROBIAL |
| InChI | 1S/C19H17NOS/c1-14-6-5-9-17(12-14)20(2)19(22)21-18-11-10-15-7-3-4-8-16(15)13-18/h3-13H,1-2H3 |
| InChIKey | FUSNMLFNXJSCDI-UHFFFAOYSA-N |
| SMILES | CN(C(=S)Oc1ccc2ccccc2c1)c3cccc(C)c3 |
| LogP (Verteilungskoeffizient) | 5.142 (est) |
| NIST chemische Informationen | Tolnaftate(2398-96-1) |
| EPA chemische Informationen | Tolnaftate (2398-96-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 40.4% (38 of 94) of reports.WarningH319 (56.4%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 94 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Tolnaftate: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Carbamothioic acid, methyl(3-methylphenyl)-, O-2-naphthalenyl ester: Human health tier I assessment |
| Brandgefahren | Flash point data on this chemical are not available, it is probably combustible. (NTP, 1992) |
| Gesundheitsgefahren | SYMPTOMS: In susceptible persons, this compound may cause sensitization or irritation. (NTP, 1992) |
| Reaktive Gruppe | Thiocarbamate Esters and Salts/Dithiocarbamate Esters and Salts |
| Reactivity Profile | TOLNAFTATE is a thiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides. |
| Air and Water Reactions | Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Insoluble in water. |
| Hazard Classes and Categories | Eye Irrit. 2 (56.4%) |
| Brandbekämpfung | Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992) |
| Erste Hilfe | EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. |
| Freisetung ohne Brand | SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. |
| Personal Protective Equipment (PPE) | RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992) |
| Effects During Pregnancy and Lactation | ◉ Summary of Use during Lactation |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 2930206050 |
| RTECS-Nr. | FD8891300 |
| Toxizität | LD50 in mice, rats (g/kg): >10, >6 orally>6, >4 s.c. (Hashimoto) |
| Gefahrenklasse | IRRITANT |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Tolnaftate is a thiocarbamate antifungal agent. It is active against clinical isolates of the dermatophytes T. rubrum, T. mentagraphytes, T. verrucosum, E. floccosum, and M. canis (MIC50s = 50, 100, 6, 50, and 50 ng/ml, respectively), as well as 18 additional yeast and filamentous fungi species (MIC = 0.003-0.8 μg/ml)., Tolnaftate also reduces aflatoxin production in A. parasiticus in a concentration-dependent manner. It inhibits squalene epoxidase with an IC50 value of 12.5 μg/ml in a cell-free assay.
Verwenden
antifungal for cutaneous infections. Tolnaftate (Aftate, Tinactin, etc.) is an odorless and nonstaining synthetic antifungal agent whose exact mechanism of action is unknown. It is effective against dermatophytes and P. orbiculare and Pityrosporum ovale. It is ineffective against C. albicans and bacteria.