HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 3936Erstellt: 3. November 2026
Liranaftate
LNF · M-732 · ZEFNART · LIRANAFATE · LIANAFTATE · LIRANAFTATE · PIRITETRATE · LIRANAFTATO
https://huagongshe.com/de/chemical/3936
Identifikatoren & physikalische Daten
| CAS No. | 88678-31-3 |
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| Summenformel | C18H20N2O2S |
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| Durchschnittliche Molmasse | 328,4 g/mol |
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| Monoisotopische Masse | 328,12454906 g/mol |
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| SMILES | COc1cccc(N(C)C(=S)Oc2ccc3c(c2)CCCC3)n1 |
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| InChIKey | VPHPQNGOVQYUMG-UHFFFAOYSA-N |
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| PubChem CID | 3936 |
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| ChEMBL | CHEMBL1591365 |
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| ChEBI | CHEBI:31775 |
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| EC No. | 834-254-6 |
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| DTXSID | DTXSID6046470 |
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Chemische & physikalische Eigenschaften
| XLogP | 4,9 |
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| Polarare Oberfläche (TPSA) | 66,7 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 4 |
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| Frei drehbare Bindungen | 4 |
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| Schwere Atome | 23 |
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| Formalladung | 0 |
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| Komplexität | 406 |
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| Schmelzpunkt | 98.5-99.5°C |
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| Siedepunkt | 462.5±55.0 °C(Predicted) |
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| Dichte | 1.240±0.06 g/cm3(Predicted) |
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| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
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| Löslichkeit | DMSO (Slightly), Methanol (Slightly, Heated) |
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| Aggregatzustand | Solid |
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| pKa (Säurekonstante) | 1.24±0.10(Predicted) |
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| Farbe | Off-White |
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| Merck | 14,5515 |
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| InChI | InChI=1S/C18H20N2O2S/c1-20(16-8-5-9-17(19-16)21-2)18(23)22-15-11-10-13-6-3-4-7-14(13)12-15/h5,8-12H,3-4,6-7H2,1-2H3 |
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| InChIKey | VPHPQNGOVQYUMG-UHFFFAOYSA-N |
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| SMILES | C(=S)(OC1=CC=C2C(=C1)CCCC2)N(C1=NC(OC)=CC=C1)C |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
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| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
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| Zollcode | 2933.39.4100 |
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| RTECS-Nr. | FD3890000 |
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Anwendungen & Verwendung
Beschreibung
Liranaftate was launched in Japan as a new topical antifungal for the treatment of dermatophycoses. This compound belonging to the thiocarbamate class of antifungals can be prepared by condensation of 5,6，7,8-tetrahydro-2-naphthol with the corresponding Npyridylthiocarbamoyl chloride. It is a potent and specific inhibitor of squalene epoxidase and consequently a blocker of ergosterol biosynthesis in fungi, without any detectable effect on mammalian cholesterol biosynthesis in rat liver at therapeutic dose levels. Liranaftate was found to be significantly more active than the other thiocarbamate tolnaftate against several dermatophytes, including Trichophyton mentagrophyfes, and against certain yeasts, such as Crypfococcus neoformans. On the other hand, it was inactive against a variety of Gram-positive and negative bacteria. When applicated as a 1 or 2% cream during clinical trials, it was well tolerated and no systemic absorption was observed.
