TERBINAFINE
terbinafine
CAS: 91161-71-6
Molecular Formula: C21H25N
TERBINAFINE - Names and Identifiers
| Name | terbinafine |
| Synonyms | LAMISIL sf-86-327 TERBINAFINE terbinafine 6-dimethyl-2-hepten-4-ynyl)-n-methyl-n-((e)-1-naphthalenemethanamin trans-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthylmethylamine (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine 1-Naphthalenemethanamine, N-(2E)-6,6-dimethyl-2-hepten-4-ynyl-N-methyl- |
| CAS | 91161-71-6 |
| EINECS | 618-706-8 |
| InChI | InChI=1/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+ |
TERBINAFINE - Physico-chemical Properties
| Molecular Formula | C21H25N |
| Molar Mass | 291.43 |
| Density | 1.007±0.06 g/cm3(Predicted) |
| Melting Point | 203-205 °C |
| Boling Point | 417.9±33.0 °C(Predicted) |
| Solubility | Soluble in DMSO (≥58 mg/mL) at 25 °C, water (<1 mg/mL) at 25 °C, and ethanol (≥58 m |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | powder to crystal |
| Color | White to Light yellow |
| pKa | 6.92±0.50(Predicted) |
| Storage Condition | 2-8°C |
| Physical and Chemical Properties | White crystal |
| Use | Used to treat infections caused by a fungus. |
TERBINAFINE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
TERBINAFINE - Nature
Open Data Verified Data
terbinafine hydrochloride: C21 H25 N.HCI, CAS accession number [78628-80-5]. White crystals are obtained from isopropanol monoethyl ether, melting point 195-198 °c, and the crystal structure begins to change at about 150 °c.
Last Update：2025-06-10 22:55:16
TERBINAFINE - Preparation Method
Open Data Verified Data
The condensation reaction was carried out in the presence of aluminum trichloride using tert-butyl chloride and ethyl chloride as raw materials. Two molecules of hydrogen chloride are then removed by heating at high temperature in dimethyl sulfoxide in the presence of potassium hydroxide. The resulting material was first reacted with ethyl magnesium bromide at room temperature and then reacted with acrolein to form 6,6-= methyl-1-hepten-4-yn-3-ol. Finally, the bromination of cis-trans 1 bromine 6,6-= methyl -2-heptene 4 an alkyne. The resulting product is condensed with n-methyl-1-naphthylmethylamine under the action of sodium carbonate to give terbinafine and its cis-isomer. Both can be separated by recrystallization from isopropanol or by column chromatography.
Last Update：2025-06-10 22:55:16
TERBINAFINE - Application
Open Data Verified Data
developed by Sandon company, Switzerland, launched in 1989. Terbinafine is a propylene amine derivative with broad-spectrum antifungal activity. Its antibacterial spectrum is wider than naftifine, and its antifungal activity is higher. It can inhibit the synthesis of ergosterol in fungal cells, cause squalene accumulation and lead to cell death, to kill or inhibit the role of fungi. Safety, low toxicity, small side effects, in vivo tests show that Terbinafine on yeast, double fungi, skin fungi, etc. have a role, especially against skin fungi, Aspergillus fumigatus, the activity of pityrosporum was higher.
Last Update：2025-08-19 16:24:40
TERBINAFINE - Safety
Open Data Verified Data
mouse, rat oral LDs50(mg/kg): 4000,4000 oral, mouse, rat intravenous LDso (mg/kg): 393, 213.
Last Update：2025-06-10 22:55:16
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View History
TERBINAFINE
Tetraethylazanium hydrogen sulfate
Chromic Anydride
SPRYCEL HYDROCHLORIDE
Octanoic acid ethyl
lsopropyl octadecanoate
二碘化锡
4-Methoxystyrene
Initiss
CYCLOPENTANE
Tetraethylazanium hydrogen sulfate
Chromic Anydride
SPRYCEL HYDROCHLORIDE
Octanoic acid ethyl
lsopropyl octadecanoate
二碘化锡
4-Methoxystyrene
Initiss
CYCLOPENTANE