Terbinafine hydrochlorideProduct ingredient for Terbinafine
- Name
- Terbinafine hydrochloride
- Drug Entry
- Terbinafine
Terbinafine hydrochloride (Lamisil) is a synthetic allylamine antifungal.10,11 It is highly lipophilic in nature and tends to accumulate in skin, nails, and fatty tissues.1 Like other allylamines, terbinafine inhibits ergosterol synthesis by inhibiting the fungal squalene monooxygenase (also called squalene epoxidase), an enzyme that is part of the fungal cell wall synthesis pathway.1,2,11
Terbinafine hydrochloride was granted FDA approval on 30 December 1992.9
- Accession Number
- DBSALT000470
- Structure
- Synonyms
- Terbinafine HCl
- External IDs
- MOB015B
- UNII
- 012C11ZU6G
- CAS Number
- 78628-80-5
- Weight
- Average: 327.891
Monoisotopic: 327.175377544 - Chemical Formula
- C21H26ClN
- InChI Key
- BWMISRWJRUSYEX-SZKNIZGXSA-N
- InChI
- InChI=1S/C21H25N.ClH/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;1H/b9-5+;
- IUPAC Name
- [(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)[(naphthalen-1-yl)methyl]amine hydrochloride
- SMILES
- Cl.[H]\C(CN(C)CC1=CC=CC2=CC=CC=C12)=C(\[H])C#CC(C)(C)C
- External Links
- PubChem Compound
- 5282481
- ChemSpider
- 4445625
- ChEBI
- 77614
- ChEMBL
- CHEMBL1200832
- Wikipedia
- Terbinafine
- Predicted Properties
Property Value Source Water Solubility 0.000738 mg/mL ALOGPS logP 5.51 ALOGPS logP 5.53 Chemaxon logS -5.6 ALOGPS pKa (Strongest Basic) 8.86 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 98.08 m3·mol-1 Chemaxon Polarizability 35.71 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon