[(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)[(2H7)naphthalen-1-ylmethyl]amine hydrochloride

• ChemBase ID: 178163
• Molecular Formular: C21H26ClN
• Molecular Mass: 327.89084
• Monoisotopic Mass: 327.17537752
• SMILES: c12c(cccc1CN(C/C=C/C#CC(C)(C)C)C)cccc2.Cl
• Canonical SMILES: CN(Cc1cccc2c1cccc2)C/C=C/C#CC(C)(C)C.Cl
• 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+
• InChIKey: BWMISRWJRUSYEX-SZKNIZGXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)[(^2H₇)naphthalen-1-ylmethyl]amine hydrochloride
• IUPAC Traditional name: [(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)[(^2H₇)naphthalen-1-ylmethyl]amine hydrochloride
• Synonyms: N-[(2E)-6,6-Dimethyl-2-hepten-4-ynyl]-N-methyl-1-naphthalenemethanamine-d7; Bramazil-d7; Bramizil-d7; Lamisil-d7; Muzonal-d7; Terbina-d7; Terbinafine-d7 Hydrochloride

Database IDs

• CAS Number: 1185240-27-0
• PubChem SID: 164234073
• PubChem CID: 46782995

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.3570302
• LogD (pH = 7.4): 3.9767735
• Log P: 5.527483
• Molar Refractivity: 98.0752 cm^3
• Polarizability: 38.541977 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 198-200°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T107502

An orally active, antimycotic allylamine related to naftifine. A specfic inhibitor of squalene epoxidase, a key enzyme in fungal ergosterol biosynthesis.

REFERENCES

• Petranyi, G., et al.: Science, 224, 1239 (1984)
• Ryder, N.S., et al.: Antimicrob. Agents Chemother., 27, 252 (1984)
• Evans, E.G.V., et al.: Br. Med. J., 318, 1031 (1984)