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

• ChemBase ID: 178162
• 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-UYTGOYFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2Z)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)(naphthalen-1-ylmethyl)amine hydrochloride
• IUPAC Traditional name: [(2Z)-6,6-dimethylhept-2-en-4-yn-1-yl](methyl)(naphthalen-1-ylmethyl)amine hydrochloride
• Synonyms: N-[(2Z)-6,6-Dimethyl-2-hepten-4-yn-1-yl]-N-methyl-1-naphthalenemethanamine Hydrochloride; (Z)-Terbinafine; cis-Terbinafine Hydrochloride

Database IDs

• CAS Number: 176168-78-8
• PubChem SID: 164234072
• PubChem CID: 71752365

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: 38.508842 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T107490

An impurity in the production of Terbinafine hydrochloride.

REFERENCES

• Petranyi, G., et al.: Science, 224, 1239 (1984)
• Stutz, A., et al.: J. Med. Chem., 27, 1539 (1984)