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

• ChemBase ID: 166587
• Molecular Formular: C20H23N
• Molecular Mass: 277.40332
• Monoisotopic Mass: 277.18304974
• SMILES: c12c(cccc1CNC/C=C/C#CC(C)(C)C)cccc2
• Canonical SMILES: CC(C#C/C=C/CNCc1cccc2c1cccc2)(C)C
• InChI: InChI=1S/C20H23N/c1-20(2,3)14-7-4-8-15-21-16-18-12-9-11-17-10-5-6-13-19(17)18/h4-6,8-13,21H,15-16H2,1-3H3/b8-4+
• InChIKey: IZJZLXQHMWUCIC-XBXARRHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](naphthalen-1-ylmethyl)amine
• IUPAC Traditional name: [(2E)-6,6-dimethylhept-2-en-4-yn-1-yl](naphthalen-1-ylmethyl)amine
• Synonyms: N-[(2E)-6,6-Dimethyl-2-hepten-4-ynyl]-1-naphthalenemethanamine; Demethylterbinafine; SDZ 86621; N-Desmethyl Terbinafine

Database IDs

• CAS Number: 99473-11-7
• PubChem SID: 162260720
• PubChem CID: 6443233

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.0106926
• LogD (pH = 7.4): 3.2680721
• Log P: 5.144435
• Molar Refractivity: 92.7805 cm^3
• Polarizability: 36.663292 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D294300

A metabolite of Terbinafine, an orally active, antimycotic allylamine related to naftifine.

REFERENCES

• Humbert, H., et al.: Pharam. Drug Dispos., 19, 417 (1998)
• Vickers, A., et al.: Drug Metab. Dispos., 27, 1029 (1998)
• Iverson, S., et al.: Chem. Res. Toxicol., 14, 175 (1998)