2-[benzyl(methyl)amino]-1-(3,4-dihydroxyphenyl)ethan-1-one

• ChemBase ID: 161583
• Molecular Formular: C16H17NO3
• Molecular Mass: 271.31108
• Monoisotopic Mass: 271.12084341
• SMILES: c1c(c(cc(c1)C(=O)CN(Cc1ccccc1)C)O)O
• Canonical SMILES: CN(CC(=O)c1ccc(c(c1)O)O)Cc1ccccc1
• InChI: InChI=1S/C16H17NO3/c1-17(10-12-5-3-2-4-6-12)11-16(20)13-7-8-14(18)15(19)9-13/h2-9,18-19H,10-11H2,1H3
• InChIKey: LVERDXLUFRHUKR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[benzyl(methyl)amino]-1-(3,4-dihydroxyphenyl)ethan-1-one
• IUPAC Traditional name: 2-[benzyl(methyl)amino]-1-(3,4-dihydroxyphenyl)ethanone
• Synonyms: 1-(3,4-Dihydroxyphenyl)-2-[methyl(phenylmethyl)amino]ethanone; α-Benzylmethylamino-3,4-dihydroxyacetophenone; 2-(Benzylmethylamino)-3',4'-dihydroxyacetophenone

Database IDs

• CAS Number: 36467-25-1
• PubChem SID: 162255718
• PubChem CID: 11254260

CALCULATED PROPERTIES

• Acid pKa: 7.909081
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1473294
• LogD (pH = 7.4): 2.2894368
• Log P: 2.2339637
• Molar Refractivity: 78.4642 cm^3
• Polarizability: 30.071894 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B285620

Ephedrine intermediate.