2-[benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethan-1-one hydrochloride

• ChemBase ID: 161929
• Molecular Formular: C16H18ClNO2
• Molecular Mass: 291.77262
• Monoisotopic Mass: 291.1026065
• SMILES: c1(cccc(c1)C(=O)CN(Cc1ccccc1)C)O.Cl
• Canonical SMILES: CN(CC(=O)c1cccc(c1)O)Cc1ccccc1.Cl
• InChI: InChI=1S/C16H17NO2.ClH/c1-17(11-13-6-3-2-4-7-13)12-16(19)14-8-5-9-15(18)10-14;/h2-10,18H,11-12H2,1H3;1H
• InChIKey: QGHUDAOMXLLADV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethan-1-one hydrochloride
• IUPAC Traditional name: 2-[benzyl(methyl)amino]-1-(3-hydroxyphenyl)ethanone hydrochloride
• Synonyms: 1-(3-Hydroxyphenyl)-2-[methyl(phenylmethyl)amino]ethanone Hydrochloride; Phenylephrine Imp. E (EP), Hydrochloride; rac Benzyl Phenylephrone Hydrochloride

Database IDs

• CAS Number: 71786-67-9
• PubChem SID: 162256064
• PubChem CID: 172900

CALCULATED PROPERTIES

• Acid pKa: 8.888688
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.4476894
• LogD (pH = 7.4): 2.714006
• Log P: 2.8432996
• Molar Refractivity: 76.4833 cm^3
• Polarizability: 29.482252 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Light-Yellow Solid
• Melting Point: 214-216°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B288635

An impurity of Phenylephrine.

REFERENCES

• Hukki, J., et al.: Acta Chemica Scandinavica, 13, 329 (1959)