N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-N-methylacetamide

• ChemBase ID: 159377
• Molecular Formular: C11H15NO3
• Molecular Mass: 209.2417
• Monoisotopic Mass: 209.10519335
• SMILES: c1(cccc(c1)[C@H](CN(C)C(=O)C)O)O
• Canonical SMILES: Oc1cccc(c1)[C@H](CN(C(=O)C)C)O
• InChI: InChI=1S/C11H15NO3/c1-8(13)12(2)7-11(15)9-4-3-5-10(14)6-9/h3-6,11,14-15H,7H2,1-2H3/t11-/m0/s1
• InChIKey: OSJFSDYUAXAPLF-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-N-methylacetamide
• IUPAC Traditional name: N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-N-methylacetamide
• Synonyms: N-[2-Hydroxy-2-(3-hydroxyphenyl)ethyl]-N-methylacetamide; N-(m,β-Dihydroxyphenethyl)-N-methylacetamide; (R)-N-Acetyl Phenylephrine

Database IDs

• PubChem SID: 162253512
• PubChem CID: 3042015

CALCULATED PROPERTIES

• Acid pKa: 9.3616
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.2075771
• LogD (pH = 7.4): 0.20294608
• Log P: 0.20763665
• Molar Refractivity: 56.8153 cm^3
• Polarizability: 21.974771 Å^3
• Polar Surface Area: 60.77 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A186985

N-Acetyl derivative of R-Phenylephrine (P320640), used in the synthesis of Phenylephrine.

REFERENCES

• Wouters, I., et al.: J. Pharma. Biomed. Anal., 2, 481 (1984)