3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol

• ChemBase ID: 170133
• Molecular Formular: C17H21NO2
• Molecular Mass: 271.35414
• Monoisotopic Mass: 271.15722892
• SMILES: c1c(ccc(c1C)O[C@H](CCNC)c1ccccc1)O
• Canonical SMILES: CNCC[C@H](c1ccccc1)Oc1ccc(cc1C)O
• InChI: InChI=1S/C17H21NO2/c1-13-12-15(19)8-9-16(13)20-17(10-11-18-2)14-6-4-3-5-7-14/h3-9,12,17-19H,10-11H2,1-2H3/t17-/m1/s1
• InChIKey: PPXQPRLGNSJNJM-QGZVFWFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol
• IUPAC Traditional name: 3-methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol
• Synonyms: 3-Methyl-4-[(1R)-3-(methylamino)-1-phenylpropoxy]phenol; 4'-Hydroxy Atomoxetine

Database IDs

• CAS Number: 435293-66-6
• PubChem SID: 164226043
• PubChem CID: 9816910

CALCULATED PROPERTIES

• Acid pKa: 10.235286
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.30058643
• LogD (pH = 7.4): 1.1714721
• Log P: 3.0250323
• Molar Refractivity: 81.4159 cm^3
• Polarizability: 31.877058 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Light Brown Solid
• Melting Point: 120-122°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H802500

A metabolite of Atomoxetine, a Norepinephrine uptake blocker.

REFERENCES

• Hwamg. et al.: Neurosci. Lett., 265, 151 (1999)