2-{4-[(2R)-2-hydroxy-3-{[(2H7)propan-2-yl]amino}propoxy]phenyl}acetamide

• ChemBase ID: 160854
• Molecular Formular: C14H22N2O3
• Molecular Mass: 266.33608
• Monoisotopic Mass: 266.16304257
• SMILES: c1c(ccc(c1)CC(=O)N)OC[C@@H](CNC(C)C)O
• Canonical SMILES: O[C@@H](COc1ccc(cc1)CC(=O)N)CNC(C)C
• InChI: InChI=1S/C14H22N2O3/c1-10(2)16-8-12(17)9-19-13-5-3-11(4-6-13)7-14(15)18/h3-6,10,12,16-17H,7-9H2,1-2H3,(H2,15,18)/t12-/m1/s1
• InChIKey: METKIMKYRPQLGS-GFCCVEGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2R)-2-hydroxy-3-{[(^2H₇)propan-2-yl]amino}propoxy]phenyl}acetamide
• IUPAC Traditional name: 2-{4-[(2R)-2-hydroxy-3-[(^2H₇)propan-2-ylamino]propoxy]phenyl}acetamide
• Synonyms: 4-[(2R)-2-Hydroxy-3-[(1-methylethyl-d7)amino]propoxy]benzeneacetamide; (+)-(R)-Atenolol-d7; (+)-Atenolol-d7; (R)-(+)-Atenolol-d7; (R)-Atenolol-d7

Database IDs

• PubChem SID: 162254989
• PubChem CID: 71313513

CALCULATED PROPERTIES

• Acid pKa: 14.078504
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.7682068
• LogD (pH = 7.4): -1.8002133
• Log P: 0.42502484
• Molar Refractivity: 73.5053 cm^3
• Polarizability: 29.0903 Å^3
• Polar Surface Area: 84.58 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A790082

Labelled (R)-Atenolol (A790080). Cardioselective β-adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic (class II).

REFERENCES

• Caplar, V., et al.: Anal. Profiles Drug Subs., 13, 1 (1984)