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

• ChemBase ID: 160853
• Molecular Formular: C14H22N2O3
• Molecular Mass: 266.33608
• Monoisotopic Mass: 266.16304257
• SMILES: c1c(ccc(c1)CC(=O)N)OCC(CNC(C)C)O
• Canonical SMILES: OC(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)
• InChIKey: METKIMKYRPQLGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-hydroxy-3-{[(^2H₇)propan-2-yl]amino}propoxy)phenyl]acetamide
• IUPAC Traditional name: 2-(4-{2-hydroxy-3-[(^2H₇)propan-2-ylamino]propoxy}phenyl)acetamide
• Synonyms: 4-[2-Hydroxy-3-[(1-methylethyl-d7)amino]propoxyl]benzeneacetamide; 2-[p-[2-Hydroxy-3-(isopropylamino-d7)propoxy]phenyl]acetamide; (RS)-Atenolol-d7; (+/-)-Atenolol-d7; ICI-66082-d7; Atehexal-d7; Atenol-d7; Cuxanorm-d7; Myocord-d7; Normalol-d7; Normiten-d7; Uniloc-d7; Vericordin-d7; Wesipin-d7; Xaten-d7; dl-Atenolol-d7; Atenolol-d7

Database IDs

• PubChem SID: 162254988
• PubChem CID: 46780487

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

PROPERTIES

Physical Property

• Solubility: Acetic Acid; Dimethyl Sulfoxide; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 147-149°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A790077

Cardioselective β-adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic (class II).

REFERENCES

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