[2-hydroxy-3-(naphthalen-1-yloxy)propyl][(2H7)propan-2-yl]amine

• ChemBase ID: 177022
• Molecular Formular: C16H21NO2
• Molecular Mass: 259.34344
• Monoisotopic Mass: 259.15722892
• SMILES: c1cccc2c1c(ccc2)OCC(CNC(C)C)O
• Canonical SMILES: OC(COc1cccc2c1cccc2)CNC(C)C
• InChI: InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
• InChIKey: AQHHHDLHHXJYJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-hydroxy-3-(naphthalen-1-yloxy)propyl][(^2H₇)propan-2-yl]amine
• IUPAC Traditional name: [2-hydroxy-3-(naphthalen-1-yloxy)propyl](^2H₇)propan-2-ylamine
• Synonyms: 1-[(1-Methylethyl-d7)amino]-3-(1-naphthalenyloxy)-2-propanol; Avlocardyl-d7; Euprovasin-d7; Inderal; rac-Propranolol-d7

Database IDs

• CAS Number: 98897-23-5
• PubChem SID: 164232932
• PubChem CID: 45040287

CALCULATED PROPERTIES

• Acid pKa: 14.08793
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.6095358
• LogD (pH = 7.4): 0.3584574
• Log P: 2.583696
• Molar Refractivity: 76.8257 cm^3
• Polarizability: 31.766071 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid
• Melting Point: 90-92°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P831802

β-Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).

REFERENCES

• Bond, et al.: Nature, 213, 721 (1967)
• Hansteen, V., et al.: Br. Med. J., 284, 155 (1967)
• Diamond, S., et al.: J. Clin. Pharmacol., 28, 193 (1967)