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

• ChemBase ID: 177021
• Molecular Formular: C16H22ClNO2
• Molecular Mass: 295.80438
• Monoisotopic Mass: 295.13390663
• SMILES: c1cccc2c1c(ccc2)OC[C@H](CNC(C)C)O.Cl
• Canonical SMILES: O[C@H](COc1cccc2c1cccc2)CNC(C)C.Cl
• InChI: InChI=1S/C16H21NO2.ClH/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;1H/t14-;/m0./s1
• InChIKey: ZMRUPTIKESYGQW-UQKRIMTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S)-2-hydroxy-3-(naphthalen-1-yloxy)propyl][(^2H₇)propan-2-yl]amine hydrochloride
• IUPAC Traditional name: [(2S)-2-hydroxy-3-(naphthalen-1-yloxy)propyl](^2H₇)propan-2-ylamine hydrochloride
• Synonyms: (2S)-1-[(1-Methylethyl-d7)amino]-3-(1-naphthalenyloxy)-2-propanol Hydrochloride; S-(-)-1-(Isopropyl-d7)amino-3-(1-naphthoxy)-2-propanol Hydrochloride; (-)-Propranolol-d7 Hydrochloride; (S)-(-)-Propranolol-d7 Hydrochloride; L-(-)-Propranolol-d7 Hydrochloride; l-Propranolol-d7 Chlorhydrate; l-Propranolol-d7 Hydrochloride; (S)-Propranolol-d7 Hydrochloride

Database IDs

• PubChem SID: 164232931
• PubChem CID: 71751830

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

DETAILS

Toronto Research Chemicals - P831797

The labelled S-enantiomer of Propranolol (P831800). 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)