Substance

ID:449697

Names and Identifiers
IUPAC name
[2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine
Synonyms
1-[(1-Methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol; 1-Isopropylamino-3-(1-naphthyloxy)-2-propanolPropranolol
IUPAC Traditional name
[2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine
Registration numbers
CAS Number
Properties
Product Information
Application(s)
Local anesthetic
Hypotensives
Antiarrhythmic agent
Pharmacology Properties
Mechanism of Action
It has little intrinsic sympathomimetic activity (ISA) but has strong membrane stabilizing activity (only at high blood concentrations, eg overdosage).
It is a non-selective beta blocker, that is, it blocks the action of epinephrine on both beta1- and beta2-adrenergic receptors.
Beta-Adrenergic blocking agent
Only L-propranolol is a powerful adrenoceptor antagonist, whereas D-propranolol is not
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• Howe, R. et al., Nature (London), 1965, 207, 594; 1966, 210, 1336, (synth, resoln)
• U.K. Pat., 1965, 994 918; CA, 63, 8130d, (synth)
• Klunder, J.M. et al., J.O.C., 1986, 51, 3710, (synth)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 4064
• Matchett, M.W. et al., Chirality, 1996, 8, 126-130, (resoln)
• Dukes, M. et al., J. Med. Chem., 1971, 14, 326
• Alkondon, M. et al., Can. J. Physiol. Pharmacol., 1986, 64, 1455, (rev, pharmacol)
• Abe, Y. et al., Chem. Pharm. Bull., 1996, 44, 1521, (resoln)
• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 633C; 634A, (nmr)
• Routledge, P.A. et al., Appl. Pharmacokinet., 1980, 464, (rev, metab, pharmacol)
• Tsuda, Y. et al., Chem. Pharm. Bull., 1981, 29, 3593, (synth, deriv)
• Imuchijima, S. et al., Agric. Biol. Chem., 1982, 46, 1153, (metab, synth)
• Sakuraba, S. et al., Chem. Pharm. Bull., 1995, 43, 738, (synth)
• Katsuki, T., Tet. Lett., 1984, 25, 2821, (synth)
• Okamoto, Y. et al., Chem. Lett., 1986, 7, 1237, (resoln)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, ICB000; ICC000; PNB790; PNB800
• Thompson, J.A. et al., J. Chromatogr., 1982, 238, 470, (synth, sepn)
• Barrans, Y. et al., Acta Cryst. B, 1973, 29, 1264, (cryst struct)
• Fitzgerald, J.D., Pharmacol. Antihypertens. Drugs, 1980, 195, (rev, pharmacol)
• Mishriki, A. et al., Pharmacotherapy (Carlisle, Mass.), 1983, 3, 334-341, (rev)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 638
• Paul, R. et al., J.O.C., 1975, 40, 1653, (abs config)