4-hydroxy propranolol hcl

Names

[ Name ]:
4-hydroxy propranolol hcl

[Synonym ]:
2-Propanol, 1-((4-hydroxy-1-naphthyl)oxy)-3-(isopropylamino)-, hydrochloride
4-(2-Hydroxy-3-((1-methylethyl)amino)propoxy)-1-naphthalenol hydrochloride
1-Naphthalenol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-, hydrochloride (1:1)
4-hydroxy propranolol hcl
1-Naphthalenol, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-, hydrochloride
4-[2-Hydroxy-3-(isopropylamino)propoxy]-1-naphthol hydrochloride (1:1)

Biological Activity

[Description]:

4-Hydroxypropranolol hydrochlorid is an active metabolite of Propranolol. 4-Hydroxypropranolol hydrochlorid is of comparable potency to Propranolol. 4-Hydroxypropranolol hydrochlorid inhibits β1- and β2-adrenergic receptors with pA2 values of 8.24 and 8.26, respectively. 4-Hydroxypropranolol hydrochlorid has intrinsic sympathomimetic activity, membrane stabilizing activity and potent antioxidant properties[1][2][3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Neurological Disease

[Target]

pA2: 8.24 (β1-adrenergic receptor) and 8.26 (β2-adrenergic receptor)[2]

[References]

[1]. Fitzgerald JD, et al. Pharmacology of 4-hydroxypropranolol, a metabolite of propranolol. Br J Pharmacol. 1971 Sep;43(1):222-35.

[2]. Nelson WL, et al. The 3,4-catechol derivative of propranolol, a minor dihydroxylated metabolite. J Med Chem. 1984 Jul;27(7):857-61.

[3]. Ivan Tong Mak, et al. Potent Antioxidant Properties of 4-Hydroxyl-propranolol. Journal of Pharmacology and Experimental Therapeutics. 2004, 308(1):85-90.

Chemical & Physical Properties

[ Density]:
1.168g/cm3

[ Boiling Point ]:
487.5ºC at 760mmHg

[ Melting Point ]:
156-158ºC

[ Molecular Formula ]:
C₁₆H₂₂ClNO₃

[ Molecular Weight ]:
311.804

[ Flash Point ]:
248.6ºC

[ Exact Mass ]:
311.128815

[ PSA ]:
61.72000

[ LogP ]:
3.47600

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2922509090

Customs

[ HS Code ]: 2922509090

[ Summary ]:
2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Stereoselective high-performance liquid chromatography determination of propranolol and 4-hydroxypropranolol in human plasma after pre-column derivatization.

J. Chromatogr. B. Biomed. Sci. Appl. 692(1) , 133-40, (1997)

A stereoselective reversed-phase HPLC assay to quantify S-(-) and R-(+) enantiomers of propranolol and 4-hydroxypropranolol in human plasma was developed. The method involved liquid-liquid extraction ...

Potential bias and mitigations when using stable isotope labeled parent drug as internal standard for LC–MS/MS quantitation of metabolites

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 878(31) , 3267-76, (2010)

In recent years, increasing emphasis has been placed on quantitative characterization of drug metabolites for better insight into the correlation between metabolite exposure and toxicological observat...

Potent antioxidant properties of 4-hydroxyl-propranolol.

J. Pharmacol. Exp. Ther. 308(1) , 85-90, (2004)

The antioxidant properties of 4-HO-propranolol (4HOP), a major metabolite of propranolol, were studied and compared with that of propranolol and vitamin E (Trolox). When isolated hepatic microsomal me...

Related Compounds

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