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Merck
CN

00881

Supelco

(±)-4-Hydroxypropranolol hydrochloride

analytical standard

Synonym(s):

1-[(4-Hydroxy-1-naphthyl)oxy]-3-(isopropylamino)- 2-propanol hydrochloride, 4′-Hydroxypropranolol hydrochloride, 4-{2-Hydroxy-3-[(1-methylethyl)amino]propoxy}-1-naphthalenol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H21NO3·HCl
CAS Number:
14133-90-5
Molecular Weight:
311.80
Beilstein:
4036845
MDL number:
MFCD06656370
UNSPSC Code:
41116107
PubChem Substance ID:
329747156
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥98.5% (AT)
≥98.5% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

CC(C)NCC(O)COC1=CC=C(O)C2=CC=CC=C21.Cl

InChI

1S/C16H21NO3.ClH/c1-11(2)17-9-12(18)10-20-16-8-7-15(19)13-5-3-4-6-14(13)16;/h3-8,11-12,17-19H,9-10H2,1-2H3;1H

InChI key

ROUJENUXWIFONU-UHFFFAOYSA-N

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Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5746
BCCH1537
BCCC6246
BCBV6968

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K Rowland et al.
British journal of clinical pharmacology, 38(1), 9-14 (1994-07-01)
1. The 4-hydroxylation of propranolol by rat and human liver microsomes is associated with formation of a chemically reactive species which binds irreversibly to cytochrome P4502D6 (CYP2D6) destroying its catalytic function. Therefore, the effect of propranolol treatment (80 mg twice
F Moriya et al.
Arukoru kenkyu to yakubutsu izon = Japanese journal of alcohol studies & drug dependence, 26(5), 360-366 (1991-10-01)
Effect of ethanol administration on blood propranolol concentration (BPC) was investigated with rats. By oral administration of 20 mg/kg propranolol hydrochloride together with 1.5 g/kg of ethanol, it was suggested that there might be an increase in blood 4-hydroxypropranolol concentration
Y Masubuchi et al.
Biochemical pharmacology, 43(4), 757-762 (1992-02-18)
The mechanism of selective inhibition of propranolol hydroxylations after multiple administration of the drug was investigated by metabolic inhibition studies in rat liver microsomes. The time course of irreversible binding of a reactive metabolic intermediate(s) of propranolol to liver microsomal
Keyller Bastos Borges et al.
Electrophoresis, 30(16), 2874-2881 (2009-08-20)
An experimental design optimization (Box-Behnken design, BBD) was used to develop a CE method for the simultaneous resolution of propranolol (Prop) and 4-hydroxypropranolol enantiomers and acetaminophen (internal standard). The method was optimized using an uncoated fused silica capillary, carboxymethyl-beta-cyclodextrin (CM-beta-CD)
S Narimatsu et al.
Biological & pharmaceutical bulletin, 24(9), 988-994 (2001-09-18)
Repetitive administration of propranolol (PL) in rats decreases the activities of cytochrome P450 (CYP) 2D enzyme(s) in hepatic microsomes. We examined the properties of 4-hydroxypropranolol (4-OH-PL) as an inactivator of rat liver microsomal CYP2D enzyme(s) using bunitrolol (BTL) 4-hydroxylation and
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