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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/REAXYS Number:
4036845
MDL number:
MFCD06656370
UNSPSC Code:
41116107
PubChem Substance ID:
329747156
NACRES:
NA.24

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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wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Takeshi Shimizudani et al.
Chemico-biological interactions, 183(1), 67-78 (2009-10-27)
Oxidative metabolism of propranolol (PL) enantiomers (R-PL and S-PL) to 4-hydroxypropranolol (4-OH-PL), 5-OH-PL and N-deisopropylpropranolol (NDP) was examined in hepatic microsomes from cynomolgus and marmoset monkeys and in small intestinal microsomes from monkeys and humans. In hepatic microsomes, levels of
Propranolol 4- and 5-hydroxylation and N-desisopropylation by cloned human cytochrome P4501A1 and P4501A2.
M S Ching et al.
Drug metabolism and disposition: the biological fate of chemicals, 24(6), 692-694 (1996-06-01)
S Narimatsu et al.
Chemical research in toxicology, 8(5), 721-728 (1995-07-01)
We have characterized a chemically reactive propranolol (PL) metabolite which binds to proteins in rat liver microsomes. During incubation with rat liver microsomes (1 mg of protein) fortified with an NADPH-generating system, 4-hydroxypropranolol (4-OH-PL) quickly disappeared from the reaction medium
Keyller Bastos Borges et al.
Electrophoresis, 30(22), 3910-3917 (2009-10-31)
A CE method is described for the enantioselective analysis of propranolol (Prop) and 4-hydroxypropranolol (4-OH-Prop) in liquid Czapek medium with application in the study of the enantioselective biotransformation of Prop by endophytic fungi. The electrophoretic conditions previously optimized were as
V L Herring et al.
Journal of chromatography, 612(2), 215-221 (1993-02-26)
A method is described for quantitation of underivatized enantiomers of propranolol and its major basic metabolite, 4-hydroxypropranolol, in urine samples by high-performance liquid chromatography with fluorescence detection, using a cellulose tris(3,5-dimethylphenylcarbamate) chiral stationary phase. This method was found to be
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