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Merck
CN

A8676

Alprenolol hydrochloride

≥98% (TLC), powder

Synonym(s):

1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C15H23NO2 · HCl
CAS Number:
Molecular Weight:
285.81
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
237-244-4
MDL number:
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InChI key

RRCPAXJDDNWJBI-UHFFFAOYSA-N

InChI

1S/C15H23NO2.ClH/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3;/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3;1H

SMILES string

Cl[H].CC(C)NCC(O)COc1ccccc1CC=C

assay

≥98% (TLC)

form

powder

color

off-white

solubility

H2O: 50 mg/mL

Gene Information

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Application

Alprenolol is a nonselective β-blocker and a serotonin 5HT1A receptor antagonist.

Biochem/physiol Actions

β1- and β2-adrenoceptor antagonist.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A J Surman et al.
Journal of cardiovascular pharmacology, 21(1), 35-39 (1993-01-01)
We studied the effects of alprenolol and bromoacetylalprenololmenthane (BAAM) on rat left atria. Alprenolol and BAAM at 10(-7), 3 x 10(-7), and 10(-6) M inhibited the cardiac stimulation response slightly, which is indicative of membrane-stabilizing activity independent of beta-adrenoceptor blockade.
Y Shirayama et al.
European journal of pharmacology, 331(2-3), 319-323 (1997-07-23)
Desipramine, imipramine, clomipramine, (-)-propranolol, (-)-alprenolol, (+/-)-pentazocine and risperidone caused a concentration-dependent inhibition of 6 nM [3H]DTG (1,3-di-o-tolylguanidine)-defined sigma (sigma) binding with Ki values of about 0.5-2.5 microM in well-washed homogenates obtained from rat cerebral cortex. The saturation studies revealed that
J Zhang et al.
Psychopharmacology, 132(3), 281-288 (1997-08-01)
The beta-adrenoceptor antagonist as well as serotonin 5-HT1 receptor antagonist, (-)alprenolol, was found to potentiate the disrupting effect of the noncompetitive NMDA receptor antagonist, dizocilpine, on prepulse inhibition (PPI) of the acoustic startle response (ASR) in the rat. The facilitating
Xiaogang Hu et al.
Journal of chromatography. A, 1216(2), 190-197 (2008-12-17)
An improved multiple co-polymerization technique was developed to prepare a novel molecularly imprinted polymer (MIP)-coated solid-phase microextraction (SPME) fiber with propranolol as template. Investigation was performed for the characteristics and application of the fibers. The MIP coating was highly crosslinked
Ron O Dror et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(32), 13118-13123 (2011-07-23)
How drugs bind to their receptors--from initial association, through drug entry into the binding pocket, to adoption of the final bound conformation, or "pose"--has remained unknown, even for G-protein-coupled receptor modulators, which constitute one-third of all marketed drugs. We captured

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