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A8676

Sigma-Aldrich

Alprenolol hydrochloride

≥98% (TLC), powder

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Synonym(s):
1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol hydrochloride
Empirical Formula (Hill Notation):
C15H23NO2 · HCl
CAS Number:
13707-88-5
Molecular Weight:
285.81
EC Number:
237-244-4
MDL number:
MFCD00069212
UNSPSC Code:
12352200
PubChem Substance ID:
24277747

Assay

≥98% (TLC)

form

powder

color

off-white

solubility

H2O: 50 mg/mL

SMILES string

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

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

InChI key

RRCPAXJDDNWJBI-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153) , ADRB2(154)

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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
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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.
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
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
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
Marjukka Ikonen et al.
Colloids and surfaces. B, Biointerfaces, 78(2), 275-282 (2010-04-20)
In this work, isothermal titration calorimetry (ITC) combined with zeta potential measurements was used to study the binding and partitioning of three beta-blockers, alprenolol, labetalol and propranolol, and the local anaesthetic tetracaine into liposomes. The thermodynamic parameters of enthalpy, entropy
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