ChemicalBook > CAS DataBase List > OXPRENOLOL HYDROCHLORIDE

OXPRENOLOL HYDROCHLORIDE

Product Name
OXPRENOLOL HYDROCHLORIDE
CAS No.
6452-73-9
Chemical Name
OXPRENOLOL HYDROCHLORIDE
Synonyms
Laracor;Astawal;Katehat;Snering;Paritane;Trasacor;Trasicor;ba-39089;Ranidrox;Rixiprol
CBNumber
CB3332849
Molecular Formula
C15H24ClNO3
Formula Weight
301.81
MOL File
6452-73-9.mol
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OXPRENOLOL HYDROCHLORIDE Property

Melting point:
91-93°C
storage temp. 
Store at +4°C
solubility 
Very soluble in water, freely soluble in alcohol.
form 
Solid
color 
White to off-white
CAS DataBase Reference
6452-73-9(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
RIDADR 
UN 2811 6.1 / PGIII
RTECS 
UA5277000
HazardClass 
IRRITANT
HS Code 
2922190900
Toxicity
LD50 oral in rat: 214mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O0250000
Product name
Oxprenolol hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
50 mg
Price
$225
Updated
2025/07/31
Sigma-Aldrich
Product number
1483505
Product name
Oxprenolol hydrochloride
Packaging
200mg
Price
$823
Updated
2025/07/31
Sigma-Aldrich
Product number
O0250000
Product name
Oxprenolol hydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
o0250000
Price
$220
Updated
2024/03/01
Cayman Chemical
Product number
16080
Product name
Oxprenolol (hydrochloride)
Purity
≥98%
Packaging
100mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
16080
Product name
Oxprenolol (hydrochloride)
Purity
≥98%
Packaging
250mg
Price
$131
Updated
2024/03/01
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OXPRENOLOL HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Oxprenolol is an orally bioavailable β-adrenergic receptor (β-AR) antagonist (Ki = 7.10 nM in a radioligand binding assay using rat heart tissue). It is non-selective and binds to both β1- and β2-ARs (Kds = 2.09 and 1.35 nM in isolated rat heart and uterus, respectively). Oxprenolol is selective for β-ARs over serotonin (5-HT) receptors in rat sarcolemmal membrane preparations (IC50s = 4.13 and 23,300 nM, respectively), but it binds to 5-HT1A receptors in rat hippocampus and 5-HT1B in rat striatum (Kis = 94.2 and 642 nM, respectively). Formulations containing oxprenolol have been used to treat hypertension and angina pectoris.

Chemical Properties

White Solid

Originator

Trasicor,Ciba Geigy ,Italy,1970

Uses

Antihypertensive;Adrenergic receptor antagonist

Uses

β-Adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic.

Manufacturing Process

75 grams of pyrocatechol monoallyl ether, 75 grams of epichlorohydrin, 75 grams of potassium carbonate and 400 ml of acetone are stirred and heated at the boil for 12 hours. The potassium carbonate is then filtered off. The solvent is distilled off in a water-jet vacuum. The residual oil is dissolved in ether and agitated with 2 N sodium hydroxide solution. The ether is separated, dried and distilled off. The residue is distilled in a water-jet vacuum. 3-(ortho-allyloxy-phenoxy)-1,2-epoxypropane passes over at 145° to 157°C under 11 mm Hg pressure. A solution of 15 grams of 3-(ortho-allyloxyphenoxy)-1,2-epoxypropane and 15 grams of isopropylamine in 20 ml of ethanol is refluxed for 4 hours. The excess amine and the alcohol are then distilled off under vacuum, to leave 1-isopropylamino-2-hydroxy-3-(orthoallyloxy-phenoxy)-propane which melts at 75° to 80°C after recrystallization from hexane.

brand name

Trasicor (Novartis).

Therapeutic Function

Antiarrhythmic

Biological Activity

Non-selective β -adrenergic antagonist.

Clinical Use

Beta-1 adrenoceptor blocker:
Hypertension
Angina
Arrhythmias
Anxiety

Drug interactions

Potentially hazardous interactions with other drugs
Anaesthetics: enhanced hypotensive effect.
Analgesics: NSAIDs antagonise hypotensive effect.
Anti-arrhythmics: increased risk of myocardial depression and bradycardia; increased risk of bradycardia, myocardial depression and AV block with amiodarone; increased risk of myocardial depression and bradycardia with flecainide.
Antidepressants: enhanced hypotensive effect with MAOIs.
Antihypertensives: enhanced hypotensive effect; increased risk of first dose hypotensive effect with post-synaptic alpha-blockers such as prazosin; increased risk of withdrawal hypertension with clonidine; increased risk of bradycardia and AV block with diltiazem; severe hypotension and heart failure occasionally with nifedipine; asystole, severe hypotension and heart failure with verapamil.
Antimalarials: increased risk of bradycardia with mefloquine.
Antipsychotics: enhanced hypotensive effect with phenothiazines.
Cytotoxics: possible increased risk of bradycardia with crizotinib.
Diuretics: enhanced hypotensive effect.
Fingolimod: possibly increased risk of bradycardia.
Moxisylyte: possibly severe postural hypotension.
Sympathomimetics: severe hypertension with adrenaline and noradrenaline (especially with nonselective beta-blockers) and possibly with dopamine.

Metabolism

Oxprenolol is extensively metabolised in the liver, direct O-glucuronidation being the major metabolic pathway and oxidative reactions minor ones. Oxprenolol is excreted chiefly in the urine (almost exclusively in the form of inactive metabolites).

References

[1] TAKAFUMI NAGATOMO . BINDING CHARACTERISTICS OF 3H-DIHYDROALPRENOLOL TO β-ADRENOCEPTORS OF RAT HEART TREATED WITH NEURAMINIDASE[J]. Japanese journal of pharmacology, 1983, 33 4: Pages 851-857. DOI: 10.1016/s0021-5198(19)52475-1
[2] ABRAHAMSSON T. The β1- and β2-adrenoceptor stimulatory effects of alprenolol, oxprenolol and pindolol: a study in the isolated right atrium and uterus of the rat[J]. British Journal of Pharmacology, 1986, 87 4: 657-664. DOI: 10.1111/j.1476-5381.1986.tb14582.x
[3] I. MORETTI-ROJAS. Serotonergic and adrenergic regulation of skeletal muscle metabolism in the rat. II. The use of [125I]iodolysergic acid diethylamide and [125I]iodopindolol as probes of sarcolemmal receptor function and specificity.[J]. The Journal of Biological Chemistry, 1983, 30 1: 12499-12508. DOI: 10.1016/s0021-9258(17)44204-9
[4] MICHEL LANGLOIS. Structural analysis by the comparative molecular field analysis method of the affinity of β-adrenoreceptor blocking agents for 5-HT1A and 5-HT1B receptors[J]. European Journal of Pharmacology: Molecular Pharmacology, 1993, 244 1: Pages 77-87. DOI: 10.1016/0922-4106(93)90061-d
[5] M. RUSSO J C. Oxprenolol Hydrochloride: Pharmacology, Pharmacokinetics, Adverse Effects and Clinical Efficacy[J]. Pharmacotherapy: The Journal of Human Pharmacology and Drug Therapy, 1983, 2010 1. DOI: 10.1002/j.1875-9114.1983.tb03224.x

OXPRENOLOL HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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OXPRENOLOL HYDROCHLORIDE Suppliers

J & K SCIENTIFIC LTD.
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18210857532; 18210857532
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86-10-82849933
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jkinfo@jkchemical.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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4006356688 18621169109
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801 18930552037
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3bsc@sina.com
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6452-73-9, OXPRENOLOL HYDROCHLORIDERelated Search:


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  • 1-(2'-Allyloxyphenoxy)-2-hydroxy-3-isopropylaminopropane hydrochloride
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  • Oxprenolol hydrochloride in methanol
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  • 6452-73-9
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