Oxprenolol hydrochloride
- CAS No.
- 6452-73-9
- Chemical Name:
- Oxprenolol hydrochloride
- Synonyms
- Laracor;Astawal;Katehat;Snering;Trasacor;Paritane;Trasicor;ba-39089;Ranidrox;Rixiprol
- CBNumber:
- CB3332849
- Molecular Formula:
- C15H24ClNO3
- Molecular Weight:
- 301.81
- MDL Number:
- MFCD00058008
- MOL File:
- 6452-73-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
| FDA UNII | F4XSI7SNIU |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS06 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301 | |||||||||
| Precautionary statements | P264-P270-P301+P310+P330-P405-P501 | |||||||||
| Hazard Codes | Xi | |||||||||
| RIDADR | UN 2811 6.1 / PGIII | |||||||||
| RTECS | UA5277000 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 2922190900 | |||||||||
| Toxicity | LD50 oral in rat: 214mg/kg | |||||||||
| NFPA 704 |
|
Oxprenolol hydrochloride price More Price(41)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | O0250000 | Oxprenolol hydrochloride European Pharmacopoeia (EP) Reference Standard | 6452-73-9 | 50 mg | $241 | 2026-04-30 | Buy |
| Sigma-Aldrich | 1483505 | Oxprenolol hydrochloride | 6452-73-9 | 200mg | $882 | 2026-04-30 | Buy |
| Sigma-Aldrich | O0250000 | Oxprenolol hydrochloride European Pharmacopoeia (EP) Reference Standard | 6452-73-9 | o0250000 | $220 | 2024-03-01 | Buy |
| Cayman Chemical | 16080 | Oxprenolol (hydrochloride) ≥98% | 6452-73-9 | 100mg | $62 | 2026-04-30 | Buy |
| Cayman Chemical | 16080 | Oxprenolol (hydrochloride) ≥98% | 6452-73-9 | 250mg | $145 | 2026-04-30 | Buy |
Oxprenolol hydrochloride Chemical Properties, Uses, 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
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