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P0884

Sigma-Aldrich

(±)-Propranolol hydrochloride

≥99% (TLC), powder, β-adrenoceptor antagonist

Synonyme(s) :

(±)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride, DL-Propranolol hydrochloride

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About This Item

Formule empirique (notation de Hill):
C16H21NO2 · HCl
Numéro CAS:
Poids moléculaire :
295.80
Numéro Beilstein :
4164259
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

(±)-Propranolol hydrochloride, ≥99% (TLC), powder

Niveau de qualité

Pureté

≥99% (TLC)

Forme

powder

Couleur

white

Solubilité

ethanol: 10 mg/mL
DMSO: <14.5 mg/mL
H2O: 50 mg/mL
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL

Auteur

AstraZeneca

Température de stockage

2-8°C

Chaîne SMILES 

Cl.CC(C)NCC(O)COc1cccc2ccccc12

InChI

1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H

Clé InChI

ZMRUPTIKESYGQW-UHFFFAOYSA-N

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Description générale

Propranolol hydrochloride is easily soluble in ethanol and water.
dissolve with heat. Aqueous solutions are most stable at pH 3.0 and decompose rapidly at basic pH. Decomposition is accompanied by discoloration of the solution.

Application

(±)-Propranolol hydrochloride has been used:
  • to determine whether autonomic nervous system mediated the promotive effect on skin microcirculation in rat
  • as a non-selective β- receptor blocker to reduce the arrhythmogenic events
  • to study its effect on oxygen-induced retinopathy in mice

Actions biochimiques/physiologiques

Propranolol hydrochloride is a β-adrenoceptor antagonist. Its action at β2 receptor results in bronchoconstriction. Due to its lipophilic nature, propranolol can penetrate to the central nervous system and has a negative effect. It serves as a 5-HT1/5-HT2 serotonin receptor antagonist. Propranolol hydrochloride is useful as an antihypertensive drug, cardiac depressant and also in the treatment of angina pectoris. It decreases the effect of stress and exercise on heart by reducing the rate of contraction and conduction of impulse. It is known to competitively block the action of catecholamines.

Caractéristiques et avantages

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Attention

Shelf-life of the solid is at least four years if stored protected from the uptake of moisture.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Pharmaceutical Chemistry E-Book, 204-204 (2011)
Propranolol inhibition of beta-adrenergic receptor does not suppress pathologic neovascularization in oxygen-induced retinopathy
Chen J, et al.
Investigative Ophthalmology & Visual Science, 53(6), 2968-2977 (2012)
Laxatives-Advances in Research and Application, 44-44 (2013)
Y Y Tan et al.
Journal of autonomic pharmacology, 15(6), 421-436 (1995-12-01)
1. The effect of long-term treatment with the beta-adrenoceptor antagonists (--)-tertatolol and (--)-propranolol was studied. Sprague-Dawley rats were treated with either (--)-tertatolol (50 micrograms kg-1 hr-1), (--)-propranolol (250 micrograms kg-1 hr-1) or vehicle (1 mM HCl) for 14 days with
Sabrina Mai-Yi Fan et al.
Proceedings of the National Academy of Sciences of the United States of America, 115(29), E6880-E6889 (2018-07-01)
Changes in external light patterns can alter cell activities in peripheral tissues through slow entrainment of the central clock in suprachiasmatic nucleus (SCN). It remains unclear whether cells in otherwise photo-insensitive tissues can achieve rapid responses to changes in external

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