P0884

(±)-Propranolol hydrochloride

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

• Synonym(s): (±)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride, DL-Propranolol hydrochloride
• Empirical Formula (Hill Notation): C₁₆H₂₁NO₂ · HCl
• CAS Number: 318-98-9
• Molecular Weight: 295.80
• NACRES: NA.77
• PubChem Substance ID: 24277796
• UNSPSC Code: 12352200
• EC Number: 206-268-7
• MDL number: MFCD00012558
• Beilstein/REAXYS Number: 4164259

Properties

• Product Name: (±)-Propranolol hydrochloride, ≥99% (TLC), powder
• InChI key: ZMRUPTIKESYGQW-UHFFFAOYSA-N
• 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
• SMILES string: Cl.CC(C)NCC(O)COc1cccc2ccccc12
• assay: ≥99% (TLC)
• form: powder
• color: white
• solubility: 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
• originator: AstraZeneca
• storage temp.: 2-8°C
• Quality Level: 200
• Gene Information: human ... ADRB1(153), ADRB2(154), ADRB3(155), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358)

Description

Application

(±)-Propranolol hydrochloride has been used:

• to determine whether autonomic nervous system mediated the promotive effect on skin microcirculation in rat[1]
• as a non-selective β- receptor blocker to reduce the arrhythmogenic events[2]
• to study its effect on oxygen-induced retinopathy in mice[3]

Biochem/physiol Actions

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.[4] It decreases the effect of stress and exercise on heart by reducing the rate of contraction and conduction of impulse.[5] It is known to competitively block the action of catecholamines.[5]

Disclaimer

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

Features and Benefits

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.

General description

Propranolol hydrochloride is easily soluble in ethanol and water.[4]

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 + P330 - P501
• 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, Faceshields, Gloves