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P0884

(±)-Propranolol hydrochloride

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H21NO2 · HCl
CAS Number:
Molecular Weight:
295.80
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-268-7
MDL number:
Beilstein/REAXYS Number:
4164259
Assay:
≥99% (TLC)
Form:
powder
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Product Name

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

Quality Segment

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

SMILES string

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

InChI key

ZMRUPTIKESYGQW-UHFFFAOYSA-N

General description

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.
Propranolol hydrochloride is easily soluble in ethanol and water.

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

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. 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.

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.

Disclaimer

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

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1 of 1

This Item
PHR130840543P-055
form

powder

form

-

form

-

form

liquid

assay

≥99% (TLC)

assay

-

assay

≥98.5% (HPLC)

assay

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

300

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

−20°C

solubility

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

solubility

-

solubility

-

solubility

-

color

white

color

-

color

-

color

-


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pictograms

Exclamation mark

signalword

Warning

hcodes

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



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Global Trade Item Number

SKUGTIN
P0884-5G04061835253395
P0884-100G04061832092485
P0884-1G04061835253388
P0884-25G04061834353195

Questions

1–5 of 5 Questions  
  1. Is this compound considered to be of pharmaceutical grade for use in animals?

    1 answer
    1. This product is intended for research use only. Unfortunately, a pharmaceutical grade (±)-Propranolol hydrochloride product is not offered. Unless otherwise stated this product is not to be used for any other purpose, which includes but is not limited to, unauthorized commercial uses, in vitro diagnostic uses, ex vivo or in vivo therapeutic uses or any type of consumption or application to humans or animals.

      Helpful?

  2. Bonjour, est-il possible de congeler une solution 10 mM de ce produit (P0884) en HBSS sans perte de ses propriétés moleculaires? Merci

    1 answer
    1. Storing the solution at physiologic pH is not recommended, In aqueous solutions, propranolol decomposes with oxidation of the isopropylamine side-chain, accompanied by a reduction in pH and discoloration of the solution. Solutions of propranolol are most stable at pH 3. Propranolol decomposes rapidly in alkaline
      solutions. Please see the link below to review a publication regarding the stability of this compound in solution:
      https://academic.oup.com/ajhp/article-abstract/44/2/360/5196302?redirectedFrom=PDF

      Helpful?

  3. Could you please provide the solubility of product # P0884?

    1 answer
    1. The chemical is soluble in water, ethanol, and DMSO. It is also soluble in (2-Hydroxypropyl)-β-cyclodextrin, making it compatible with in vitro and in vivo research. It is recommended to use C0926 in powder form or H5784 - (2-Hydroxypropyl)-β-cyclodextrin solution.

      Helpful?

  4. What is the solution stability of the product P0884?

    1 answer
    1. The solution stability of propranolol is as follows: In aqueous solutions, propranolol decomposes with oxidation of the isopropylamine side-chain, leading to a reduction in pH and discoloration of the solution. Solutions of propranolol are most stable at pH 3. According to Martindale references, propranolol decomposes rapidly in alkaline solutions.

      Helpful?

  5. Is this compound a racemic mixture of the R and S enantiomers?

    1 answer
    1. P0884 is a racemic mix of the D & L enantiomers of Propranolol hydrochloride.

      Helpful?

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