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P0884 Sigma-Aldrich

(±)-Propranolol hydrochloride

≥99% (TLC), powder

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

  • CAS Number 318-98-9

  • Empirical Formula (Hill Notation) C16H21NO2 · HCl

  • Molecular Weight 295.80

  •  Beilstein/REAXYS Number 4164259

  •  EC Number 206-268-7

  •  MDL number MFCD00012558

  •  PubChem Substance ID 24277796

  •  NACRES NA.77

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Properties

Related Categories Adrenergics, Adrenergics - Antagonists, Antagonists- Adrenergics, Approved Therapeutics/Drug Candidates, AstraZeneca,
Quality Level   200
assay   ≥99% (TLC)
form   powder
color   white
solubility   ethanol: 10 mg/mL
  DMSO: <14.5 mg/mL
  H2O: 50 mg/mL (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.)
  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
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

General description

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

Packaging

1, 5, 25, 100 g in poly bottle

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 also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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.

Caution

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

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UB7525000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Antihypertensive Agents

Agents that inhibit angiontensin-converting enzymes (ACE) and angiotensin II formation are essential to cardiovascular medicine.1 These inhibitors are used not only to treat essential hypertension an...
Sami Barghshoon
BioFiles v7 n5, 2012, 5–20
Keywords: AGE, Antihypertensives, Cardiovascular, Clinical, Diuretics, PAGE, Reductions

Discover Bioactive Small Molecules for Neuroscience

The nervous system, comprised of the brain and spinal cord (central nervous system, or CNS) and network of nerves that connects the CNS to the rest of the body (peripheral nervous system, or PNS) is ...
Keywords: Bioactive small molecules, Central Nervous System, Diseases, Metabolism, Neurodegenerative Diseases, Neuroscience, Neurotransmission, Neurotransmitters

HPLC Analysis of Propranolol Enantiomers on Astec® CHIROBIOTIC® TAG

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Propranolol Enantiomers on Astec® CHIROBIOTIC® TAG
Keywords: Antihypertensives, Chromatography, High performance liquid chromatography, Pharmaceutical

Peer-Reviewed Papers
15

References

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