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P0689

Sigma-Aldrich

(R)-(+)-Propranolol hydrochloride

≥98% (TLC)

Synonym(s):

Propranolol HCl, (R)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride

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About This Item

Linear Formula:
C10H7OCH2CH(OH)CH2NHCH(CH3)2·HCl
CAS Number:
Molecular Weight:
295.80
Beilstein/REAXYS Number:
5780490
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (TLC)

mp

196-198 °C (lit.)

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)NC[C@@H](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/t14-;/m1./s1

InChI key

ZMRUPTIKESYGQW-PFEQFJNWSA-N

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General description

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.

Biochem/physiol Actions

Less active enantiomer of propranolol.

Features and Benefits

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Montserrat Solé et al.
Analytical and bioanalytical chemistry, 396(2), 649-656 (2009-10-20)
Environmental risk assessments of human pharmaceuticals and other 'emerging contaminants' should integrate both population-relevant endpoints and biomarkers of potential modes of action in a range of species. Adult Mytilus galloprovincialis were exposed to the beta-adrenergic receptor blocker propranolol or to
Jieyu Xu et al.
Toxicology in vitro : an international journal published in association with BIBRA, 48, 286-301 (2018-02-07)
Immortalized liver cells have been used for evaluating the toxicity of compounds; however, excessive glutathione is considered to lessen cytotoxicity. In this study, we compared the effects of glutathione depletion on cytotoxicities of drugs using HepaRG and HepG2 cells, which
Silvia Gramolelli et al.
Cancer research, 80(15), 3116-3129 (2020-06-11)
Kaposi sarcoma is a tumor caused by Kaposi sarcoma herpesvirus (KSHV) infection and is thought to originate from lymphatic endothelial cells (LEC). While KSHV establishes latency in virtually all susceptible cell types, LECs support spontaneous expression of oncogenic lytic genes

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