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537075

Sigma-Aldrich

(±)-Propranolol, Hydrochloride

A highly lipophilic agent that blocks both β₁ and β₂ adrenergic receptors with equal potency.

Synonym(s):

(±)-Propranolol, Hydrochloride, (±)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol, HCl

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About This Item

Empirical Formula (Hill Notation):
C16H21NO2 · xHCl
CAS Number:
3506-09-0
Molecular Weight:
259.34 (free base basis)
UNSPSC Code:
12352200

Quality Level

100

assay

≥97% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

white

solubility

methanol: soluble
water: soluble

shipped in

ambient

storage temp.

−20°C

InChI

1S/C17H23NO2.ClH/c1-13(2)10-18-11-15(19)12-20-17-9-5-7-14-6-3-4-8-16(14)17;/h3-9,13,15,18-19H,10-12H2,1-2H3;1H

InChI key

RTTYPFXTLKDXPS-UHFFFAOYSA-N

General description

A highly lipophilic agent that blocks both β1 and β2 adrenergic receptors with equal potency. Has no effect on α-adrenergic receptors. Also binds to 5HT-1B receptors with high affinity (Ki = 17 nM) in contrast to 5HT-1D receptors (Ki = 10.2 µM). Readily enters the central nervous system. Blocks phospholipase D-derived diacylglycerol (DAG) formation by inhibiting phosphatidate phosphohydrolase. Useful tool for discriminating between phospholipase D- or phospholipase C-mediated DAG production. An anti-hypertensive agent that is also used in the treatment of cardiac arrhythmias.

Biochem/physiol Actions

Cell permeable: no
Primary Target
β1 and β2 adrenergic receptors
Product does not compete with ATP.
Reversible: no
Target Ki: 17 nM for 5HT-1B receptors

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C).

Other Notes

Fujita, K., et al. 1996. FEBS Lett.395, 293.
Glennon, R.A., et al. 1996. Mol. Pharmacol.49, 198.
Thompson, N.T., et al. 1991. Trends Pharmacol. Sci.12, 404.
Hoffman, B.B., and Lefkowitz, R.J. 1990. in The Pharmacological Basis of Therapeutics (Gilman, A.G., et al., Eds.) p. 221, Pergamon Press, New York.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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