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I5627

Sigma-Aldrich

Isoprenaline hydrochloride

≥98.5% (TLC), powder, β-adrenoceptor agonist

Synonym(s):

(±)-Isoproterenol hydrochloride, 1-(3′,4′-Dihydroxyphenyl)-2-isopropylaminoethanol hydrochloride, N-Isopropyl-DL-noradrenaline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H17NO3 · HCl
CAS Number:
51-30-9
Molecular Weight:
247.72
Beilstein:
3917363
EC Number:
200-089-8
MDL number:
MFCD00012603
UNSPSC Code:
12352200
PubChem Substance ID:
24277780
NACRES:
NA.77

product name

Isoprenaline hydrochloride,

Quality Level

200

mp

165-175 °C (dec.) (lit.)

originator

Sanofi Aventis

SMILES string

Cl.CC(C)NCC(O)c1ccc(O)c(O)c1

InChI

1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H

InChI key

IROWCYIEJAOFOW-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153) , ADRB2(154) , ADRB3(155)

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Biochem/physiol Actions

β-adrenoceptor agonist; increases cytosolic cAMP.

Features and Benefits

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 Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Other Notes

For research use only

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Aaron M Ring et al.
Nature, 502(7472), 575-579 (2013-09-24)
G-protein-coupled receptors (GPCRs) are integral membrane proteins that have an essential role in human physiology, yet the molecular processes through which they bind to their endogenous agonists and activate effector proteins remain poorly understood. So far, it has not been
Michael Schwarzl et al.
Critical care medicine, 41(12), e401-e410 (2013-08-22)
We tested whether mild hypothermia impacts on circulatory and respiratory dysfunction during experimental endotoxemia. Randomized controlled prospective experimental study. Large animal facility, Medical University of Graz, Austria. Thirteen anesthetized and mechanically ventilated pigs. Lipopolysaccharide was administered for 4 hours. With
Jiao Li et al.
PloS one, 8(3), e58334-e58334 (2013-03-28)
Here we investigate how ß-adrenergic stimulation of the heart alters regulation of ryanodine receptors (RyRs) by intracellular Ca(2+) and Mg(2+) and the role of these changes in SR Ca(2+) release. RyRs were isolated from rat hearts, perfused in a Langendorff
Eric M Jones et al.
eLife, 9 (2020-10-22)
The >800 human G protein-coupled receptors (GPCRs) are responsible for transducing diverse chemical stimuli to alter cell state- and are the largest class of drug targets. Their myriad structural conformations and various modes of signaling make it challenging to understand
Sander Land et al.
Biophysical journal, 104(6), 1349-1356 (2013-03-27)
Previous studies on Serca2 knockout (KO) mice showed that cardiac function is sustained in vivo for several weeks after knockout, whereas SERCA protein levels decrease and calcium dynamics are significantly impaired. In this study, we reconcile observed cellular and organ
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