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Merck

I5627

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
NACRES:
NA.77
PubChem Substance ID:
24277780
UNSPSC Code:
12352200
EC Number:
200-089-8
MDL number:
MFCD00012603
Beilstein/REAXYS Number:
3917363

Key Documents

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Product Name

Isoprenaline hydrochloride,

InChI key

IROWCYIEJAOFOW-UHFFFAOYSA-N

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

SMILES string

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

mp

165-175 °C (dec.) (lit.)

originator

Sanofi Aventis

Quality Level

200

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

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG5557
WXBD5803V
BCCF2854
WXBD4216V
BCCC9596

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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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