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Merck

I6504

(−)-Isoproterenol hydrochloride

≥98% (TLC), powder, β-adrenoceptor agonist

Synonym(s):

(−)-Isoprenaline hydrochloride, (−)-N-Isopropyl-L-noradrenaline hydrochloride, (R)-3,4-Dihydroxy-α-(isopropylaminomethyl)benzyl alcohol hydrochloride

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About This Item

Linear Formula:
3,4-(HO)2C6H3CH(OH)CH2NHCH(CH3)2·HCl
CAS Number:
5984-95-2
Molecular Weight:
247.72
NACRES:
NA.77
PubChem Substance ID:
24278495
UNSPSC Code:
12352200
MDL number:
MFCD00064548
Beilstein/REAXYS Number:
6077193
Quality level:
200

Key Documents

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Product Name

(−)-Isoproterenol hydrochloride,

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/t11-;/m0./s1

SMILES string

Cl[H].CC(C)NC[C@H](O)c1ccc(O)c(O)c1

InChI key

IROWCYIEJAOFOW-MERQFXBCSA-N

mp

175 °C (dec.) (lit.)

solubility

soluble (50 mg/ml: H2O)

storage temp.

−20°C

Quality Level

200

Gene Information

human ... ADRB2(154)

Related Categories

Application

(−)-Isoproterenol hydrochloride has been used in in vitro explant culture. It has also been used in transcriptome analysis of heart.

Biochem/physiol Actions

β-adrenoceptor agonist; increases cytosolic cAMP.
Isoproterenol hydrochloride is useful in post transplantal organ recovery. It exhibits ionotropic and chronotropic effects. With respect to donor heart recovery, isoproterenol hydrochloride decreases peripheral and systemic vascular resistance. Isoproterenol also increases the heart rate.

Preparation Note

This material can be dissolved in 50 mg/ml of H2O.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

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
SLCL9243
SLCG2971
SLCB1737
SLBX2631
SLBR3848V

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Anne-Marie Schönegge et al.
Nature communications, 8(1), 2169-2169 (2017-12-20)
Functional selectivity of G-protein-coupled receptors is believed to originate from ligand-specific conformations that activate only subsets of signaling effectors. In this study, to identify molecular motifs playing important roles in transducing ligand binding into distinct signaling responses, we combined in
Seon Jin Lee et al.
Stem cells international, 2018, 7453161-7453161 (2018-12-05)
Cross talks between the renin-angiotensin system (RAS), sympathetic nervous system, and vascular homeostasis are tightly coordinated in hypertension. Angiotensin II (Ang II), a key factor in RAS, when abnormally activated, affects the number and bioactivity of circulating human endothelial progenitor
Influence of adipocyte size and adipose depot on the in vitro lipolytic activity and insulin sensitivity of adipose tissue in dairy cows at the end of the dry period
De Koster J, et al.
Journal of Dairy Science, 99(3), 2319-2328 (2016)
Michael H Lai et al.
American journal of physiology. Heart and circulatory physiology, 307(9), H1327-H1338 (2014-08-31)
Large-conductance Ca(2+)- and voltage-activated K(+) (BK) channels play prominent roles in shaping muscle and neuronal excitability. In the cardiovascular system, BK channels promote vascular relaxation and protect against ischemic injury. Recently, inhibition of BK channels has been shown to lower
Acute Care Handbook for Physical Therapists, 414-414 (2008)
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