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Merck
CN

59648

Sigma-Aldrich

(−)-Isoproterenol hydrochloride

≥98.0% (TLC)

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
Beilstein:
6077193
MDL number:
MFCD00064548
UNSPSC Code:
12352200

Key Documents

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Assay

≥98.0% (TLC)

mp

175 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

Cl[H].CC(C)NC[C@H](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/t11-;/m0./s1

InChI key

IROWCYIEJAOFOW-MERQFXBCSA-N

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Biochem/physiol Actions

β-adrenoceptor agonist; increases cytosolic cAMP.

Other Notes

A β-adrenergic agonist. Regulation of protein phosphorylation by inotropic agents in isolated rat myocardial cells

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Regulation of protein phosphorylation by inotropic agents in isolated rat myocardial cells.
J J Onorato et al.
The Journal of biological chemistry, 256(20), 10697-10703 (1981-10-25)
F Aura Kullmann et al.
The Journal of pharmacology and experimental therapeutics, 330(3), 704-717 (2009-06-12)
Voiding dysfunctions, including increased voiding frequency, urgency, or incontinence, are prevalent in the postmenopausal population. Beta(3)-adrenergic receptor (beta(3)AR) agonists, which relax bladder smooth muscle, are being developed to treat these conditions. We utilized the rat ovariectomy (OVX) model to investigate
Andreas Bock et al.
Cell, 182(6), 1519-1530 (2020-08-28)
Cells relay a plethora of extracellular signals to specific cellular responses by using only a few second messengers, such as cAMP. To explain signaling specificity, cAMP-degrading phosphodiesterases (PDEs) have been suggested to confine cAMP to distinct cellular compartments. However, measured
Chen-Cheng Lee et al.
Molecular cell, 76(3), 500-515 (2019-08-20)
Diet-induced obesity can be caused by impaired thermogenesis of beige adipocytes, the brown-like adipocytes in white adipose tissue (WAT). Promoting brown-like features in WAT has been an attractive therapeutic approach for obesity. However, the mechanism underlying beige adipocyte formation is

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