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I6504

Sigma-Aldrich

(−)-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
Beilstein:
6077193
MDL number:
MFCD00064548
UNSPSC Code:
12352200
PubChem Substance ID:
24278495
NACRES:
NA.77

product name

(−)-Isoproterenol hydrochloride,

Quality Level

200

mp

175 °C (dec.) (lit.)

solubility

soluble (50 mg/ml: H2O)

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

Gene Information

human ... ADRB2(154)

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Application

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

Biochem/physiol Actions

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.
β-adrenoceptor agonist; increases cytosolic cAMP.

Preparation Note

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - 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

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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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
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Michael H Lai et al.
American journal of physiology. Heart and circulatory physiology, 307(9), H1327-H1338 (2014-08-31)
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