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I2760

Sigma-Aldrich

(−)-Isoproterenol (+)-bitartrate salt

powder

Synonym(s):

(−)-Isoprenaline (+)-bitartrate salt

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About This Item

Empirical Formula (Hill Notation):
C11H17NO3 · C4H6O6
CAS Number:
54750-10-6
Molecular Weight:
361.34
MDL number:
MFCD00069361
UNSPSC Code:
12352200
PubChem Substance ID:
24277773
NACRES:
NA.77

form

powder

Quality Level

200

color

white to off-white

solubility

H2O: ≥50 mg/mL, clear, colorless to faintly yellow

originator

Sanofi Aventis

SMILES string

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

InChI

1S/C11H17NO3.C4H6O6/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;5-1(3(7)8)2(6)4(9)10/h3-5,7,11-15H,6H2,1-2H3;1-2,5-6H,(H,7,8)(H,9,10)/t11-;1-,2-/m00/s1

InChI key

LBOPECYONBDFEM-RWALOXMOSA-N

Gene Information

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

Application

(−)-Isoproterenol (+)-bitartrate salt has been used:
  • as a component in KRH medium for cyclic adenosine monophosphate (cAMP) assay
  • to stimulate preadipocytes to study its concentration responsive curve
  • to intraperitoneally administer to mice to evaluate whether the multi-dry-electrode plate (MDEP)-sensor system can assess drug responses

Biochem/physiol Actions

Isoproterenol functions as an ovine pulmonary vein dilator.
β-Adrenoceptor agonist; increases cytosolic cAMP.

Features and Benefits

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

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

11 - Combustible Solids

WGK

WGK 3

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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J M Bernstein et al.
The Journal of allergy and clinical immunology, 99(2), 165-175 (1997-02-01)
Nasal polyps and turbinates were obtained from individuals undergoing surgery for symptomatic nasal obstruction caused by nonatopic rhinosinusitis or allergic rhinosinusitis. One part of the tissue from each patient was fixed in neutral buffered formalin and prepared for study by
R A Forse et al.
Annals of surgery, 206(6), 744-751 (1987-12-01)
Adipocyte lipolysis and its adrenergic control were studied in vitro from normal patients and those with trauma and sepsis. The adrenergic receptors were studied in terms of their responsiveness, a measure of the postreceptor mechanism, and their sensitivity, a measure
Effects of SQ 22536, an adenylyl cyclase inhibitor, on isoproterenol-induced cyclic AMP elevation and relaxation in newborn ovine pulmonary veins
Gao Y and Raj JU
European Journal of Pharmacology, 436(3), 227-233 (2002)
M Zatz
Journal of neurochemistry, 45(2), 637-639 (1985-08-01)
alpha-Adrenergic stimulation of the rat pineal gland is known to stimulate phosphatidylinositol turnover and to potentiate the induction of serotonin N-acetyltransferase (SNAT) activity evoked by submaximal beta-adrenergic stimulation. In some (other) systems tumor-promoting phorbol esters are known to mimic physiologic
Y Manunta et al.
The European journal of neuroscience, 9(4), 833-847 (1997-04-01)
The selectivity of rat auditory cortex neurons for pure tone frequency was studied during and after ionophoretic application (5-40 nA) of noradrenaline in urethane-anaesthetized rats. The dominant effect induced by noradrenaline was a significant decrease in spontaneous (93/268 cells) and
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