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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:
Molecular Weight:
361.34
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

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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)
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
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
Jennifer N Gelinas et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 25(13), 3294-3303 (2005-04-01)
Long-term potentiation (LTP) is activity-dependent enhancement of synaptic strength that can critically regulate long-term memory storage. Like memory, LTP exhibits at least two mechanistically distinct temporal phases. Early LTP (E-LTP) does not require protein synthesis, whereas the late phase of

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