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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:
51111800
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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

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)
A Hartzshtark et al.
Experientia, 41(3), 378-379 (1985-03-15)
Local, externally applied pharmacological agents which are assumed to raise the c-AMP level, decrease the low pressure indentation value of the forehead skin of certain human volunteers.
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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