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Merck

I2760

(−)-Isoproterenol (+)-bitartrate salt

β-adrenoceptor agonist, 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
UNSPSC Code:
51111800
PubChem Substance ID:
24277773
NACRES:
NA.77
MDL number:
MFCD00069361

Key Documents

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Product Name

(−)-Isoproterenol (+)-bitartrate salt, powder

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

form

powder

color

white to off-white

solubility

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

originator

Sanofi Aventis

Quality Level

200

Gene Information

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

Related Categories

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

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

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.

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GHS07

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Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000427882
0000427882
0000425207
0000425207
0000331480

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  5. What is the solution stability of product I2760, (-)-Isoproterenol (+)-bitartrate salt?

    Product I2760, (-)-Isoproterenol (+)-bitartrate salt, is soluble in water at 50 mg/ml. Solutions are sensitive to oxidation, discoloring quickly to brownish-pink. Preparation of fresh solutions using degassed water are recommended.

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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
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)
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
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
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.
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