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Merck
CN

I2760

Sigma-Aldrich

(−)-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
MDL number:
MFCD00069361
UNSPSC Code:
51111800
PubChem Substance ID:
24277773
NACRES:
NA.77

Key Documents

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Product Name

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

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)

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.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000427882
0000427882
0000425207
0000425207
0000331480

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

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    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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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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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
V N Gurin et al.
Biulleten' eksperimental'noi biologii i meditsiny, 91(3), 304-305 (1981-03-01)
It was established in experiments on unanesthetized rats given intraventricular injections of drugs that hyperthermic effect of prostaglandin E2 (PGE2) was markedly weakened by administering clofelin while isoproterenol had no appreciable effect on PGE2 effects were not prevented by noradrenaline
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.
G C Rolband et al.
Journal of gerontology, 45(5), B174-B178 (1990-09-01)
The age-related declines in the antilipolytic and lipogenic actions of insulin were studied in adipocytes from rats aged 2, 6, 12, and 24 months. Since adenosine modulates insulin action, its concentration was controlled by treatment of adipocytes with adenosine deaminase
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