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Key Documents

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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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
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
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
F S Fein et al.
Archives of pathology & laboratory medicine, 107(9), 480-483 (1983-09-01)
The pathogenesis of the cardiomyopathy associated with diabetes mellitus is unknown. Among several suggested mechanisms, myocardial necrosis induced by endogenous catecholamines may play a role. Therefore, the sensitivity of the heart to the effect of varying doses of isoproterenol hydrochloride

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