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About This Item

Empirical Formula (Hill Notation):
C11H17NO3 · xHCl
CAS Number:
51-30-9
Molecular Weight:
211.26 (free base basis)
MDL number:
MFCD00012603
UNSPSC Code:
12352200
NACRES:
NA.77
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Product Name

Isoproterenol, Hydrochloride, Phenethylamine derivative.

description

Merck USA index - 14, 5217

Quality Level

100

assay

≥99% (TLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white to off-white
 white

solubility

ethanol: soluble
water: soluble

shipped in

ambient

storage temp.

10-30°C

SMILES string

[Cl-].N(C(C)C)CC(O)c1cc(c(cc1)O)O.[H+]

InChI

1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H

InChI key

IROWCYIEJAOFOW-UHFFFAOYSA-N

General description

Phenethylamine derivative. Selective β-adrenergic agonist that stimulates adenylate cyclase activity. Promotes glycogen breakdown and causes bronchodilation. Increases Cl– diffusion and potential difference in rabbit trachea cells through nitric oxide generation. Reported to activate MAP Kinase (ERK) by a Rap1 and B-Raf dependent process.

Biochem/physiol Actions

Cell permeable: no
Primary Target
β-adrenergic agonist
Product does not compete with ATP.
Reversible: no

Preparation Note

Unstable in solution; reconstitute just prior to use.

Other Notes

Schmitt, J.M., and Stork, P.J. 2000. J. Biol. Chem.275, 25342.
Carmena, M.J., et al. 1997. Prostate 33, 46.
Takemura, H., et al. 1995. J. Pharmacol. Exp. Ther. 274, 584.
Kishimoto, I., et al. 1994. J. Biol. Chem.269, 28300.
Macaulay, S.L., et al. 1994. Mol. Cell Biochem.141, 27.
Yashiro, K., et al. 1994. J. Biochem.115, 1040.
Ladenheim, R.G., et al. 1993. J. Neurochem.60, 260.
von Zastrow, M., et al. 1993. J. Biol. Chem.268, 763.
Mokhtari, A., et al. 1985. J. Cyclic Nucleotide Protein Phosphorylation Res.10, 213.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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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