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M2398

Sigma-Aldrich

Metaproterenol hemisulfate salt

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About This Item

Linear Formula:
C11H17NO3 · 1/2H2SO4
CAS Number:
5874-97-5
Molecular Weight:
260.30
EC Number:
227-539-6
MDL number:
MFCD00058303
UNSPSC Code:
12352107
PubChem Substance ID:
24278539
NACRES:
NA.77

Quality Level

100

originator

Boehringer Ingelheim

SMILES string

OS(O)(=O)=O.CC(C)NCC(O)c1cc(O)cc(O)c1.CC(C)NCC(O)c2cc(O)cc(O)c2

InChI

1S/2C11H17NO3.H2O4S/c2*1-7(2)12-6-11(15)8-3-9(13)5-10(14)4-8;1-5(2,3)4/h2*3-5,7,11-15H,6H2,1-2H3;(H2,1,2,3,4)

InChI key

MKFFGUZYVNDHIH-UHFFFAOYSA-N

Gene Information

human ... ADRB2(154)

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Application

Metaproterenol hemisulfate salt has been used:
  • as a β2-adrenoceptor agonist to study its effects on adenylyl cyclase stimulation in red blood cell deformability
  • as an adrenergic agonist to study its effects on the stereoselective cell uptake by organic cation transporters in human embryonic kidney cell lines
  • as a bronchodilator to study its effects on the activation of G-protein coupled receptors (GPCR)

Biochem/physiol Actions

Metaproterenol is a β2-adrenoceptor agonist. It shows bronchodilator activity and shows therapeutic effects against bronchitis, asthma, and emphysema.

Features and Benefits

This compound was developed by Boehringer Ingelheim. 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

H332

Precautionary Statements

P261 - P271 - P304 + P340 + P312

Hazard Classifications

Acute Tox. 4 Inhalation

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Stimulation by transforming growth factor-α of DNA synthesis and proliferation of adult rat hepatocytes in primary cultures: modulation by α- and β-adrenoceptor agonists.
Kimura, M., et al.
Journal of Pharmacology and Experimental Therapeutics, 29, 171-171 (1999)
A M Krumins et al.
Biochemical pharmacology, 54(1), 61-72 (1997-07-01)
We have examined the effect of increased Gs protein levels on the abilities of three different beta2-agonists to induce GTP shifts and stimulate adenylyl cyclase response in an effort to investigate the kinetic association between the beta2-adrenergic receptor Gs and
Simona Codruţa Cobzac et al.
Journal of chromatographic science, 52(9), 1095-1103 (2013-10-29)
The retention behavior for a series of amine neurotransmitters, their precursors, metabolites and structurally related drugs has been investigated in reversed-phase thin-layer chromatography using RP-18, RP-8, RP-2, CN and Diol stationary phases and mixtures of phosphate buffer and methanol as

Chromatograms

application for HPLC

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