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Merck
CN

M2398

Metaproterenol hemisulfate salt

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About This Item

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

MKFFGUZYVNDHIH-UHFFFAOYSA-N

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)

SMILES string

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

originator

Boehringer Ingelheim

Quality Level

Gene Information

human ... ADRB2(154)

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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.

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)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Inhalation

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

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

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