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I3639

Sigma-Aldrich

Isoetharine mesylate salt

Synonym(s):

4-[1-Hydroxy-2-[(1-methylethyl)amino]butyl]-1,2-benzenediol mesylate salt

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About This Item

Empirical Formula (Hill Notation):
C13H21NO3 · CH4O3S
CAS Number:
7279-75-6
Molecular Weight:
335.42
EC Number:
230-695-8
MDL number:
MFCD00133422
UNSPSC Code:
12352200
PubChem Substance ID:
24278491
NACRES:
NA.77

Quality Level

200

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

CS(O)(=O)=O.CCC(NC(C)C)C(O)c1ccc(O)c(O)c1

InChI

1S/C13H21NO3.CH4O3S/c1-4-10(14-8(2)3)13(17)9-5-6-11(15)12(16)7-9;1-5(2,3)4/h5-8,10,13-17H,4H2,1-3H3;1H3,(H,2,3,4)

InChI key

SOYAGMVKMXZVNZ-UHFFFAOYSA-N

Gene Information

human ... ADRB1(153) , ADRB2(154) , ADRB3(155)

Application

Isoetharine mesylate salt has been used:
  • as an adrenergic drug to test its effect on embryo implantation in 4-day pregnant mice
  • as a substrate for recombinant human sulfotransferase (SULT) in SULT assay to monitor conjugation reaction
  • as a β-2 agonist in collision-induced dissociation (CID) mass spectrometry analysis

Biochem/physiol Actions

Isoetharine is an agonist for β-adrenergic receptors and is a bronchodilator. It is a catecholic drug metabolized by sulfotransferases and is present in human urine and plasma as a sulfated metabolite. Catechol O-methyltransferase (COMT) also mediates the methylation of isoetharine in the metabolic conjugation pathway.

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

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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N B Charan et al.
Journal of applied physiology (Bethesda, Md. : 1985), 82(2), 686-692 (1997-02-01)
In anesthetized sheep, we measured bronchial blood flow (Qbr) by an ultrasonic flow probe to investigate the interaction between inhaled nitric oxide (NO; 100 parts/million) given for 5 min and 5 ml of aerosolized isoetharine (1.49 x 10(-2) M concentration).
Aronson JK
- Pesticide Residues in Food - 1992: Report of the Joint Meeting of the FAO Panel of Experts on Pesticide Residues in Food and the Environment and the WHO Expert Group on Pesticide Residues, Rome, 21-30 September 1992 (2016)
P Carvalho et al.
Journal of applied physiology (Bethesda, Md. : 1985), 84(1), 215-221 (1998-02-06)
We studied the dose-dependent effects of inhaled isoetharine HCl, a beta-adrenergic bronchodilator (2.5, 5.0, 10.0, and 20.0 mg), on bronchial blood flow (Qbr) in anesthetized sheep. Isoetharine resulted in a dose-dependent increase in Qbr. With a total dose of 17.5
Gas-phase dissociation pathways of Beta-2 agonists
Carlo MJ, et al.
International Journal of Mass Spectrometry, 463, 116548-116548 (2021)

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