CAS 7279-75-6|4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOL METHANESULFONATE

Introduction:Basic information about CAS 7279-75-6|4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOL METHANESULFONATE, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOL METHANESULFONATE
CAS Number7279-75-6Molecular Weight335.41600
Density/Boiling Point429.3ºC at 760 mmHg
Molecular FormulaC14H25NO6SMelting Point/
MSDSChineseUSAFlash Point156.7ºC
Symbol
GHS07
Signal WordWarning

Names

Name4-[1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol,methanesulfonic acid
SynonymMore Synonyms

BiologicalActivity

DescriptionIsoetharine (Isoetarine) mesylate is an orally active selective agonist of β-adrenergic receptors. Isoetharine mesylate is a catechol-like drug and catechol O-methyltransferase (COMT) mediates its methylation. Isoetharine mesylate can promote the production of cAMP which stimulates the relaxation of smooth muscle cells and can be used as an emphysema, bronchitis and bronchodilator[1][2].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorResearch Areas >>Inflammation/Immunology
In VitroIsoetharine mesylate (50 μM, 18 hours) can induce the production and release of [35S]sulfated metabolites of catecholic drugs in HepG2 human hepatoma cells[1].
In VivoIsoetharine mesylate inhibits melanin deposition with the AC50 value of 5.10 mM and complete inhibition of pigment production at 7.50 mM in the zebrafish larvae model[2].
References

[1]. Katsuhisa Kurogi,et al. Concerted actions of the catechol O-methyltransferase and the cytosolic sulfotransferase SULT1A3 in the metabolism of catecholic drugs. Biochem Pharmacol. 2012 Nov 1;84(9):1186-95.

[2]. Monika Maciag,et al. Evaluation of β-adrenergic ligands for development of pharmacological heart failure and transparency models in zebrafish. Toxicol Appl Pharmacol. 2022 Jan 1;434:115812.

Chemical & Physical Properties

Boiling Point429.3ºC at 760 mmHg
Molecular FormulaC14H25NO6S
Molecular Weight335.41600
Flash Point156.7ºC
Exact Mass335.14000
PSA135.47000
LogP2.88350
InChIKeySOYAGMVKMXZVNZ-UHFFFAOYSA-N
SMILESCCC(NC(C)C)C(O)c1ccc(O)c(O)c1.CS(=O)(=O)O

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302-H312-H332
Precautionary StatementsP280
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn
Risk Phrases20/21/22
Safety Phrases36
RIDADRNONH for all modes of transport

Articles2

More Articles
Nitric oxide and beta-adrenergic agonist-induced bronchial arterial vasodilation.

J. Appl. Physiol. 82 , 686-692, (1997)

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 o...

Non-cAMP-mediated bronchial arterial vasodilation in response to inhaled beta-agonists.

J. Appl. Physiol. 84 , 215-221, (1998)

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 resul...

Synonyms

Isoetharine mesylate salt
4-[1-Hydroxy-2-[(1-methylethyl)amino]butyl]-1,2-benzenediol mesylate salt
EINECS 230-695-8
1,2-Benzenediol,4-(1-hydroxy-2-((1-methylethyl)amino)-butyl)-,methanesulfonate (salt)
Isotharine mesylate
ISOETHARINE MESYLATE
Isoetharine mesylate (USP)
Isoetarine mesilate
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