4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOL METHANESULFONATE

Names

[ Name ]:
4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOL METHANESULFONATE

[Synonym ]:
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

Biological Activity

[Description]:

Isoetharine (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 Catalog]:

Research Areas >> Cardiovascular Disease

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Inflammation/Immunology

[In Vitro]

Isoetharine 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 Vivo]

Isoetharine 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 Point ]:
429.3ºC at 760 mmHg

[ Molecular Formula ]:
C₁₄H₂₅NO₆S

[ Molecular Weight ]:
335.41600

[ Flash Point ]:
156.7ºC

[ Exact Mass ]:
335.14000

[ PSA ]:
135.47000

[ LogP ]:
2.88350

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
20/21/22

[ Safety Phrases ]:
36

[ RIDADR ]:
NONH for all modes of transport

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...

Related Compounds

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