Isoprenaline hydrochloride Chemical Properties

Melting point:

165-175 °C (dec.)(lit.)

Boiling point:

192°C (rough estimate)

Density 

1.2296 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

2-8°C

solubility 

Freely soluble in water, sparingly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.

form 

White solid

color 

White to Off-White

Water Solubility 

Soluble

BRN 

3917363

Stability:

Stable, but may be air and light sensitive. Incompatible with strong oxidizing agents.

InChI

InChI=1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H

InChIKey

IROWCYIEJAOFOW-UHFFFAOYSA-N

SMILES

C1(=CC=C(O)C(O)=C1)C(O)CNC(C)C.Cl

CAS DataBase Reference

51-30-9(CAS DataBase Reference)

EPA Substance Registry System

Isoproterenol hydrochloride (51-30-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

2

RTECS 

DO1925000

F 

3-8-10

HS Code 

29225090

Toxicity

LD50 oral in rabbit: 3070mg/kg

MSDS

• Language:English Provider:4-(1-Hydroxy-2-((methylethyl)amino)ethyl)-1,2-benzenediol hydrochloride
• Language:English Provider:SigmaAldrich

Isoprenaline hydrochloride Usage And Synthesis

Description

Isoprenaline hydrochloride is an FDA-approved injectable drug that is the hydrochloride form of isoprenaline and is used as a bronchodilator, adrenergic beta agonist, cardiotonic, and sympathomimetic. Selective beta-adrenergic agonist that increases cytoplasmic cAMP. promotes glycogenolysis and causes bronchodilation. Increases Cl- diffusion and potential difference in rabbit tracheal cells via nitric oxide production. In addition, it can be used as an inducer in an experimental rat model of induced myocardial infarction^[1].

Chemical Properties

White or almost white, crystalline powder.

Uses

Isoproterenol is a non-selective beta-adrenergic agonist. Isoproterenol is used in the treatment of bradycardia; bronchodilator.

Uses

Isoproterenol hydrochloride is used as a selective β-adrenergic agonist, increases cytosolic cAMP.

Definition

ChEBI: DL-Isoprenaline hydrochloride is a member of catechols.

brand name

Isuprel (Hospira); Isuprel (Sanofi Aventis); Vapo- ISO (Fisons).

General Description

Odorless white crystalline powder. Slightly bitter taste. Aqueous solutions turn brownish-pink upon prolonged exposure to air.

Air & Water Reactions

May be sensitive to exposure to air and light. . Water soluble.

Reactivity Profile

An acid organic salt. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible.

Health Hazard

SYMPTOMS: Symptoms of exposure to Isoprenaline hydrochloride may include tremors, nervous apprehension, palpitations of the heart, epigastric distress, cardiac arrhythmias, myocardial necrosis, cardiac arrest, tachycardia, headache, flushing of the skin, anginal pain, nausea, dizziness, weakness, and sweating.

Fire Hazard

Flash point data for Isoprenaline hydrochloride are not available. Isoprenaline hydrochloride is probably combustible.

Biological Activity

Standard selective β -adrenoceptor agonist; vasorelaxant and bronchodilator. Activation of β 2 receptors activates downstream PKA and ERK, and may stimulate NO-mediated endothelium-dependent smooth muscle relaxation. Active in vivo . Also available as part of the β -Adrenoceptor Agonist Tocriset™ and Mixed Adrenergic Tocriset™ .

Biochem/physiol Actions

β-adrenoceptor agonist; increases cytosolic cAMP.

storage

Store at RT

References

[1] FANG WANG. Fucoxanthin averts isoprenaline hydrochloride-induced myocardial infarction in rats[J]. Pharmacognosy Magazine, 2020, 16 1: 214-220. DOI:10.4103/pm.pm\_357\_19.

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