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Isoproterenol

Isoproterenol Structure
CAS No.
7683-59-2
Chemical Name:
Isoproterenol
Synonyms
isoprenaline;A 21;isoprel;Aludrin;asmalar;Aludrine;NSC 9975;Lomupren;Aleudrine;ICI 46399
CBNumber:
CB3854910
Molecular Formula:
C11H17NO3
Molecular Weight:
211.26
MOL File:
7683-59-2.mol
MSDS File:
SDS
Modify Date:
2022/12/21 16:56:50

Isoproterenol Properties

Melting point 170.5°C
Boiling point 350.94°C (rough estimate)
Density 1.1240 (rough estimate)
refractive index 1.5718 (estimate)
pka 8.64(at 25℃)
NIST Chemistry Reference 3,4-Dihydroxy-«alpha»-(isopropylaminomethyl)-benzyl alcohol(7683-59-2)

Isoproterenol Chemical Properties,Uses,Production

Description

Isoproterenol is a representative of the sympathomimetic drugs with high selectivity to β- adrenoreceptors. As was already noted, the addition to compounds of a bulky iso-propyl or tert-butyl group at the nitrogen atom of the β-phenylethylamino skeleton is associated with higher affinity to β-adrenergic receptive regions than to α-adrenergic. Isoproterenol is devoid of significant α-adrenergic agonistic action. Activation of β1-adrenergic receptors in the heart increases positive chronotropic and ionotropic action. Peripheral vascular resistance is increased by the widening of blood vessels, primarily in skeletal muscle, but also in renal and mesenteric blood circulation, which is caused by the β2-adrenergic system.

Uses

Isoproterenol is used in bronchospasms, asthma, cardiac block, and shock.

Definition

ChEBI: A secondary amino compound that is noradrenaline in which one of the hydrogens attached to the nitrogen is replaced by an isopropyl group. A sympathomimetic acting almost exclusively on beta-adrenergic receptors, it is used (mainly as the hy rochloride salt) as a bronghodilator and heart stimulant for the management of a variety of cardiac disorders.

Indications

Isoproterenol is administered almost exclusively by inhalation from metered-dose inhalers or from nebulizers. The response to inhaled isoproterenol and other inhaled adrenomimetics is instantaneous. The action of isoproterenol is short-lived, although an objective measurement of pulmonary function has shown an effective duration of up to 3 hours. When it is administered by inhalation, the cardiac effects of isoproterenol are relatively mild, although in some cases a substantial increase in heart rate occurs.

World Health Organization (WHO)

Isoprenaline, a beta-adrenoreceptor agonist, was introduced in 1949 as treatment for a number of cardiac disorders and as a bronchial dilator for the symptomatic treatment of asthma. There is evidence that regular inhalation of bronchodilator drugs is associated, in some cases with exacerbation of the disease and with increased fatality rates. The underlying causes are disputed, but an increasing body of opinion now advocates regular maintenance therapy with inhaled, corticosteroids coupled with supplementary use as required of bronchial drugs to suppress exacerbations.

General Description

Isoproterenol is a nonselective and prototypical -agonist ( β2/ β1=1). After oral administration,the absorption of ISO is rather erratic and undependable.The principal reason for its poor absorption characteristicsand relatively short DOA is its facile metabolism by sulfateand glucuronide conjugation of the phenolic OH groupsand O-methylation by COMT. Because it is a catechol, it issensitive to light and air. Aqueous solutions become pinkon standing. Unlike E and NE, ISO does not appear to undergo oxidative deamination by MAO. The drug hasDOA of 1 to 3 hours after inhalation.

Clinical Use

Isoproterenol is used principally by inhalation for the management of bronchospasm. It is also used intravenously for asthma and as a stimulant in cardiac arrest.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. Human systemic effects by intramuscular route: increased pulse and cardac rate. A bronchodilator. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx

Isoproterenol Preparation Products And Raw materials

Global( 56)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Harman Finochem Ltd +91-2226528080 +91-2226528080 Maharashtra, India 37 58 Inquiry
Flowchem Pharma Pvt Ltd +91-9606036218 +91-9845055636 Karnataka, India 33 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Vcare Medicines 08046035803 Mumbai, India 114 58 Inquiry
Ligard Anesthesia 09062331627 Kolkata, India 1 58 Inquiry
Libertas 08069033735Ext 211 Gujarat, India 29 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Zhejiang ZETian Fine Chemicals Co. LTD +8618957127338 China 2141 58 Inquiry
4-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol isoproterenol 4-(1-hydroxy-2-(isopropylaMino)ethyl)benzene-1,2-diol isoprel saventrine Isoproterenol (base and/or unspecified salts) 4-(2-Isopropylamino-1-hydroxyethyl)-1,2-benzenediol 4-[1-Hydroxy-2-(isopropylamino)ethyl]-1,2-benzenediol Aludrine .alpha.-(Isopropylaminomoethyl)protocatechuyl alcohol A 21 Aleudrine Aludrin Isoproterenol Isoproterenol Hydrochloride 1,2-Benzenediol, 4-1-hydroxy-2-(1-methylethyl)aminoethyl- 1,2-Benzenediol, 4-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]- (9CI) dl-Isadrine dl-Isoprenaline dl-Isopropylnoradrenaline DL-Isopropylnorepinephrine dl-N-Isopropylnoradrenaline Epinephrine isopropyl homolog ICI 46399 NSC 33791 NSC 9975 Racemic isoprenaline Racemic isoproterenol Respifral Vapo-N-Iso 1-(3,4-dihydroxyphenyl)-2-isopropylaminoethanol 3,4-dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol 4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-1,2-benzenediol alpha-(isopropylaminomethyl)protocatechuyl alcohol asiprenol asmalar assiprenol bellasthman dihydroxyphenylethanolisopropylamine Isoproterenol USP/EP/BP (RS)-4-[1-hydroxy-2-(isopropylamino)ethyl]benzene-1,2-diol isoprenaline Lomupren 7683-59-2