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Isoproterenol

Isoproterenol
Isoproterenol structure
CAS No.
7683-59-2
Chemical Name:
Isoproterenol
Synonyms
A 21;isoprel;Aludrin;asmalar;Aludrine;NSC 9975;Aleudrine;ICI 46399;NSC 33791;Respifral
CBNumber:
CB3854910
Molecular Formula:
C11H17NO3
Formula Weight:
211.26
MOL File:
7683-59-2.mol

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℃)
FDA UNII
L628TT009W
ATC code
C01CA02,R03AB02,R03CB01,R03CB51
NIST Chemistry Reference
3,4-Dihydroxy-«alpha»-(isopropylaminomethyl)-benzyl alcohol(7683-59-2)

Isoproterenol price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation API0006523 ISOPRENALINE 95.00% 7683-59-2 1G $166.95 2021-12-16 Buy
Crysdot CD12033527 4-(1-Hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol 97% 7683-59-2 1g $495 2021-12-16 Buy
Alichem 7683592 4-(1-Hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol 7683-59-2 1g $509.85 2021-12-16 Buy
Crysdot CD12033527 4-(1-Hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol 97% 7683-59-2 5g $1035 2021-12-16 Buy
Crysdot CD12033527 4-(1-Hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol 97% 7683-59-2 10g $1575 2021-12-16 Buy

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.

Originator

Isonorin,Smith, Miller and Patch,US,1949

Uses

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

Uses

Bronchodilator.

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.

Manufacturing Process

As described in US Patent 2,308,232, 100 g 3,4-dihydroxy-ω- chloroacetophenone, 200 cc ethyl alcohol and 200 cc of about 50% aqueous isopropylamine solution are boiled during 3 hours on the water bath with the use of a reflux condenser, whereupon neutralizing with diluted sulfuric acid is carried out and the sulfate, obtained upon cooling, from alcohol of 50% is recrystallized; its MP is 245°C.
21 g 3,4-dihydroxy-ω-isopropylaminoacetophenone sulfate are hydrogenated with 50 cc methyl alcohol and 50 cc water, 0.5 g carbon and 3 cc palladium chloride solution of 2%. After 2 hours the hydrogen absorption comes to a standstill, after the theoretical quantity of hydrogen has been absorbed. After concentrating, the isopropylaminomethyl-(3,4-dihydroxyphenyl)carbinolsulfate crystallizes out. It has a MP of 180°C after refining.

brand name

Medihaler-ISO (3M Pharmaceuticals);Aerolone;Aerotrol;Afdosa;Aldo asma;Aleudrina;Anthastmin;Asmadren;Asmastop;Atom-asma;Dey-dose;Dispos-a-med;Duo-autohaler;Duo-medihaler;Dyspnoesan;Erydin;Frenal composium;Imuprel;Ingelan;Intal compositum;Iso-autohaler;Isonorin;Isoprel-neomistometer;Isoprop;Isorenin;Katwilon n;Lenoprel;Luf-iso;Medihaler-duo;Meterdos-iso;Neo epinine;Nephenalin;Norisodrin aerotol;Norisodrin with calcium idodide;Norosodrine;Older;Orotenol;Prenomiser;Propynalin;Protenol;Sedantosol;Sooner.

Therapeutic Function

Bronchodilator

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

The cardiac stimulation caused by its 1-activity andits lack of oral activity have led to its diminished use infavor of more selective -agonists. The problems have beenovercome at least partially by the design and developmentof several noncatechol selective 2-agonists. These agentsrelax smooth muscle of the bronchi, uterus, and skeletalmuscle vascular supply. They find their primary use as bronchodilatorsin the treatment of acute and chronic bronchialasthma and other obstructive pulmonary diseases.

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

Chemical Synthesis

Isoproterenol, 1-(3,4-dihydroxyphenyl)-2-iso-propylaminoethanol (11.1.8), is synthesized by an analogous scheme of making epinephrine. Interaction of ω-chloro-3,4- dihydroxyacetophenone (chloroacetylpyrocatechol) with isopropylamine gives ω-isopropylamino-3,4-dihydroxyacetophenone (11.1.7), reduction of the carbonyl group of which by hydrogen using a palladium on carbon catalyst gives isoproterenol (11.1.8) [11,12].

Isoproterenol Preparation Products And Raw materials

Raw materials

Preparation Products


Isoproterenol Suppliers

Global( 46)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338
stella@zetchem.com China 2008 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19752 58
HENAN BON INDUSTRIAL CO.,LTD
0371-55170695
info@hnbon.com CHINA 26742 58
career henan chemical co
15093356674 0371-55982848
0086-371-86658258 factory@coreychem.com CHINA 29863 58
Shaanxi Dideu Medichem Co. Ltd
18192627656
+86-29-88380327 1012@dideu.com CHINA 3949 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 30014 58
AFINE CHEMICALS LIMITED
008657185134551
008657185134895 info@afinechem.com CHINA 15559 58
Dayang Chem (Hangzhou) Co.,Ltd.
17705817739 +86-571-88938639
+86-571-88938652,+86-571- 88492614 info@dycnchem.com CHINA 52932 58
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
+8617731987558
xingjiu@xingjiubiotech.com China 1000 58
Guangzhou TongYi biochemistry technology Co.,LTD
+8613073028829
mack@tongyon.com China 3000 58

View Lastest Price from Isoproterenol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-21 Isoproterenol
7683-59-2
US $25.00 / KG 1KG 0.99 5000KG/MONTH XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
2021-05-29 Isoproterenol USP/EP/BP
7683-59-2
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
2020-04-25 Isoproterenol
7683-59-2
US $0.01-1.00 / KG 1KG 99% 50 tons Shaanxi Dideu Medichem Co. Ltd

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