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Orciprenaline sulfate

Product Name
Orciprenaline sulfate
CAS No.
5874-97-5
Chemical Name
Orciprenaline sulfate
Synonyms
METAPROTERENOL SULFATE;alupent;alotec;th-152;metaprel;Astmopent;novasmasol;ORCIPRENALINE SULFATE;dl-Orciprenaline sulfate;METAPROTERENOLSULFATE,USP
CBNumber
CB7226328
Molecular Formula
C22H36N2O10S
Formula Weight
520.59
MOL File
5874-97-5.mol
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Orciprenaline sulfate Property

Melting point:
202-203°
storage temp. 
2-8°C
solubility 
Freely soluble in water, slightly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
color 
White to Off-White
Stability:
Hygroscopic
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Safety

Hazard Codes 
Xn
Risk Statements 
20
Safety Statements 
36
WGK Germany 
2
RTECS 
DO2275000
HS Code 
2922504500
Toxicity
LD50 in rats (mg/kg): 42 orally (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M2398
Product name
Metaproterenol hemisulfate salt
Packaging
1g
Price
$78.9
Updated
2024/03/01
Sigma-Aldrich
Product number
1395500
Product name
Metaproterenol sulfate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$381
Updated
2024/03/01
Cayman Chemical
Product number
23611
Product name
Metaproterenol (hemisulfate)
Purity
≥98%
Packaging
25mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
23611
Product name
Metaproterenol (hemisulfate)
Purity
≥98%
Packaging
50mg
Price
$87
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0000895
Product name
Orciprenaline for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000895
Price
$223
Updated
2024/03/01
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Orciprenaline sulfate Chemical Properties,Usage,Production

Chemical Properties

White or almost white, slightly hygroscopic, crystalline powder.

Originator

Alupent, Boehringer Ingelheim ,W. Germany ,1961

Uses

Beta2-adrenoceptor agonist; bronchodilator.

Uses

Bronchodilatator;Beta-adrenergic agonist

Manufacturing Process

In an initial operation, 3,5-diacetoxyacetophenone was reacted first with bromine and then with isopropylamine to give 1-(3,5-dihydroxyphenyl)-2- isopropylaminoethanone.
59 g of 1-(3,5-dihydroxy-phenyl)-2-isopropylaminoethanone (free base) were dissolved in 590 cc of methanol, and the solution was hydrogenated in the presence of about 80 g Raney nickel at room temperature and under a pressure of 5 atm. Hydrogen absorption was terminated after a few minutes. The catalyst was separated by vacuum filtration, and the filtrate, an ethanolic solution of 1-(3,5-dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethane, was admixed with the calculated amount of an alcoholic 20% sulfuric acid solution. A crystalline precipitate formed which was filtered off and washed with alcohol. For purification, the product was dissolved in water and the solution was filtered through iron-free charcoal.
Thereafter, the filtrate was evaporated to dryness in vacuo and the residue was taken up in alcohol. The crystalline precipitate which separated out after some standing was separated by vacuum filtration and washed with alcohol. After recrystallization from 90% alcohol, 61 g (83.2% of theory) of 1-(3,5- dihydroxyphenyl)-1-hydroxy-2-isopropylamino-ethane sulfate, MP 202° to 203°C, was obtained.

brand name

Alupent (Boehringer Ingelheim); Prometa (Muro).

Therapeutic Function

Bronchodilator

Pharmacokinetics

Metaproterenol is a direct-acting resorcinol analogue of isoproterenol. The N-isopropyl is β-directing, and the combination with the resorcinol ring system enhances the selectivity for the β2-receptors. It is the least potent of the β2-selective agonists, however, most likely because of the poor β2-selectivity of the isopropyl group. It has good oral bioavailability being resistant to COMT and only slowly metabolized by MAO. When administered orally, it has an onset of approximately 30 minutes with a 4-hour duration. Inhaled metaproterenol can have an onset as quick as 5 minutes; however, it can be as long as 30 minutes in susceptible individuals. Metaproterenol is available in tablet, syrup, and inhalation dosage forms and is recommended for bronchial asthma attacks and treatment of acute asthmatic attacks in children 6 years of age and older (5% solution for inhalation only). Metaproterenol has the same adverse effect profile as other adrenergic agonists, but with a decreased incidence of arrhythmias.

Orciprenaline sulfate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Orciprenaline sulfate manufacturers

Dideu Industries Group Limited
Product
Orciprenaline sulfate 5874-97-5
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-05-28
Shaanxi Dideu Medichem Co. Ltd
Product
Orciprenaline Sulfate 5874-97-5
Price
US $0.01-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50 tons
Release date
2020-04-24
Career Henan Chemical Co
Product
Orciprenaline sulfate 5874-97-5
Price
US $8.80/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
100kg
Release date
2019-07-04

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