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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
Molecular Weight:
520.59
MDL Number:
MFCD00058303
MOL File:
5874-97-5.mol
Last updated:2023-06-08 09:02:53

Orciprenaline sulfate Properties

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
FDA 21 CFR 310.545
FDA UNII GJ20H50YF0

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H332
Precautionary statements  P261-P271-P304+P340+P312
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)
NFPA 704
0
3 0

Orciprenaline sulfate price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M2398 Metaproterenol hemisulfate salt 5874-97-5 1g $78.9 2024-03-01 Buy
Sigma-Aldrich 1395500 Metaproterenol sulfate United States Pharmacopeia (USP) Reference Standard 5874-97-5 200mg $381 2024-03-01 Buy
Cayman Chemical 23611 Metaproterenol (hemisulfate) ≥98% 5874-97-5 25mg $49 2024-03-01 Buy
Cayman Chemical 23611 Metaproterenol (hemisulfate) ≥98% 5874-97-5 50mg $87 2024-03-01 Buy
Sigma-Aldrich Y0000895 Orciprenaline for system suitability European Pharmacopoeia (EP) Reference Standard 5874-97-5 y0000895 $223 2024-03-01 Buy
Product number Packaging Price Buy
M2398 1g $78.9 Buy
1395500 200mg $381 Buy
23611 25mg $49 Buy
23611 50mg $87 Buy
Y0000895 y0000895 $223 Buy

Orciprenaline sulfate Chemical Properties,Uses,Production

Chemical Properties

White or almost white, slightly hygroscopic, crystalline powder.

Originator

Alupent, Boehringer Ingelheim ,W. Germany ,1961

Uses

Bronchodilatator;Beta-adrenergic agonist

Uses

Beta2-adrenoceptor agonist; bronchodilator.

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

Orciprenaline sulfate Suppliers

Global( 111)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
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Shaanxi Dideu Medichem Co. Ltd
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TargetMol Chemicals Inc.
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Dideu Industries Group Limited
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View Lastest Price from Orciprenaline sulfate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Orciprenaline sulfate pictures 2022-08-16 Orciprenaline sulfate
5874-97-5
US $100.00 / kg 1kg 99% 100 tons Hebei Duling International Trade Co. LTD
Orciprenaline sulfate USP/EP/BP pictures 2021-05-29 Orciprenaline sulfate USP/EP/BP
5874-97-5
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Orciprenaline Sulfate   pictures 2020-04-25 Orciprenaline Sulfate
5874-97-5
US $0.01-1.00 / KG 1KG 99% 50 tons Shaanxi Dideu Medichem Co. Ltd
1-(3,5-dihydroxyphenyl)-1-hydroxy-2-isopropylaminoethanesulfate 1-(3,5-dihydroxyphenyl)-2-(isopropylamino)ethanolsulfate 3,5-dihydroxy-alpha-((isopropylamino)methyl)benzylalcoholsulfate 3,5-dihydroxy-alpha-((isopropylamino)methyl)-benzylalcohosulfate(2:1)(s 3-benzenediol,5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-sulfate(2:1) alotec metaprel novasmasol th-152 METAPROTERENOL HEMISULFATE METAPROTERENOL HEMISULFATE SALT METAPROTERENOL SULFATE, USP STANDARD 3,5-dihydroxy-alpha-((isopropylamino)methyl)-benzyl alcohol sulfate (2:1) ORCIPRENALINE SULFATE METAPROTERENOLSULFATE,USP 1,3-Benzenediol, 5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]-, sulfate (2:1) (salt) (9CI) 3,5-Dihydroxy-a-[(isopropylamino)methyl]benzyl alcohol sulfate (2:1) (salt) Astmopent Benzyl alcohol, 3,5-dihydroxy-a-[(isopropylamino)methyl]-, sulfate (2:1) (salt) (8CI) dl-Metaproterenol sulfate dl-Orciprenaline sulfate Metaproterenol sulfate (2:1) (salt) ORCIPRENALINE SULPHATE(METAPROTERENOL) METAPROTERENOL HEMISULFATE USP28 Metaproterenol Sulfate (200 mg) 3,5-Dihydroxy-α-[(isopropylaMino)Methyl]benzyl Alcohol Sulfate 5-[1-Hydroxy-2-[(1-Methylethyl)aMino]ethyl]-1,3-benzenediol Sulfate Orciprenaline heMisulfate Orciprenaline hemisulfate Solution, 100ppm Orciprenaline sulfate CRS Orciprenaline for system suitability CRS 5-(1-hydroxy-2-(isopropylamino)ethyl)benzene-1,3-diol hemisulfate Orciprenaline sulfate USP/EP/BP Orciprenaline sulphateQ: What is Orciprenaline sulphate Q: What is the CAS Number of Orciprenaline sulphate Q: What is the storage condition of Orciprenaline sulphate Q: What are the applications of Orciprenaline sulphate Metaproterenol Sulfate (1395500) alupent METAPROTERENOL SULFATE Inhibitor,Beta Receptor,Metaproterenol hemisulfate,inhibit,Orciprenaline hemisulfate,Adrenergic Receptor 5874-97-5 C11H17NO32H2SO4 2C11H17NO3H2SO4 2C11H17NO3H2O4S beta2-adrenoceptor agonist Adrenergics Agonists Neurotransmitters Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals 5874-97-5