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5874-97-5

Basic Information
CAS No.: 5874-97-5
Name: Orciprenaline sulfate
Molecular Structure:
Molecular Structure of 5874-97-5 (Orciprenaline sulfate)
Formula: 2(C11H17NO3).H2SO4
Molecular Weight: 520.66
Synonyms: 3,5-Dihydroxy-alpha-((isopropylamino)methyl)-benzyl alcohol sulfate (2:1); Metaproterenol hemisulfate; Alupent
EINECS: 227-539-6
Density: 1.199g/cm3
Melting Point: 202-203°
Boiling Point: 417.5°Cat760mmHg
Flash Point: 179.7°C
Hazard Symbols: Xn
Risk Codes: 20
Safety: Poison by subcutaneous and intravenous routes. Moderately toxic by intraduodenal route. Mildly toxic by ingestion. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx and SOx. See also SULFATES.
PSA: 228.42000
LogP: 3.46820
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  • Metaproterenol Hemisulfate Salt

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  • orciprenaline sulphate

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    orciprenaline sulphate

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  • Orciprenaline sulfate

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    5874-97-5

    Orciprenaline sulfate

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Chemistry

The IUPAC name of Metaproterenol sulfate (CAS NO.5874-97-5):
5-[1-Hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol; sulfuric acid
Synonyms: 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
CAS: 5874-97-5 
EINECS: 227-539-6
Molecular Formula: C22H36N2O10S
Formula Weight: 520.59 g/mol
Molecular Structure:

Flash Point: 179.7 °C 
Boiling Point: 417.5 °C at 760 mmHg
 

Uses

Orciprenaline (INN, also known as metaproterenol) is a bronchodilator used in the treatment of asthma. Orciprenaline is a moderately selective beta2-adrenergic receptor agonist that stimulates receptors of the smooth muscle in the lungs, uterus, and vasculature supplying skeletal muscle, with minimal or no effect on alpha-adrenergic receptors. The pharmacologic effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of ATP to cAMP. Increased cAMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from many cells, especially from mast cells.

Toxicity Data With Reference

The toxicity of Metaproterenol sulfate (CAS NO.5874-97-5): 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 114mg/kg (114mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 521, 1961.
mouse LD50 oral 4800mg/kg (4800mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 521, 1961.
mouse LD50 subcutaneous 290mg/kg (290mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 521, 1961.
rat LD50 intraduodenal 2230mg/kg (2230mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 oral 5538mg/kg (5538mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous > 4gm/kg (4000mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.

Safety Profile

The Hazard Codes of Metaproterenol sulfate (CAS NO.5874-97-5): HarmfulXn
Risk Statements:R20:Harmful by inhalation. 
Safety Statements:S36:Wear suitable protective clothing. 
Poison by subcutaneous and intravenous routes. Moderately toxic by intraduodenal route. Mildly toxic by ingestion. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx and SOx. See also SULFATES.