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HomeProduct name listALPRENOLOL HYDROCHLORIDE

ALPRENOLOL HYDROCHLORIDE

Synonym(s):1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol hydrochloride

  • CAS NO.:13707-88-5
  • Empirical Formula: C15H24ClNO2
  • Molecular Weight: 285.81
  • MDL number: MFCD00069212
  • EINECS: 237-244-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
ALPRENOLOL HYDROCHLORIDE Structural

What is ALPRENOLOL HYDROCHLORIDE?

Chemical properties

White or almost white, crystalline powder or colourless crystals.

Originator

Aptol,Globopharm,Switz.

The Uses of ALPRENOLOL HYDROCHLORIDE

aldose reductase inhibitor

The Uses of ALPRENOLOL HYDROCHLORIDE

Alprenlol Hydrochloride acts as a β-adrenergic blocking agent against arrhythmia.

What are the applications of Application

Alprenolol hydrochloride is a non-selective β-adrenoceptor and SR-1A (5HTR1A) inhibitor used in the treatment of angina pectoris.

Manufacturing Process

A solution of 24.6 g of o-allyl-epoxypropoxybenzene dissolved in 250 ml of absolute ethanol saturated with ammonia was placed in an autoclave and heated on a steam-bath for 2 hours. The alcohol was then removed by distillation and the residue was redissolved in a mixture of methanol and ethylacetate. Hydrogen chloride gas was introduced into the solution. The hydrochloride salt was then precipitated by the addition of ether to yield 11.4 g of product. Five grams of the amine-hydrochloride thus formed were dissolved in 50 ml of methanol and 9 ml of acetone. The resulting solution was cooled to about 0°C. At this temperature 5 g of sodium borohydride were added over a period of 1 hour. Another 2.2 ml of acetone and 0.8 g of sodium borohydride were added and the solution was kept at room temperature for 1 hour, after which 150 ml of water were added to the solution. The solution was then extracted with three 100-ml portions of ether which were combined, dried over potassium carbonate, and evaporated. The free base was then recrystallized from petrol ether (boiling range 40-60°C) to yield 2.7 g of material having a melting point of 57°C.
The corresponding hydrochloride was prepared by dissolving 2 g of the product, prepared above, in 20 ml of acetone, and adding to the resulting solution acetone saturated with hydrogen chloride until the pH was reduced to about 3. The precipitated hydrochloride salt was then recrystallized from acetone.

Therapeutic Function

Beta-adrenergic blocker

Biological Activity

β -adrenoceptor ( β 2 > β 1 > β 3 ) and 5-HT 1A receptor antagonist.

storage

room temperature (desiccate)

Properties of ALPRENOLOL HYDROCHLORIDE

Melting point: 107-109°
storage temp.  2-8°C
solubility  H2O: 50 mg/mL
form  powder
color  off-white
Water Solubility  Soluble in water (100mM)
Stability: Hygroscopic
CAS DataBase Reference 13707-88-5

Safety information for ALPRENOLOL HYDROCHLORIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral

Computed Descriptors for ALPRENOLOL HYDROCHLORIDE

InChIKey RRCPAXJDDNWJBI-UHFFFAOYSA-N

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