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13707-88-5

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Identification

Name
ALPRENOLOL HYDROCHLORIDE
CAS
13707-88-5
Synonyms
aptin
yobir
aptine
h56/28
dimacor
aprobal
apllobal
gubernal
betaptin
Alfeprol
Applobal
regletin
Atetenenol
aptolduriles
Alprenolol HCl
1-(2-Allylphenoxy)
alprenolhydrochloride
dl-Alprenolol chloride
Alprenlol Hydrochloride
ALPRENOLOL HYDROCHLORIDE
propan-2-ol hydrochloride
Alprenolol hydrochloride CRS
Alprenolol hydrochloride salt
(RS)-Alprenolol hydrochloride
Alprenolol Hydrochloride, Powder
L-ALPRENOLOL HYDROCHLORIDE HYDRATE
ALPRENOLOL HYDROCHLORIDE B-ADRENERGIC RE CEPTOR
1-isopropylamino-3-(o-allylphenoxy)-2-propanolhydrochloride
1-(o-allylphenoxy)-3-(isopropylamino)-2-propanohydrochloride
1-[O-ALLYLPHENOXY]-3-[ISOPROPYLAMINO]-2-PROPANOL HYDROCHLORIDE
1-(2-Allylphenoxy)-3-(isopropylaMino)propan-2-ol hydrochloride
DL-1-(o-Allylphenoxy)-3-isopropylamino-2-propanol hydrochloride
2-Propanol, 1-(o-allylphenoxy)-3-(isopropylamino)-, hydrochloride
1-(2-Allylphenoxy)-2-hydroxy-3-isopropylaminopropane hydrochloride
L-1[2-ALLYLPHENOXY]3-ISOPROPYL-AMINOPROPAN 2-OL HYDROCHLORIDE HYDRATE
1-((1-methylethyl)-amino)-3-(2-(2-propenyl)phenoxy)-2-propanohydrochlori
2-Propanol, 1-(1-methylethyl)amino-3-2-(2-propenyl)phenoxy-, hydrochloride
1-[(1-Methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-2-propanolhydrochloride
Alprenolol hydrochloride,1-(o-Allylphenoxy)-3-(isopropylamino)-2-propanol hydrochloride
EINECS(EC#)
237-244-4
Molecular Formula
C15H24ClNO2
MDL Number
MFCD00069212
Molecular Weight
285.81
MOL File
13707-88-5.mol

Chemical Properties

Appearance
White or almost white, crystalline powder or colourless crystals.
Melting point 
107-109°
storage temp. 
2-8°C
solubility 
H2O: 50 mg/mL

form 
powder

color 
off-white

InChIKey
RRCPAXJDDNWJBI-UHFFFAOYSA-N
CAS DataBase Reference
13707-88-5

Hazard Information

Chemical Properties
White or almost white, crystalline powder or colourless crystals.
Uses
aldose reductase inhibitor
Uses
Alprenlol Hydrochloride acts as a β-adrenergic blocking agent against arrhythmia.
Biological Activity
β -adrenoceptor ( β 2 > β 1 > β 3 ) and 5-HT 1A receptor antagonist.
Originator
Aptol,Globopharm,Switz.
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

Safety Data

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
3249
WGK Germany 
3

RTECS 
UA5425000

HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
LD50 in mice, rats, rabbits (mg/kg): 278.0, 597.0, 337.3 orally (Marmo)

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