ChemicalBook--->CAS DataBase List--->13707-88-5

13707-88-5

13707-88-5 Structure

13707-88-5 Structure
IdentificationBack Directory
[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
[MOL File]

13707-88-5.mol
[Molecular Weight]

285.81
Chemical PropertiesBack Directory
[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
[Water Solubility ]

Soluble in water (100mM)
[Stability:]

Hygroscopic
[InChI]

InChI=1S/C15H23NO2.ClH/c1-4-7-13-8-5-6-9-15(13)18-11-14(17)10-16-12(2)3;/h4-6,8-9,12,14,16-17H,1,7,10-11H2,2-3H3;1H
[InChIKey]

RRCPAXJDDNWJBI-UHFFFAOYSA-N
[SMILES]

C1(=CC=CC=C1CC=C)OCC(O)CNC(C)C.Cl
[CAS DataBase Reference]

13707-88-5
Hazard InformationBack Directory
[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
[storage]

Store at 2-8°C
Safety DataBack Directory
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium, boryl- (9CI)-->Propoxybenzene-->Ammonia-->Hydrochloric acid-->Sodium borohydride-->Acetone
Spectrum DetailBack Directory
[Spectrum Detail]

ALPRENOLOL HYDROCHLORIDE(13707-88-5)1HNMR
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