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Alprenolol

Product Name
Alprenolol
CAS No.
13655-52-2
Chemical Name
Alprenolol
Synonyms
Alpheprol;Alprenolol;ALLPRENOLOL;dl-Alprenolol;(RS)-Alprenolol;Alprenolol USP/EP/BP;(-)-Alprenolol hydrate D-tartrate;3-(o-Allylphenoxy)-1-isopropylamino-2-propanol;1-Isopropylamino-3-(2-allyl)phenoxypropan-2-ol;1-(2-Allylphenoxy)-3-(isopropylamino)-2-propanol
CBNumber
CB7874989
Molecular Formula
C15H23NO2
Formula Weight
249.35
MOL File
13655-52-2.mol
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Alprenolol Property

Melting point:
57.5°C
Boiling point:
392.45°C (rough estimate)
Density 
1.0065 (rough estimate)
refractive index 
1.5250 (estimate)
storage temp. 
Store at -20°C
solubility 
DMF: 20 mg/ml; DMSO: 15 mg/ml; Ethanol: 5 mg/ml; PBS (pH 7.2): 1 mg/ml
form 
A crystalline solid
pka
pKa 9.63 (Uncertain)
color 
White to off-white
Water Solubility 
366.9mg/L(22.5 ºC)
NIST Chemistry Reference
2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-(13655-52-2)
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Safety

Hazard Codes 
T
Risk Statements 
23/24/25-43
Safety Statements 
36/37/39-45
RIDADR 
3249
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
mammal (species unspecified),LD50,intraperitoneal,102mg/kg (102mg/kg),Pharmaceutical Chemistry Journal Vol. 8, Pg. 137, 1974.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
25338
Product name
Alprenolol
Purity
≥98%
Packaging
25mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
25338
Product name
Alprenolol
Purity
≥98%
Packaging
50mg
Price
$85
Updated
2024/03/01
Cayman Chemical
Product number
25338
Product name
Alprenolol
Purity
≥98%
Packaging
100mg
Price
$133
Updated
2024/03/01
Biosynth Carbosynth
Product number
FA166898
Product name
Alprenolol
Packaging
25mg
Price
$150
Updated
2021/12/16
AK Scientific
Product number
0249CA
Product name
Alprenolol
Packaging
50mg
Price
$202
Updated
2021/12/16
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Alprenolol Chemical Properties,Usage,Production

Description

Occupational cases of contact dermatitis caused by exposure to alprenolol have been reported within the pharmaceutical industry.

Originator

Aptol,Globopharm,Switz.

Uses

Antiadrenergic (β-receptor).

Definition

ChEBI: A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a beta-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.

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

Contact allergens

Occupational cases of contact dermatitis due to this betablocker were reported in the pharmaceutical industry

Alprenolol Preparation Products And Raw materials

Raw materials

Preparation Products

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Alprenolol Suppliers

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13655-52-2, AlprenololRelated Search:


  • Alprenolol
  • 1-Isopropylamino-3-(2-allyl)phenoxypropan-2-ol
  • 2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyl)phenoxy]-
  • Alpheprol
  • dl-Alprenolol
  • ALLPRENOLOL
  • (-)-Alprenolol hydrate D-tartrate
  • 1-(2-Allylphenoxy)-3-(isopropylamino)-2-propanol
  • 1-(Isopropylamino)-3-[2-(2-propenyl)phenoxy]-2-propanol
  • 3-(o-Allylphenoxy)-1-isopropylamino-2-propanol
  • [S,(-)]-3-[2-(2-Propenyl)phenoxy]-1-isopropylamino-2-propanol
  • (R)-3-[2-(2-Propenyl)phenoxy]-1-isopropylamino-2-propanol
  • [R,(+)]-3-[2-(2-Propenyl)phenoxy]-1-isopropylamino-2-propanol
  • {2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl}(propan-2-yl)amine
  • 1-(Isopropylamino)-3-(2-allylphenoxy)-2-propanol
  • (RS)-Alprenolol
  • 2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propen-1-yl)phenoxy]-
  • Alprenolol USP/EP/BP
  • anti-arrhythmic,5-hydroxytryptamine Receptor,anti-hypertensive,Inhibitor,Alprenolol,inhibit,Serotonin Receptor,anti-anginal,5-HT Receptor,β-adrenoceptor,5-HT1B,5-HT1A
  • 13655-52-2
  • C15H23NO2C4H6O6