Alprenolol
- (RS ) -1 - (2- allylphenoxy ) -3 - ( isopropylamino ) -2-propanol
- (±) -1 - (1- methylethylamino ) -3 - (2- prop-2- enylphenoxy ) -propan- 2-ol (IUPAC)
- Alprenololum (Latin )
- C15H23NO2
- C15H23NO2 · HCl (hydrochloride)
C07AA01
White crystalline powder, or a colorless crystal ( Hydrochloride )
Beta blocker
- 249.35 g.mol -1
- 285.81 g.mol -1 (hydrochloride)
- 56 ° C ( free base)
- 107-109 ° C ( hydrochloride)
Water: 547 mg · l-1 at 25 ° C
Attention
90 mg · kg -1 ( LD50, mouse, ip)
Template: Infobox chemical / molecular formula search available
Alprenolol is a drug from the group of beta blockers and including the treatment of hypertension (high blood pressure) was used. It was patented in 1969 as a beta - blocker from AB Hassle and is no longer in stores worldwide.
Pharmacology and pharmacokinetics
Alprenolol is chemically similar in structure to the oxprenolol, and is part of this to the non-selective beta-blockers, since it does not specifically bind to the β1 -adrenoceptors. It has as well as the beta-blockers acebutolol and metoprolol, pindolol, and in contrast to an intrinsic sympatomimetische activity (ISA). The relative potency of alprenolol compared to propranolol is 0.3. The fat-soluble due alprenolol has a plasma half -life of 2-3 hours. The bioavailability of alprenolol is classified with 10 % more likely to be low.
Special
All beta-blockers with ISA are frequently lead to insomnia, as beta-blockers without ISA. Alprenolol has in high doses to the quinidine -like membrane stabilizing effect. This effect also occurs when propranolol and oxprenolol.
Stereochemistry
Alprenolol racemate is used as a [ 1:1 mixture of (R) - and the ( S) form of the active ingredient ] was used, although the significance of the enantiomeric purity of the synthetically produced substances are increasingly given attention also when alprenolol. The two enantiomers of a chiral drug almost always show a different pharmacology and pharmacokinetics. This was previously often ignored due to ignorance of stereochemical relationships. The active stereoisomer ( eutomer ) is the ( S) form of alprenolol.