WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317173
CAS#: 13707-88-5(Alprenolol HCl), 13655-52-2(Alprenolol).
Description: Alprenolol HCl, or alfeprol, alpheprol, and alprenololum (Gubernal, Regletin, Yobir, Apllobal, Aptine, Aptol Duriles), is a non-selective beta blocker as well as 5-HT1A receptor antagonist, used in the treatment of angina pectoris. It is no longer marketed by AstraZeneca, but may still be available from other pharmaceutical companies or generically.
MedKoo Cat#: 317173
Name: Alprenolol HCl
CAS#: 13707-88-5(Alprenolol HCl), 13655-52-2(Alprenolol).
Chemical Formula: C15H24ClNO2
Exact Mass:
Molecular Weight: 285.82
Elemental Analysis: C, 63.04; H, 8.46; Cl, 12.40; N, 4.90; O, 11.20
Related CAS #: 13707-88-5(Alprenolol HCl) 13655-52-2(Alprenolol).
Synonym: Gubernal; Regletin; Yobir; Apllobal; Alfeprol; Alpheprol; Yobir; Alprenololum; Alpheprol; Aptin; Aptin Duriles; Aptin-Duriles; Aptina; AptinDuriles; Aptine
IUPAC/Chemical Name: 1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol
InChi Key: PAZJSJFMUHDSTF-UHFFFAOYSA-N
InChi Code: InChI=1S/C15H23NO2/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
SMILES Code: CC(C)NCC(COC1=CC=CC=C1CC=C)O
Appearance: White to off-white solid powder.
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 285.82 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Ogrodowczyk M, Dettlaff K, Kachlicki P, Marciniec B. Identification of Radiodegradation Products of Acebutolol and Alprenolol by HPLC/MS/MS. J AOAC Int. 2015 Jan-Feb;98(1):46-50. doi: 10.5740/jaoacint.14-096. PubMed PMID: 25857877.
2: Tsuchiya H, Mizogami M. Characteristic interactivity of landiolol, an ultra-short-acting highly selective β1-blocker, with biomimetic membranes: Comparisons with β1-selective esmolol and non-selective propranolol and alprenolol. Front Pharmacol. 2013 Dec 2;4:150. doi: 10.3389/fphar.2013.00150. eCollection 2013. PubMed PMID: 24339816; PubMed Central PMCID: PMC3857573.
3: Bussy U, Delaforge M, El-Bekkali C, Ferchaud-Roucher V, Krempf M, Tea I, Galland N, Jacquemin D, Boujtita M. Acebutolol and alprenolol metabolism predictions: comparative study of electrochemical and cytochrome P450-catalyzed reactions using liquid chromatography coupled to high-resolution mass spectrometry. Anal Bioanal Chem. 2013 Jul;405(18):6077-85. doi: 10.1007/s00216-013-7050-7. Epub 2013 May 23. PubMed PMID: 23700103.
4: Rabanes HR, Quirino JP. Sweeping of alprenolol enantiomers with an organic solvent and sulfated β-cyclodextrin in capillary electrophoresis. Electrophoresis. 2013 May;34(9-10):1319-26. doi: 10.1002/elps.201200595. PubMed PMID: 23529954.
5: Ribeiro AR, Afonso CM, Castro PM, Tiritan ME. Enantioselective biodegradation of pharmaceuticals, alprenolol and propranolol, by an activated sludge inoculum. Ecotoxicol Environ Saf. 2013 Jan;87:108-14. doi: 10.1016/j.ecoenv.2012.10.009. Epub 2012 Nov 3. PubMed PMID: 23131609.
6: Dew N, Edwards K, Eriksson J, Edsman K, Björk E. Gel formulations containing catanionic vesicles composed of alprenolol and SDS: effects of drug release and skin penetration on aggregate structure. Colloids Surf B Biointerfaces. 2012 Jan 1;89:53-60. doi: 10.1016/j.colsurfb.2011.08.022. Epub 2011 Sep 6. PubMed PMID: 21958537.
7: Kishikawa N, Ohkuma M, Wada M, Ohyama K, Ikeda R, Nakashima K, Kuroda N. Labeling of alprenolol with fluorescent aryl iodide as a reagent based on Mizoroki-Heck coupling reaction. J Chromatogr A. 2011 May 20;1218(20):3002-6. doi: 10.1016/j.chroma.2011.03.030. Epub 2011 Apr 12. PubMed PMID: 21489541.
8: Marciniec B, Ogrodowczyk M, Kwiecień A. Effect of radiation sterilization on alprenolol in the solid state studied by high-performance thin-layer chromatography. J AOAC Int. 2010 May-Jun;93(3):792-7. PubMed PMID: 20629378.
9: Kim IM, Tilley DG, Chen J, Salazar NC, Whalen EJ, Violin JD, Rockman HA. Beta-blockers alprenolol and carvedilol stimulate beta-arrestin-mediated EGFR transactivation. Proc Natl Acad Sci U S A. 2008 Sep 23;105(38):14555-60. doi: 10.1073/pnas.0804745105. Epub 2008 Sep 11. PubMed PMID: 18787115; PubMed Central PMCID: PMC2567217.
10: Jiang H, Jiang X, Ji QC. Enantioselective determination of alprenolol in human plasma by liquid chromatography with tandem mass spectrometry using cellobiohydrolase chiral stationary phases. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Sep 1;872(1-2):121-7. doi: 10.1016/j.jchromb.2008.07.022. Epub 2008 Jul 29. PubMed PMID: 18691951.
