MedKoo Cat#: 573743 | Name: D-Alprenolol

Description:

WARNING: This product is for research use only, not for human or veterinary use.

D-Alprenolol is a non-selective beta blocker as well as 5-HT1A receptor antagonist.

Chemical Structure

D-Alprenolol
D-Alprenolol
CAS#23846-72-2

Theoretical Analysis

MedKoo Cat#: 573743

Name: D-Alprenolol

CAS#: 23846-72-2

Chemical Formula: C15H23NO2

Exact Mass: 249.1729

Molecular Weight: 249.35

Elemental Analysis: C, 72.25; H, 9.30; N, 5.62; O, 12.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
(+)-Alprenolol; (D)-(+)-Alprenolol; Alprenolol, (R)-; D-Alprenolol
IUPAC/Chemical Name
2-Propanol, 1-((1-methylethyl)amino)-3-(2-(2-propenyl)phenoxy)-, (R)-
InChi Key
PAZJSJFMUHDSTF-CQSZACIVSA-N
InChi Code
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/t14-/m1/s1
SMILES Code
CC(C)NC[C@H](COc1ccccc1CC=C)O
Appearance
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
Shelf Life
>3 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 249.35 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.

Recalculate based on batch purity %
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.