D-Alprenolol

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MedKoo CAT#: 573743

CAS#: 23846-72-2

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


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-07-12. Prices are subject to change without notice.

D-Alprenolol is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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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


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


Technical Data

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


References

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.