MedKoo Cat#: 596847 | Name: Alprenolol hydrochloride, (S)-

Description:

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

Alprenolol hydrochloride, (S)- is a nonselective β-blocker and a serotonin 5HT1A receptor antagonist.

Chemical Structure

Alprenolol hydrochloride, (S)-
Alprenolol hydrochloride, (S)-
CAS#15132-12-4 (HCl S-isomer)

Theoretical Analysis

MedKoo Cat#: 596847

Name: Alprenolol hydrochloride, (S)-

CAS#: 15132-12-4 (HCl S-isomer)

Chemical Formula: C15H24ClNO2

Exact Mass: 0.0000

Molecular Weight: 285.81

Elemental Analysis: C, 63.04; H, 8.46; Cl, 12.40; N, 4.90; O, 11.20

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
Synonym
Alprenolol hydrochloride, (S)-; Alprenolol HCl, (S)-; L-Alloprenalol hydrochloride; (-)-Alprenolol hydrochloride
IUPAC/Chemical Name
(2S)-1-(propan-2-ylamino)-3-(2-prop-2-enylphenoxy)propan-2-ol;hydrochloride
InChi Key
RRCPAXJDDNWJBI-UQKRIMTDSA-N
InChi Code
InChI=1S/C15H23NO2.ClH/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;1H/t14-;/m0./s1
SMILES Code
O[C@H](COC1=CC=CC=C1CC=C)CNC(C)C.[H]Cl
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
>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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 285.81 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: Soave M, Cseke G, Hutchings CJ, Brown AJH, Woolard J, Hill SJ. A monoclonal antibody raised against a thermo-stabilised β(1)-adrenoceptor interacts with extracellular loop 2 and acts as a negative allosteric modulator of a sub-set of β(1)-adrenoceptors expressed in stable cell lines. Biochem Pharmacol. 2018 Jan;147:38-54. doi: 10.1016/j.bcp.2017.10.015. Epub 2017 Nov 2. PubMed PMID: 29102678; PubMed Central PMCID: PMC5770334. 2: Veinberg SL, Johnston KE, Jaroszewicz MJ, Kispal BM, Mireault CR, Kobayashi T, Pruski M, Schurko RW. Natural abundance (14)N and (15)N solid-state NMR of pharmaceuticals and their polymorphs. Phys Chem Chem Phys. 2016 Jun 29;18(26):17713-30. doi: 10.1039/c6cp02855a. PubMed PMID: 27314503. 3: Thanawala VJ, Valdez DJ, Joshi R, Forkuo GS, Parra S, Knoll BJ, Bouvier M, Leff P, Bond RA. β-Blockers have differential effects on the murine asthma phenotype. Br J Pharmacol. 2015 Oct;172(20):4833-46. doi: 10.1111/bph.13253. Epub 2015 Oct 13. PubMed PMID: 26211486; PubMed Central PMCID: PMC4621987. 4: Sistik P, Urinovska R, Brozmanova H, Kacirova I, Silhan P, Lemr K. Fast simultaneous LC/MS/MS determination of 10 active compounds in human serum for therapeutic drug monitoring in psychiatric medication. Biomed Chromatogr. 2016 Feb;30(2):217-24. doi: 10.1002/bmc.3538. Epub 2015 Jul 26. PubMed PMID: 26094602. 5: Evans SE, Davies P, Lubben A, Kasprzyk-Hordern B. Determination of chiral pharmaceuticals and illicit drugs in wastewater and sludge using microwave assisted extraction, solid-phase extraction and chiral liquid chromatography coupled with tandem mass spectrometry. Anal Chim Acta. 2015 Jul 2;882:112-26. doi: 10.1016/j.aca.2015.03.039. Epub 2015 Mar 28. PubMed PMID: 26043098. 6: Liu X, Ma L, Li HH, Huang B, Li YX, Tao YZ, Ma L. β-Arrestin-biased signaling mediates memory reconsolidation. Proc Natl Acad Sci U S A. 2015 Apr 7;112(14):4483-8. doi: 10.1073/pnas.1421758112. Epub 2015 Mar 23. Erratum in: Proc Natl Acad Sci U S A. 2015 May 26;112(21):E2847. PubMed PMID: 25831532; PubMed Central PMCID: PMC4394255. 7: Ghanem A, Ahmed M, Ishii H, Ikegami T. Immobilized β-cyclodextrin-based silica vs polymer monoliths for chiral nano liquid chromatographic separation of racemates. Talanta. 2015 Jan;132:301-14. doi: 10.1016/j.talanta.2014.09.006. Epub 2014 Sep 16. PubMed PMID: 25476312. 8: Kong XD, Yuan S, Li L, Chen S, Xu JH, Zhou J. Engineering of an epoxide hydrolase for efficient bioresolution of bulky pharmaco substrates. Proc Natl Acad Sci U S A. 2014 Nov 4;111(44):15717-22. doi: 10.1073/pnas.1404915111. Epub 2014 Oct 20. PubMed PMID: 25331869; PubMed Central PMCID: PMC4226085. 9: Bai Q, Shao Y, Pan D, Zhang Y, Liu H, Yao X. Search for β2 adrenergic receptor ligands by virtual screening via grid computing and investigation of binding modes by docking and molecular dynamics simulations. PLoS One. 2014 Sep 17;9(9):e107837. doi: 10.1371/journal.pone.0107837. eCollection 2014. PubMed PMID: 25229694; PubMed Central PMCID: PMC4168136. 10: Lebedeva MV, Prokhorova AF, Shapovalova EN, Shpigun OA. Clarithromycin as a chiral selector for enantioseparation of basic compounds in nonaqueous capillary electrophoresis. Electrophoresis. 2014 Oct;35(19):2759-64. doi: 10.1002/elps.201400135. Epub 2014 Aug 19. PubMed PMID: 25100556. 11: Ribeiro AR, Santos LH, Maia AS, Delerue-Matos C, Castro PM, Tiritan ME. Enantiomeric fraction evaluation of pharmaceuticals in environmental matrices by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2014 Oct 10;1363:226-35. doi: 10.1016/j.chroma.2014.06.099. Epub 2014 Jul 8. PubMed PMID: 25047821. 12: Hsieh ML, Chau LK, Hon YS. Single-step approach for fabrication of vancomycin-bonded silica monolith as chiral stationary phase. J Chromatogr A. 2014 Sep 5;1358:208-16. doi: 10.1016/j.chroma.2014.07.003. Epub 2014 Jul 9. PubMed PMID: 25047820. 13: Ma Y, Zhang H, Rahman ZU, Wang W, Li X, Chen H, Chen X. Sensitive enantioanalysis of β-blockers via field-amplified sample injection combined with water removal in microemulsion electrokinetic chromatography. Electrophoresis. 2014 Oct;35(19):2772-7. doi: 10.1002/elps.201400008. Epub 2014 Jun 20. PubMed PMID: 24798241. 14: Ahmed M, Ghanem A. Chiral β-cyclodextrin functionalized polymer monolith for the direct enantioselective reversed phase nano liquid chromatographic separation of racemic pharmaceuticals. J Chromatogr A. 2014 Jun 6;1345:115-27. doi: 10.1016/j.chroma.2014.04.023. Epub 2014 Apr 16. PubMed PMID: 24786651. 15: Qiang YG, Liao YH, Zhang XP, Li J, Huang Z. Modulation of β-adrenergic receptor in rat lung after gamma irradiation. J Xray Sci Technol. 2014;22(2):165-73. doi: 10.3233/XST-140417. PubMed PMID: 24699345. 16: Ahmed M, Ghanem A. Enantioselective nano liquid chromatographic separation of racemic pharmaceuticals: a facile one-pot in situ preparation of lipase-based polymer monoliths in capillary format. Chirality. 2014 Nov;26(11):754-63. doi: 10.1002/chir.22290. Epub 2014 Mar 6. PubMed PMID: 24604679. 17: Ogrodowczyk M, Marciniec B. Comparative analysis of selected beta-blockers. Acta Pol Pharm. 2013 Sep-Oct;70(5):779-86. PubMed PMID: 24147355. 18: Bai Q, Zhang Y, Ban Y, Liu H, Yao X. Computational study on the different ligands induced conformation change of β2 adrenergic receptor-Gs protein complex. PLoS One. 2013 Jul 29;8(7):e68138. doi: 10.1371/journal.pone.0068138. Print 2013. PubMed PMID: 23922653; PubMed Central PMCID: PMC3726664. 19: Kuznetsova LA, Plesneva SA, Sharova TS, Pertseva MN, Shpakov AO. [Regulation of adenylyl cyclase signaling system by insulin, biogenic amines, and glucagon at their separate and combined action in the muscle membranes of the mollusc Anodonta cygnea]. Zh Evol Biokhim Fiziol. 2013 Mar-Apr;49(2):111-7. Russian. PubMed PMID: 23789396. 20: 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.