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MedKoo Cat#: 317151 | Name: Acebutolol
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Description:

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

Acebutolol is a synthetic butyranilide derivative with hypotensive and antiarrhythmic activity. This drug is a cardioselective beta-1 adrenergic antagonist with little effect on the bronchial receptors. Having stabilizing and quinidine-like effects on cardiac rhythm, as well as weak inherent sympathomimetic action, Acebutolol is used in ventricular arrhythmias. (

Chemical Structure

Acebutolol
Acebutolol
CAS#37517-30-9 (free base)

Theoretical Analysis

MedKoo Cat#: 317151

Name: Acebutolol

CAS#: 37517-30-9 (free base)

Chemical Formula: C18H28N2O4

Exact Mass: 336.2049

Molecular Weight: 336.43

Elemental Analysis: C, 64.26; H, 8.39; N, 8.33; O, 19.02

Price and Availability

Size Price Availability Quantity
1g USD 265.00 2 Weeks
2g USD 450.00 2 Weeks
5g USD 850.00 2 Weeks
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Related CAS #
34381-68-5 (HCl) 37517-30-9 (free base)
Synonym
Acebutolol; Acetobutolol; Neptal; Prent; Sectral; Dl-Acebutolol.
IUPAC/Chemical Name
N-[3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]butanamide
InChi Key
GOEMGAFJFRBGGG-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H28N2O4/c1-5-6-18(23)20-14-7-8-17(16(9-14)13(4)21)24-11-15(22)10-19-12(2)3/h7-9,12,15,19,22H,5-6,10-11H2,1-4H3,(H,20,23)
SMILES Code
CCCC(=O)NC1=CC(=C(C=C1)OCC(CNC(C)C)O)C(=O)C
Appearance
Solid powder
Purity
>95% (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
More Info
Certificate of Analysis
View CoA: current batch, Lot#C23B04B25
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 336.43 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: Khalit WN, Tay KS. Aqueous chlorination of acebutolol: kinetics, transformation by-products, and mechanism. Environ Sci Pollut Res Int. 2015 Oct 1. [Epub ahead of print] PubMed PMID: 26423291. 2: Muta K, Fukami T, Nakajima M. A proposed mechanism for the adverse effects of acebutolol: CES2 and CYP2C19-mediated metabolism and antinuclear antibody production. Biochem Pharmacol. 2015 Sep 25. pii: S0006-2952(15)00626-7. doi: 10.1016/j.bcp.2015.09.016. [Epub ahead of print] PubMed PMID: 26408002. 3: Banoth L, Thakur NS, Bhaumik J, Banerjee UC. Biocatalytic Approach for the Synthesis of Enantiopure Acebutolol as a β₁-Selective Blocker. Chirality. 2015 Jun;27(6):382-91. doi: 10.1002/chir.22444. Epub 2015 May 15. PubMed PMID: 25977108. 4: 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. 5: Swidan MM, Sakr TM, Motaleb MA, El-Bary AA, El-Kolaly MT. Radioiodinated acebutolol as a new highly selective radiotracer for myocardial perfusion imaging. J Labelled Comp Radiopharm. 2014 Aug;57(10):593-9. doi: 10.1002/jlcr.3223. Epub 2014 Sep 5. PubMed PMID: 25196119. 6: Först G, Cwiklik L, Jurkiewicz P, Schubert R, Hof M. Interactions of beta-blockers with model lipid membranes: molecular view of the interaction of acebutolol, oxprenolol, and propranolol with phosphatidylcholine vesicles by time-dependent fluorescence shift and molecular dynamics simulations. Eur J Pharm Biopharm. 2014 Aug;87(3):559-69. doi: 10.1016/j.ejpb.2014.03.013. Epub 2014 Mar 28. PubMed PMID: 24681296. 7: 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. 8: Bussy U, Tea I, Ferchaud-Roucher V, Krempf M, Silvestre V, Galland N, Jacquemin D, Andresen-Bergström M, Jurva U, Boujtita M. Voltammetry coupled to mass spectrometry in the presence of isotope 18O labeled water for the prediction of oxidative transformation pathways of activated aromatic ethers: acebutolol. Anal Chim Acta. 2013 Jan 31;762:39-46. doi: 10.1016/j.aca.2012.12.002. Epub 2012 Dec 10. PubMed PMID: 23327943. 9: Pereira-Leite C, Carneiro C, Soares JX, Afonso C, Nunes C, Lúcio M, Reis S. Biophysical characterization of the drug-membrane interactions: the case of propranolol and acebutolol. Eur J Pharm Biopharm. 2013 May;84(1):183-91. doi: 10.1016/j.ejpb.2012.12.005. Epub 2013 Jan 2. PubMed PMID: 23291047. 10: Ciszewski P, Tyczka J, Nadolski J, Roszak M, Dyszkiewicz W. Comparative efficacy and usefulness of acebutolol and diltiazem for the prevention of atrial fibrillation during perioperative time in patients undergoing pulmonary resection. Thorac Cardiovasc Surg. 2013 Jun;61(4):365-72. doi: 10.1055/s-0032-1311537. Epub 2012 Oct 10. PubMed PMID: 23055402.