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Key Documents

Y0000359

Acebutolol impurity B

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

N-{3-Acetyl-4-{(2RS)-2-hydroxy-3-[(1-methylethyl)amino]propoxy}phenyl}acetamide, Diacetolol

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About This Item

Empirical Formula (Hill Notation):
C16H24N2O4
CAS Number:
22568-64-5
Molecular Weight:
308.37
UNSPSC Code:
41116107
NACRES:
NA.24

grade

pharmaceutical primary standard

API family

acebutolol

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

N(C(C)C)CC(O)COc1c(cc(cc1)NC(=O)C)C(=O)C

InChI

1S/C16H24N2O4/c1-10(2)17-8-14(21)9-22-16-6-5-13(18-12(4)20)7-15(16)11(3)19/h5-7,10,14,17,21H,8-9H2,1-4H3,(H,18,20)

InChI key

AWOGXJOBNAWQSF-UHFFFAOYSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Acebutolol impurity B EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

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M Piquette-Miller et al.
Agents and actions, 37(3-4), 290-296 (1992-11-01)
Disease states such as arthritis may interact with the kinetics of beta-blockers. Acebutolol (AC) is a chiral beta-blocker which is available as a racemate. The beneficial properties of AC, however, is attributed mainly to the S-(+)-enantiomer. The disposition of AC
D R Abernethy et al.
American heart journal, 109(5 Pt 2), 1120-1125 (1985-05-01)
Studies in various animal models have shown acebutolol to be a relatively cardioselective beta-adrenoceptor-blocking agent possessing both partial agonist and membrane-stabilizing activities. The latter property may not be significant at clinically used doses. Acebutolol has both antihypertensive and antiarrhythmic effects.
V G Kukes et al.
Farmakologiia i toksikologiia, 54(1), 53-55 (1991-01-01)
Thirty-two patients with hypertensive disease were treated with a cardioselective blocker of beta-adrenergic receptors acebutolol ("Sectral-400", Rhone Poulenc, France). The binding of the drug and its metabolites diacetolol to plasma proteins and erythrocytes and their excretion with the saliva were
U Borchard et al.
Archives internationales de pharmacodynamie et de therapie, 273(1), 4-17 (1985-01-01)
The cardioselectivity and specificity of diacetolol, the major metabolite of the beta-adrenoceptor blocking drug acebutolol, was studied in the isolated right atrium of the guinea-pig and rat and the papillary muscle and trachea of the guinea-pig. The beta-adrenoceptor blocking potency
Jari J Lilja et al.
British journal of clinical pharmacology, 60(6), 659-663 (2005-11-25)
We aimed to investigate effects of grapefruit juice on acebutolol pharmacokinetics. In a randomized cross-over study, 10 healthy subjects ingested 200 mL grapefruit juice or water three times daily for 3 days and twice on day 4. On day 3
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