Diacetolol

Names

[ Name ]:
Diacetolol

[Synonym ]:
N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}acetamide
N-{3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl}acetami de
Acebutolol impurity B
N-{3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}acetamide
N-{3-Acetyl-4-{(2RS)-2-hydroxy-3-[(1-methylethyl)amino]propoxy}phenyl}acetamide
Acetamide, N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-
Diacetolol
EINECS 245-088-3

Biological Activity

[Description]:

Diacetolol is an active metabolite of the beta-adrenoceptor blocking agent Acebutolol (HY-17497)[1].

[Related Catalog]:

Research Areas >> Cardiovascular Disease

Research Areas >> Endocrinology

[References]

[1]. B Basil, R Jordan, et al. Pharmacological properties of diacetolol (M & B 16,942), a major metabolite of acebutolol. Eur J Pharmacol. 1982 May 7;80(1):47-56.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
548.8±50.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₆H₂₄N₂O₄

[ Molecular Weight ]:
308.37

[ Flash Point ]:
285.7±30.1 °C

[ Exact Mass ]:
308.173615

[ PSA ]:
91.15000

[ LogP ]:
0.89

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.551

[ Storage condition ]:
2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: AB4205000

CHEMICAL NAME :: Acetamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)prop oxy)phenyl)-, (+-)-

CAS REGISTRY NUMBER :: 22568-64-5

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C16-H24-N2-O4

MOLECULAR WEIGHT :: 308.42

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 77600 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: NPMDAD Nouvelle Presse Medicale. (Paris, France) V.1-11, 1972-82. Volume(issue)/page/year: 7,3258,1978

Safety Information

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2924299090

Customs

[ HS Code ]: 2924299090

[ Summary ]:
2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

Articles

Using supported liquid extraction together with cellobiohydrolase chiral stationary phases-based liquid chromatography with tandem mass spectrometry for enantioselective determination of acebutolol and its active metabolite diacetolol in spiked human plasma.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 877(3) , 173-80, (2009)

A high through-put, sensitive, and enantioselective LC-MS/MS-based bioanalytical method was developed and validated for the simultaneous determination of individual acebutolol (AC) and its active meta...

Acebutolol: a review of its pharmacology, pharmacokinetics, clinical uses, and adverse effects.

Pharmacotherapy 6(2) , 45-63, (1986)

Acebutolol is a new hydrophilic, cardioselective beta-adrenergic-blocking agent that possesses partial agonist and membrane-stabilizing activities. In the treatment of mild to moderate essential hyper...

Preliminary study of the disposition in man of acebutolol and its metabolite, diacetolol, using a new stereoselective hplc method.

J. Pharm. Pharmacol. 36(4) , 276-7, (1984)

A new stereospecific hplc method that is capable of simultaneously quantitating the S-(-)- and R-(+)-enantiomers of acebutolol and its major metabolite, diacetolol, in plasma and urine, is described. ...