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Substance Name: Acebutolol [USAN:INN:BAN]
RN: 37517-30-9
UNII: 67P356D8GH
InChIKey: GOEMGAFJFRBGGG-UHFFFAOYSA-N

Note

  • A cardioselective beta-1 adrenergic antagonist with little effect on the bronchial receptors. The drug has stabilizing and quinidine-like effects on cardiac rhythm, as well as weak inherent sympathomimetic action.

Molecular Formula

  • C18-H28-N2-O4

Molecular Weight

  • 336.4292
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic Antagonists
  • Adrenergic beta-1 Receptor Antagonists
  • Adrenergic beta-Antagonists
  • Anti-Adrenergic (beta-Receptor)
  • Anti-Arrhythmia Agents
  • Antihypertensive Agents
  • Autonomic Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sympathomimetics

Names and Synonyms

Name of Substance

  • Acebutolol
  • Acebutolol [USAN:INN:BAN]

MeSH Heading

  • Acebutolol

Synonyms

  • (+-)-3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
  • (+-)-Acebutolol
  • (+-)-N-(3-Acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)butanamide
  • 1-(2-Acetyl-4-n-butyramidophenoxy)-2-hydroxy-3-isopropylaminopropane
  • 3'-(Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
  • 3'-Acetyl-4'-(2-hydroxy-3-isopropylaminopropoxy)butyranilid
  • 5'-Butyramido-2'-(2-hydroxy-3-isopropylaminopropoxy)acetophenone
  • Acebrutololum
  • Acebrutololum [INN-Latin]
  • Acebutolol
  • Acebutololo
  • Acebutololum
  • Acebutololum [INN-Latin]
  • Acetobutolol
  • Acetobutolol [INN-Spanish]
  • BRN 2162244
  • Butanamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-, (+-)-
  • CCRIS 9214
  • dl-Acebutolol
  • EINECS 253-539-0
  • Neptal
  • Prent
  • RP 21823
  • UNII-67P356D8GH

Systematic Names

  • Acebutolol
  • Butanamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-,monohydrochloride,(+-)-

Registry Numbers

CAS Registry Number

  • 37517-30-9

FDA UNII

  • 67P356D8GH

Other Registry Number

  • 28197-63-9

Related Registry Number

  • 34381-68-5 (hydrochloride)

System Generated Number

  • 0037517309

Structure Descriptors

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)

InChIKey

GOEMGAFJFRBGGG-UHFFFAOYSA-N

Smiles

c1(c(cc(cc1)NC(=O)CCC)C(=O)C)OCC(CNC(C)C)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 4mg/kg (4mg/kg) CARDIAC: CHANGE IN RATE

KIDNEY, URETER, AND BLADDER: CHANGES IN BLOOD VESSELS OR IN CIRCULATION OF KIDNEY

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Masui to Sosei. Anesthesia and Resuscitation. Vol. 16, Pg. 13, 1980.
man TDLo oral 137mg/kg/24D- (137mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Annals of Internal Medicine. Vol. 111, Pg. 533, 1989.
mouse LD50 intravenous 75200ug/kg (75.2mg/kg)   Nouvelle Presse Medicale. Vol. 7, Pg. 3258, 1978.
mouse LD50 subcutaneous 125mg/kg (125mg/kg)   Cesko-Slovenska Farmacie. Vol. 42, Pg. 82, 1993.
women TDLo oral 109mg/kg/22D- (109mg/kg)   Annals of Internal Medicine. Vol. 111, Pg. 533, 1989.
women TDLo oral 109mg/kg/22D- (109mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION
Annals of Internal Medicine. Vol. 111, Pg. 533, 1989.
women TDLo oral 152mg/kg (152mg/kg) CARDIAC: CHANGE IN CONDUCTION VELOCITY

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 69, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 119-123 deg C   EXP
log P (octanol-water) 1.71 (none)   EXP
Water Solubility 259 mg/L 25 EST
Vapor Pressure 1.34E-12 mm Hg 25 EST
Henry's Law Constant 3.01E-20 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.25E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.