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Substance Name: Acebutolol hydrochloride [USP:JAN]
RN: 34381-68-5
UNII: B025Y34C54
InChIKey: KTUFKADDDORSSI-UHFFFAOYSA-N

Note

  • A cardioselective beta-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.Cl-H

Molecular Weight

  • 372.8901
 

Classification Codes

  • Anti-Adrenergic (beta-Receptor)
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Acebutolol hydrochloride
  • Acebutolol hydrochloride [USP:JAN]

Synonyms

  • (+-)-3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide monohydrochloride
  • 3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide hydrochloride
  • Acebutolol HCl
  • Acebutolol hydrochloride
  • Butanamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-, monohydrochloride, (+-)-
  • CCRIS 1102
  • Diasectral
  • dl-1-(2-Acetyl-4-butyramidophenoxy)-2-hydroxy-3-isopropylaminopropane hydrochloride
  • EINECS 251-980-3
  • HSDB 6524
  • IL 17803A
  • IL-17803A
  • M&B 17,803A
  • M&B 17803A
  • Neptal
  • NSC 757412
  • Prent
  • Sectral
  • UNII-B025Y34C54
  • Wesfalin

Systematic Names

  • (1)-N-(3-Acetyl-4-(2-hydroxy-3-((isopropyl)amino)propoxy)phenyl)butyramide monohydrochloride
  • Acebutolol hydrochloride
  • Butyranilide, 3'-acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)-, monohydrochloride, (+-)-

Registry Numbers

CAS Registry Number

  • 34381-68-5

FDA UNII

  • B025Y34C54

Related Registry Number

  • 37517-30-9 (Parent)

System Generated Number

  • 0034381685

Molecular Formulas

Molecular Formula

  • C18-H28-N2-O4.Cl-H

Molecular Formula Fragments

  • C18-H28-N2-O4
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C18H28N2O4.ClH/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);1H

InChIKey

KTUFKADDDORSSI-UHFFFAOYSA-N

Smiles

Cl.CCCC(=O)Nc1ccc(OCC(O)CNC(C)C)c(c1)C(=O)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 185mg/kg (185mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
mouse LD50 intravenous 53mg/kg (53mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
mouse LD50 oral 4050mg/kg (4050mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
mouse LD50 subcutaneous 291mg/kg (291mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rabbit LD50 intravenous 41mg/kg (41mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rabbit LD50 oral 296mg/kg (296mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rat LD50 intraperitoneal 222mg/kg (222mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rat LD50 intravenous 103mg/kg (103mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rat LD50 oral 6620mg/kg (6620mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
rat LD50 subcutaneous 1310mg/kg (1310mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 837, 1978.
women LDLo oral 360mg/kg (360mg/kg) CARDIAC: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE		 American Journal of Emergency Medicine. Vol. 6, Pg. 512, 1988.