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Substance Name: Levobunolol hydrochloride [USAN:USP]
RN: 27912-14-7
UNII: O90S49LDHH
InChIKey: DNTDOBSIBZKFCP-YDALLXLXSA-N

Note

  • A nonselective beta-adrenoceptor antagonist used in the treatment of glaucoma.

Molecular Formula

  • C17-H25-N-O3.Cl-H

Molecular Weight

  • 327.8494
 

Classification Codes

  • Anti-Adrenergic (beta-Receptor)
  • Drug / Therapeutic Agent
  • Human Data
  • Tumor Data
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Names and Synonyms

Name of Substance

  • Levobunolol hydrochloride [USAN:USP]

Synonyms

  • (-)-3,4-Dihydro-5-(3-(tert-butylamino)-2-hydroxypropoxy)-1(2H)-naphthalenone hydrochloride
  • (-)-5-(3-(tert-Butylamino)-2-hydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone hydrochloride
  • 1(2H)-Naphthalenone, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-, hydrochloride, (-)-
  • Akbeta
  • Betagan
  • EINECS 248-725-3
  • Gotensin
  • l-Bunolol hydrochloride
  • Levobunolol HCl
  • Levobunolol hydrochloride
  • UNII-O90S49LDHH
  • Vistagan
  • W 7000A

Systematic Names

  • (-)-5-(3-(tert-Butylamino)-2-hydroxypropoxy)-3,4-dihydronaphthalene-1(2H)-one hydrochloride
  • 1(2H)-Naphthalenone, 3,4-dihydro-5-(3-(tert-butylamino)-2-hydroxypropoxy)-, hydrochloride, (-)-
  • 1(2H)-Naphthalenone, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-, hydrochloride, (-)-

Registry Numbers

CAS Registry Number

  • 27912-14-7

FDA UNII

  • O90S49LDHH

System Generated Number

  • 0027912147

Molecular Formulas

Molecular Formula

  • C17-H25-N-O3.Cl-H

Molecular Formula Fragments

  • C17-H25-N-O3
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C17H25NO3.ClH/c1-17(2,3)18-10-12(19)11-21-16-9-5-6-13-14(16)7-4-8-15(13)20;/h5-6,9,12,18-19H,4,7-8,10-11H2,1-3H3;1H/t12-;/m0./s1

InChIKey

DNTDOBSIBZKFCP-YDALLXLXSA-N

Smiles

c12c(cccc1OC[C@@H](C[NH2+]C(C)(C)C)O)C(CCC2)=O.[ClH-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 100mg/kg (100mg/kg)   General Pharmacology. Vol. 17, Pg. 373, 1986.
hamster LD50 oral 435mg/kg (435mg/kg)   General Pharmacology. Vol. 17, Pg. 373, 1986.
man TDLo ocular 8571nL/kg/9W- (8571mL/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

CARDIAC: PULSE RATE
American Heart Journal. Vol. 127, Pg. 689, 1994.
mouse LD50 intravenous 78mg/kg (78mg/kg)   General Pharmacology. Vol. 17, Pg. 373, 1986.
mouse LD50 oral 1220mg/kg (1220mg/kg)   "Pharmacology of Antihypertensive Drugs," Scriabine, A., ed., New York, Raven Press, 1980Vol. -, Pg. 317, 1980.
rat LD50 intravenous 25mg/kg (25mg/kg)   General Pharmacology. Vol. 17, Pg. 373, 1986.
rat LD50 oral 700mg/kg (700mg/kg)   General Pharmacology. Vol. 17, Pg. 373, 1986.
women TDLo ocular 1uL/kg/12H-I (0.001mL/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY OBSTRUCTION Medical Journal of Australia. Vol. 161, Pg. 576, 1994.