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Substance Name: Oxyquinoline [USAN]
RN: 148-24-3
UNII: 5UTX5635HP
InChIKey: MCJGNVYPOGVAJF-UHFFFAOYSA-N

Note

  • An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.

Molecular Formula

  • C9-H7-N-O

Molecular Weight

  • 145.16
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Disinfectant
  • Drug / Therapeutic Agent
  • Fungicide, Bactericide, Wood Preservative
  • Germicide, Bactericide, Disinfectant
  • Mutation Data
  • Skin / Eye Irritant
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • 8-Hydroxyquinoline
  • 8-Quinolinol
  • Oxyquinoline
  • Oxyquinoline [USAN]

MeSH Heading

  • Oxyquinoline

Synonyms

  • 1-Azanaphthalene-8-ol
  • 5-21-03-00252 (Beilstein Handbook Reference)
  • 8-Chinolinol
  • 8-Chinolinol [Czech]
  • 8-Hydroxy-chinolin
  • 8-Hydroxy-chinolin [German]
  • 8-Hydroxychinolin
  • 8-Hydroxyquinoline
  • 8-OQ
  • 8-Oxyquinoline
  • 8-Quinol
  • AI3-00483
  • Bioquin
  • BRN 0114512
  • Caswell No. 719
  • CCRIS 340
  • EC 205-711-1
  • EINECS 205-711-1
  • EPA Pesticide Chemical Code 059803
  • Fennosan
  • Fennosan H 30
  • Fennosan HF-15
  • HSDB 4073
  • Hydroxybenzopyridine
  • NCI-C55298
  • NSC 2039
  • NSC 615011
  • NSC 82408
  • o-Oxychinolin
  • o-Oxychinolin [German]
  • Oxin
  • Oxine
  • Oxybenzopyridine
  • Oxychinolin
  • Oxyquinoline
  • Phenopyridine
  • Quinoline, 8-hydroxy-
  • Quinophenol
  • Tumex
  • UNII-5UTX5635HP
  • USAF EK-794

Systematic Names

  • 8-Hydroxyquinoline
  • 8-Quinolinol
  • Quinolin-8-ol

Superlist Name

  • 8-Hydroxyquinoline

Registry Numbers

CAS Registry Number

  • 148-24-3

FDA UNII

  • 5UTX5635HP

Other Registry Numbers

  • 123574-67-4
  • 24804-14-6

Related Registry Number

  • 134-31-6 (hydrogen sulfate (2:1) salt)

System Generated Number

  • 0000148243

Structure Descriptors

InChI

1S/C9H7NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h1-6,11H

InChIKey

MCJGNVYPOGVAJF-UHFFFAOYSA-N

Smiles

c12c(c(ccc1)O)nccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD20 oral 1205mg/kg (1205mg/kg)   Teratology, The International Journal of Abnormal Development. Vol. 20, Pg. 413, 1979.
mammal (species unspecified) LD50 unreported 1gm/kg (1000mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 410, 1971.
mouse LD50 intraperitoneal 43mg/kg (43mg/kg)   Farmakologiya i Toksikologiya Vol. 42, Pg. 396, 1979.
mouse LD50 oral 20gm/kg (20000mg/kg)   Drugs in Japan Vol. 6, Pg. 271, 1982.
mouse LD50 subcutaneous 83600ug/kg (83.6mg/kg)   Pharmazie. Vol. 1, Pg. 150, 1946.
rat LC50 inhalation > 1210mg/m3/6H (1210mg/m3)   Journal of the American College of Toxicology. Vol. 11, Pg. 497, 1992.
rat LD50 oral 1200mg/kg (1200mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 602, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 75.5 deg C   EXP
Boiling Point 267 deg C   EXP
pKa Dissociation Constant 5.017 (none) 20 EXP
log P (octanol-water) 2.02 (none)   EXP
Water Solubility 556 mg/L 20 EXP
Vapor Pressure 0.00166 mm Hg 25 EXP
Henry's Law Constant 5.70E-07 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.00E-10 cm3/molecule-sec 25 EST

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