4843. 8-Hydroxyquinoline

Nomenclature

CAS number: 148-24-3
8-Quinolinol; oxyquinoline; hydroxybenzopyridine; oxybenzopyridine; phenopyridine; oxychinolin; oxine.
C9H7NO; mol wt 145.16.
C 74.47%, H 4.86%, N 9.65%, O 11.02%.

Description and references

Prepn: Z. H. Skraup, Monatsh. Chem. 1, 316 (1880); 3, 536 (1882); R. H. F. Manske et al., Can. J. Res. 27F, 359 (1949). Toxicity study: Bernstein et al., Toxicol. Appl. Pharmacol. 5, 599 (1963). Review: J. P. Phillips, Chem. Rev. 56, 271-297 (1956). Book: R. G. W. Hollingshead, Oxine and Its Derivatives I-IV (Butterworth, London, 1954/56).

Chemical structure

Properties

White crystals or crystalline powder. mp 76°. bp ≈267°. Almost insol in water, ether. Freely sol in alc, acetone, chloroform, benzene, aq mineral acids. LD50 i.p. in mice: 48 mg/kg (Bernstein).

Derivative

Sulfate.

Nomenclature

CAS number: 134-31-6
Chinosol (Chinosolfabrik).
(C9H7NO)2.H2SO4; mol wt 388.39.
C 55.66%, H 4.15%, N 7.21%, O 24.72%, S 8.26%.

Properties

Pale yellow, cryst powder; slight saffron odor; burning taste. mp 175-178°. Freely sol in water; sol in about 100 parts glycerol, slightly in alcohol. Insol in ether.

Derivative

Aluminum sulfate.

Nomenclature

CAS number: 153-77-5
Nyxolan; Aloxyn.
C27H24AlN3O15S3; mol wt 753.67.
C 43.03%, H 3.21%, Al 3.58%, N 5.58%, O 31.84%, S 12.76%.

Use

As fungistat; chelating agent in determn of trace metal ions. Aluminum sulfate as antiperspirant, deodorant.

Therapeutic Category

Antiseptic. Aluminum sulfate as anthelmintic (Nematodes).

Therapeutic Category (Veterinary)

Antiseptic.

Keywords

Antiseptic/Disinfectant; Quinolines