2422. Cloxyquin

Nomenclature

CAS number: 130-16-5
5-Chloro-8-quinolinol; 5-chloro-8-hydroxyquinoline; 5-chloro-8-oxychinolin; cloxiquine; Chlorisept (Chinosolfabrik).
C9H6ClNO; mol wt 179.60.
C 60.19%, H 3.37%, Cl 19.74%, N 7.80%, O 8.91%.

Description and references

Prepn: Bratz, Niementowski, Ber. 52, 189 (1919); Weizmann, Bograchov, J. Am. Chem. Soc. 69, 1222 (1947); Manske et al., Can. J. Res. 27F, 359 (1949). Crystal structure: T. Banerjee, N. N. Saha, Acta Crystallogr. C42, 1408 (1986).

Chemical structure

Properties

Crystals from ethanol, mp 130°. Sparingly sol in cold, dil HCl.

Derivative

Hydrochloride.
C9H6ClNO.HCl; mol wt 216.06.
C 50.03%, H 3.27%, Cl 32.82%, N 6.48%, O 7.41%.

Properties

Yellow needles. mp 256-258°.

Derivative

Acetate (ester).

Nomenclature

5-Chloro-8-acetoxyquinoline.
C11H8ClNO2; mol wt 221.64.
C 59.61%, H 3.64%, Cl 16.00%, N 6.32%, O 14.44%.

Therapeutic Category

Antibacterial; antifungal.

Keywords

Antifungal (Synthetic); Antiseptic/Disinfectant; Quinolines