Chemical Properties
yellowish to beige-brown powder
Originator
Sterosan ,Geigy ,US ,1954
Uses
5,7-Dichloro-8-hydroxy-2-methylquinoline is an anti-infective agent.
Uses
antiinfectant, antifungal
Uses
Chlorquinaldol is a fungistat and antibacterial agent in topical pharmaceutical preparations (5,7-dichloro-2-methyl-8-quinolinol, Sterosan).
Definition
ChEBI: A monohydroxyquinoline that is quinolin-8-ol which is substituted by a methyl group at position 2 and by chlorine at positions 5 and 7. An antifungal and antibacterial, it was formerly used for topical treatment of skin conditions and vaginal infections.
Manufacturing Process
11.1 parts of 8-hydroxy-quinaldine are dissolved in 140 parts of formic acid.
Chlorine is introduced into this solution under cooling, until the increase in
weight corresponds to the required quantity of chlorine and a test of the
chlorination mixtures gives no more dyestuff formation with diazo-benzene in
an acetic acid solution
When the chlorination is complete, the reaction mixture is poured into 1,000
parts of water and treated with a dilute sodium bisulfite solution, until no
more reaction may be observed with starch potassium iodide paper. Thereby
the 5,7-dichloro-8-hydroxy-quinaldine separates out in form of a weakly
yellowish colored precipitate. The same is filtered off and thoroughly washed
with water.After drying, 15 parts of 5,7-dichloro-8-hydroxy-quinaldine melting at 111°C
to 112°C are obtained. When recrystallized from alcohol, the product is
obtained in voluminous, slightly yellowish needles having the melting point of
111.5°C to 112°C.
Therapeutic Function
Antibacterial
Purification Methods
Crystallise it from EtOH. [Beilstein 21/3 V 346.]
References
[1] Patent: CN108341776, 2018, A. Location in patent: Paragraph 0018-0032
[2] Patent: CH229982, 1942,
[3] Patent: CH245365, 1944,
[4] Patent: CN106966971, 2017, A. Location in patent: Paragraph 0029; 0030
[5] Patent: CN107089944, 2017, A. Location in patent: Paragraph 0028; 0029
