Oxine copper

Copper quinolinolate (oxine copper) is the chelate of divalent copper and 8-hydroxyquinoline and shares most of its market with copper naphthenate, which is a complex copper salt of mixed naphthenic acids. The principal uses are in wood treatments and some military textiles, where the green color is not objectionable. Copper naphthenate has an odor but is cheaper than oxine. Both copper naphthenate and 2inc naphthenate have performed well in environment tests, with exposure to soil above-ground, as well as concrete (33). 

Endosulfan is used as an insecticide and as a contact poison. It is used primarily on food crops, cereals, tea, coffee, fruits, and vegetables. It is also used as a wood preservative. It is compatible with many other pesticides and may be found in formulations with dimethoate, malathion, methomyl, monocrotofos, pirimicarb, triazophos, fenoprop, parathion, petroleum oils, and oxine copper. It is not compatible with alkaline materials.14... 

Oxine-copper heterocyclic nitrogen, quinoline Oxolinic acid heterocyclic nitrogen, quinoline Oxycarboxin oxathiin, amide, sulfone Oxydemeton-methyl phosphoro organic, phosphoro thioate... 

Quartz diflufenican Quick chlorophacinone Quinolate oxine-copper... 

QUINOLINES cloquintocet ethoxyquin 8 hydroxy quinoline imazaquin (imidazolidinone) oxine-copper oxolinic acid pyroquilon quinclorac... 

SYNS BIOQUIN BIOQUIN 1 BIS(8-QUINOUNATO)COPPER BIS(8-QUINOLINOL-ATO)COPPER BIS(8-QUINOLINOLATO-NLo )-COPPER CELLU-QUIN COPPER-8 COPPER HYDROXYQUINOLATE COPPER-8-HYDROXY-QUINOLATE COPPER-8-HYDROXYQUINOLINATE COPPER-8-HYDROXYQUINOLINE COPPER OXINATE COPPER (2-I-) OXINATE COPPER OXINE... 

HYDROXYQUINOLINE COPPER COMPLEX MILMER OXIME COPPER OXINE COPPER OXINE CUIVRE OXYQUINOUNOLEATE de CUA RE (FRENCH) QUINONDO... 

OXINDENE see BCK250 OXINE see QPAOOO OXINE COPPER see BLC250 OXINE CUHTIE see BLC250... 

Oxine copper is an organometallic preservative comprising 10% copper-8-quinolinolate and 10% nickel-2-ethylhexoate that offers protection against sapstain and moulds. It has low mammalian toxicity. The treated wood has a greenish brown colour and little or no odour. Of particular interest, when used alone it is permitted by the U.S. Food and Drug Administration for treatment of wood used in direct contact with food. 

However oxine copper is not widely used by pressure treatment facilities. 

Powell (1946) and Mason (1948) found that the 2 1 complex of 8-hydroxyquinoline with copper, oxine-copper, has a stronger fungicidal action than 8-hydroxyquinoline. Albert et al. (1953) attributed this to the fact that the organic part of the compound makes copper lipoid-soluble and thus accelerates its penetration into the cell. Inside the cell the 2 1 complex dissociates into a 1 1 complex and free 8-hydroxyquinoline. The active toxic agent is the ionised 1 1 complex of nonlipoid properties, which reacts with the enzymes in the fungus and blocks their function. This theory is also supported by the research work of McNew and Gershon (1969). 

Oxine-copper, bis(8-quinoIinoiato)copper (29) is an olive-green crystalline substance, insoluble in water, alcohols and most of the organic solvents. Oxine-copper, can be prepared from the aqueous solution of a copper(II) salt by precipitation with 8-hydroxyquinoline. 

Cobalt, however, has a unique position. Not only is it protective in large amounts, but in traces also. As little as M/25000 cobaltous sulfate completely prevents the bacteriostatic effect of M/100000 oxine (Rubbo et aL, 1950) this antagonism is illustrated in Fig. 11.9. Table 11.7 shows how effective cobalt is in preventing the bactericidal action of oxine—iron. It is only a little less effective against oxine—copper. 

Cobalt also protects yeasts against oxine-copper (Nordbring-Hertz, 1955), but mycelial fungi are not protected, apparently because of their slow rate of growth (Anderson and Swaby, 1951). However, see the protective effects of cobalt on DMDC (dimethyldithiocarbamic acid) (p. 478). Cobalt uniquely protects trypanosomes against the lethal action of oxine, as shown in Table 11.8 (Williamson, 1959). 

Table 11.7 Protective action of cobalt against the bactericidal action of oxine-iron and oxine-copper. Staph, aureus in metal-depleted broth at pH 7.3 (20°C) m/25 000 oxine present in every tube...

Cobalt antagonizes the action of sodium dimethyldithiocarbamate on Aspergillus niger ] xsi as it does that of oxine (copper-catalysed) on yeast (p. 472) (Dr A. Kaars Sijpesteijn, personal communication, 1969). [For the copper-activated bactericidal properties of DMDC, see Liebermeister (1950).]... 

Synonyms Bis (8-o> quinoline) copper Bis (8-quinolinato) copper Bis (quinolin-8-olato) copper Copper-8 Copper hydroxy quinolate Cop-per-8-hydroxyquinolinate Cop r-8-hydroxyquinoline Cc per oxinate Copper oxyquinolate Copper oxyquinoline Copper quinolate Cop-per-8-quinolate Cupric-8-hydroxyquinolate 8-Hydroxyquinoline copper complex Qxime copper Qxine copper Classification Organic copper compd. 

Oxidoethane a,p-Oxidoethane. See Ethylene oxide Oxime copper. See Copper 8-quinolinolate 2-Oximiminobutane. See Methyl ethyl ketoxime Oxine copper. See Copper 8-quinolinolate Oxirane. See Ethylene oxide... 

Oxine copper. See Copper 8-quinolinolate Oxine sulfate. See 8-Hydroxyquinoline sulfate p-Oxinozon. See 4-(2-Naphthylamino) phenol Oxirane. See Ethylene oxide Oxiranecarboxylic acid, 3-methyl-3-phenyl-, ethyl ester. See Ethyl methylphenylglycidate Oxirane, [1,1-dimethylethoxy) methyl]-. Seet-Butyl glycidyl ether... 

Substance classes Properties — Effectiveness — Applications 11.5 Copper 8-hydroxyquinoline — Oxine copper... 

Table 100. Minimum Inhibition Concentrations (MIC) of Oxine Copper in Nutrient Agar...

Section 11.1.4 Zinc-bis-(2-pyridine-thiol-l-oxide) = Zinc Pyrithione Section 11.5 Copper 8-hydroxy quinoline = Oxine copper. 

Table 105 Minimum inhibition concentrations (MIC) of Oxine copper in nutrient agar...

PROTECTIVE ACTION OF COBALT AGAINST THE BACTERICIDAL ACTION OF OXINE-IRON AND OXINE-COPPER... 

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