SU561492A3 - Additive to feed or drinking water for poultry - Google Patents

Description

substituted by -Xj -A -RS, where Xi, Au and RS have the above value, -X2 R4, where X2 is oxygen or sulfur, and R4 is the highest aliphatic residue, as well as tautomers of these compounds, where Bs is hydrogen, or 4 - O - sloknye esters of these tautomers. The lower hydrocarbon residues contain up to 7, preferably up to 4, carbon atoms, and the higher -8-20, preferably 8-16, carbon atoms. The cycloaliphatic residue RS can be MONO-, di- or polysubstituted, for example by a substituted hydrophilic, aromatic or araliphatic hydrocarbon residue, in particular, by a lower alkyl, free or sterilized hydroxyl groups, for example, halo, and is primarily cycloalkyl containing predominantly 3-8 carbon atoms in a dicle, which can be substituted in the ring by halide, in particular cycloalkyl with 3-6 carbon atoms in the cycle, which can contain up to four lower alkyls. Such residues are, for example, a propyl ring, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, or cyclooctyl, or the corresponding MONO-, di- or poly-substituted dicloalkyls substituted by aliphatic, aromatic or aryliphatic hydrocarbon residues, in particular lower alkyls, for example methyl or ethyl, as well as free or esterif {{hydroxyl groups, such as halides. The substituted aliphatic hydrocarbon residue is primarily lower alkyl, for example methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, n - Gentil or isoheptyl. The substituted aromatic or araliphatic hydrocarbon residue may be P3 — phenyl or lower Na — phenylalkyl, such as Ba — benzyl, where Ra is hydrogen, lower alkyl, lower alkoxy, for example, methoxy, ethoxy, n-propoxy, isopropoxy, n is a butoxy or isobutoxy group, trifluoromethyl, a nitro group, and a lower dialkylamino group, for example, dimethyl or diethylamino group, or a halo, for example, fluorine, chlorine or bromine. An example of esterified into a simple ether of hydruxyl groups are lower alkoxy groups, aroxy or aralkoxygrutts, for example, Rg are phenoxy groups, where H is as above. Esterified ester hydroxyl groups mean, for example, esterified into carboxylic acid esters hydroxyl groups such as lower alkanoyloxy groups, for example acetyloxy or propionyloxy groups, or predominantly halo, for example fluorine or chlorine. The cycloaliphatic hydrocarbon residues Rj may contain no more than two double bonds and represent alkaloalkenyl, preferably with 3–8 carbon atoms in the dicle, which can be replaced by aliphatic, aromatic or araliphatic hydrocarbon residues, in particular, lower alkyl, free or esterifidized in an ether or ester, a hydroxyl group, such as halogen, primarily cyclo; pensch1 with 5-6 carbon atoms per cycle, which can carry up to 4 lower alkyls. Such residues are, for example, - 2 - or 3-and} 1-clopenyl, 2,4-diclopentadienyl, 1-, 2 - or 3-diclohexenyl or 2.5-diclohexadienyl, as well as 2-cyclopropenyl, 1 -, 2 - or 3 - dicloheptenyl, 2,6 - dicloheptadienyl or 2 - cyclo-octenyl or the corresponding mono-, di- or poly-substituted cycloalkenyls, unsubstituted or substituted by substituted aliphatic, aromatic or araliphatic hydrocarbon residues, in particular lower alkyl, for example. methyl, hydroxyl groups, free or etherified into an ether or ester, in particular for halides. The divalent aliphatic residue A can be lower alkylene which contains predominantly up to four carbon atoms and can be mono-, di- or polysubstituted with unsubstituted or substituted aliphatic, aromatic or araliphatic hydrocarbyl residues, in particular, lower alkyl free or etherified into simple or ester hydroxyl groups, in particular on halogen, such as fluorine or chlorine. It is primarily methylene, 1,1 - or 1,2 ethylene, 1,1 -, 1,2 - or 1,3 - propylene, 2 - methyl-1.3 - butylene or 1,4 - butylene. The higher aliphatic residue R may be substituted, as Rj, by a higher aliphatic hydrocarbon residue, in particular, by a higher alkyl, higher alkenyl, containing predominantly 8-20, in particular 8-16, carbon atoms. It can be branched or unbranched and connected to Xs through any carbon atom. As a higher alkyl, one can call 1 or 2 - n - octyl, 1 - or 2 - n - dead, 1 - or 2 - n gundeshchl, 1 - I. - W 2 - n - before, 1 - or 2 - n - tetradecyl, 1 - or 2 - n - hexadeded, 1 - or 2 - n-octadecyl or 1 - or 2 - n - eicosyl, 3.7 - dimethyl - - n - octyl, 3.7 - dimethyl - 3 - n octyl, 3.7, 11 trimethyl - 1 - n - finished or 3.7, 11 - trimethyl - 3f- n - dodeshch1L. Higher alkenyl may be citronellyl, geranyl, non-trialkyl, ggunyl, farnesyl, n - 9 octadelenyl or wick residues. In compounds of formula I, the substituents -Xi-A-RS and -Xj -R4 are predominantly at position 6 or 7 of the quinoline ring, which corresponds to position 4 ivm 5 1,2-phenylene Ph in formula I.

In addition to the substituents -Xi-A-RS and -X2-R4, the aromatic-carbocyclic part of the quinoline ring, i.e., 1,2-phenylene Ph, may contain one or two other substituents, such as lower or higher alkyl; for example, as indicated above, lower alkesh, for example vinyl, allnl or metal, higher alkenyl, for example such as, as indicated above, lower aralkyl, such as lower Rg - phenylalkyl, for example benzyl or 1 - or 2 - phenylethyl, is free or an ether-esterified hydroxyl group or a mercapto group such as lower alkoxy, alkenyloxy, haloalkoxy, aroxy or aralkoxy, alkyl mercapto, alkenyl mercapto, hapoidalkyl mercapto, aryl mercapto or aralkyl mercapto hydroxycarboxylic acid; for example, allyloxy-, metashpshoxy-, 2-hls.retoxy- 3,3,3-trifluoropropoxy-, phenox-, benzyloxy-, 1- or 2 phenylethoxy-, methylmercapto-, ethylmercapto-, allylmercapto-, 3- brompropylmercapto-, benzylmercapto -, phenylethylmercapto or phenylmercapto group, verified in ether ether hydroxyl group or mercapto group of general formula - Xi A - RS or, where Xj, X, A, R4 and RS have the above values, esteriphyl 11 to ester hydroxyl group, such as halide , for example, fluorine, chlorine or bromine, a lower alkanoxy group, for example acetyloxy propionyloxy} shzsha aralkanoiloksigrupgsh, such as a lower Rg - fenilalkanoiloksigruppa, e.g. benzoyloxy - or fepilatsetiloksigruppa, esterified to the ester merkaitogruhsha, trifluoromethyl, nitroshsh amino, lower preimushestvenno dialkilamipogruppa example acetylamino or propionilamipogruppa. In the above substituents containing aryl, the latter may mean Rg is phenyl, where Ra is as indicated above.

The residue RI may be a carboxyl group -COOU which is free of or esterified into an ester, where Y has the predominantly substituted substituted aliphatic hydrocarbon residue, especially lower alkyl, for example methyl, ethyl, n-propyl, isopropyl, n - butyl or isobutyl, as well as higher alkyl, for example, n. decyl, lower or higher alkenyl, unsubstituted or substituted araliphatic hydrocarbon residue, in particular, Schischy aralkyl, such as lower Rg - phenylalkyl, where Rg has the above value) 1e For example, benzyl, 1 - or 2 phenylalkyl, phenyl osgatok, which may be substituted; then carbamcl or gdrazinocarbonyl, in which nitrogen atoms of E can be replaced by alkyl, lower aralkyl, such as lower Rg - phenylalkyl, or cinnogrophen.

The residue Rj is primarily hydrogen, but may be lower alkyl, for example, as indicated.

The aliphatic hydrocarbon residue Ra may be one of the above alkyls or alkylene groups that may be substituted, for example, with free or ether ether hydroxyl groups, such as lower alkoxy groups, esterified into ester hydroxyl groups, such as halogen, free or esterified1 into an ester of carboc Q strong groups, such as lower carbalkoxy groups, for example, carbomethoxy or carbztoxy groups, amino, lower mono- or dialkylaminogram, for example, Tylamine-, ethylamino-, nth; well-, dimethylamino- or diethylamino55 groups; lower monoaza, monsox- or monothiaalkylene groups, where the heteroatoms of the cycle are separated from each other by at least two carbon atoms, for example, ethenshashiro, pyrroLI. pshervdsh- o-, shsherazino-, 4-methylsh 2Q perazino-, 4-ethyl interferon-, morphochl-or thiomorpholino groups, which can be replaced, for example, by lower alkyl or halo, cycloalkyl, or plploalklesh (the same elamini, u ) or arnl, such as phenyl, for example Rg 25 phenyl.

Cycloa; The phyloxy residue Pz may be cycloalkyl or cycloalkylene.

In 4 - O - esters of tautomers of compounds of the formula T, where Ra is hydrogen, acyl is

The residue is an organic, in particular, aliphatic or aromatic, carboxylic acid, primarily a lower alkanecarboxylic acid, such as acetic acid, propionic acid, and pivalinova.

35 As an additive to feed or drinking water for poultry, compounds of the general formula can be used.

soon

Hg-a-xi

eleven

where RS is shchlochalkyl or cycloalkenyl, which can be substituted with aliphatic aromatic or araliphatic hydrocarbon residues, and / or free or esterified in

hydroxyl group or ester;

A is a direct bond or lower alkylene; X

and X2 is oxygen or sulfur; R4 is higher alkyl or

alkenyl; Rj is hydrogen or lower alkyl; Hydrocarbonyl, alkyl or alkenyl, lower alkyl,

you add a hydroxyl group, amino group or aryl, or RS-A- group, free or esterified into ester or ether, where RS and A are as described above; RS - hydrogen, lower shsh alksh1, aralkyl, free or

Claims (6)

hydroxyl ester esters hydroxyl group or trifluoromethyl mercapto group, nitro group or substituted amino group, as well as their tautomers, where Jaz is hydrogen, 4-O esters of these tautomers, their esters, amides, hydrazides, nitriles and ethoxy salts . The most valuable qualities are found in compounds of the formula li, where RS is 3-8 is the paralyzed (Rc) ri-cycloalkyl; A is a direct bond or lower alkylene; Xj and Xj - oxygen; R4 is higher alkyl; R "is hydrogen, lower or higher alkyl, Ra is phenyl — lower alkyl or alkoxy, lower haloalkoxy containing 2-7 carbon atoms and no more than three halides, Rg phenyl is lower alkoxy, Rg is phenyloxy:) tta, Rj group -A-Xi -, where R ;, A and X, are as defined above, halo, trifluoromethyl, nitro or lower dialkylamino; Rj is hydrogen or lower alkyl; Rj is hydrogen, lower alkyl or lower oxyalkyl or lower dialkylamino is lower alkyl, with the heteroatoms separated from the nitrogen atom by at least two carbon atoms; Ra -, lower alkyl, lower alkoxy, trifluoromethyl, nitro - or lower dialkylamino or gal (railway; VC - hydrogen, lower alknl or halo; n-1 or 2, or their tautomers, where RI is hydrogen, and 4O are esters of these tautomers with lower alkane carboxylic acids, lower or higher alkyl esters of such acids or their nontoxic salts, for example, ammonium, alkali and alkaline earth metal salts, and acid addition salts. Most often R - hydrogen and RS-A-XJ- and R4 groups -X2- are in position 6 or 7. As additives to the feed, you can use The dinene of the general formula Rs-lCmH mH soon is R4- {JnH2n) 0 where one of R4 and Rj is hydrogen, and the arc is cycloalkyl with 3-6 Lerrd atoms in the cycle replaced by lower alkyl, and where that of the residues is () - and () CnHjn) -, which includes cyloalkyl, contains 1-4 and the other 8-16 carbon atoms, or their 4-0 lower alkanoyl compounds, lower alkyl esters of such acids, their salts with ammonium, alkali or alkaline earth metals, and also acid - additive salts. Compounds of formula III are most commonly used, where one of R and RS is hydrogen and the other is daclopropyl, and where that residue is (CmHj rn) - and - (CnHin) -. which includes cycloprobe, contains one and the other 8 to 16 carbon atoms, as well as their 4-0 lower alkanoyl compounds, lower allyl complex efnry of such acids, their salts with ammonium, alkali metal, or alkaline acid additive, salt of hop metal. Especially, it is necessary to highlight the complex esters of 6 cyclic croxyl-7-n-deoyloxy-4 hydroxy-3-quinolinecarboxylic acid and its non-toxic salts, methyl 6 ester of 6 µlochroxymethoxy-7-n-dextroxy-and 6 cycloroxymethyl-7-n-octyloxy - 4 hydroxy - 3 - quinoline carboxylic acid, ethyl ester 6 - cyclopropylmethoxy - 7 - n - tetradelyloxy-, 7 - cyclopropylmethoxy - 6 - n decyloxy-, 6 - cyclopropylmethoxy - 7 - n dodecyloxy-, 6 - schisloprosymethoxy - 7 - n octyloxy - and 4 - acetyloxy - 6 - cyclopropshmethoxy - 7 - n - decyloxy - 4 - pschriksi - 3 hiioli karboiovoy acid. The introduction of the proposed supplements in a dose of 0.0001-0.01, mainly 0.001-0.008%, in food for healthy and, first of all, for infused poultry leads to a significant increase in bird weight. These additives may be mixed with other additives, including physiologically active substances. Example. Octaedyl with irt (250 g) n glycemic monostearate (250 g) is fused together, ethyl ester 6 - cyclopromethyne -7-n-decyls "si-4-hydroxy - 3 - quinolinecarboxylic acid (500 g) is dispersed in the melt with admixture turbo mixers, gel the mixture using a flotation drum, pass the resulting flake through a sieve (cell size 0.6 mm), mix with soybeans (7.330 g) flours (f in V. -shaped mixer and pass through the film (cell size 0.6 mm ). The resulting feed additive (15% of the active principle) is mixed with regular homemade food. her birds in such a proportion that the quality of the active substance was 0.0001-0.0075%. EXAMPLE 2 To obtain feed, for example poultry, containing 0.001% of the active substance, the standard feed mixture (day 912 585 g) containing (in g): Cornmeal508 500 Soybean flour (44% protein) 397,300 Dicalcium phosphate18,000 Alfalfa flour13 500 Calcium carboxylate (ground limestone) 4 500 Sodium chloride 2 250 Fishmeal (60% protein) 18,000 Stabilized fat27 000 Dry whey wastes 18000 Manganese sulphate225 Zinc windows 135 0.1 - Methionine 675 Pre-vitamin mixture, 4 500 4 53bg PRSDAARIT yyuy eiptmanry mixtures from SoEr1600rOOOed. Vn1am8vaA; KSHZHU units witam on Oz; 000 units vitamin E acetate; bg of vitamin Ka; ODY6 g of vitamin BI 2; 3 g of riboflavia; 30 g of iadin 5 g of pitotovate calcium and 100 g of etsnsssquin (up to 4536 add corn). Ethyl ester of 6 - shoslopropylmethoxy - 7 - and - deyilyoxy - 4 - gidroxy - 3 quinolicarboxylic acid (South) is mixed with 1000 g of toico grind with staidartirb of the feed mixture, diluted with a premix 10 mixture (h25000 g of feed mixture, feed mix thoroughly in a horizontal mixing machine.Prize.The additive to feed or drinking water can be obtained in the following way: a preliminary mixture is obtained by grinding with 10 g of ethyl ester 6 - cyclopropylmethoxy - 7 and - decyloxy - 4 - hydroxy - 3 - hio incarbono acid and 60 g of 4 t amino - 2 - cyclopropylmethyl - 5 - (2,4 - dimo tilpi1) EID | SHI) - methyl pyrimidine chloride - hydrochloride with SO g of icing sugar, followed by passing the mixture through a sieve (cell size 0.59 mm) by mixing with 35 soybean feed (extraction solvent) in a mixing machine, added to 999575 g of the feed mixture (see section 2) and foamed in a horizontal mixing machine. The additive to feed or feedwater contains 0.001% of the first and 0,0069 second active substance. PRI me R 4. Approximately 1/3 of the total feed from corn germ. 312 g) are mixed with the South of the ethyl 6-cyclopropylmethoxy-7-n-decyloxy-4-hydroxy-3 quinolinecarboxylic acid ethyl ester and 10 g of the 4-amino-2 cyclopropyl-5- (2,4-dsmetnylpyridinium) methylpyrimidinehlf and hydrochloride , passed through a sieve (size of more than mm). The remaining 2/3 of the feed is mixed with 18 g of soybean oil in a mixing machine, the resulting homogeneous dispersion is diluted with sifter material, added to 999650 g of the feed mixture (see Example 2) and homogenized in a horizontal mixer, obtaining an additive to feed or drinking water, containing 0.001% of each of the active substances. PRI me R 5. A pre-batch mixture is obtained by stirring 25 g of the complex ester of stitch ester 6 of cyclopropylmethoxy-7-i-deschoxy-4 hydroxy-3-quinoline-carboiovon to acid and 125 g of NI- (2-quinoxalyyl) sulfanilamide with 175 g powdered sugar. The mixture is then passed through a sieve (Oi59 mm cell size), mixed in a mixer with 675 g of soybean-food (extra-hay, solvent) and added to f of the food mixture (see Example 2), homogenized in a horizontal mixer and obtained to add to the feed or drinking water. Instead of ethyl ester 6-cycloprophylmexyl-7-n-decyloxy-4-hydroxy-3 xylhylarboxylic acid, t.Sh1. 253-254 ° С (DMF), you can use the following as the active substance added to animal feed: Methyl ester 6 - cyclic hydroxy methoxy - 7 and - decyloxy - 4 - hydroxy 3 - chiioicarboxylic acid, TP. 254-255 ° (DMF) Ethyl 6-cyclopropylmethoxy-7-and-tetradecyloxy-4-hydroxyxy-3-quinolicarboic acid, T.PL. 237–23 ° C (washing with hexayomas) Ethyl zf1p 7 - cyclopropylmethoxy - 6 - It –decyloxy - 4 - hydroxy - 3 - hiiioliikarboicovoy acid, T.PL. 234-235 ° C (Prtsnltsvka etaiol, acetone and ether) Ethyl ester 6 - Sch1kloproshmethoxy - 7 - n-dodecyloxy - 4 - hydroxy - 3 - quinolinecarboxylic acid, T.PL. 210-213 ° С (washing with pentane) 6-cyclopropylmethoxy-4gIdroxy-7-n-octyloxy-3-quinolinecarboic acid ethyl ester, T.PL. 256-258 ° C (DMF) Methyl 6-cyclopropylmethoxy-4-idroxy-7-n-octyloxy-3-quinolinecarboxylic acid, T.PL. 258-259.5 ° C (DMF) 4-acetyloxy-6-cyclopropylmethoxy-7-n-decyloxy-3-quinolinecarboxylic acid ethyl ester, T.PL. 101.5–102 ° C (ether – pentane) 8-ichiclopropylmethoxy-7-n-decyloxy-4-hydroxy-3-quinol {ethyl carbonate, T.PL. ethyl ester. monohydrate 99-102 ° C (aqueous ethanol), T.PL. 75-78 ° C (anhydrous compound). Claims 1. The use of a compound of the general formula - VB Ph fi where Ph is 1,2 - phenylene, substituted by the groups -XiR4 and -X, -A-RS; RI is a carboxyl group that is esterified into an ester of a carboxyl, carbamyl pzdraeninocarbonyl or cyan group; Rj is hydrogen or lower alkyl; RS is hydrogen or a substituted aliphatic or cycloaliphatic hydrocarbon residue; R4 is the highest aliphatic residue; RS is a cycloaliphatic residue; A is a direct bond or a bivalent aliphatic residue; X, and Xj are oxygen and sulfur, or its tautomer, where Ra is hydrogen, or 4-O is an ester of the indicated uiyioMepa or its non-toxic salt as an additive to feed or drinking water for home 2. The use of a compound according to claim 1, of the general formula: wherein RS is daclocadil or cycloalkenyl, which can be substituted with aliphatic, aromatic, or araliphatic hydrocarbon 1, 1, 1, HJtufu, hydroxyl groups esterified into 11stry or ester; A is a direct bond or lower alkylap; Xi and X2 - oxygen or sulfur; R4 higher alkyl shsh alkenyl; Ra is hydrogen or lower alkyl; RS is hydrogen, lower alkyl or alkenyl, lower alkyl substituted by a free hydrochloride group which is esterified into a simple or layered ether, an amino group or aryl, or the RS group —A where RS and A are as defined above; I am hydrogen, lower or higher alkyp, III-III aralkyl, free, esterified into a simple or ether hydroxyl group or mercantogroup, trifluorome, nitro-iuin, substituted imgly fragile; as well as the gautomer of this compound, where RS is hydrogen, or 4-O is an ester of the indicated tautomer, wl of complex zfnr, amide, its nitrile iijm hydrazide, or non-toxic with n. 3. The use of the compound according to claim 2, where the RS-3-8-link (Rc) n is cycloalkyl; A is a direct bond or lower alkylene; XtH and X - oxygen; H is higher alkyl; RS is hydrogen, lower} Y or alkyl, RB - phenyl - lower alkyl or higher alkoxygruppa, lower haloalkoxypig, containing 2-7 carbon atoms and not more than three halides, Ra - phenyl - lower alkoxygroup. Na - fennloxy group, group RS - A - Xi, where RS, A and Xj - as indicated above, is halogen, trifluoromethyl, kronon lower dialkilag snrosh tsha; R2 is hydrogen; 1ShI lower alkyl; i is hydrogen, lower alkyl Ш1H lower oxyalkyl or lower dialkш amino is lower alkyl, where heteroatoms are separated by a point of the same nitrogen atom by at least two carbon atoms and where Rg is hydrogen, lower ajaeiui, lower acoxy group, eriftorme1SH1-nitroshi lower dialk palmworm smi halogen; RC is hydrogen, alkyl or halo; p-1 or 2, or the gautomer of this compound, where RS is hydrogen, or 4-O is the ester of the indicated gautomer with alkancarboic acid, or the lower highest alumina ester of such acid, 51 and es non-toxic. 4. The use of the ao and 2 interconnection, where E, A, Xi, Xj, R4 RZ and Rj have the meanings indicated in p. 3, and RS is hydrogen, and the groups RS - A - Xi and R4 3 are in position 6 or 7 of its tautomer, de RS is hydrogen, or 4-O is an ester of a uxed tautomer with lower alkanecarboxylic acids, or a lower or higher alkyl ester of such an acid, or a non-toxic salt of such compounds. 5. The use of the compound according to the pL of the general formula 5 ("tH2 soon RI ™ (pH2p) 0 where one of R4 and RS is hydrogen and the other is cycloalkyl with 3-6 carbon atoms in the cycle, replaced by lower alkyl, and where that of the residues - (StNgt) - and - (C pnzp) -. Which includes cycloalkyl, contains 1-4, and the other - 8-16 carbon atoms, or 4 - O - {its more alkanoyl compound, the lower alkyl ester of such acid, or ammonium salt, or salts of alkali or alkaline earth metals, as well as its acid - addition salt. 6. The use of c6 compound-h according to claim 5, where one of R4 and RS is hydrogen and the other is cyclopropyl and where that of the residues is (StNzt) - and - (CpHap). which includes cyclopropyl, contains one, and the other, 8–16 carbon atoms, idsh 4 - O - its lower alkanoyl compound, or its lower alkyl ester of such acid, or the ammonium salt, or alkali or alkaline earth metal salts, or the acid additive salt . 7 Use of a compound according to claim 5 - 6 - cyclopropylmethoxy - 7 - n - decyloxy 4 - hydroxy - 3 - quinolinecarboxylic acid ester or its non-toxic salt. 8. The use of compounds according to claim 5 - complex methyl zfira 6 - cyclopropylmethoxy - 7 - n decyloxy - 4 - hydroxy - 3 - xnolinecarboxylic K1 slot or its non-toxic salt. 9. The use of a compound according to claim 5 - 6 - cyclopropylmethoxy - 7 - n tetradecyloxy - 4 - hydroxy - 3 - quinolinecarboxylic acid ethyl ester or its non-toxic salt. 10. The use of a compound according to claim 5 of 7-cyclopropylmethoxy-6-n-decyloxy-ethyl ester 4-g of hydroxy-3-quinolinecarboxylic acid or its non-toxic salt. 11. Use of the compound according to claim 5 of 6-cyclic ethyl ester of prospec-methoxy-7-n dodecyloxy-4-hydroxy-3-quinoline-carboxylic acid or its non-toxic salt. 12.Application of the compound according to the item 3 of the ethyl ester of 6 - diclopropylmethoxy - 7 - n octyloxy - 4 - gvdroxy - 3 quinolinecarboxylic acid or its non-toxic salt. j3 56149214 13. The use of a compound according to claim 5 - complex methox - 7 - n - decyloxy 4 - hydroxy - 3 methyl ester of 6 - cycloprophenylmethoxy - 7 n -quinolinecarboxylic acid or its non-toxic octypoxy - 4-hydroxy - 3 - quinolinecarboxylic salt. acid or its non-toxic salt. Consumption by points: 14. The use of a compound according to claim 5 - complex 24.10.68 according to claim 9 and item 11. ethyl ester 4 - acetyloxy 6 - cyclopropyl March 18, 1969 on PP. 12-J4. 514.06.68 in PP. 1-11