EP0422011A1 - Produits a base de derives d'uracil pour stimuler la croissance et reduire la graisse chez les animaux - Google Patents
Produits a base de derives d'uracil pour stimuler la croissance et reduire la graisse chez les animauxInfo
- Publication number
- EP0422011A1 EP0422011A1 EP89905092A EP89905092A EP0422011A1 EP 0422011 A1 EP0422011 A1 EP 0422011A1 EP 89905092 A EP89905092 A EP 89905092A EP 89905092 A EP89905092 A EP 89905092A EP 0422011 A1 EP0422011 A1 EP 0422011A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- group
- substituted
- alkyl
- phenyl
- radical
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 241001465754 Metazoa Species 0.000 title claims abstract description 37
- 239000000126 substance Substances 0.000 title description 9
- 230000004936 stimulating effect Effects 0.000 title 1
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical class O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 108
- -1 aminocarbonyloxy Chemical group 0.000 claims description 106
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 103
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 71
- 229910052801 chlorine Inorganic materials 0.000 claims description 49
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 48
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 47
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 42
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 40
- 239000000460 chlorine Substances 0.000 claims description 35
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 32
- 229910052731 fluorine Inorganic materials 0.000 claims description 32
- 239000011737 fluorine Substances 0.000 claims description 32
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 30
- 125000001246 bromo group Chemical group Br* 0.000 claims description 30
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 30
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 29
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 28
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 25
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 24
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 23
- 125000003277 amino group Chemical group 0.000 claims description 23
- 125000004076 pyridyl group Chemical group 0.000 claims description 21
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 18
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 18
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 17
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims description 16
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims description 12
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 12
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 12
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000002541 furyl group Chemical group 0.000 claims description 10
- 125000002883 imidazolyl group Chemical group 0.000 claims description 10
- 150000003254 radicals Chemical class 0.000 claims description 10
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 125000003396 thiol group Chemical class [H]S* 0.000 claims description 9
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
- 239000003651 drinking water Substances 0.000 claims description 8
- 235000020188 drinking water Nutrition 0.000 claims description 8
- 150000002825 nitriles Chemical class 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- 125000004306 triazinyl group Chemical group 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 125000001624 naphthyl group Chemical group 0.000 claims description 7
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 7
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 6
- 125000000623 heterocyclic group Chemical group 0.000 claims description 6
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 239000011593 sulfur Substances 0.000 claims description 6
- 125000004434 sulfur atom Chemical group 0.000 claims description 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 230000001737 promoting effect Effects 0.000 claims description 5
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 5
- 238000012360 testing method Methods 0.000 claims description 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- WZKSXHQDXQKIQJ-UHFFFAOYSA-N F[C](F)F Chemical compound F[C](F)F WZKSXHQDXQKIQJ-UHFFFAOYSA-N 0.000 claims description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 125000005842 heteroatom Chemical group 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 4
- 125000004193 piperazinyl group Chemical group 0.000 claims description 4
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 238000003975 animal breeding Methods 0.000 claims description 3
- 235000019728 animal nutrition Nutrition 0.000 claims description 3
- 125000002619 bicyclic group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 2
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 125000003282 alkyl amino group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 125000003386 piperidinyl group Chemical group 0.000 claims description 2
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims 1
- 108090000623 proteins and genes Proteins 0.000 abstract description 6
- 102000004169 proteins and genes Human genes 0.000 abstract description 6
- 235000013305 food Nutrition 0.000 abstract description 3
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 description 15
- 235000013343 vitamin Nutrition 0.000 description 8
- 239000011782 vitamin Substances 0.000 description 8
- 229940088594 vitamin Drugs 0.000 description 8
- 229930003231 vitamin Natural products 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- 235000002639 sodium chloride Nutrition 0.000 description 7
- 239000003925 fat Substances 0.000 description 6
- 235000019197 fats Nutrition 0.000 description 6
- 230000000384 rearing effect Effects 0.000 description 6
- 235000006109 methionine Nutrition 0.000 description 5
- 229930182817 methionine Natural products 0.000 description 5
- 235000018102 proteins Nutrition 0.000 description 5
- 241000283690 Bos taurus Species 0.000 description 4
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 4
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- 241000282887 Suidae Species 0.000 description 4
- 235000011941 Tilia x europaea Nutrition 0.000 description 4
- 240000008042 Zea mays Species 0.000 description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 4
- 239000004571 lime Substances 0.000 description 4
- 235000010755 mineral Nutrition 0.000 description 4
- 239000011707 mineral Substances 0.000 description 4
- 235000007319 Avena orientalis Nutrition 0.000 description 3
- 244000075850 Avena orientalis Species 0.000 description 3
- 240000005979 Hordeum vulgare Species 0.000 description 3
- 235000007340 Hordeum vulgare Nutrition 0.000 description 3
- 240000003183 Manihot esculenta Species 0.000 description 3
- 235000016735 Manihot esculenta subsp esculenta Nutrition 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 235000005822 corn Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000013312 flour Nutrition 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 239000011573 trace mineral Substances 0.000 description 3
- 235000013619 trace mineral Nutrition 0.000 description 3
- 150000003722 vitamin derivatives Chemical class 0.000 description 3
- 239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 description 2
- 241000272517 Anseriformes Species 0.000 description 2
- 235000019743 Choline chloride Nutrition 0.000 description 2
- 235000019750 Crude protein Nutrition 0.000 description 2
- 235000019733 Fish meal Nutrition 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 239000004472 Lysine Substances 0.000 description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
- 235000019764 Soybean Meal Nutrition 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- SGMZJAMFUVOLNK-UHFFFAOYSA-M choline chloride Chemical compound [Cl-].C[N+](C)(C)CCO SGMZJAMFUVOLNK-UHFFFAOYSA-M 0.000 description 2
- 229960003178 choline chloride Drugs 0.000 description 2
- 235000019784 crude fat Nutrition 0.000 description 2
- 239000004467 fishmeal Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 244000144977 poultry Species 0.000 description 2
- 235000013594 poultry meat Nutrition 0.000 description 2
- 150000003230 pyrimidines Chemical class 0.000 description 2
- 239000004455 soybean meal Substances 0.000 description 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 235000007558 Avena sp Nutrition 0.000 description 1
- 235000016068 Berberis vulgaris Nutrition 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000700112 Chinchilla Species 0.000 description 1
- 241000272201 Columbiformes Species 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- 241000252233 Cyprinus carpio Species 0.000 description 1
- 239000004470 DL Methionine Substances 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 241000270322 Lepidosauria Species 0.000 description 1
- 235000010689 Lufa Nutrition 0.000 description 1
- 241000772415 Neovison vison Species 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 241000286209 Phasianidae Species 0.000 description 1
- 241000270285 Pituophis Species 0.000 description 1
- 208000004880 Polyuria Diseases 0.000 description 1
- 101710091870 Protein 5.3 Proteins 0.000 description 1
- 241000287530 Psittaciformes Species 0.000 description 1
- 241000287231 Serinus Species 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 241000335654 Uracis Species 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 235000004251 balanced diet Nutrition 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 229940036811 bone meal Drugs 0.000 description 1
- 239000002374 bone meal Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- 230000001882 diuretic effect Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000013332 fish product Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000007952 growth promoter Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- FFEARJCKVFRZRR-UHFFFAOYSA-N methionine Chemical compound CSCCC(N)C(O)=O FFEARJCKVFRZRR-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001042 pteridinyl group Chemical class N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
- 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 230000033764 rhythmic process Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000000700 thyreostatic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 235000015099 wheat brans Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/153—Nucleic acids; Hydrolysis products or derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/137—Heterocyclic compounds containing two hetero atoms, of which at least one is nitrogen
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/174—Vitamins
Definitions
- the invention relates to an agent based on uracil derivatives and their use for promoting growth, increasing feed utilization and the amount of protein and for reducing fat in animals, in particular farm animals and pets.
- feed additives to achieve higher weight additions, improved feed utilization and reduced fat intake is already widely practiced in animal nutrition, especially when fattening pigs, cattle and poultry.
- agents comprising at least one uraci 1 derivative of the general formula I,
- a and B either represent a hydrogen atom or together form a bond
- D is oxygen or sulfur
- a C 1 -C 6 alkyl group which is substituted by 1 to 3-fluorine, chlorine or bromine atoms, a hydroxy, a C 1 -C 3 alkoxy, a C 2 -C 4 alkanoyloxy, C 1 -C 3 alkylsulfonyloxy, an aminocarbonyloxy, a mono- or di (C 1 -C 3 alkyl) aminocarbonyloxy, a mercapto, a C 1 -C 3 alkyl mercapto, a phenylmercapto, a pyridylmercapto, pyridazinyl mercapto, pyrimidinyl mercapto, pyrazinyl mercapto or one Triazinyl mercapto group, a cyano, a carboxy, a (C 1 -C 4 -alkoxy) carbonyl group, a phenyl group which is formed by 1 to 2 C 1 -
- R 6 is a hydrogen atom, a C 1 -C 4 alkyl group which is optionally substituted by a phenyl radical, a C 3 -C 6 cycloalkyl group, a phenyl group which is optionally substituted by 1 or 2 C 1 -C 4 alkyl groups, 1 or 2 C 1 -C 4 alkoxy groups or 1 or 2 halogen atoms and / or may be substituted by a nitrile, nitro or trifluoromethyl group, or
- R 8 is a group of the formula R 8 R 9 N-, in which R 8 is a hydrogen atom or a phenyl group which is 1 to 2 times halogen atoms, C 1 -C 4 -alkyl radicals, C 1 -C 4 -alkoxy groups and / or a nitrile and / or nitro group can be substituted, R 9 represents a C 1 -C 4 alkanoyl or benzoyl group. or R 8 and R 9 together with the nitrogen atom form a benzimidazol-2-one-1-yl group, R 7 can have the same meanings as R 6 ,
- R 10 is a C 1 -C 3 hydrocarbon radical which may be substituted by a naphthyl radical or a phenyl radical, the phenyl radical optionally 1 to 2 halogen atoms, 1 to 2 C 1 -C 4 alkyl radicals, 1 to 2 C 1 -C 4 alkoxy or a trifluoromethyl, nitro, hydroxy, C 1 -C 4 alkanyl, (C 1 -C 5 alkoxy) carbonyl and / or cyano group, a naphthyl radical, one Phenyl radical, the 1 to 3 times by halogen atoms, C 1 -C 4 alkyl radicals, C 1 -C 4 alkoxy groups and / or one Trifluoromethyl or a C 1 -C 4 alkanoyl group can be substituted, or represents a ⁇ -membered heteroaryl radical having 1 to 2 nitrogen atoms and p represents the number 2 or 3, or
- R 11 is a hydrogen atom, a C 1 -C 8 alkyl radical, optionally by a phenyl radical, the 1 to 2 C 1 -C 4 alkyl groups, 1 to 2 C 1 -C 4 alkoxy groups and / or 1 or 2 halogen atoms may contain, is substituted, a C 3 -C 12 cycloalkyl group which may be substituted by 1 to 3 methyl groups, a phenyl or benzyl radical, or a C7-C 10 bicyclic or tricyclic alkyl radical which is substituted by 1 to 3 methyl radicals may be, or a benzo-fused C 5 -C 7 cycloalkyl group and R 12 represents a hydrogen atom or a C 1 -C 8 alkyl radical, or
- n is the number 1, 2 or 3 and the aromatic ring can be substituted by 1 to 2 halogen atoms, 1 to 2 C 1 -C 4 alkyl radicals or 1 to 2 C 1 -C 4 alkoxy radicals, or
- e represents a C 3 -C 6 cycloalkyl group which can be substituted by 1 to 2 C 1 -C 3 alkyl groups and / or 1 to 2 fluorine, chlorine or bromine atoms and / or by 1 phenyl group, or
- f) represents a phenyl group which is represented by 1 to 2 C 1 -C 3 alkyl groups, 1 to 2 C 1 -C 3 alkoxy groups, 1 to 2 fluorine, chlorine or bromine atoms, an amino group, a mono- or di- C 1 -C 3 alkylamino group, a C 2 -C 4 alkanoylamino group, a carboxy group or a C 1 -C 4 alkoxycarbonyl group, or can be substituted
- g) represents a pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl or triazinyl group which is represented by 1 to 3 C 1 -C 3 -alkyl groups and / or a C 1 -C 3 -alkoxy group, a hydroxyl group, an amino group, a Mono- or di-C 1 -C 3 alkoxy group may be substituted, or
- h represents a 5-membered aromatic heterocyclic group which contains 1 oxygen, 1 sulfur and / or 1, 2 or 3 nitrogen atoms as heteroatoms and is optionally substituted by 1 to 3 C 1 -C 3 -alkyl groups, or
- i) represents a C 1 -C 6 alkoxy group which is a C 3 -C 6 cycloalkyl group, one or two chlorine or bromine atoms, a C 1 -C 3 alkoxy group or a phenyl group which is substituted by 1 to 2 C 1 - C 3 alkyl, 1 to 2 C 1 -C 3 alkoxy, 1 to 2 fluorine, chlorine or bromine atoms, a trifluoromethyl radical or a nitro group may be substituted, or
- j represents a C 3 -C 6 alkenyloxy group which may be substituted by a phenyl group, or
- k represents a C 3 -C 6 alkynyloxy group which may be substituted by a phenyl radical, or
- l represents a C 3 -C 6 cycloalkyloxy group which is substituted by 1 to 2 C 1 -C 3 -
- Alkyl groups and / or 1 to 2 chlorine or bromine atoms can be substituted, or
- n represents a C 1 -C 3 alkyl mercapto group
- R 13 represents a hydrogen atom, a C 1 -C 3 -alkyl, a C 3 -C 4 -alkenyl or a C 3 -C 4 -alkynyl group or a phenyl group and R * ⁇ represents a hydrogen atom or a C 1 -C 3 alkyl group, or
- R 2 represents a hydrogen atom or a C 1-3 alkyl group
- R 1 and R 2 together form a C 2 -C 4 alkylidene group which can be substituted by 1 to 2 C 1-3 alkyl groups and / or a phenyl group,
- R 3 and R 4 independently represent
- a C 1 -C 6 alkyl group formed by 1 to 3-fluorine, chlorine or bromine atoms, a hydroxy, a C 1 -C 3 alkoxy, a C 2 -C 4 alkanoyloxy, a C 1 -C 3 alkylsulfonyloxy, an aminocarbonyloxy, a mono- or di (C 1 -C 3 alkyl) aminocarbonyloxy, a mercapto, a C 1 -C 3 alkyl mercapto, a phenyl mercapto , a pyridylmercapto, pyridazinyl-mercapto, pyrimidinylmercapto, pyrazinylmercapto or a triazinyl mercapto group, a cyano, a carboxy, a (C 1 -C 4 -alkoxy) carbonyl group, a phenyl group which can be substituted by 1 to 2 C 1
- R6 is a hydrogen atom, a C 1 -C 4 alkyl group which is optionally substituted by a phenyl radical, a C 3 -C 6 cycloalkyl group, a phenyl group which is optionally substituted by 1 or 2 C 1 C 4 alkyl groups, 1 or 2 C 1 C 4 alkoxy groups or 1 or 2 halogen atoms and / or can be substituted by a nitrile, nitro or trifluoromethyl group, or
- R 8 is a group of the formula R 8 R 9 N-, in which R 8 is a hydrogen atom or a pfienyl group which is 1- to 2-fold by halogen atoms, C 1 -C 4 alkyl-restev C 1 -C 4 alkoxy groups and / or a nitrile and / or nitro group can be substituted, R 9 represents a C 1 -C 4 alkanoyl or an 8enzimidazol-2-one-1-yl group, R 7 can have the same meanings as R 6 ,
- R 10 is a C 1 -C 3 hydrocarbon radical which can be substituted by a naphthyl radical or a phenyl radical, the phenyl radical optionally 1 to 2 halogen atoms, 1 to 2 C 1 -C 4 alkyl radicals, 1 to 2 C 1 -C 4 alkoxy radicals or a trifluoromethyl, nitro, hydroxy, C 1 -C 4 alkanyl, (C 1 -C 5 alkoxy) carbonyl and / or cyano group, a naphthyl radical, a phenyl radical, which can be substituted 1 to 3 times by halogen atoms, C 1 -C 4 alkyl radicals, C 1 -C 4 alkoxy groups and / or a trifluoromethyl or a C 1 -C 4 alkanoyl group, or a 6-membered heteroaryl radical with 1 to 2 nitrogen atoms and p represents the number 2 or 3, or
- R 11 is a hydrogen atom, a C 1 -C 8 alkyl radical, optionally by a phenyl radical, the 1 to 2 C 1 -C 4 alkyl groups, 1 to 2 C 1 -C 4 alkoxy groups and / or 1 to Can contain 2 halogen atoms, is substituted, a C 3 -C 12 cycloalkyl group, which can be substituted by 1 to 3 methyl groups, a phenyl or benzyl radical, or a C 7 -C 10 bi or tricyclic alkyl radical, which is substituted by 1 to 3 Methyl radicals can be substituted, or a benzo-fused
- R 12 represents a hydrogen atom or a C 1 -C 8 alkyl radical, or
- a 5-membered aromatic heterocyclic group which contains 1 oxygen, 1 sulfur and / or 1, 2 or 3 nitrogen atoms as hetero atoms and is optionally substituted by 1 to 3 C 1 -C 3 alkyl groups, or
- a C 1 -C 6 alkoxy group which is a C 3 -C 6 cycloalkyl group, one or two chlorine or bromine atoms, a C 1 -C 3 alkoxy group or a phenyl group which is formed by 1 to 2 C 1 -C 3 alkyl, 1 to 2 C 1 -C 3 alkoxy, 1 to 2 fluorine, chlorine or bromine atoms, a trifluoromethyl radical or a nitro group may be substituted, or
- a phenoxy group which can be substituted by 1 to 2 C 1 -C 3 alkyl radicals, 1 to 2 C 1 -C 3 alkoxy groups, 1 to 2 fluorine or chlorine atoms or a nitro group, or
- R 13 represents a hydrogen atom, a C 1 -C 3 alkyl, a C 3 -C 4 alkenyl or a C 3 -C 4 alkynyl group or a phenyl group and R 14 represents a hydrogen atom or a C 1 -C 3 alkyl group;
- a C 1 -C 6 -alkyl group which can be substituted by 1-3 fluorine, chlorine or bromine atoms, a hydroxyl, a cyano or carboxy group, c) a halogen atom, or
- a cyano, carboxy, nitro, nitroso, hydroxyl or amino group which can be substituted by one or two C 1 -C 6 -alkyl radicals, optionally with a halogen atom or a hydroxyl group,
- R 15 represents a hydrogen atom, a C 1-4 alkyl radical, a phenyl, a hydroxy, a C 1-4 alkoxy, a phenoxy group, the group
- R 18 -NH-CH 2 -CH (OH) -CH 2 O- in which R 18 represents the isopropyl or tert-butyl group, a nitro, trifluoromethyl, carboxy, C 1 -C 4 alkoxycarbonyl- , Aminocarbonyl or cyano group, a fluorine, chlorine or bromine atom, an amino, C 1-4 alkylamino or di (C 1 -C 4 alkyl) amino group, a pyrrolidine, piperidine or morpholine radical, or the group -NH-CH 2 -J, where J is a pyridyl, furyl, thienyl or phenyl radical, the phenyl radical being substituted by 1 to 3 radicals from the group halogen, hydroxy, C 1 -C 4 -alkoxy) carbonyl or C 1 -C 4 alkyl may be substituted, or a group -NHL, in which L is a 5- or 6-membere
- X and Y independently of one another represent an N atom or a carbon atom which is substituted by a hydrogen atom or one of the radicals R 19 , R 20 or R 21 , where
- R 19 represents a hydrogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 hydroxyalkyl group, a C 1 -C 4 alkanoyl, a hydroxycarbonyl, a (C 1 -C 4 alkoxy) carbonyl -, an aminocarbonyl, a cyano group or a group of the formula purple
- R 22 is a C 1 -C 6 alkyl, a phenyl (C 1 -C 3 alkyl), a C 1 -C 4 alkanoyl, a benzoyl, a pyridinecarbonyl or a C 1 -C 4 -Alkylsulfonyl distr means
- R 23 represents a hydrogen atom or a C 1 -C 6 alkyl group, or
- R 22 and R 23 together with the N atom to which they are attached represent a pyrrolidine, piperidine or piperazine residue which can be substituted by a phenyl group and / or a hydroxy group
- R 24 represents a C 1 -C 4 alkylidene group
- R 20 and R 21 independently of one another denote hydrogen atoms or C 1 -C 4 alkyl groups
- Preferred compounds for the agent according to the invention and the use according to the invention are uracil derivatives of the general formula I,
- a and B either each represent a hydrogen atom or together form a bond
- R 1 has the following meanings: a) a hydrogen atom or
- a C 1 -C 3 alkyl group which is substituted by a chlorine atom, a hydroxy, a methoxy, an acetoxy, a methylmercapto, a pyridiylmercapto, a cyano, a carboxy, a (C 1-4 Alkoxy) carbonyl or a phenyl group or a group of the formula Ia,
- R6 is a hydrogen atom, a methyl group, a phenyl group which may optionally be substituted by 1 or 2 methyl, methoxy groups or chlorine atoms, or a group of the formula R 8 R * ⁇ N means in which R 8 is a hydrogen atom or a phenyl group and R * ⁇ is a propionyl or benzoyl group or R 8 and R * ⁇ together with the nitrogen atom is one Form benzimidazol-2-one-1-yl group, R 7 denotes a hydrogen atom, a methyl, a hydroxy, an acetyl, an ethoxycarbonyl or a cyano group,
- R 10 is a benzyl, a naphthyl or a phenyl radical, which can be substituted 1 to 3 times by chlorine atoms, methyl and / or methoxy groups, or a pyridyl radical and
- p represents the number 2
- R 11 is a C 1 -C 3 -alkyl radical, which is optionally substituted by a phenyl radical
- R 12 represents a hydrogen atom or a methyl radical
- n is the number 2
- G represents a hydrogen atom and the heterocyclic ring can be substituted by 1 to 2 C 1 -C 4 alkyl groups, or c) a C 2 -C 4 alkenyl group which can be substituted by a phenyl group, or
- a phenyl group which can be substituted by 1 to 2 methyl groups, 1 to 2 methoxy groups, 1 to 2 chlorine atoms, a carboxy group or an ethoxycarbonyl group, or
- a pyridyl group which can be substituted by 1 to 3 methyl groups, or
- R 13 represents a hydrogen atom, a methyl, an allyl or a propionyl group and R 14 represents a hydrogen atom or a methyl group
- R 2 represents a hydrogen atom
- R 2 together form a C2 ⁇ C4 alkylidene group, which can be substituted by 1 to 2 methyl groups, R 3 and R 4 independently represent
- R 6 is a hydrogen atom, a methyl group, a phenyl group which may optionally be substituted by 1 or 2 methyl, methoxy groups or chlorine atoms, or a group of the formula R 8 R 9 N means in which R 8 represents a hydrogen atom or a phenyl group and R 9 represents a propionyl or benzoyl group or R 8 and R 9 together with the nitrogen atom form a benzimidazol-2-one-1-yl group, R 7 represents a hydrogen atom, a Is methyl, a hydroxyl, an acetyl, an ethoxycarbonyl or a cyano group,
- R 10 is a benzyl, a naphthyl or a phenyl radical, which can be substituted 1 to 3 times by chlorine atoms, methyl and / or methoxy groups, or a pyridyl radical and
- p represents the number 2, or a group of the formula Ih
- R 11 is a C 1 -C 3 alkyl radical, which is optionally substituted by a phenyl radical
- R 12 represents a hydrogen atom or a methyl radical
- a phenyl group which can be substituted by 1 to 2 methyl groups, 1 to 2 methoxy groups, 1 to 2 chlorine atoms, a carboxy group or an ethoxycarbonyl group, or
- a pyridyl group which can be substituted by 1 to 3 methyl groups, or
- R 13 represents a hydrogen atom, a methyl, an allyl or a propionyl group and R 14 represents a hydrogen atom or a methyl group;
- a and B either each represent a hydrogen atom or together form a bond
- R 3 and R 4 independently represent
- R 6 is a hydrogen atom, a methyl group, a phenyl group which may optionally be substituted by 1 or 2 methyl, methoxy groups or chlorine atoms, or a group of the formula R 8 R 9 N means in which R 8 represents a hydrogen atom or a phenyl group and R 9 represents a propionyl or benzoyl group or R 8 and R 9 together with the nitrogen atom form a benzimidazol-2-one-1-yl group, R 7 represents a hydrogen atom, a Is methyl, a hydroxy, an acetyl, an ethoxycarbonyl or a cyano group,
- R 10 is a benzyl, a naphthyl or a phenyl radical, which can be substituted 1 to 3 times by chlorine atoms, methyl and / or methoxy groups, or a pyridyl radical and
- p represents the number 2
- R 11 is a C 1 -C 3 alkyl radical, which is optionally substituted by a phenyl radical
- R 12 represents a hydrogen atom or a methyl radical
- a phenyl group which can be substituted by 1 to 2 methyl groups, 1 to 2 methoxy groups, 1 to 2 chlorine atoms, a carboxy group or an ethoxycarbonyl group, or
- a pyridyl group which can be substituted by 1 to 3 methyl groups, or
- R 13 represents a hydrogen atom, a methyl, an allyl or a propionyl group and R 14 represents a hydrogen atom or a methyl group;
- a bromine or chlorine atom or d) a cyano, carboxy, nitro, nitroso, hydroxyl or amino group which can be substituted by one or two C 1 -C 3 with optionally terminal chlorine atoms or a hydroxyl group,
- a and B either each represent a hydrogen atom or together form a bond
- D is an oxygen atom
- R 3 and R 4 independently represent
- a hydrogen atom or a C 1 -C 3 -alkyl group which is formed by a chlorine atom, a hydroxy, a methoxy, an acetoxy, a methylmercapto, a pyridiylmercapto, a cyano, a carboxy, a (C 1-4 -alkoxy) carbonyl or a phenyl group or a group of the formula If,
- R 6 is a hydrogen atom, a methyl group, a phenyl group which may optionally be substituted by 1 or 2 methyl, methoxy groups or chlorine atoms, or a group of the formula R 8 R 9 N means in which R 8 represents a hydrogen atom or a phenyl group and R 9 represents a propionyl or benzoyl group or R 8 and R 9 together with the nitrogen atom form a benzimidazol-2-one-1-yl group, R 7 represents a hydrogen atom, a Is methyl, a hydroxy, an acetyl, an ethoxycarbonyl or a cyano group,
- R 10 is a benzyl, a naphthyl or a phenyl radical, which can be substituted 1 to 3 times by chlorine atoms, methyl and / or methoxy groups, or a pyridyl radical and
- p represents the number 2
- R 11 is a C 1 -C 3 alkyl radical, which is optionally substituted by a phenyl radical
- R 12 represents a hydrogen atom or a methyl radical, or c) a C 2 -C 4 alkenyl group which can be substituted by a phenyl group, or
- a phenyl group which can be substituted by 1 to 2 methyl groups, 1 to 2 methoxy groups, 1 to 2 chlorine atoms, a carboxy group or an ethoxycarbonyl group, or
- a pyridyl group which can be substituted by 1 to 3 methyl groups, or
- R 13 represents a hydrogen atom, a methyl, an allyl or a propionyl group and R 14 represents a hydrogen atom or a methyl group;
- a 1,2,4-triazol-1-yl radical a pyrazol-1-yl radical, a pyrazol-1-yl radical or a pyrrol-1-yl radical which is substituted by a hydroxymethyl group, a formyl group , an acetyl group or a group of the formula purple,
- R 22 denotes a C 1 -C 3 alkyl, a benzyl, a C 1 -C 4 alkanoyl or a benzoyl group,
- R 23 represents a hydrogen atom or a C 1 -C 6 alkyl group, or
- R 22 and R 23 together with the N atom represent a piperidine or piperazine residue which is substituted by a phenyl group
- R 24 represents a C 1 -C 3 alkylidene group
- the agent according to the invention is preferably in the form of animal feed, drinking water for animals, additives for animal feed and drinking water or in the form of a premix.
- the invention also relates to the use of the uracil derivatives of the general formulas I, II and III for increasing performance in animal breeding, in particular for promoting growth, improving feed conversion, increasing the protein content and / or reducing the fat content in animals.
- the active ingredients can be used in all areas of animal breeding as a means of promoting and accelerating growth, improving feed conversion, reducing the amount of fat and increasing the amount of protein in healthy and sick animals.
- the effectiveness of the active ingredients is largely independent of the type and gender of the animals.
- the active ingredients are particularly valuable in the rearing and keeping of young and fattening animals.
- Animals in which the active ingredients can be used to promote and accelerate growth and to improve feed conversion include the following useful and ornamental animals:
- Warm-blooded animals such as cattle, pigs, horses, sheep, goats, cats, dogs, rabbits, fur animals, e.g. Mink and chinchilla, poultry e.g. Chickens, geese, ducks, turkeys, pigeons, parrots and canaries and cold-blooded animals such as fish, e.g. Carp and reptiles, e.g. Snakes.
- the dose of active substance which is administered to the animals in order to achieve the desired effect can be varied largely because of the favorable properties of the active substances. It is preferably about 0.01 to 100 mg of active ingredient / kg of feed, in particular 0.1 to 10 mg of active ingredient / kg of feed or drinking water.
- the duration of administration can range from a few hours or days to several years. The appropriate amount of the active ingredient and the appropriate duration of administration depend in particular on the type, age, gender, state of health and the type of keeping and feeding the animals and are easy to determine by any specialist.
- the active substances are administered to the animals according to the usual methods.
- the method of administration depends in particular on the type, behavior and state of health of the animals.
- the administration can take place orally or parenterally once or several times a day at regular or irregular intervals.
- oral administration is preferred in most cases, in particular in the rhythm of the food and / or drink intake of the animals.
- the active ingredients can be used as a pure mixture or in formulated form, i.e. in a mixture with non-toxic inert carriers of any kind, e.g. with carriers and in formulations as are customary in nutritional preparations.
- the active ingredients are administered together with pharmaceutical active ingredients, mineral salts, trace elements, vitamins, protein substances, fats, colorants and / or flavorings. Oral administration together with the feed and / or drinking water is recommended, the active ingredient being added to the total amount or only parts of the feed and / or drinking water as required.
- the active ingredients are added to the feed and / or drinking water by conventional methods by simple mixing as a pure substance mixture, preferably in finely divided form or in formulated form in a mixture with edible non-toxic carriers, optionally in the form of a premix or a feed concentrate.
- the type of feed and its composition is irrelevant. All common or special feed compositions can be used, which preferably contain the usual balance of energy and building materials including vitamins and minerals necessary for a balanced diet.
- the feed can be composed, for example, of vegetable substances, for example hay, beets, cereals, grain by-products, animal substances, for example meat, fats, bone meal, fish products, vitamins, for example vitamin A, D complex and B complex, proteins, amino acids, for example DL-methionine and inorganic substances such as lime and table salt.
- vegetable substances for example hay, beets, cereals, grain by-products
- animal substances for example meat, fats, bone meal, fish products
- vitamins for example vitamin A, D complex and B complex
- proteins amino acids
- amino acids for example DL-methionine and inorganic substances such as lime and table salt.
- Feed concentrates contain the active substances in addition to edible substances, e.g. Rye flour, corn flour, soybean flour or lime, possibly with other nutrients and building materials, as well as proteins, mineral salts and vitamins. They can be produced using the usual mixing methods.
- edible substances e.g. Rye flour, corn flour, soybean flour or lime, possibly with other nutrients and building materials, as well as proteins, mineral salts and vitamins. They can be produced using the usual mixing methods.
- the active ingredients can optionally also be covered by suitable agents covering their surface, e.g. protected from air, light and / or moisture with non-toxic waxes or gelatin.
- Example 1 Example of the composition of a chick rearing feed to which an active ingredient according to the invention is added:
- Soybean oil 3.0 5.00 Fish meal 2.9 3.00
- Lysine 1.22% 0.51%
- the specified feed mixtures are preferably matched for rearing and fattening chicks or pigs, but they can also be used in the same or a similar composition for rearing and fattening other animals.
- test compounds as growth promoters and body fat reducing substances in animal nutrition - rat tests
- the subsequent test period is 21 days.
- the animals are fed ad libitum and / or rationed (1st week 90 g; 2nd week 110 g; 3rd week 130 g).
- the animals are kept individually and weighed at weekly intervals.
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- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Lesdits produits servent également à améliorer l'assimilation de la nourriture et l'absorption des protéines chez les animaux. Ils contiennent au moins un dérivé d'uracil ou un sel physiologiquement toléré dudit dérivé.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3815344 | 1988-05-05 | ||
| DE3815344 | 1988-05-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0422011A1 true EP0422011A1 (fr) | 1991-04-17 |
Family
ID=6353722
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89905092A Withdrawn EP0422011A1 (fr) | 1988-05-05 | 1989-04-29 | Produits a base de derives d'uracil pour stimuler la croissance et reduire la graisse chez les animaux |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP0422011A1 (fr) |
| WO (1) | WO1989010701A1 (fr) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0912523A1 (fr) | 1996-05-21 | 1999-05-06 | PHARMACIA & UPJOHN COMPANY | Lactames de carboxylate d'aminoguanidine servant a traiter le diabete sucre non insulinodependant |
| DE19652431A1 (de) * | 1996-12-17 | 1998-06-18 | Bayer Ag | Heterocyclyluracile |
| US20040242568A1 (en) | 2003-03-25 | 2004-12-02 | Syrrx, Inc. | Dipeptidyl peptidase inhibitors |
| EP1506967B1 (fr) | 2003-08-13 | 2007-11-21 | Takeda Pharmaceutical Company Limited | Inhibiteurs de dipeptidyl peptidase. |
| ME02005B (fr) | 2005-09-14 | 2012-08-31 | Takeda Pharmaceuticals Co | Inhibiteurs de la dipeptidyl peptidase permettant de traiter le diabete |
| CN101360723A (zh) | 2005-09-16 | 2009-02-04 | 武田药品工业株式会社 | 制备嘧啶二酮衍生物的方法 |
| TW200838536A (en) | 2006-11-29 | 2008-10-01 | Takeda Pharmaceutical | Polymorphs of succinate salt of 2-[6-(3-amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethy]-4-fluor-benzonitrile and methods of use therefor |
| EA200971115A1 (ru) | 2007-06-29 | 2010-04-30 | Корея Рисерч Инститьют Оф Кемикал Текнолоджи | Новые ингибиторы обратной транскриптазы вич |
| KR20100041798A (ko) | 2007-06-29 | 2010-04-22 | 한국화학연구원 | 신규 hiv 역전사효소 억제제 |
| KR20100092960A (ko) | 2007-12-21 | 2010-08-23 | 한국화학연구원 | Hiv 역전사 효소 억제제의 제조 방법 |
| SG11201401531RA (en) | 2011-11-11 | 2014-07-30 | Pfizer | 2-thiopyrimidinones |
| BR112017022340A2 (pt) | 2015-05-05 | 2018-07-10 | Pfizer | 2-tiopirimidinonas |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2328355A (en) * | 1941-06-20 | 1943-08-31 | Lederle Lab Inc | Animal growth promoting substance |
| US2438353A (en) * | 1943-12-08 | 1948-03-23 | American Dairies Inc | Method of controlling the growth and fattening rate of livestock and poultry and composition used in connection therewith |
| US2456515A (en) * | 1948-01-06 | 1948-12-14 | Thiokol Corp | Animal feed composition |
| GB1193191A (en) * | 1967-04-19 | 1970-05-28 | Chemoforma Ag | Veterinary Compositions |
| GB1436283A (en) * | 1974-05-10 | 1976-05-19 | Diamalt Ag | Feeding-stuffs |
| US4239888A (en) * | 1974-11-04 | 1980-12-16 | Pfizer Inc. | 1-Phenyluracils |
| EP0107161B1 (fr) * | 1982-10-26 | 1989-08-09 | CTA Finanz AG | Moyen et procédé pour optimaliser la masse de tissu d'organes dans le domaine de la plage génétique, chez les humains et les animaux |
-
1989
- 1989-04-29 WO PCT/EP1989/000477 patent/WO1989010701A1/fr not_active Ceased
- 1989-04-29 EP EP89905092A patent/EP0422011A1/fr not_active Withdrawn
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8910701A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO1989010701A1 (fr) | 1989-11-16 |
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