CH676849A5 - - Google Patents

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Publication number: CH676849A5
Authority: CH; Switzerland
Prior art keywords: thiourea; methyl; thienyl; general formula; feed
Prior art date: 1987-10-02

Application number

CH3625/88A

Other languages

German (de)

English (en)

Inventor

Ildiko-Simonek Ratz

Edit-Poldermann Dr Berenyi

Pal Dr Benko

Daniel Dr Bozsing

Karoly Dr Magyar

Original Assignee

Egyt Gyogyszervegyeszeti Gyar

Priority date (The priority date 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 date listed.)

1987-10-02

Filing date

1988-09-29

Publication date

1991-03-15

1988-09-29 Application filed by Egyt Gyogyszervegyeszeti Gyar filed Critical Egyt Gyogyszervegyeszeti Gyar

1991-03-15 Publication of CH676849A5 publication Critical patent/CH676849A5/de

Links

150000001875 compounds Chemical class 0.000 claims description 46
238000000034 method Methods 0.000 claims description 19
-1 N- (2,6-dimethyl-phenyl) -N- (2-thienyl-methyl) thiourea Chemical compound 0.000 claims description 16
FKKJJPMGAWGYPN-UHFFFAOYSA-N thiophen-2-ylmethanamine Chemical compound NCC1=CC=CS1 FKKJJPMGAWGYPN-UHFFFAOYSA-N 0.000 claims description 14
OKJOHEAQGOKDDQ-UHFFFAOYSA-N 2-(isothiocyanatomethyl)thiophene Chemical compound S=C=NCC1=CC=CS1 OKJOHEAQGOKDDQ-UHFFFAOYSA-N 0.000 claims description 12
239000012141 concentrate Substances 0.000 claims description 11
238000002360 preparation method Methods 0.000 claims description 10
125000000217 alkyl group Chemical group 0.000 claims description 9
XARZSESQHPGTIA-UHFFFAOYSA-N thiophen-2-ylmethylthiourea Chemical compound NC(=S)NCC1=CC=CS1 XARZSESQHPGTIA-UHFFFAOYSA-N 0.000 claims description 8
239000004480 active ingredient Substances 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
239000001257 hydrogen Substances 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
125000006564 (C4-C8) cycloalkyl group Chemical group 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 4
229910052740 iodine Inorganic materials 0.000 claims description 4
150000002540 isothiocyanates Chemical class 0.000 claims description 4
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
GGSGFYSXUZNZBK-UHFFFAOYSA-N 4-methoxy-n-(thiophen-2-ylmethylcarbamothioyl)benzamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC(=S)NCC1=CC=CS1 GGSGFYSXUZNZBK-UHFFFAOYSA-N 0.000 claims description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
LTAWCHATRSDECJ-UHFFFAOYSA-N n-(thiophen-2-ylmethylcarbamothioyl)benzamide Chemical compound C=1C=CC=CC=1C(=O)NC(=S)NCC1=CC=CS1 LTAWCHATRSDECJ-UHFFFAOYSA-N 0.000 claims description 2
125000001624 naphthyl group Chemical group 0.000 claims description 2
125000004076 pyridyl group Chemical group 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
JWROELOQCWYKLG-UHFFFAOYSA-N 1,1-dicyclohexyl-3-(thiophen-2-ylmethyl)thiourea Chemical compound C1CCCCC1N(C1CCCCC1)C(=S)NCC1=CC=CS1 JWROELOQCWYKLG-UHFFFAOYSA-N 0.000 claims 1
OHIBLLMOWFJKRX-UHFFFAOYSA-N 1-cyclohexyl-3-(thiophen-2-ylmethyl)thiourea Chemical compound C1CCCCC1NC(=S)NCC1=CC=CS1 OHIBLLMOWFJKRX-UHFFFAOYSA-N 0.000 claims 1
239000000203 mixture Substances 0.000 description 22
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
239000011541 reaction mixture Substances 0.000 description 14
239000000047 product Substances 0.000 description 13
241001465754 Metazoa Species 0.000 description 11
230000008018 melting Effects 0.000 description 11
238000002844 melting Methods 0.000 description 11
240000008042 Zea mays Species 0.000 description 10
238000006243 chemical reaction Methods 0.000 description 10
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 9
235000002017 Zea mays subsp mays Nutrition 0.000 description 9
235000005822 corn Nutrition 0.000 description 9
235000013312 flour Nutrition 0.000 description 9
239000003502 gasoline Substances 0.000 description 9
238000003756 stirring Methods 0.000 description 9
PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 8
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 8
239000000126 substance Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
238000009835 boiling Methods 0.000 description 6
239000013078 crystal Substances 0.000 description 6
230000000694 effects Effects 0.000 description 6
229910052500 inorganic mineral Inorganic materials 0.000 description 6
239000011707 mineral Substances 0.000 description 6
235000010755 mineral Nutrition 0.000 description 6
239000000243 solution Substances 0.000 description 6
229940088594 vitamin Drugs 0.000 description 6
229930003231 vitamin Natural products 0.000 description 6
235000013343 vitamin Nutrition 0.000 description 6
239000011782 vitamin Substances 0.000 description 6
235000010469 Glycine max Nutrition 0.000 description 5
241000283903 Ovis aries Species 0.000 description 5
SOIFLUNRINLCBN-UHFFFAOYSA-N ammonium thiocyanate Chemical compound [NH4+].[S-]C#N SOIFLUNRINLCBN-UHFFFAOYSA-N 0.000 description 5
239000003674 animal food additive Substances 0.000 description 5
229960003512 nicotinic acid Drugs 0.000 description 5
235000012424 soybean oil Nutrition 0.000 description 5
239000003549 soybean oil Substances 0.000 description 5
239000011573 trace mineral Substances 0.000 description 5
235000013619 trace mineral Nutrition 0.000 description 5
150000003722 vitamin derivatives Chemical class 0.000 description 5
GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 4
235000019733 Fish meal Nutrition 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
241000209140 Triticum Species 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
239000002253 acid Substances 0.000 description 4
239000001506 calcium phosphate Substances 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
239000004467 fishmeal Substances 0.000 description 4
235000013305 food Nutrition 0.000 description 4
235000012054 meals Nutrition 0.000 description 4
239000002480 mineral oil Substances 0.000 description 4
235000010446 mineral oil Nutrition 0.000 description 4
235000001968 nicotinic acid Nutrition 0.000 description 4
239000011664 nicotinic acid Substances 0.000 description 4
239000000377 silicon dioxide Substances 0.000 description 4
235000012239 silicon dioxide Nutrition 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
239000000080 wetting agent Substances 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
108010001478 Bacitracin Proteins 0.000 description 3
BCZXFFBUYPCTSJ-UHFFFAOYSA-L Calcium propionate Chemical compound [Ca+2].CCC([O-])=O.CCC([O-])=O BCZXFFBUYPCTSJ-UHFFFAOYSA-L 0.000 description 3
235000008733 Citrus aurantifolia Nutrition 0.000 description 3
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
229920002261 Corn starch Polymers 0.000 description 3
241000287828 Gallus gallus Species 0.000 description 3
235000019687 Lamb Nutrition 0.000 description 3
240000004658 Medicago sativa Species 0.000 description 3
235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 3
229920002472 Starch Polymers 0.000 description 3
235000011941 Tilia x europaea Nutrition 0.000 description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
239000003963 antioxidant agent Substances 0.000 description 3
235000006708 antioxidants Nutrition 0.000 description 3
229910000019 calcium carbonate Inorganic materials 0.000 description 3
235000010331 calcium propionate Nutrition 0.000 description 3
239000004330 calcium propionate Substances 0.000 description 3
229910052802 copper Inorganic materials 0.000 description 3
239000010949 copper Substances 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
239000012442 inert solvent Substances 0.000 description 3
229910052742 iron Inorganic materials 0.000 description 3
239000004571 lime Substances 0.000 description 3
239000003921 oil Substances 0.000 description 3
235000019198 oils Nutrition 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
235000019155 vitamin A Nutrition 0.000 description 3
239000011719 vitamin A Substances 0.000 description 3
239000011701 zinc Substances 0.000 description 3
229910052725 zinc Inorganic materials 0.000 description 3
UCRLQOPRDMGYOA-DFTDUNEMSA-L zinc;(4r)-4-[[(2s)-2-[[(4r)-2-[(1s,2s)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carbonyl]amino]-4-methylpentanoyl]amino]-5-[[(2s,3s)-1-[[(3s,6r,9s,12r,15s,18r,21s)-3-(2-amino-2-oxoethyl)-18-(3-aminopropyl)-12-benzyl-15-[(2s)-butan-2-yl]-6-(carbox Chemical compound [Zn+2].C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC([O-])=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2NC=NC=2)C(=O)N[C@H](CC([O-])=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 UCRLQOPRDMGYOA-DFTDUNEMSA-L 0.000 description 3
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
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 2
UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 description 2
ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 description 2
239000001763 2-hydroxyethyl(trimethyl)azanium Substances 0.000 description 2
CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
235000019743 Choline chloride Nutrition 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
240000005979 Hordeum vulgare Species 0.000 description 2
235000007340 Hordeum vulgare Nutrition 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 2
MJVAVZPDRWSRRC-UHFFFAOYSA-N Menadione Chemical compound C1=CC=C2C(=O)C(C)=CC(=O)C2=C1 MJVAVZPDRWSRRC-UHFFFAOYSA-N 0.000 description 2
206010028400 Mutagenic effect Diseases 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
235000019764 Soybean Meal Nutrition 0.000 description 2
241000282887 Suidae Species 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
241001464837 Viridiplantae Species 0.000 description 2
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 2
229930003779 Vitamin B12 Natural products 0.000 description 2
QYSXJUFSXHHAJI-XFEUOLMDSA-N Vitamin D3 Natural products C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C/C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-XFEUOLMDSA-N 0.000 description 2
229930003427 Vitamin E Natural products 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
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 2
230000003078 antioxidant effect Effects 0.000 description 2
PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 2
MDKCFLQDBWCQCV-UHFFFAOYSA-N benzyl isothiocyanate Chemical compound S=C=NCC1=CC=CC=C1 MDKCFLQDBWCQCV-UHFFFAOYSA-N 0.000 description 2
229910000389 calcium phosphate Inorganic materials 0.000 description 2
235000011010 calcium phosphates Nutrition 0.000 description 2
235000013330 chicken meat 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
AGVAZMGAQJOSFJ-WZHZPDAFSA-M cobalt(2+);[(2r,3s,4r,5s)-5-(5,6-dimethylbenzimidazol-1-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] [(2r)-1-[3-[(1r,2r,3r,4z,7s,9z,12s,13s,14z,17s,18s,19r)-2,13,18-tris(2-amino-2-oxoethyl)-7,12,17-tris(3-amino-3-oxopropyl)-3,5,8,8,13,15,18,19-octamethyl-2 Chemical compound [Co+2].N#[C-].[N-]([C@@H]1[C@H](CC(N)=O)[C@@]2(C)CCC(=O)NC[C@@H](C)OP(O)(=O)O[C@H]3[C@H]([C@H](O[C@@H]3CO)N3C4=CC(C)=C(C)C=C4N=C3)O)\C2=C(C)/C([C@H](C\2(C)C)CCC(N)=O)=N/C/2=C\C([C@H]([C@@]/2(CC(N)=O)C)CCC(N)=O)=N\C\2=C(C)/C2=N[C@]1(C)[C@@](C)(CC(N)=O)[C@@H]2CCC(N)=O AGVAZMGAQJOSFJ-WZHZPDAFSA-M 0.000 description 2
239000002285 corn oil Substances 0.000 description 2
235000005687 corn oil Nutrition 0.000 description 2
239000008120 corn starch Substances 0.000 description 2
BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 2
238000001914 filtration Methods 0.000 description 2
WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000011630 iodine Substances 0.000 description 2
229910052748 manganese Inorganic materials 0.000 description 2
239000011572 manganese Substances 0.000 description 2
231100000243 mutagenic effect Toxicity 0.000 description 2
230000003505 mutagenic effect Effects 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
229920001592 potato starch Polymers 0.000 description 2
244000144977 poultry Species 0.000 description 2
235000013594 poultry meat Nutrition 0.000 description 2
239000012429 reaction media Substances 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
235000010199 sorbic acid Nutrition 0.000 description 2
239000004334 sorbic acid Substances 0.000 description 2
229940075582 sorbic acid Drugs 0.000 description 2
239000004455 soybean meal Substances 0.000 description 2
239000008107 starch Substances 0.000 description 2
235000019698 starch Nutrition 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 2
235000019163 vitamin B12 Nutrition 0.000 description 2
239000011715 vitamin B12 Substances 0.000 description 2
QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 2
235000005282 vitamin D3 Nutrition 0.000 description 2
239000011647 vitamin D3 Substances 0.000 description 2
235000019165 vitamin E Nutrition 0.000 description 2
239000011709 vitamin E Substances 0.000 description 2
229940046009 vitamin E Drugs 0.000 description 2
229940045997 vitamin a Drugs 0.000 description 2
229940021056 vitamin d3 Drugs 0.000 description 2
230000004584 weight gain Effects 0.000 description 2
235000019786 weight gain Nutrition 0.000 description 2
235000015099 wheat brans Nutrition 0.000 description 2
WOGITNXCNOTRLK-VOTSOKGWSA-N (e)-3-phenylprop-2-enoyl chloride Chemical compound ClC(=O)\C=C\C1=CC=CC=C1 WOGITNXCNOTRLK-VOTSOKGWSA-N 0.000 description 1
ZAUXSEINZZFHJQ-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-3-(thiophen-2-ylmethyl)thiourea Chemical compound CC1=CC=CC(C)=C1NC(=S)NCC1=CC=CS1 ZAUXSEINZZFHJQ-UHFFFAOYSA-N 0.000 description 1
MGJQDYLEYDAZMM-UHFFFAOYSA-N 1-benzyl-3-(thiophen-2-ylmethyl)thiourea Chemical compound C=1C=CC=CC=1CNC(=S)NCC1=CC=CS1 MGJQDYLEYDAZMM-UHFFFAOYSA-N 0.000 description 1
JBDOSUUXMYMWQH-UHFFFAOYSA-N 1-naphthyl isothiocyanate Chemical compound C1=CC=C2C(N=C=S)=CC=CC2=C1 JBDOSUUXMYMWQH-UHFFFAOYSA-N 0.000 description 1
JVSFQJZRHXAUGT-UHFFFAOYSA-N 2,2-dimethylpropanoyl chloride Chemical compound CC(C)(C)C(Cl)=O JVSFQJZRHXAUGT-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
229940018563 3-aminophenol Drugs 0.000 description 1
ORLGLBZRQYOWNA-UHFFFAOYSA-N 4-methylpyridin-2-amine Chemical compound CC1=CC=NC(N)=C1 ORLGLBZRQYOWNA-UHFFFAOYSA-N 0.000 description 1
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AUNGANRZJHBGPY-UHFFFAOYSA-N D-Lyxoflavin Natural products OCC(O)C(O)C(O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-UHFFFAOYSA-N 0.000 description 1
MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
235000019739 Dicalciumphosphate Nutrition 0.000 description 1
XBPCUCUWBYBCDP-UHFFFAOYSA-N Dicyclohexylamine Chemical compound C1CCCCC1NC1CCCCC1 XBPCUCUWBYBCDP-UHFFFAOYSA-N 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
244000068988 Glycine max Species 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
QAADZYUXQLUXFX-UHFFFAOYSA-N N-phenylmethylthioformamide Natural products S=CNCC1=CC=CC=C1 QAADZYUXQLUXFX-UHFFFAOYSA-N 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241001494479 Pecora Species 0.000 description 1
BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 1
AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 1
241000282849 Ruminantia Species 0.000 description 1
240000004808 Saccharomyces cerevisiae Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
229930003471 Vitamin B2 Natural products 0.000 description 1
229930003537 Vitamin B3 Natural products 0.000 description 1
239000013543 active substance Substances 0.000 description 1
230000010933 acylation Effects 0.000 description 1
238000005917 acylation reaction Methods 0.000 description 1
125000005011 alkyl ether group Chemical group 0.000 description 1
229950011175 aminopicoline Drugs 0.000 description 1
238000003975 animal breeding Methods 0.000 description 1
MXMOTZIXVICDSD-UHFFFAOYSA-N anisoyl chloride Chemical compound COC1=CC=C(C(Cl)=O)C=C1 MXMOTZIXVICDSD-UHFFFAOYSA-N 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
235000010323 ascorbic acid Nutrition 0.000 description 1
229960005070 ascorbic acid Drugs 0.000 description 1
239000011668 ascorbic acid Substances 0.000 description 1
238000000889 atomisation Methods 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
230000003115 biocidal effect Effects 0.000 description 1
229940036811 bone meal Drugs 0.000 description 1
239000002374 bone meal Substances 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
YYRMJZQKEFZXMX-UHFFFAOYSA-L calcium bis(dihydrogenphosphate) Chemical compound [Ca+2].OP(O)([O-])=O.OP(O)([O-])=O YYRMJZQKEFZXMX-UHFFFAOYSA-L 0.000 description 1
FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
150000001805 chlorine compounds Chemical class 0.000 description 1
229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
229940038472 dicalcium phosphate Drugs 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
IDAGXRIGDWCIET-SDFKWCIISA-L disodium;(2s,3s,4s,5r)-2,3,4,5-tetrahydroxyhexanedioate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O IDAGXRIGDWCIET-SDFKWCIISA-L 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
DDRPCXLAQZKBJP-UHFFFAOYSA-N furfurylamine Chemical compound NCC1=CC=CO1 DDRPCXLAQZKBJP-UHFFFAOYSA-N 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000000265 homogenisation Methods 0.000 description 1
150000002430 hydrocarbons Chemical group 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
MZSJGCPBOVTKHR-UHFFFAOYSA-N isothiocyanatocyclohexane Chemical compound S=C=NC1CCCCC1 MZSJGCPBOVTKHR-UHFFFAOYSA-N 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
125000005394 methallyl group Chemical group 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
235000013336 milk Nutrition 0.000 description 1
239000008267 milk Substances 0.000 description 1
210000004080 milk Anatomy 0.000 description 1
229910000150 monocalcium phosphate Inorganic materials 0.000 description 1
235000019691 monocalcium phosphate Nutrition 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
DFPAKSUCGFBDDF-UHFFFAOYSA-N nicotinic acid amide Natural products NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 1
231100000252 nontoxic Toxicity 0.000 description 1
230000003000 nontoxic effect Effects 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
125000003884 phenylalkyl group Chemical group 0.000 description 1
235000015277 pork Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
238000010992 reflux Methods 0.000 description 1
229960002477 riboflavin Drugs 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
150000003585 thioureas Chemical class 0.000 description 1
235000019164 vitamin B2 Nutrition 0.000 description 1
239000011716 vitamin B2 Substances 0.000 description 1
235000019160 vitamin B3 Nutrition 0.000 description 1
239000011708 vitamin B3 Substances 0.000 description 1
235000012711 vitamin K3 Nutrition 0.000 description 1
239000011652 vitamin K3 Substances 0.000 description 1
238000004260 weight control Methods 0.000 description 1
229940100445 wheat starch Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
- 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
- A23K20/121—Heterocyclic compounds containing oxygen or sulfur as hetero atom
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
General Chemical & Material Sciences (AREA)
Animal Husbandry (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
Chemical Kinetics & Catalysis (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Zoology (AREA)
Bioinformatics & Cheminformatics (AREA)
Food Science & Technology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Fodder In General (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)

CH3625/88A 1987-10-02 1988-09-29 CH676849A5 (el)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
HU874437A HU202516B (en)	1987-10-02	1987-10-02	Process for producing (2-thenyl)-thiourea derivatives and yield increasing agents comprising such compounds

Publications (1)

Publication Number	Publication Date
CH676849A5 true CH676849A5 (el)	1991-03-15

Family

ID=10967957

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH3625/88A CH676849A5 (el)	1987-10-02	1988-09-29

Country Status (19)

Country	Link
JP (1)	JPH01156975A (el)
KR (1)	KR890006612A (el)
AU (1)	AU607811B2 (el)
BE (1)	BE1003234A4 (el)
CH (1)	CH676849A5 (el)
DD (1)	DD282914A5 (el)
DE (1)	DE3833603A1 (el)
DK (1)	DK549788A (el)
ES (1)	ES2012122A6 (el)
FR (1)	FR2621315A1 (el)
GB (1)	GB2210616B (el)
HU (1)	HU202516B (el)
IL (1)	IL87874A0 (el)
IT (1)	IT1226862B (el)
NL (1)	NL8802406A (el)
PL (3)	PL151836B1 (el)
RU (1)	RU1792415C (el)
SU (2)	SU1709909A3 (el)
YU (3)	YU182188A (el)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NO20093460A1 (no) *	2009-12-02	2011-06-03	Ewos Innovation As	Fôrsammensetning til fisk inneholdende en semiokjemisk maskeringsforbindelse samt anvendelse av forbindelsen.

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL277326A (el) *	1963-05-31
US4267191A (en) *	1980-05-21	1981-05-12	American Cyanamid Company	Process for enhancing growth promotion in animals
US4313885A (en) *	1980-05-21	1982-02-02	American Cyanamid Company	Furfuryl thiourea compounds
JP2581556B2 (ja) *	1986-05-06	1997-02-12	メレルダウファーマスーティカルズインコーポレーテッド	新規なドパミンベ−タヒドロキシラ−ゼ抑制剤
DE3703963A1 (de) *	1987-02-10	1988-08-18	Hoechst Ag	Pyridin-2,4- und 2,,5-dicarbonsaeure-derivate, verfahren zu ihrer herstellung, verwendung derselben, sowie arzneimittel auf basis dieser verbindungen

1987
- 1987-10-02 HU HU874437A patent/HU202516B/hu not_active IP Right Cessation
1988
- 1988-09-29 IL IL87874A patent/IL87874A0/xx unknown
- 1988-09-29 YU YU01821/88A patent/YU182188A/xx unknown
- 1988-09-29 CH CH3625/88A patent/CH676849A5/de not_active IP Right Cessation
- 1988-09-30 PL PL1988277628A patent/PL151836B1/pl unknown
- 1988-09-30 RU SU884356919A patent/RU1792415C/ru active
- 1988-09-30 NL NL8802406A patent/NL8802406A/nl unknown
- 1988-09-30 PL PL1988274988A patent/PL151572B1/pl unknown
- 1988-09-30 ES ES8802966A patent/ES2012122A6/es not_active Expired - Lifetime
- 1988-09-30 FR FR8812802A patent/FR2621315A1/fr not_active Withdrawn
- 1988-09-30 GB GB8823012A patent/GB2210616B/en not_active Expired - Lifetime
- 1988-09-30 DD DD88320334A patent/DD282914A5/de not_active IP Right Cessation
- 1988-09-30 AU AU23329/88A patent/AU607811B2/en not_active Ceased
- 1988-09-30 KR KR1019880012758A patent/KR890006612A/ko not_active Application Discontinuation
- 1988-09-30 DK DK549788A patent/DK549788A/da not_active Application Discontinuation
- 1988-09-30 BE BE8801119A patent/BE1003234A4/fr not_active IP Right Cessation
- 1988-09-30 JP JP63244723A patent/JPH01156975A/ja active Pending
- 1988-09-30 PL PL1988277629A patent/PL151837B1/pl unknown
- 1988-09-30 IT IT8822147A patent/IT1226862B/it active
- 1988-10-03 DE DE3833603A patent/DE3833603A1/de not_active Withdrawn
1989
- 1989-04-18 SU SU894613916A patent/SU1709909A3/ru active
- 1989-04-18 SU SU894613899A patent/SU1739847A3/ru active
1990
- 1990-02-05 YU YU00204/90A patent/YU20490A/xx unknown
- 1990-02-05 YU YU00205/90A patent/YU20590A/xx unknown

Also Published As

Publication number	Publication date
JPH01156975A (ja)	1989-06-20
HU202516B (en)	1991-03-28
DK549788A (da)	1989-04-03
DE3833603A1 (de)	1989-04-13
PL274988A1 (en)	1989-06-12
NL8802406A (nl)	1989-05-01
PL151837B1 (en)	1990-10-31
YU20590A (en)	1990-06-30
RU1792415C (ru)	1993-01-30
AU2332988A (en)	1989-04-06
PL277629A1 (en)	1989-08-21
DK549788D0 (da)	1988-09-30
YU182188A (en)	1990-06-30
SU1709909A3 (ru)	1992-01-30
GB2210616B (en)	1991-03-27
YU20490A (en)	1990-06-30
AU607811B2 (en)	1991-03-14
HUT48879A (en)	1989-07-28
FR2621315A1 (fr)	1989-04-07
IL87874A0 (en)	1989-03-31
BE1003234A4 (fr)	1992-02-04
PL151836B1 (en)	1990-10-31
KR890006612A (ko)	1989-06-14
GB2210616A (en)	1989-06-14
PL277628A1 (en)	1989-08-21
SU1739847A3 (ru)	1992-06-07
ES2012122A6 (es)	1990-03-01
IT1226862B (it)	1991-02-19
GB8823012D0 (en)	1988-11-09
PL151572B1 (en)	1990-09-28
IT8822147A0 (it)	1988-09-30
DD282914A5 (de)	1990-09-26

Publication	Publication Date	Title
DE2953334C1 (de)	1984-04-19	3-(2,2,2-Trimethylhydrazinium)propionat,Verfahren zu dessen Herstellung und Futtermittel,welche dieses enthalten
EP0202538B1 (de)	1988-12-28	Leistungsfördernde Mittel
DE2432799C2 (de)	1986-01-02	7-substituierte 5-Methyl-isoflavone, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Metabolica
DE1443560A1 (de)	1968-10-31	Neue Praeparate,enthaltend Carbanilide
DE2125245C3 (de)	1979-11-15	Isoflavone und Verfahren zu deren Herstellung
DE3121977A1 (de)	1982-04-15	(chinoxalin-2-yl-1,4-dioxyd)-(aethen-1'-yl)-ketone, verfahren zu ihrer herstellung und diese verbindungenenthaltende arzneimittel sowie beifuttermittel, futtermittelkonzentrate und futtermittel
DE1568012A1 (de)	1970-02-05	Neue Carbaminsaeure-und Thiocarbaminsaeureester
DE2835936C3 (de)	1980-10-23	Futtermittel für Haustiere mit einem festen oder flüssigen Träger und einem Antibiotikum
WO1989010701A1 (en)	1989-11-16	Substances based on uracil-derivates for stimulating growth and reducing fat in animals
DE3316317C2 (el)	1989-11-30
CH676849A5 (el)	1991-03-15
CH659244A5 (de)	1987-01-15	Carbazinsaeurederivate, verfahren zur herstellung derselben und diese verbindungen enthaltende beifuttermittel.
DE69110846T2 (de)	1995-11-16	1 oder mehrere N-[Phenyl-(thioxomethyl)]-morpholinderivat(e) enthaltende Zusammensetzungen und ihre Verwendung.
DE2801412A1 (de)	1978-07-20	1,4-dioxo- und 4-oxo-chinoxalin-2- carboxaldehyd-sulfonylhydrazone und bestimmte derivate hiervon
DE3121978C2 (el)	1987-06-19
EP0154923A2 (de)	1985-09-18	Monosilylierte Aminophenylethylamin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung zur Wachstumsförderung
DE2009222C3 (de)	1980-01-24	Neue Nitrofurfuryliden-methylchinolyl-harnstoff-Derivate
EP0073390B1 (de)	1986-06-04	Wirkstoffkombination aus Kitasamycin und Chinoxalin-di-N-oxiden
CH667453A5 (de)	1988-10-14	Carbazinsaeurederivate.
AT387890B (de)	1989-03-28	Beifuttermittel, futtermittelkonzentrate und futtermittel
DE2755063A1 (de)	1978-06-22	Verfahren zur foerderung des wachstums und verbesserung der futterausnutzung bei tieren
EP0225600A2 (de)	1987-06-16	Verfahren zur Leistungsförderung bei Nutztieren, neue Aminophenylethylamin-Derivate und ihre Herstellung
DE3543636A1 (de)	1987-06-19	Neue aminophenylethylamin-derivate, verfahren zu ihrer herstellung sowie ihre verwendung zur leistungsfoerderung
EP0216290A2 (de)	1987-04-01	Verwendung von Thienylaminen als leistungsfördernde Mittel, neues Thienylamin
AT234495B (de)	1964-07-10	Futtermittel

Legal Events

Date	Code	Title	Description
1993-05-28	PL	Patent ceased
2024-10-31	PL	Patent ceased