WO1989010701A1 - 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 animaux Download PDF

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Publication number
WO1989010701A1
WO1989010701A1 PCT/EP1989/000477 EP8900477W WO8910701A1 WO 1989010701 A1 WO1989010701 A1 WO 1989010701A1 EP 8900477 W EP8900477 W EP 8900477W WO 8910701 A1 WO8910701 A1 WO 8910701A1
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WIPO (PCT)
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group
substituted
alkyl
phenyl
radical
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PCT/EP1989/000477
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German (de)
English (en)
Inventor
Klaus Euler
Peter Lechtken
Lothar Franz
Peter Paul Hoppe
Franz-Josef Schoener
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Basf Aktiengesellschaft
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Publication of WO1989010701A1 publication Critical patent/WO1989010701A1/fr

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    • 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.

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.
PCT/EP1989/000477 1988-05-05 1989-04-29 Produits a base de derives d'uracil pour stimuler la croissance et reduire la graisse chez les animaux WO1989010701A1 (fr)

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Application Number Priority Date Filing Date Title
DEP3815344.0 1988-05-05
DE3815344 1988-05-05

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WO1989010701A1 true WO1989010701A1 (fr) 1989-11-16

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US8084605B2 (en) 2006-11-29 2011-12-27 Kelly Ron C 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
US8119800B2 (en) 2007-12-21 2012-02-21 Korea Research Institute Of Chemical Technology Processes for preparing HIV reverse transcriptase inhibitors
US8222411B2 (en) 2005-09-16 2012-07-17 Takeda Pharmaceutical Company Limited Dipeptidyl peptidase inhibitors
US8334295B2 (en) 2007-06-29 2012-12-18 Korea Research Institute Of Chemical Technology Pyrimidine derivatives as HIV reverse transcriptase inhibitors
US8354421B2 (en) 2007-06-29 2013-01-15 Korea Research Insitute Of Chemical Technology HIV reverse transcriptase inhibitors
US8835449B2 (en) 2011-11-11 2014-09-16 Pfizer Inc. 2-thiopyrimidinones
US8906901B2 (en) 2005-09-14 2014-12-09 Takeda Pharmaceutical Company Limited Administration of dipeptidyl peptidase inhibitors
US9771332B2 (en) 2015-05-05 2017-09-26 Pfizer Inc. 2-thiopyrimidinones

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US8906901B2 (en) 2005-09-14 2014-12-09 Takeda Pharmaceutical Company Limited Administration of dipeptidyl peptidase inhibitors
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US8084605B2 (en) 2006-11-29 2011-12-27 Kelly Ron C 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
US8334295B2 (en) 2007-06-29 2012-12-18 Korea Research Institute Of Chemical Technology Pyrimidine derivatives as HIV reverse transcriptase inhibitors
US8354421B2 (en) 2007-06-29 2013-01-15 Korea Research Insitute Of Chemical Technology HIV reverse transcriptase inhibitors
US8119800B2 (en) 2007-12-21 2012-02-21 Korea Research Institute Of Chemical Technology Processes for preparing HIV reverse transcriptase inhibitors
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US8841314B2 (en) 2011-11-11 2014-09-23 Pfizer Inc. 2-Thiopyrimidinones
US9399626B2 (en) 2011-11-11 2016-07-26 Pfizer Inc. 2-thiopyrimidinones
US9873673B2 (en) 2011-11-11 2018-01-23 Pfizer Inc. 2-thiopyrimidinones
US9771332B2 (en) 2015-05-05 2017-09-26 Pfizer Inc. 2-thiopyrimidinones

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