CS270450B2 - Feed-stuffs admixture - Google Patents

Abstract

3-Acylcarbazate esters of formula ACONHNHCOOR (I) and their acid-addn. salts are new, where: A=3-10C alkyl, 3-10C alkenyl, 2-10C haloalkyl, CF3, phenyl(1-3C)alkyl, phenyl(2-3C)alkenyl, naphthyl(1-3C)alkyl, phenyl(opt. substd. by 1-4C alkyl, halogen, 1-4C alkoxy and/or OH), (3-7C)cycloalkyl(1-3C)alkyl, nitrofuryl, diphenylhydroxymethyl, or indazolyl opt. mono- or polysubstd. by alkoxy; R=1-4C alkyl; provided that A is not t-Bu when R=Et. Animal feeds or animal feed supplements or concentrates contg. cpds. (I), including (I; A=t-Bu, R=Et), are also new.

Description

The invention relates to feed additives and finished feeds containing new carbazetes which increase weight gains and improve the use of pet food.

DOS 1,818,020 discloses ethyl 2,2-dimethylpropionylcarbazates, but it is not disclosed that these compounds increase weight gains.

The present invention relates to a feed additive or feed for direct use, characterized in that it contains from 0.001 to 85% by weight of a compound of the formula I as active substance.

A-C-NH-NH-C-OR (I)

II И.

where *

And C ^ alkyl, C ^ alkenyl, _C2 _iQhalogenalkyl, trifluoromethyl, phenyl-C ^ alkyl, _phenyl-C2 ^ alkenyl, naphthyl-C ^^^ alkyl; phenyl optionally substituted with one or more identical or different substituents selected from the group consisting of C 1-4 alkyl, halogen, C 1-4 alkoxy and hydroxyl; C 1-4 -cycloalkyl-C 1-4 -alkyl; furyl optionally substituted with nitro; diphenylhydroxymethyl or indazolyl optionally substituted with one or more C 1-4 alkoxy groups and

With the proviso that when R is ethyl, A is other than tert-butyl, or their acid addition salts, in admixture with a suitable inert solid or liquid carrier or diluent, and optionally other additives or auxiliaries.

In the compounds of formula I, R is preferably methyl. In preferred compounds of formula (I), A is methyl-C1-C6-alkyl.

The term alkyl as used herein refers to straight or branched saturated aliphatic groups having the specified number of carbon atoms, for example n-propyl, n-butyl, tert-butyl, n-hexyl, etc. carbon atoms such as methoxy, ethoxy, isopropoxy, etc. The phenyl-C 1-4 alkyl may preferably be benzyl or O-phenylethyl. while phenyl-C _2-alkenyl group may be preferably a 2-phenylvinyl. Preferred _C2-10 haloalkyl groups may be, for example, 2-chloroethyl, 2-bromoethyl and 3-chloropropyl. The term halogen represents fluorine, bromine, chlorine and iodine atoms.

The phenyl group may optionally carry one or more identical or different substituents, for example 2-chloro, 3-chloro, 4-chloro, 2-bromo, 3-iodo, 2-hydroxy-, 4-hydroxy- and the like. 3,4, 5-trimethoxyphenyl, etc. The C 1-4 cycloalkyl-C 1-4 alkyl group may preferably be cyclohexylethyl. ·

The acid addition salts of the compounds of formula I may be formed with biologically acceptable inorganic or organic acids, for example mineral acids such as hydrochloric acid, hydrobromic acid, hydroiodic acid, sulfuric acid, etc., or with organic acids such as tartaric acid , succinic acid, citric acid, lactic acid, malic acid, fumaric acid, maleic acid, p-toluenesulfonic acid, etc.

A particularly preferred embodiment of the compounds of formula (I) is methyl 3- (1-phenylpropionyl) carbazate.

CS 270 450 B2

Other preferred compounds of formula I are the following derivatives: methyl 3- (3'-chloropropionyl) carbazate, methyl 3- (phenylacetyl) carbazate, methyl 3- (β-cyclohexylpropionyl) carbazate, and methyl 3- (1-naphthylacetyl) ) carbazate.

The compounds of formula I have the valuable effect of increasing weight gains, accompanied by a significant increase in feed utilization in domestic animals, particularly pigs, poultry and ruminants, especially lambs.

The effect of weight gain on the compounds of formula I is illustrated by the following test, the results of which are summarized in Table 1. The test was performed on lambs, fed for 40 days and the test compound was administered at a dose of 50 mg / kg. Results are mean values from three experiments. The table shows the increase in weight gain and feed utilization value. Methyl 3- (B-phenylpropionyl) carbazate was used as the test compound. ·

Table 1

Values untreated methyl-3- (O-phenylpropionyl) control carbazate. average starting weight, kg. 16.3 16.3 average final weight, kg 27.2 29.5 average daily weight gain, g 270 330 average daily weight gain, relative to control,% 100 ALIGN! 122.2 average daily food consumption, g 1097 950 use of feed, kg 4.2 3.3 use of feed relative to control,% 100 ALIGN! 78.6

From the above data, it is apparent that the weight gains of the animals fed the feed containing the compounds of the general formula významně are significantly higher than those of the control group. At the same time, the same weight gains can be achieved with a significantly reduced amount of feed if the feed contains a compound of Formula I. This is evidence of improved food utilization.

Any carrier or diluent used in the feed additive or finished feed of the present invention may be any plant or animal substance applicable in the feed industry or as a feed. For example, wheat, rice, maize, soybeans, alfalfa, barley, oats, rye in suitable form, such as meal, grits, flour, bran, etc., fish meal, bone meal or mixtures thereof may be used. Advantageously, a high protein-free green vegetable feed concentrate such as VEPEX ^R may be used.

As additives, for example, silicic acid, wetting agents, antioxidants, starch, dicalcium phosphate, calcium carbonate, sorbic acid, etc. can be used. As wetting agents, for example, non-toxic oils, preferably soybean oil, corn oil or mineral oil can be used. Various alkylene glycols can also be used as wetting agents. The starch used may be wheat, corn or potato starch.

CS 270 450 B2

The feed additives and concentrates may contain conventional vitamins, for example vitamin

N, Bp B ₂ , Bj, B ₆ , B ₁₂ , E, K, as well as trace elements such as Mn, Fe, Zn, Cu, J.

The active ingredient content of the preparations according to the invention may vary within wide limits. The feed additives and concentrates may contain about 5 to 80% by weight, preferably about 10 to 80% by weight of the active ingredient of the formula I. The active ingredient content of the ready-to-use animal feed may be about 1 to 400 ppm, preferably about 10 to 100 ppm. ppm.

The feed additives and concentrates shall be diluted with suitable feed ingredients or incorporated into a suitable animal feed to produce an animal feed suitable for direct consumption.

The feeds of the present invention can be used to increase weight gain and improve feed utilization by various domestic animals such as pigs, sheep, cattle and poultry, especially pigs.

The following examples illustrate the invention in more detail without limiting it.

Example 1.

A pig supplement premix is prepared from the following ingredients:

Folders amount vitamin A 3 000 000 IU vitamin Dj 600 000 IU vitamin E 4 000 IU vitamin Kj 400 mg vitamin 8 ^ 600 mg vitamin B ₂ 800 mg vitamin Bj 2000 mg vitamin B ^ 800 mg Vitamin B ₁₂ 10 mg niacin 4000 mg choline chloride · 60,000 mg methyl 3- (Q-phenylpropionyl) carbazate as active ingredient 10,000 mg butylhydroxytoluene as an antioxidant . 30,000 mg flavor additives 8,000 mg sodium saccharate 30,000 mg trace elements: Qty Θ 000 mg Fe 30,000 mg Zn 20,000 mg. Cu 6000 mg J 100 mg twice ground bran into 1 000 g.

This premix of vitamins and trace elements is mixed with the feed stock at a concentration of 0.5 kg per 100 kg.

Example 2

The premix for supplementary feed for piglets shall be prepared from the following ingredients:.

Ingredients amount vitamin A 1 200 000 IU

Vitamin O-300,000 IU

CS 270 450 B2

Quantity components

vitamin В 2 000 IU vitamin B ₂ 600 mg vitamin Bj 2000 mg Vitamin B | 2 5 mg niacin 3000 mg choline chloride 40,000 mg methyl 3- (O-phenylpropionyl) carbazate as active ingredient 10,000 mg butylhydroxytoluene as an antioxidant 30,000 mg trace elements: Qty 6000 mg Fe 10,000 mg Zn 15,000 mg Cu 30,000 mg J 100 mg twice ground bran into 1 000 g. This premix of vitamins and trace elements is added to the basic feed in an amount 0.5 kg per 100 kg. Example 3 0.5 kg of the premix described in Example 1 is mixed with 100.0 kg of the basic feed according to the composition: Folders quantity, kg maize 37.6 barley 25.4 wheat 6.0 oat 5.0 soybeans 13.0 fish meal 6.0 bran 2.4 powdered fat 1.5 mineral premix ⁴ i, o lime (feed quality) 1.0 Sodium chloride (feed quality) 0.5 biolysin 0.1 the premix of Example 1 0.5 total weight: 100.0 kg Content of active substance in the resulting feed for pigs is 50 ppm. ^x Mineral premix composition is following; Folders quantity, kg dicalciumphostate 55.0 monocalcium phosphate 40.0 calcium carbonate 5.0

CS 270 450 B2

Example 4 ’

0.5 kg of the premix of Example 2 was mixed with 100.0 kg of the following feed

Ingredients: Folders quantity, kg maize _t 25.0 wheat 34.0 extracted soybeans 18.0 milk powder 9.9 fish meal 4.0 yeast (feed quality) 2,0 fat powder 3.4 a mineral premix according to Example 3 1,8 lime (feed quality) 1.0 sodium chloride (feed quality) 0.4 the premix of Example 2 0.5 total weight: 100.0 kg

The active ingredient content of the resulting piglet feed is 50 ppm.

Example 5

Add 400 kg of pre-ground soya bean meal to the mix, adding with stirring

3.1 kg of soybean oil and blend until the solids are covered with oil. 9.1 kg of methyl 3- (O-phenylpropionyl) carbazate as active substance are then added and mixed until a homogeneous mixture is obtained. Finally, 9.0 kg of soybean oil is added and the mixture is again homogenized. ¹

Example 6

To 40 kg of cornmeal was added 0.5 kg of methyl 3- (O-phenylpropionyl carbazate) with stirring while 3.0 kg of propylene glycol was sprayed into the mixture.

1.4 kg of dicalcium phosphate and the mixture was homogenized. .

Example 7 kg of alfalfa meal and 15 kg of VEPEX are stirred for 20 hours, then 1 kg of corn oil is sprayed into the mixture and spraying is continued at the same rate during the introduction of the following ingredients: 2.5 kg of methyl 3- (O-phenylpropionyl) carbazate 10 kg of corn starch, 2.5 kg of the above-mentioned active substance, 0.5 kg of silica, 0.6 kg of azoic acid, 9 kg of corn starch and 2.5 kg of the above-mentioned active substance. The mixture was then stirred for an additional 5 minutes.

Example 8

The procedure of Example 5 was repeated except that butylene glycol was used as a wetting agent instead of soybean oil.

Example 9.

A) 3.5 kg of potato starch are mixed with 2.9 kg of methyl 3- (O-phenylpropionyl) carbazate. 0.05 kg of mineral oil, then 0.2 kg of sorbic acid, 0.4 kg of silica and 0.1 kg of calcium propionate are sprayed onto the mixture and the mixture is further stirred for 2 minutes.

CS 270 450 B2

В) Mix 4.2 kg of fish meal and 22 kg of rye bran, spray 0.6 kg of mineral oil, then 4 kg of the mixture prepared in A), 10 kg of corn meal, 4 kg of the mixture prepared in A) and 9 kg of corn meal is incorporated into the mixture with stirring. Finally, 0.6 kg of mineral oil is sprayed into the mixture.

Example 10

100 kg of wheat bran, 10 kg of methyl 3- (1-phenylpropionyl) carbazate as active substance,

2.5 kg of calcium carbonate, 0.15 kg of tok-tocopherol and 0.4 kg of calcium propionate are homogenized with 4 kg of propylene glycol.

EXAMPLE 11 kg of soya bean meal and 0.6 kg of methyl 3- (O-phenylpropionyl carbazate) are homogenized with 2.5 kg of butylene glycol.

EXAMPLE 12 kg of soybean meal, 6 kg of methyl 3 ₇ (0-fenylpropionyDkarbazátu as active agent, 0.5 kg of silicon dioxide and 0.2 kg of calcium propionate are homogenized with 1.6 kg of soybean oil.

Claims (3)

SUBJECT OF THE INVENTION Feed additive for direct use, characterized in that it contains from 0.001 to *5% by weight of a compound of the formula I as active substance, A - C - NH - NH - C - 0R П 1 / 0 0 (I) where is А igalkyl C ^^ alkenyl, C ^^ ghalOgenalkyl, trifluoromethyl, phenyl-C ^ alkyl, phenyl-C 2 _- jalkenyl, naphthyl-C ^^^ alkyl; phenyl optionally substituted with one or more identical or different substituents selected from the group consisting of C 1-4 alkyl, halogen, C 1-4 alkoxy and hydroxyl; C 1-6 cycloalkyl-C 1-6 alkyl; furyl optionally substituted with nitro; diphenylhydroxymethyl or indazolyl optionally substituted with one or more C 1-4 alkoxy groups and R 1 is alkyl, provided that when R is ethyl, A is other than tert-butyl, or acid addition salts thereof, in admixture with an inert solid or liquid carrier or diluent, and optionally other additives or auxiliaries. Feed additive according to claim 1, characterized in that it contains methyl-3- (O-phenylpropionium carbamate) as the active ingredient. Feed for direct use according to claim 1 or 2, characterized in that it contains conventional feed for animals of natural or animal origin, preferably wheat, barley, CS 270 450 B2 maize, soya beans, oats, rye or alfalfa in the form of scrap, groats, meal or bran, or fish meal, meat meal or bone meal or mixtures thereof.