IE51504B1 - Zootechnic and/or veterinary compositions - Google Patents
Zootechnic and/or veterinary compositionsInfo
- Publication number
- IE51504B1 IE51504B1 IE1901/81A IE190181A IE51504B1 IE 51504 B1 IE51504 B1 IE 51504B1 IE 1901/81 A IE1901/81 A IE 1901/81A IE 190181 A IE190181 A IE 190181A IE 51504 B1 IE51504 B1 IE 51504B1
- Authority
- IE
- Ireland
- Prior art keywords
- carbon atoms
- composition
- radical
- composition according
- compositions
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 64
- 150000003431 steroids Chemical class 0.000 claims abstract description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
- FPQFYIAXQDXNOR-QDKLYSGJSA-N alpha-Zearalenol Chemical compound O=C1O[C@@H](C)CCC[C@H](O)CCC\C=C\C2=CC(O)=CC(O)=C21 FPQFYIAXQDXNOR-QDKLYSGJSA-N 0.000 claims abstract description 15
- 229960002300 zeranol Drugs 0.000 claims abstract description 15
- 241000282887 Suidae Species 0.000 claims abstract description 10
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- -1 alkyl radical Chemical class 0.000 claims description 21
- 241001465754 Metazoa Species 0.000 claims description 20
- 239000007943 implant Substances 0.000 claims description 18
- 150000001875 compounds Chemical class 0.000 claims description 11
- FUFLCEKSBBHCMO-UHFFFAOYSA-N 11-dehydrocorticosterone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)C(=O)CO)C4C3CCC2=C1 FUFLCEKSBBHCMO-UHFFFAOYSA-N 0.000 claims description 7
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 claims description 7
- MFYSYFVPBJMHGN-UHFFFAOYSA-N Cortisone Natural products O=C1CCC2(C)C3C(=O)CC(C)(C(CC4)(O)C(=O)CO)C4C3CCC2=C1 MFYSYFVPBJMHGN-UHFFFAOYSA-N 0.000 claims description 7
- 229960004544 cortisone Drugs 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 6
- 241000283690 Bos taurus Species 0.000 claims description 5
- 230000003110 anti-inflammatory effect Effects 0.000 claims description 4
- 230000000384 rearing effect Effects 0.000 claims description 3
- 241001494479 Pecora Species 0.000 claims description 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
- 244000144977 poultry Species 0.000 claims description 2
- 230000037396 body weight Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 7
- 238000003307 slaughter Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- YVHAIVPPUIZFBA-UHFFFAOYSA-N Cyclopentylacetic acid Chemical group OC(=O)CC1CCCC1 YVHAIVPPUIZFBA-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 230000001195 anabolic effect Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- LJOODBDWMQKMFB-UHFFFAOYSA-N cyclohexylacetic acid Chemical compound OC(=O)CC1CCCCC1 LJOODBDWMQKMFB-UHFFFAOYSA-N 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical group 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 2
- MPQOWLNEPUIIBZ-SQNIBIBYSA-N (8s,13s,14s)-13-methyl-1,2,3,6,7,8,14,15,16,17-decahydrocyclopenta[a]phenanthrene Chemical compound C1CC2=CCCCC2=C2[C@@H]1[C@@H]1CCC[C@@]1(C)C=C2 MPQOWLNEPUIIBZ-SQNIBIBYSA-N 0.000 description 1
- KTOQRRDVVIDEAA-UHFFFAOYSA-N 2-methylpropane Chemical compound [CH2]C(C)C KTOQRRDVVIDEAA-UHFFFAOYSA-N 0.000 description 1
- ZRPLANDPDWYOMZ-UHFFFAOYSA-N 3-cyclopentylpropionic acid Chemical group OC(=O)CCC1CCCC1 ZRPLANDPDWYOMZ-UHFFFAOYSA-N 0.000 description 1
- XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 206010006895 Cachexia Diseases 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 208000035473 Communicable disease Diseases 0.000 description 1
- 241000282414 Homo sapiens Species 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 230000003190 augmentative effect Effects 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 210000001217 buttock Anatomy 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
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- HJZLEGIHUQOJBA-UHFFFAOYSA-N cyclohexane propionic acid Chemical compound OC(=O)CCC1CCCCC1 HJZLEGIHUQOJBA-UHFFFAOYSA-N 0.000 description 1
- 210000004207 dermis Anatomy 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 208000026500 emaciation Diseases 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 230000002458 infectious effect Effects 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 210000003205 muscle Anatomy 0.000 description 1
- 208000019180 nutritional disease Diseases 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 206010033675 panniculitis Diseases 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000009103 reabsorption Effects 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 210000004304 subcutaneous tissue Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 229940115220 zeranol 12 mg Drugs 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/565—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Steroid Compounds (AREA)
- Fodder In General (AREA)
Abstract
The present invention provides zootechnic and/or veterinary compositions which afford excellent results with the growth of pigs, in particular with respect to gain in weight. The compositions of the invention comprise from 10 to 50 mg of zeranol and from 5 to 50 mg of a steroid of the general formula: wherein R represents an alkyl radical of from 1 to 3 carbon atoms and X represents a hydrogen atom, an acyl radical of from 1 to 18 carbon atoms, a saturated or unsaturated hydrocarbyl radical of from 1 to 6 carbon atoms, or a saturated or unsaturated hydrocarboxyhydrocarbyl radical of from 2 to 5 carbon atoms.
Description
The present invention relates to zootechnic and/or veterinary compositions, and in particular to compositions containing zeranol and a steroid.
In our co-pending Application Ko.
34-3/78 there are described and claimed zootechnic and/or veterinary compositions comprising zeranol and a steroid of the general formular
wherein R represents an alkyl radical containing from 1 to 3 carbon atoms and X represents a hydrogen atom, an acyl radical of from 1 to 18 carbon atoms, a saturated or unsaturated hydrocarbyl radical of from 1 to 6 carbon atoms or a saturated or unsaturated hydrocarboxyhydrocarbyl radical of from 2 to t carbon atoms, optionally together with one or more substances included to improve the reabsorption characteristics of the compositions, in particular an anti-inflammatory compound..
The above compositions are intended to promote an increase in weight in stock animals such as cattle and pigs. The simultaneous presence of two active agents reinforces in an unexpected manner the favourable action on the growth of the animals of each of the active agents such that the resulting increase in weight is considerably greater than that which might have been expected, taking account of the known properties of each active agent.
For cattle, and especially bullocks, the earlier disclosure indicates that such compositions advantageously contain from 10 to 100 mg and, preferably, from
IS 20 to 60 mg of zeranol and from SO to 400 mg, and preferably from 100 to 300 mg, of a steroid of formula X. For their administration to livestock, the above compositions can be deposited in the form of an implant in the dermis, preferably at the base of the ear. The implant is preferably deposited in cattle, for example, from 20 days to 4 months, and more preferably from 1 to 3 months, before slaughter.
Application No. 843/78 describes in a general way all combinations containing zeranol and a steroid of formula I, and while it does also describe in a more particular manner the combinations mentioned above, the earlier Application basically is concerned in its
S1504 more particular aspects with compositions containing a much greater quantity of a steroid of the formula I than of zeranol.
We have now found surprisingly that excellent 5 results with the growth of pigs can be obtained, in particular with respect to gain in weight, by administering to pigs a composition in which the amount of steroid of formula I is less than that proposed earlier.
Accordingly, the present invention provides 10 zootechnic and/or veterinary compositions, which compositions comprise from 10 to 40 mg of zeranol and from 10 to 30 mg of a compound of the general formula:
wherein R represents an alkyl radical of from 1 to 5 IS carbon atoms and X represents a hydrogen atom, an acyl radical of from 1 to 18 carbon atoms, a saturated or unsaturated hydrocarbyl radical of from 1 to 6 carbon atoms, or a saturated or unsaturated hydrocarboxyhydrocarbyl radical of from 2 to S carbon atoms.. That is a radical in which one of the carbon atoms of a saturated or unsaturated hydrocarbyl radical of from 1 to 6 carbon atoms is replaced by an oxygen atom.
In the steroids of general formula I, when X 5 represents a saturated hydrocarbyl radical this may be a methyl, ethyl, propyl, Isopropyl, butyl or isobutyl radical. When X represents an unsaturated hydrocarbyl radical this may be an alkenyl or an alkynyl radical; and the preferred alkenyl radical is a
2-methyl-allyl or 5-aethyl-2-butenyl radical.
When X represents a hydrocarboxyhydrocarbyl radical this may be saturated or unsaturated and a preferred radical is the methoxymethyl radical.
As an acyl radical, X is preferably derived from
IS · an alkanoic acid such as acetic, propionic, butyric, isobutyric or undecylic acid, from a cycloalkylcarboxylic or cycloalkylalkanoic acid such as cyclopropyl-, cyclopentyl- or cyolohexylcarboxylic acid, cyclopropyl-, cyclopentyl- or cyclohexylacetic acid or cyclopropyl-, cyclopentyl- or cyclohexylpropionic acid, from an aromatic acid such as benzoic, phenylacetic or phenylpropionic acid or from formic acid.
Preferred compositions according to the invention are those which contain a steroid of formula I in which H represents a methyl radical, and those which contain a steroid of formula I in which X represents an acyl radical of from 1 to 18 carbon atoms.
SI504
More preferably the compositions of the invention are those wherein the steroid of formula I is 5-οχο* -173-acetoxy-estra-4,9,11-triene.
Preferably also the compositions of the invention 5 are compositions which contain from 10 to 40 mg of zeranol, together with from 10 to 50 mg of 5-oxo-17P-acetoxy-estra-4,9,11-triene. In particular, the compositions are most preferably those that contain from 10 to 40 mg of zeranol and 20 mg of 5-οχο-17β10 -aeetoxy-estra-4,9,11-triene.
As has been pointed out above, the compositions of the invention enable very good results to be obtained with pigs. Thus the compositions of the invention preferably are such as may be administered to pigs.
IS It is to be understood, however, that the compositions of the invention are not limited to those that can only be administered to pigs; the compositions of the invention in their broadest use aspect can also be administered, for example, to cattle, sheep and poultry.
The compositions of the invention are preferably administered in the form of implants. These implants may be placed in the neck of the animal or in the buttock muscles and are implanted, for example, from
days to 4 months, preferably from 1 to 5 months, before slaughter.
The compositions according to the invention also may be administered by injection, and for that purpose may be in the form of solutions or suspensions, or they may be administered orally. Implants, however, offer the advantage of being better resorbed.
The compositions of the invention also exhibit useful pharmacological properties, in particular anabolizing properties and, more particularly, proteinic anabolizing properties. These properties make the compositions according to the invention suitable for use also as veterinary medicaments, particularly for augmenting a general organic resistance to attacks of all kinds, combating retardation of growth, emaciation, general organic troubles connected with old age, and equally for combating in a secondary manner infectious, parasitic and nutritional diseases.
In veterinary use the compositions of the invention may be mixed with other ingredients of veterinary compositions as known per se. the content of active principles of the composition according to the invention in the overall formulation varying according to the animal species.
For example, other active materials may be incorporated in the compositions of the invention for the purpose of increasing resorbtion of the compositions.
Amongst these active materials, and particularly useful for compositions intended for implantation, are
51S04 anti-inflammatory compounds and preferably steroids of the cortisone type»
The expression steroids of the cortisone type is used herein to mean a steroid having anti5 inflammatory properties similar to cortisone and bearing a ketone function at the 3 position of the steroid nucleus, a hydroxy group or a ketone function at the 11 position, a free or esterified ketol chain at the 17β position and a hydrogen atom or a hydroxy group at the 17a position, with either one or two double bonds in the A ring; the steroid nucleus may also bear other substituents such as a chlorine or fluorine atom at the 4- position, a methyl or a trifluoromethyl group or a halogen atom such as fluorine at the 6 position, a halogen atom such as fluorine at the 9 position, a methyl group at the 16a or 16β position or a methylene group at the 16 position, and a methylene or difluoromethylene bridge between the 6 and 7 positions.
The preferred steroid of the cortisone type for inclusion in the compositions of the invention is dexamethasone-^-ethoxy=^-ethoxy)-ethoxy-acetate.
The compositions of the invention may preferably contain from 0.05 to mg of a steroid of the cortisone type.
81504
- 8 In some circumstances, it may be desirable for the compositions of the invention to include a suitable vehicle. The term suitable vehicle is used herein to exlude any possibility that the nature of the vehicle could be harm5 ful to the animal being treated. The choice of vehicle will of course also be determined by the route by which it is intended to administer the composition, and it is believed to be within the competence of those accustomed to the preparation of formulations of this type to make such a choice.
Preferred vehicles for use in the compositions of this invention are:a) the excipient of a tablet, pellet, implant or pill;
b) a sterile injectable liquid solution or suspension medium.
The compounds utilized in the compositions according to the invention are known per se; zeranol or zearalanol (see Merck Index 1976, 9th edition 9781) can he prepared, for example, according to the process described in U.S.
Patent Specification No. 3,239»34R.
Compounds of formula I can be prepared according to processes described in French Patent Specifications Nos. 1,380,414 and 1,492,98% as well as in Belgian Fatent Specification No. 696,084.
The invention also includes a method of animal husbandry, which method comprises rearing one or more animals to achieve an increase in weight and thereafter slaughtering the animals, the method including the step of administering to the animals a composition according to tbe invention.
S1504
The invention further includes a method for the veterinary treatment of animals other than human beings to augment the animals' general organic resistance to attack, which method comprises administering to the animal a composition according to the invention.
The following examples illustrate the invention, without, however, limiting it:
Example.1: Zootechnic composition in the form of an implant.
An implant was prepared containing: zeranol 56 mg
-oxo 17P-acetoxy estra 4,9,11-triene 20 mg
Example 2: Zootechnic composition in the form of an implant.
An implant was prepared containing: zeranol 24 mg
-oxo 17P-aoetoxy estra 4,9,11-triene 20 mg
Example 5: Zootechnic composition in the form of an implant.
An implant was prepared containing: zeranol 12 mg
-oxo 17P-acetoxy estra 5,9,11-triene 20 mg
Example 4: Comparison of effects on animals of various zootechnic compositions.
This test was carried out on castrated male Large-White-Landrace pigs. The animals were fattened in industrial-type piggeries and housed in enclosures able to contain 7 to 10 pigs. The animals were divided into 4 groups:
one control group;
one group to which the implant of Example 1 was administered;
Si SO 4 one group to which the implant of Example 2 was administered; and one group to which the implant of Example 3 was administered.
The implants were introduced into the sub-cutaneous tissue behind the ear, 63 days before slaughter. All the animals received the same foodstuff and the results obtained are set out in Table 1 below:
Table 1
Treatment Animals Controls Those having received the implant of Example 1 2 3 Period in days before slaughter 63 63 63 63 Group No. 1 2 3 4 Number of animals 15 14 15 14 Number of days of fattening 63 63 63 63 Mean weight on day of treatment (Kg) 65.53 65.07 64.67 65.00 Mean weight at the end of the test (Kg) 101.40 102.79 106.13 102.36 Mean gain in weight (Kg) 3^.87 37.72 41.46 37.36 Mean daily gain in weight (Kg) 0.=169 0.599 0.658 0.593
As can be seen from Table I the compositions of Examples 1, 2 and 3 enable the daily gain in weight to be very clearly improved.
Claims (15)
1. A zootechaic and/or veterinary composition, which composition comprises from 10 to 40 mg of zeranol and from 10 to 30 mg of a compound of the formula: wherein R represents an alkyl radical of from 1 to 3 carbon atoms and X represents a hydrogen atom, an acyl radical of from 1 to 18 carbon atoms, a saturated or unsaturated hydrocarbyl radical of from 1 to 6 carbon atoms or a 10 saturated or unsaturated hydrocarboxyhydrocarbyl radical of from 2 to 5 carbon atoms.
2. A composition according to claim 1, wherein the compound of formula I is one in which R represents a methyl radical. 15
3. A composition according to claim 1 or claim 2, wherein the compound of formula I is one in which X represents an acyl radical of from 1 to 18 carbon atoms.
4. A composition according to claim 3, wherein the compound of the formula I is 3-oxo-17f3-acetoxyestra20 -4,9,11-triene. S1S04S
5. A composition according to claim 4, which contains from 10 to 40 mg of zeranol and 20 mg of 3-oxo-170-acetoxy-estra4,9,11-triene.
6. A composition as claimed in any of the preceding claims which 5 also contains an anti-inflammatory compound.
7. A composition as claimed in claim 6, in which the antiinflammatory compound is a steroid of thecortisone type as hereinbefore defined.
8. A composition as claimed in claim 7, in which the steroid of the 10 cortisone type is dexamethasone-(g-ethoxy-B-ethoxy)-ethoxy acetate.
9. A composition as claimed in claim 7 or claim 8 and containing from 0.05 to 5 mg of the steroid of the cortisone type.
10. A composition according to any one of the preceding claims which also includes a suitable vehicle. 15
11. A zootechnic and/or veterinary composition substantially as hereinbefore described with reference to any one of specific Examples 1 to 3.
12. A composition according to any one of the preceding claims for use in animal husbandry to achieve an increase in animal body weight. 20
13. A composition according to claim 12 for use in rearing pigs.
14. A composition according to claim 12 for use in rearing cattle, sheep or poultry.
15. A composition according to any one of claims 12 to 14 in a form suitable for administering as an implant. Dated this 19th day of August 1981, TOMKINS & CO., MpTjVants' Agents, (signed) 5 Dartmouth Road,
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8018107A FR2488799A2 (en) | 1980-08-19 | 1980-08-19 | ZOOTECHNIC COMPOSITIONS COMPRISING ZERANOL ON THE ONE HAND AND STEROID ON THE OTHER 4, 9, 11-TRIENIC |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE811901L IE811901L (en) | 1982-02-19 |
| IE51504B1 true IE51504B1 (en) | 1987-01-07 |
Family
ID=9245264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1901/81A IE51504B1 (en) | 1980-08-19 | 1981-08-19 | Zootechnic and/or veterinary compositions |
Country Status (12)
| Country | Link |
|---|---|
| BE (1) | BE890004R (en) |
| BG (1) | BG45693A3 (en) |
| CA (1) | CA1166568A (en) |
| DD (1) | DD201564A5 (en) |
| DE (1) | DE3132817A1 (en) |
| FR (1) | FR2488799A2 (en) |
| GB (1) | GB2082065B (en) |
| IE (1) | IE51504B1 (en) |
| IT (1) | IT1171471B (en) |
| LU (1) | LU83561A1 (en) |
| NL (1) | NL193720C (en) |
| SU (1) | SU1153811A3 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7767708B2 (en) | 1998-11-04 | 2010-08-03 | Schering-Plough Animal Health Corp. | Growth stimulant compositions |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2388560A1 (en) * | 1977-04-27 | 1978-11-24 | Roussel Uclaf | NEW ZOOTECHNICAL COMPOSITIONS CONTAINING ON THE ONE HAND ZERANOL AND ON THE OTHER HAND A STEROID 4,9,11 TRIENIQUE |
-
1980
- 1980-08-19 FR FR8018107A patent/FR2488799A2/en active Granted
-
1981
- 1981-07-24 SU SU813311254A patent/SU1153811A3/en active
- 1981-08-07 BG BG53221A patent/BG45693A3/en unknown
- 1981-08-14 DD DD81232611A patent/DD201564A5/en not_active IP Right Cessation
- 1981-08-18 CA CA000384092A patent/CA1166568A/en not_active Expired
- 1981-08-18 NL NL8103855A patent/NL193720C/en not_active IP Right Cessation
- 1981-08-18 IT IT49126/81A patent/IT1171471B/en active
- 1981-08-18 LU LU83561A patent/LU83561A1/en unknown
- 1981-08-18 BE BE0/205703A patent/BE890004R/en not_active IP Right Cessation
- 1981-08-19 GB GB8125267A patent/GB2082065B/en not_active Expired
- 1981-08-19 IE IE1901/81A patent/IE51504B1/en not_active IP Right Cessation
- 1981-08-19 DE DE19813132817 patent/DE3132817A1/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| SU1153811A3 (en) | 1985-04-30 |
| BE890004R (en) | 1982-02-18 |
| FR2488799B2 (en) | 1983-10-28 |
| NL193720C (en) | 2000-08-04 |
| LU83561A1 (en) | 1982-04-14 |
| DE3132817A1 (en) | 1982-04-29 |
| IT1171471B (en) | 1987-06-10 |
| NL8103855A (en) | 1982-03-16 |
| IT8149126A0 (en) | 1981-08-18 |
| GB2082065A (en) | 1982-03-03 |
| DE3132817C2 (en) | 1992-04-09 |
| FR2488799A2 (en) | 1982-02-26 |
| DD201564A5 (en) | 1983-07-27 |
| BG45693A3 (en) | 1989-07-14 |
| GB2082065B (en) | 1985-02-13 |
| NL193720B (en) | 2000-04-03 |
| CA1166568A (en) | 1984-05-01 |
| IE811901L (en) | 1982-02-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |