CA1063940A - Coccidiostatic composition containing 4-nitro-5-carbamoyl-imidazole derivatives - Google Patents
Coccidiostatic composition containing 4-nitro-5-carbamoyl-imidazole derivativesInfo
- Publication number
- CA1063940A CA1063940A CA243,009A CA243009A CA1063940A CA 1063940 A CA1063940 A CA 1063940A CA 243009 A CA243009 A CA 243009A CA 1063940 A CA1063940 A CA 1063940A
- Authority
- CA
- Canada
- Prior art keywords
- nitro
- carbamoyl
- imidazole derivatives
- coccidiostatic
- day
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- YJHHUXIIKAYKJJ-UHFFFAOYSA-N 4-nitro-1h-imidazole-5-carboxamide Chemical class NC(=O)C=1NC=NC=1[N+]([O-])=O YJHHUXIIKAYKJJ-UHFFFAOYSA-N 0.000 title claims abstract description 8
- 230000002192 coccidiostatic effect Effects 0.000 title abstract description 5
- 239000004480 active ingredient Substances 0.000 claims abstract description 17
- 244000144977 poultry Species 0.000 claims abstract description 6
- 208000003495 Coccidiosis Diseases 0.000 claims abstract description 5
- 206010023076 Isosporiasis Diseases 0.000 claims abstract description 5
- 230000002265 prevention Effects 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 239000000969 carrier Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 241000287828 Gallus gallus Species 0.000 description 15
- 235000013330 chicken meat Nutrition 0.000 description 15
- 241000223932 Eimeria tenella Species 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 210000003250 oocyst Anatomy 0.000 description 5
- 206010061217 Infestation Diseases 0.000 description 4
- 235000013594 poultry meat Nutrition 0.000 description 4
- 210000004534 cecum Anatomy 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- -1 fungistatics Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 230000028327 secretion Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 241000271566 Aves Species 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 235000012054 meals Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 244000045947 parasite Species 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- QMQZIXCNLUPEIN-UHFFFAOYSA-N 1h-imidazole-2-carbonitrile Chemical compound N#CC1=NC=CN1 QMQZIXCNLUPEIN-UHFFFAOYSA-N 0.000 description 1
- CWHPJNSEKBIFIY-UHFFFAOYSA-N 3-ethyl-2-methyl-5-nitroimidazole-4-carboxamide Chemical compound CCN1C(C)=NC([N+]([O-])=O)=C1C(N)=O CWHPJNSEKBIFIY-UHFFFAOYSA-N 0.000 description 1
- QUARTNVPDGQVMK-UHFFFAOYSA-N 3-methyl-5-nitroimidazole-4-carboxamide Chemical compound CN1C=NC([N+]([O-])=O)=C1C(N)=O QUARTNVPDGQVMK-UHFFFAOYSA-N 0.000 description 1
- WIGIZIANZCJQQY-UHFFFAOYSA-N 4-ethyl-3-methyl-N-[2-[4-[[[(4-methylcyclohexyl)amino]-oxomethyl]sulfamoyl]phenyl]ethyl]-5-oxo-2H-pyrrole-1-carboxamide Chemical compound O=C1C(CC)=C(C)CN1C(=O)NCCC1=CC=C(S(=O)(=O)NC(=O)NC2CCC(C)CC2)C=C1 WIGIZIANZCJQQY-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241000252983 Caecum Species 0.000 description 1
- 241000224483 Coccidia Species 0.000 description 1
- 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
- 241000223924 Eimeria Species 0.000 description 1
- 241000223931 Eimeria acervulina Species 0.000 description 1
- 241000499566 Eimeria brunetti Species 0.000 description 1
- 241000223934 Eimeria maxima Species 0.000 description 1
- 241000499563 Eimeria necatrix Species 0.000 description 1
- 241000597310 Imeria <wasp> Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 230000001195 anabolic effect Effects 0.000 description 1
- 230000000507 anthelmentic effect Effects 0.000 description 1
- 229940124339 anthelmintic agent Drugs 0.000 description 1
- 239000000921 anthelmintic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 230000000973 chemotherapeutic effect Effects 0.000 description 1
- 239000007931 coated granule Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000001408 fungistatic effect Effects 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000003307 slaughter Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000001993 wax Substances 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Food Science & Technology (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Feed For Specific Animals (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH16775 | 1975-01-08 | ||
| CH1538975 | 1975-11-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1063940A true CA1063940A (en) | 1979-10-09 |
Family
ID=25683729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA243,009A Expired CA1063940A (en) | 1975-01-08 | 1976-01-06 | Coccidiostatic composition containing 4-nitro-5-carbamoyl-imidazole derivatives |
Country Status (10)
-
1976
- 1976-01-02 US US05/646,315 patent/US4042703A/en not_active Expired - Lifetime
- 1976-01-05 DE DE19762600180 patent/DE2600180A1/de not_active Withdrawn
- 1976-01-06 IL IL48796A patent/IL48796A/xx unknown
- 1976-01-06 CA CA243,009A patent/CA1063940A/en not_active Expired
- 1976-01-06 AU AU10059/76A patent/AU1005976A/en not_active Expired
- 1976-01-07 AT AT6076A patent/AT344437B/de not_active IP Right Cessation
- 1976-01-07 GB GB532/76A patent/GB1526541A/en not_active Expired
- 1976-01-07 FR FR7600224A patent/FR2297042A1/fr active Granted
- 1976-01-07 NL NL7600125A patent/NL7600125A/xx not_active Application Discontinuation
- 1976-01-08 JP JP51001829A patent/JPS5195136A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2297042B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1979-09-21 |
| DE2600180A1 (de) | 1976-07-15 |
| IL48796A (en) | 1979-01-31 |
| AU1005976A (en) | 1977-07-14 |
| JPS5195136A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-08-20 |
| ATA6076A (de) | 1977-11-15 |
| US4042703A (en) | 1977-08-16 |
| AT344437B (de) | 1978-07-25 |
| FR2297042A1 (fr) | 1976-08-06 |
| GB1526541A (en) | 1978-09-27 |
| IL48796A0 (en) | 1976-03-31 |
| NL7600125A (nl) | 1976-07-12 |
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