CA1217430A - Vermifuges - Google Patents

Vermifuges

Info

Publication number: CA1217430A
Authority: CA; Canada
Prior art keywords: active; formula; animals; substance; compound
Prior art date: 1983-07-26
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

Application number

CA000433175A

Other languages

English (en)

Inventor

Joseph C. Boray

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novartis AG

Original Assignee

Ciba Geigy Investments Ltd

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.)

1983-07-26

Filing date

1983-07-26

Publication date

1987-02-03

1983-07-26 Application filed by Ciba Geigy Investments Ltd filed Critical Ciba Geigy Investments Ltd

1983-07-26 Priority to CA000433175A priority Critical patent/CA1217430A/fr

1987-02-03 Application granted granted Critical

1987-02-03 Publication of CA1217430A publication Critical patent/CA1217430A/fr

Status Expired legal-status Critical Current

Links

230000000507 anthelmentic effect Effects 0.000 title abstract description 11
229940124339 anthelmintic agent Drugs 0.000 title abstract description 4
239000000921 anthelmintic agent Substances 0.000 title abstract description 4
239000013543 active substance Substances 0.000 claims abstract description 40
150000001875 compounds Chemical class 0.000 claims abstract description 29
239000000203 mixture Substances 0.000 claims abstract description 25
244000000013 helminth Species 0.000 claims abstract description 9
239000000969 carrier Substances 0.000 claims abstract description 7
230000002195 synergetic effect Effects 0.000 claims abstract description 7
150000003839 salts Chemical class 0.000 claims abstract description 4
239000002270 dispersing agent Substances 0.000 claims description 4
230000003071 parasitic effect Effects 0.000 claims description 4
239000003085 diluting agent Substances 0.000 claims description 3
NQPDXQQQCQDHHW-UHFFFAOYSA-N 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzimidazole Chemical compound ClC=1C=C2NC(SC)=NC2=CC=1OC1=CC=CC(Cl)=C1Cl NQPDXQQQCQDHHW-UHFFFAOYSA-N 0.000 claims description 2
241001465754 Metazoa Species 0.000 abstract description 28
238000002360 preparation method Methods 0.000 abstract description 9
241000244206 Nematoda Species 0.000 abstract description 6
241000869417 Trematodes Species 0.000 abstract description 4
239000007788 liquid Substances 0.000 abstract description 4
239000007787 solid Substances 0.000 abstract description 4
230000035622 drinking Effects 0.000 abstract description 2
238000000034 method Methods 0.000 abstract description 2
239000002253 acid Substances 0.000 abstract 1
238000002347 injection Methods 0.000 abstract 1
239000007924 injection Substances 0.000 abstract 1
239000004540 pour-on Substances 0.000 abstract 1
241001494479 Pecora Species 0.000 description 11
238000012360 testing method Methods 0.000 description 10
239000000126 substance Substances 0.000 description 8
241000242711 Fasciola hepatica Species 0.000 description 7
241000283690 Bos taurus Species 0.000 description 5
230000000694 effects Effects 0.000 description 5
239000008187 granular material Substances 0.000 description 4
208000015336 Helminthic disease Diseases 0.000 description 3
230000000996 additive effect Effects 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000000725 suspension Substances 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
241000242541 Trematoda Species 0.000 description 2
239000000654 additive Substances 0.000 description 2
238000011161 development Methods 0.000 description 2
201000010099 disease Diseases 0.000 description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
239000003814 drug Substances 0.000 description 2
229940079593 drug Drugs 0.000 description 2
235000013601 eggs Nutrition 0.000 description 2
208000006275 fascioliasis Diseases 0.000 description 2
210000003608 fece Anatomy 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
238000004519 manufacturing process Methods 0.000 description 2
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
244000045947 parasite Species 0.000 description 2
239000002245 particle Substances 0.000 description 2
239000002904 solvent Substances 0.000 description 2
241000894007 species Species 0.000 description 2
239000004563 wettable powder Substances 0.000 description 2
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
QOUSCKKLBRWNSE-UHFFFAOYSA-N 2-octadecyl-1h-benzimidazole Chemical class C1=CC=C2NC(CCCCCCCCCCCCCCCCCC)=NC2=C1 QOUSCKKLBRWNSE-UHFFFAOYSA-N 0.000 description 1
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 description 1
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
241000415078 Anemone hepatica Species 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
241000283707 Capra Species 0.000 description 1
241000204939 Fasciola gigantica Species 0.000 description 1
241000243974 Haemonchus contortus Species 0.000 description 1
108010034145 Helminth Proteins Proteins 0.000 description 1
208000006968 Helminthiasis Diseases 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
HLFSDGLLUJUHTE-SNVBAGLBSA-N Levamisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 description 1
239000005642 Oleic acid Substances 0.000 description 1
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
241000282849 Ruminantia Species 0.000 description 1
241000243796 Trichostrongylus colubriformis Species 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000000895 acaricidal effect Effects 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
GRTOGORTSDXSFK-XJTZBENFSA-N ajmalicine Chemical compound C1=CC=C2C(CCN3C[C@@H]4[C@H](C)OC=C([C@H]4C[C@H]33)C(=O)OC)=C3NC2=C1 GRTOGORTSDXSFK-XJTZBENFSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
230000001195 anabolic effect Effects 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
229940058303 antinematodal benzimidazole derivative Drugs 0.000 description 1
239000007900 aqueous suspension Substances 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
235000012216 bentonite Nutrition 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
150000001556 benzimidazoles Chemical class 0.000 description 1
230000037396 body weight Effects 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
235000001465 calcium Nutrition 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
229940105329 carboxymethylcellulose Drugs 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
230000000973 chemotherapeutic effect Effects 0.000 description 1
239000007931 coated granule Substances 0.000 description 1
230000002192 coccidiostatic effect Effects 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
235000012343 cottonseed oil Nutrition 0.000 description 1
230000006735 deficit Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
238000011156 evaluation Methods 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
230000001408 fungistatic effect Effects 0.000 description 1
238000000227 grinding Methods 0.000 description 1
244000144980 herd Species 0.000 description 1
239000005556 hormone Substances 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
230000001771 impaired effect Effects 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
230000002458 infectious effect Effects 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
230000035987 intoxication Effects 0.000 description 1
231100000566 intoxication Toxicity 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
230000000366 juvenile effect Effects 0.000 description 1
229960001614 levamisole Drugs 0.000 description 1
231100000053 low toxicity Toxicity 0.000 description 1
239000000463 material Substances 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
235000013372 meat Nutrition 0.000 description 1
235000013379 molasses Nutrition 0.000 description 1
231100000956 nontoxicity Toxicity 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
208000014837 parasitic helminthiasis infectious disease Diseases 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
230000002265 prevention Effects 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
210000004767 rumen Anatomy 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
238000003307 slaughter Methods 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000002639 sodium chloride Nutrition 0.000 description 1
239000000243 solution Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
230000003019 stabilising effect Effects 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
208000024891 symptom Diseases 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
WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
229960004546 thiabendazole Drugs 0.000 description 1
235000010296 thiabendazole Nutrition 0.000 description 1
239000004308 thiabendazole Substances 0.000 description 1
230000002110 toxicologic effect Effects 0.000 description 1
231100000723 toxicological property Toxicity 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Landscapes

Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

CA000433175A 1983-07-26 1983-07-26 Vermifuges Expired CA1217430A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000433175A CA1217430A (fr)	1983-07-26	1983-07-26	Vermifuges

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000433175A CA1217430A (fr)	1983-07-26	1983-07-26	Vermifuges

Publications (1)

Publication Number	Publication Date
CA1217430A true CA1217430A (fr)	1987-02-03

Family

ID=4125745

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000433175A Expired CA1217430A (fr)	1983-07-26	1983-07-26	Vermifuges

Country Status (1)

Country	Link
CA (1)	CA1217430A (fr)

1983
- 1983-07-26 CA CA000433175A patent/CA1217430A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2004-02-03	MKEX	Expiry

Publication	Publication Date	Title
NZ205238A (en)	1986-01-24	Synergistic mixtures as anthelmintic
CA1200200A (fr)	1986-02-04	Anthelmintiques
US3080282A (en)	1963-03-05	Anthelmintic benzimidazole compositions and methods of using same
US3325356A (en)	1967-06-13	Compositions and method for treating helminthiasis
US3065133A (en)	1962-11-20	Imidazoles for the control of histomoniasis
EP0125004B1 (fr)	1987-04-08	Compositions synergétiques anti-parasitaires
US3987181A (en)	1976-10-19	Certain 2-trifluoromethylbenzimidazoles as anthelmintics
CA1173750A (fr)	1984-09-04	Substances antihelmintiques
IE832793L (en)	1985-05-28	Synergistic anthelmintic composition.
US3958008A (en)	1976-05-18	Anthelmintic methods of use
US3968209A (en)	1976-07-06	Anthelmintic use of phosphorylated thioureas
US4070476A (en)	1978-01-24	Topical anthelmintic compositions and methods of use
US2826531A (en)	1958-03-11	Nematode-control compositions of alpha, alpha' di-chloro-p-xylene and methods of using
US3192108A (en)	1965-06-29	Anthelmintic compositions and method of using same
IE904573A1 (en)	1991-06-19	Antiparasitic composition for animal use
US2797182A (en)	1957-06-25	Cadmium anthranilate containing anthelmintics
US3457351A (en)	1969-07-22	Anthelmintic compositions and methods employing 2 - (2' - oxazolin-2'-yl)-benzimidazoles
CH540281A (de)	1973-08-15	Verfahren zur Herstellung von neuen 4-(Isothiocyanatophenyl)-thiazolen
US3484519A (en)	1969-12-16	Anthelmintic 2-substituted benzimidazole-metal arsenate compositions and method
AT367296B (de)	1982-06-25	Verfahren zur kurativen und prophylaktischen bekaempfung von parasitaeren helminthen
US4042703A (en)	1977-08-16	Method of treating and preventing coccidiosis
US3592894A (en)	1971-07-13	Treatment of intestinal helminthiasis with tetrachlorofulvenes
CH507903A (de)	1971-05-31	Verfahren zur Herstellung neuer Isothiocyanato-diphenylamine
CH642360A5 (en)	1984-04-13	Benzimidazole derivatives
JPS62181258A (ja)	1987-08-08	生産的な家畜の蠕虫類を防除する方法、殺蠕虫剤組成物の製造方法および殺蠕虫動物薬組成物