CA1057290A - Pesticides anti-rongeurs de type 3-pyridylmethylaryluree - Google Patents

Pesticides anti-rongeurs de type 3-pyridylmethylaryluree

Info

Publication number: CA1057290A
Authority: CA; Canada
Prior art keywords: compound; pyridylmethyl; rodents; phenyl; aryl
Prior art date: 1973-12-07
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

CA187,635A

Other languages

English (en)

Inventor

David L. Peardon

James E. Ware

Edward E. Kilbourn

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.)

Rohm and Haas Co

Original Assignee

Rohm and Haas Co

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.)

1973-12-07

Filing date

1973-12-07

Publication date

1979-06-26

1973-12-07 Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co

1973-12-07 Priority to CA187,635A priority Critical patent/CA1057290A/fr

1979-06-26 Application granted granted Critical

1979-06-26 Publication of CA1057290A publication Critical patent/CA1057290A/fr

Status Expired legal-status Critical Current

Links

XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 title claims description 20
239000004202 carbamide Substances 0.000 title claims description 12
-1 3-pyridylmethyl Chemical group 0.000 title claims description 11
125000003118 aryl group Chemical group 0.000 title claims description 9
239000003128 rodenticide Substances 0.000 title abstract description 20
150000001875 compounds Chemical class 0.000 claims abstract description 41
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 7
241000283984 Rodentia Species 0.000 claims description 30
239000000203 mixture Substances 0.000 claims description 25
238000000034 method Methods 0.000 claims description 21
241000607479 Yersinia pestis Species 0.000 claims description 17
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
230000001119 rodenticidal effect Effects 0.000 claims description 13
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 9
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 8
125000000217 alkyl group Chemical group 0.000 claims description 8
239000001257 hydrogen Substances 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
125000004432 carbon atom Chemical group C* 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
HDOUGSFASVGDCS-UHFFFAOYSA-N pyridin-3-ylmethanamine Chemical compound NCC1=CC=CN=C1 HDOUGSFASVGDCS-UHFFFAOYSA-N 0.000 claims description 7
239000002904 solvent Substances 0.000 claims description 7
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 5
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 5
241001465754 Metazoa Species 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
239000004559 tracking powder Substances 0.000 claims description 5
240000008042 Zea mays Species 0.000 claims description 4
235000002017 Zea mays subsp mays Nutrition 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
239000002798 polar solvent Substances 0.000 claims description 4
235000000346 sugar Nutrition 0.000 claims description 4
235000007319 Avena orientalis Nutrition 0.000 claims description 3
244000075850 Avena orientalis Species 0.000 claims description 3
229910000831 Steel Inorganic materials 0.000 claims description 3
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 3
235000005822 corn Nutrition 0.000 claims description 3
239000012442 inert solvent Substances 0.000 claims description 3
239000010959 steel Substances 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 3
BDQNKCYCTYYMAA-UHFFFAOYSA-N 1-isocyanatonaphthalene Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1 BDQNKCYCTYYMAA-UHFFFAOYSA-N 0.000 claims description 2
235000019733 Fish meal Nutrition 0.000 claims description 2
240000007594 Oryza sativa Species 0.000 claims description 2
235000007164 Oryza sativa Nutrition 0.000 claims description 2
235000021307 Triticum Nutrition 0.000 claims description 2
235000013399 edible fruits Nutrition 0.000 claims description 2
238000001914 filtration Methods 0.000 claims description 2
239000004467 fishmeal Substances 0.000 claims description 2
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
235000013379 molasses Nutrition 0.000 claims description 2
239000012188 paraffin wax Substances 0.000 claims description 2
229920000058 polyacrylate Polymers 0.000 claims description 2
235000009566 rice Nutrition 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
239000012265 solid product Substances 0.000 claims description 2
235000015112 vegetable and seed oil Nutrition 0.000 claims description 2
239000008158 vegetable oil Substances 0.000 claims description 2
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
241000209140 Triticum Species 0.000 claims 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
235000002639 sodium chloride Nutrition 0.000 claims 1
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims 1
125000003396 thiol group Chemical group [H]S* 0.000 claims 1
235000013877 carbamide Nutrition 0.000 abstract description 20
150000003672 ureas Chemical class 0.000 abstract description 7
241000700159 Rattus Species 0.000 description 21
238000012360 testing method Methods 0.000 description 14
239000000243 solution Substances 0.000 description 12
241000699670 Mus sp. Species 0.000 description 11
238000002844 melting Methods 0.000 description 10
230000008018 melting Effects 0.000 description 10
239000000047 product Substances 0.000 description 10
238000002360 preparation method Methods 0.000 description 9
239000003440 toxic substance Substances 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 8
231100000167 toxic agent Toxicity 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
238000011156 evaluation Methods 0.000 description 6
235000013305 food Nutrition 0.000 description 6
239000003921 oil Substances 0.000 description 6
235000019198 oils Nutrition 0.000 description 6
239000000706 filtrate Substances 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000000843 powder Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
239000007921 spray Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
239000000463 material Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
235000005911 diet Nutrition 0.000 description 3
230000037213 diet Effects 0.000 description 3
239000000543 intermediate Substances 0.000 description 3
230000001665 lethal effect Effects 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
238000010992 reflux Methods 0.000 description 3
239000000725 suspension Substances 0.000 description 3
LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical compound NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 2
GFNKTLQTQSALEJ-UHFFFAOYSA-N 1-isocyanato-4-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(N=C=O)C=C1 GFNKTLQTQSALEJ-UHFFFAOYSA-N 0.000 description 2
XDUPGYBBARIWPQ-UHFFFAOYSA-N 1-tert-butylsulfanyl-4-nitrobenzene Chemical compound CC(C)(C)SC1=CC=C([N+]([O-])=O)C=C1 XDUPGYBBARIWPQ-UHFFFAOYSA-N 0.000 description 2
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
VXIXUWQIVKSKSA-UHFFFAOYSA-N 4-hydroxycoumarin Chemical compound C1=CC=CC2=C1OC(=O)C=C2O VXIXUWQIVKSKSA-UHFFFAOYSA-N 0.000 description 2
BPZYWIXVIGKGSF-UHFFFAOYSA-N 4-isocyanatobenzenethiol Chemical compound SC1=CC=C(N=C=O)C=C1 BPZYWIXVIGKGSF-UHFFFAOYSA-N 0.000 description 2
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
241000700157 Rattus norvegicus Species 0.000 description 2
241000700161 Rattus rattus Species 0.000 description 2
231100000460 acute oral toxicity Toxicity 0.000 description 2
150000001448 anilines Chemical class 0.000 description 2
230000000844 anti-bacterial effect Effects 0.000 description 2
239000003146 anticoagulant agent Substances 0.000 description 2
229940127219 anticoagulant drug Drugs 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000000284 extract Substances 0.000 description 2
239000012948 isocyanate Substances 0.000 description 2
125000001624 naphthyl group Chemical group 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
231100000614 poison Toxicity 0.000 description 2
239000002574 poison Substances 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
241000894007 species Species 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
230000002588 toxic effect Effects 0.000 description 2
ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 2
GSRYGIGSFLKHJA-UHFFFAOYSA-N 1-(4-nitrophenyl)-3-(pyridin-2-ylmethyl)urea Chemical compound C1=CC([N+](=O)[O-])=CC=C1NC(=O)NCC1=CC=CC=N1 GSRYGIGSFLKHJA-UHFFFAOYSA-N 0.000 description 1
LNPGCOIHVHDCSK-UHFFFAOYSA-N 1-(pyridin-3-ylmethyl)-3-(4-sulfanylphenyl)urea Chemical compound C1=CC(S)=CC=C1NC(=O)NCC1=CC=CN=C1 LNPGCOIHVHDCSK-UHFFFAOYSA-N 0.000 description 1
UPJZGQYNJMGXMA-UHFFFAOYSA-N 1-tert-butylsulfanyl-4-isocyanatobenzene Chemical compound CC(C)(C)SC1=CC=C(N=C=O)C=C1 UPJZGQYNJMGXMA-UHFFFAOYSA-N 0.000 description 1
YBAZINRZQSAIAY-UHFFFAOYSA-N 4-aminobenzonitrile Chemical compound NC1=CC=C(C#N)C=C1 YBAZINRZQSAIAY-UHFFFAOYSA-N 0.000 description 1
RIVJAEWJKBJWRF-UHFFFAOYSA-N 4-tert-butylsulfanylaniline Chemical compound CC(C)(C)SC1=CC=C(N)C=C1 RIVJAEWJKBJWRF-UHFFFAOYSA-N 0.000 description 1
241000251468 Actinopterygii Species 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
241000233866 Fungi Species 0.000 description 1
241000030361 Girellinae Species 0.000 description 1
241000238631 Hexapoda Species 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
206010023126 Jaundice Diseases 0.000 description 1
244000141359 Malus pumila Species 0.000 description 1
241000699709 Microtus Species 0.000 description 1
241000699703 Microtus pennsylvanicus Species 0.000 description 1
241000699666 Mus <mouse, genus> Species 0.000 description 1
241000699660 Mus musculus Species 0.000 description 1
241000699692 Peromyscus maniculatus Species 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
206010035148 Plague Diseases 0.000 description 1
206010037742 Rabies Diseases 0.000 description 1
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
206010044608 Trichiniasis Diseases 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
229930003448 Vitamin K Natural products 0.000 description 1
DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical class C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 1
239000011149 active material Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
235000015241 bacon Nutrition 0.000 description 1
239000003899 bactericide agent Substances 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
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000000969 carrier Substances 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000013065 commercial product Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
235000005687 corn oil Nutrition 0.000 description 1
239000002285 corn oil Substances 0.000 description 1
239000008120 corn starch Substances 0.000 description 1
229940099112 cornstarch Drugs 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000034994 death Effects 0.000 description 1
231100000517 death Toxicity 0.000 description 1
230000001066 destructive effect Effects 0.000 description 1
HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
238000001035 drying Methods 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
208000001848 dysentery Diseases 0.000 description 1
235000013601 eggs Nutrition 0.000 description 1
208000028104 epidemic louse-borne typhus Diseases 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
239000002316 fumigant Substances 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
239000000383 hazardous chemical Substances 0.000 description 1
230000036541 health Effects 0.000 description 1
231100000206 health hazard Toxicity 0.000 description 1
230000002363 herbicidal effect Effects 0.000 description 1
239000012535 impurity Substances 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
230000002458 infectious effect Effects 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
238000013101 initial test Methods 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
210000004185 liver Anatomy 0.000 description 1
239000011159 matrix material Substances 0.000 description 1
235000012054 meals Nutrition 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
235000010981 methylcellulose Nutrition 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
235000013336 milk Nutrition 0.000 description 1
239000008267 milk Substances 0.000 description 1
210000004080 milk Anatomy 0.000 description 1
239000004570 mortar (masonry) Substances 0.000 description 1
AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 description 1
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
RHEUMYIZUCTDOX-UHFFFAOYSA-N phenyl n-(pyridin-3-ylmethyl)carbamate Chemical compound C=1C=CC=CC=1OC(=O)NCC1=CC=CN=C1 RHEUMYIZUCTDOX-UHFFFAOYSA-N 0.000 description 1
SHUZOJHMOBOZST-UHFFFAOYSA-N phylloquinone Natural products CC(C)CCCCC(C)CCC(C)CCCC(=CCC1=C(C)C(=O)c2ccccc2C1=O)C SHUZOJHMOBOZST-UHFFFAOYSA-N 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
230000005180 public health Effects 0.000 description 1
108700001054 rat Hhex Proteins 0.000 description 1
208000010563 rat-bite fever Diseases 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
208000003982 trichinellosis Diseases 0.000 description 1
201000007588 trichinosis Diseases 0.000 description 1
201000008827 tuberculosis Diseases 0.000 description 1
206010061393 typhus Diseases 0.000 description 1
235000019168 vitamin K Nutrition 0.000 description 1
239000011712 vitamin K Substances 0.000 description 1
150000003721 vitamin K derivatives Chemical class 0.000 description 1
229940046010 vitamin k Drugs 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)
Pyridine Compounds (AREA)

CA187,635A 1973-12-07 1973-12-07 Pesticides anti-rongeurs de type 3-pyridylmethylaryluree Expired CA1057290A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA187,635A CA1057290A (fr)	1973-12-07	1973-12-07	Pesticides anti-rongeurs de type 3-pyridylmethylaryluree

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA187,635A CA1057290A (fr)	1973-12-07	1973-12-07	Pesticides anti-rongeurs de type 3-pyridylmethylaryluree

Publications (1)

Publication Number	Publication Date
CA1057290A true CA1057290A (fr)	1979-06-26

Family

ID=4098610

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA187,635A Expired CA1057290A (fr)	1973-12-07	1973-12-07	Pesticides anti-rongeurs de type 3-pyridylmethylaryluree

Country Status (1)

Country	Link
CA (1)	CA1057290A (fr)

1973
- 1973-12-07 CA CA187,635A patent/CA1057290A/fr not_active Expired

Publication	Publication Date	Title
AU670927B2 (en)	1996-08-08	Insecticidal phenylhydrazine derivatives
DE2944783A1 (de)	1980-05-22	Diphenylaetherderivate und herbizide
EP0010143A2 (fr)	1980-04-30	Dérivés d'oxime pour la protection de plantes cultivées
US3931203A (en)	1976-01-06	3-Pyridylmethyl aryl urea rodenticides
US3994905A (en)	1976-11-30	3-Pyridylmethyl aryl urea rodenticides
EP0207004A2 (fr)	1986-12-30	4,5-Dihydro-1,3,4-thiadiazoles substitués
US3931202A (en)	1976-01-06	Pyridyl phenyl-carbamate rodenticides
US4075345A (en)	1978-02-21	3-pyridylmethyl aryl urea rodenticides compositions
US4439440A (en)	1984-03-27	1-Alkoxycarbonylphenylcarbamoyl-3-phenyl-4-cyanoalkyl-2-pyrazolines and use as insecticides
EP0836596B1 (fr)	2000-08-23	Derives d'hydrazine
US5536720A (en)	1996-07-16	Pesticidal oxadiazines
DE3141232A1 (de)	1982-06-24	Harnstoffe mit heterozyclischer aether- oder thioaetherbindung
JP2554716B2 (ja)	1996-11-13	Ｎーベンゾイルーｎ′ーフェニル尿素誘導体、それを有効成分とする殺虫剤及びそれを用いた害虫駆除方法
US4033972A (en)	1977-07-05	3-Pyridylmethyl-(N-substituted phenyl)-carbamate derivatives
US3966947A (en)	1976-06-29	Pyridyl phenyl-carbamate rodenticide
EP0288432A1 (fr)	1988-10-26	Biocides
US3865931A (en)	1975-02-11	Pyridyl phenyl carbamate rodenticides
CA1076578A (fr)	1980-04-29	Produits a base de 3-pyridylmethyl-n-phenylthiocarbamate
US4094875A (en)	1978-06-13	3-Pyridylmethyl N-(4-cyanomethylphenyl)carbamate and derivatives
CA1057759A (fr)	1979-07-03	Pesticides anti-rongeurs, a base de pyridylphenylcarbamate
US5677301A (en)	1997-10-14	Pesticidal oxadiazines
US3929808A (en)	1975-12-30	Pyridyl phenyl-carbamate rodenticide
US4233289A (en)	1980-11-11	3-Pyridylmethylthiocarbamates
EP0274988A2 (fr)	1988-07-20	Dihydrothiadiazoles
KR810000680B1 (ko)	1981-06-20	2-치환-n-(3-치환페닐)-옥사졸리딘-3-카보티오아미드의 제조방법