IL44426A - 3 - Pyridylmethyl oryl ureas, their preparation and use as rodenticides - Google Patents
3 - Pyridylmethyl oryl ureas, their preparation and use as rodenticidesInfo
- Publication number
- IL44426A IL44426A IL44426A IL4442674A IL44426A IL 44426 A IL44426 A IL 44426A IL 44426 A IL44426 A IL 44426A IL 4442674 A IL4442674 A IL 4442674A IL 44426 A IL44426 A IL 44426A
- Authority
- IL
- Israel
- Prior art keywords
- composition
- formula
- compound
- pyridylmethyl
- urea
- Prior art date
Links
- -1 3-pyridylmethyl aryl ureas Chemical class 0.000 title claims abstract description 9
- 239000003128 rodenticide Substances 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 7
- 235000013877 carbamide Nutrition 0.000 title abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 33
- 230000001119 rodenticidal effect Effects 0.000 claims abstract description 13
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 239000004202 carbamide Substances 0.000 claims abstract description 9
- 239000004480 active ingredient Substances 0.000 claims abstract description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 150000004982 aromatic amines Chemical class 0.000 claims abstract description 5
- HDOUGSFASVGDCS-UHFFFAOYSA-N pyridin-3-ylmethanamine Chemical compound NCC1=CC=CN=C1 HDOUGSFASVGDCS-UHFFFAOYSA-N 0.000 claims abstract description 5
- LNTLNDGJZJWLGG-UHFFFAOYSA-N 3-(isocyanatomethyl)pyridine Chemical compound O=C=NCC1=CC=CN=C1 LNTLNDGJZJWLGG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000012948 isocyanate Substances 0.000 claims abstract description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims description 33
- 241000283984 Rodentia Species 0.000 claims description 17
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 13
- 239000000463 material Substances 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 11
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000000843 powder Substances 0.000 claims description 7
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 239000011230 binding agent Substances 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000004033 plastic Substances 0.000 claims description 6
- 229920003023 plastic Polymers 0.000 claims description 6
- 239000003085 diluting agent Substances 0.000 claims description 5
- 239000002798 polar solvent Substances 0.000 claims description 5
- 235000000346 sugar Nutrition 0.000 claims description 5
- 235000019733 Fish meal Nutrition 0.000 claims description 4
- 241000209140 Triticum Species 0.000 claims description 4
- 235000021307 Triticum Nutrition 0.000 claims description 4
- 240000008042 Zea mays Species 0.000 claims description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 4
- 235000013399 edible fruits Nutrition 0.000 claims description 4
- 239000004467 fishmeal Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000002671 adjuvant Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 239000004744 fabric Substances 0.000 claims description 3
- 235000013312 flour Nutrition 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 3
- 238000004806 packaging method and process Methods 0.000 claims description 3
- 239000000575 pesticide Substances 0.000 claims description 3
- 239000003755 preservative agent Substances 0.000 claims description 3
- 230000002335 preservative effect Effects 0.000 claims description 3
- 235000013580 sausages Nutrition 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 239000004559 tracking powder Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000001993 wax Substances 0.000 claims description 3
- 229920002261 Corn starch Polymers 0.000 claims description 2
- 239000000440 bentonite Substances 0.000 claims description 2
- 229910000278 bentonite Inorganic materials 0.000 claims description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000004464 cereal grain Substances 0.000 claims description 2
- 125000000068 chlorophenyl group Chemical group 0.000 claims description 2
- 239000008120 corn starch Substances 0.000 claims description 2
- 229940099112 cornstarch Drugs 0.000 claims description 2
- 239000008187 granular material Substances 0.000 claims description 2
- 235000012054 meals Nutrition 0.000 claims description 2
- 235000013336 milk Nutrition 0.000 claims description 2
- 239000008267 milk Substances 0.000 claims description 2
- 210000004080 milk Anatomy 0.000 claims description 2
- 235000013379 molasses Nutrition 0.000 claims description 2
- 125000006501 nitrophenyl group Chemical group 0.000 claims description 2
- 239000012188 paraffin wax Substances 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- PWHUPFOHNXWYSH-UHFFFAOYSA-N pyridin-3-ylmethylurea Chemical compound NC(=O)NCC1=CC=CN=C1 PWHUPFOHNXWYSH-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 239000008158 vegetable oil Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims 2
- 239000000796 flavoring agent Substances 0.000 claims 2
- 235000013355 food flavoring agent Nutrition 0.000 claims 2
- 239000005871 repellent Substances 0.000 claims 2
- JQPOVGUYQOXJCK-UHFFFAOYSA-N 1-(4-methylsulfanylphenyl)-3-(pyridin-3-ylmethyl)urea Chemical compound C1=CC(SC)=CC=C1NC(=O)NCC1=CC=CN=C1 JQPOVGUYQOXJCK-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000008188 pellet Substances 0.000 claims 1
- 230000002940 repellent Effects 0.000 claims 1
- 235000002639 sodium chloride Nutrition 0.000 claims 1
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- RHEUMYIZUCTDOX-UHFFFAOYSA-N phenyl n-(pyridin-3-ylmethyl)carbamate Chemical class C=1C=CC=CC=1OC(=O)NCC1=CC=CN=C1 RHEUMYIZUCTDOX-UHFFFAOYSA-N 0.000 abstract description 3
- BPZYWIXVIGKGSF-UHFFFAOYSA-N 4-isocyanatobenzenethiol Chemical compound SC1=CC=C(N=C=O)C=C1 BPZYWIXVIGKGSF-UHFFFAOYSA-N 0.000 abstract description 2
- RIVJAEWJKBJWRF-UHFFFAOYSA-N 4-tert-butylsulfanylaniline Chemical compound CC(C)(C)SC1=CC=C(N)C=C1 RIVJAEWJKBJWRF-UHFFFAOYSA-N 0.000 abstract description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000543 intermediate Substances 0.000 abstract description 2
- 230000000361 pesticidal effect Effects 0.000 abstract description 2
- AHWALFGBDFAJAI-UHFFFAOYSA-N phenyl carbonochloridate Chemical compound ClC(=O)OC1=CC=CC=C1 AHWALFGBDFAJAI-UHFFFAOYSA-N 0.000 abstract description 2
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 abstract 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 1
- AUEDSLNBWIROCG-UHFFFAOYSA-N 1-methyl-1-pyridin-3-ylurea Chemical class NC(=O)N(C)C1=CC=CN=C1 AUEDSLNBWIROCG-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- CZGCEKJOLUNIFY-UHFFFAOYSA-N 4-Chloronitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1 CZGCEKJOLUNIFY-UHFFFAOYSA-N 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 abstract 1
- 125000003396 thiol group Chemical class [H]S* 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 12
- 241000700159 Rattus Species 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 8
- 241000699670 Mus sp. Species 0.000 description 7
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 231100000167 toxic agent Toxicity 0.000 description 4
- 239000003440 toxic substance Substances 0.000 description 4
- 235000013311 vegetables Nutrition 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 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
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- VXIXUWQIVKSKSA-UHFFFAOYSA-N 4-hydroxycoumarin Chemical compound C1=CC=CC2=C1OC(=O)C=C2O VXIXUWQIVKSKSA-UHFFFAOYSA-N 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000007319 Avena orientalis Nutrition 0.000 description 2
- 244000075850 Avena orientalis Species 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
- 229910000831 Steel Inorganic materials 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- 239000003146 anticoagulant agent Substances 0.000 description 2
- 229940127219 anticoagulant drug Drugs 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 230000001665 lethal effect Effects 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 2
- LXXTVGKSGJADFU-UHFFFAOYSA-N (4-nitrophenyl)urea Chemical compound NC(=O)NC1=CC=C([N+]([O-])=O)C=C1 LXXTVGKSGJADFU-UHFFFAOYSA-N 0.000 description 1
- KPDWWEJAIPSECL-UHFFFAOYSA-N 1,4-diphenyl-1,2,4,5-tetrazine Chemical compound C1=NN(C=2C=CC=CC=2)C=NN1C1=CC=CC=C1 KPDWWEJAIPSECL-UHFFFAOYSA-N 0.000 description 1
- CCUYTLRPUJNYOX-UHFFFAOYSA-N 1-butylsulfanyl-4-isocyanatobenzene Chemical compound CCCCSC1=CC=C(N=C=O)C=C1 CCUYTLRPUJNYOX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- WOXFMYVTSLAQMO-UHFFFAOYSA-N 2-Pyridinemethanamine Chemical compound NCC1=CC=CC=N1 WOXFMYVTSLAQMO-UHFFFAOYSA-N 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 244000207620 Euterpe oleracea Species 0.000 description 1
- 235000012601 Euterpe oleracea Nutrition 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 244000141359 Malus pumila Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 241000699660 Mus musculus Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 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
- 235000003650 acai Nutrition 0.000 description 1
- 231100000460 acute oral toxicity Toxicity 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
- 235000015241 bacon Nutrition 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 238000013101 initial test Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 210000004185 liver Anatomy 0.000 description 1
- 235000019359 magnesium stearate 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
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000010461 other edible oil Substances 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/48—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —S—C≡N groups
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34233473A | 1973-03-19 | 1973-03-19 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL44426A0 IL44426A0 (en) | 1974-06-30 |
| IL44426A true IL44426A (en) | 1977-05-31 |
Family
ID=23341381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL44426A IL44426A (en) | 1973-03-19 | 1974-03-15 | 3 - Pyridylmethyl oryl ureas, their preparation and use as rodenticides |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US4075345A (cs) |
| JP (1) | JPS5610283B2 (cs) |
| AR (1) | AR205697A1 (cs) |
| AT (1) | AT338035B (cs) |
| BE (1) | BE809868A (cs) |
| BG (1) | BG21374A3 (cs) |
| BR (1) | BR7401670D0 (cs) |
| CH (2) | CH582472A5 (cs) |
| CS (1) | CS181263B2 (cs) |
| DD (2) | DD110163A5 (cs) |
| DE (1) | DE2409686A1 (cs) |
| DK (1) | DK141049B (cs) |
| EG (1) | EG11508A (cs) |
| ES (2) | ES424626A1 (cs) |
| FI (1) | FI55653C (cs) |
| FR (1) | FR2222371B1 (cs) |
| GB (1) | GB1456269A (cs) |
| HU (1) | HU168295B (cs) |
| IE (1) | IE38838B1 (cs) |
| IL (1) | IL44426A (cs) |
| IT (1) | IT1007622B (cs) |
| NL (1) | NL7403398A (cs) |
| NO (1) | NO143742C (cs) |
| OA (1) | OA04589A (cs) |
| PH (1) | PH10861A (cs) |
| PL (1) | PL98034B1 (cs) |
| RO (1) | RO68859A (cs) |
| SE (1) | SE409859B (cs) |
| SU (2) | SU589888A3 (cs) |
| TR (1) | TR17877A (cs) |
| ZA (1) | ZA74954B (cs) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR112013004858A8 (pt) * | 2010-09-03 | 2018-01-02 | Forma Tm Llc | derivados de 4-{[(piridin-3-il-metil) aminocarbonil]amino}benzeno-sulfona como inibidores de nampt para terapia de doenças tal como câncer |
| RU2764786C1 (ru) * | 2021-05-31 | 2022-01-21 | федеральное государственное бюджетное учреждение "Государственный научно-исследовательский испытательный институт военной медицины" Министерства обороны Российской Федерации (ФГБУ "ГНИИИ ВМ" МО РФ) | Бифункциональное инсекто-родентицидное средство |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3700678A (en) * | 1971-04-30 | 1972-10-24 | Stauffer Chemical Co | 1-picolyl-3-phenyl ureas |
-
1973
- 1973-01-01 AR AR250716A patent/AR205697A1/es active
- 1973-10-24 JP JP11978373A patent/JPS5610283B2/ja not_active Expired
-
1974
- 1974-01-15 FR FR7401260A patent/FR2222371B1/fr not_active Expired
- 1974-01-17 BE BE139919A patent/BE809868A/xx unknown
- 1974-01-18 OA OA55102A patent/OA04589A/xx unknown
- 1974-02-04 PH PH15476A patent/PH10861A/en unknown
- 1974-02-11 IE IE254/74A patent/IE38838B1/xx unknown
- 1974-02-13 GB GB659474A patent/GB1456269A/en not_active Expired
- 1974-02-13 ZA ZA00740954A patent/ZA74954B/xx unknown
- 1974-02-28 DE DE2409686A patent/DE2409686A1/de not_active Withdrawn
- 1974-03-01 TR TR17877A patent/TR17877A/xx unknown
- 1974-03-05 RO RO7477906A patent/RO68859A/ro unknown
- 1974-03-06 SU SU742001552A patent/SU589888A3/ru active
- 1974-03-06 PL PL1974169327A patent/PL98034B1/pl unknown
- 1974-03-07 HU HURO772A patent/HU168295B/hu unknown
- 1974-03-07 BR BR1670/74A patent/BR7401670D0/pt unknown
- 1974-03-08 CS CS7400001706A patent/CS181263B2/cs unknown
- 1974-03-09 BG BG026000A patent/BG21374A3/xx unknown
- 1974-03-13 CH CH352174A patent/CH582472A5/xx not_active IP Right Cessation
- 1974-03-13 NL NL7403398A patent/NL7403398A/xx not_active Application Discontinuation
- 1974-03-13 CH CH352074A patent/CH582674A5/xx not_active IP Right Cessation
- 1974-03-15 IL IL44426A patent/IL44426A/en unknown
- 1974-03-15 SE SE7403542A patent/SE409859B/xx unknown
- 1974-03-15 FI FI799/74A patent/FI55653C/fi active
- 1974-03-15 NO NO740926A patent/NO143742C/no unknown
- 1974-03-18 EG EG82/74A patent/EG11508A/xx active
- 1974-03-18 ES ES424626A patent/ES424626A1/es not_active Expired
- 1974-03-18 DK DK148274AA patent/DK141049B/da unknown
- 1974-03-19 DD DD177280A patent/DD110163A5/xx unknown
- 1974-03-19 DD DD177279A patent/DD110266A5/xx unknown
- 1974-03-19 AT AT225674A patent/AT338035B/de not_active IP Right Cessation
- 1974-04-08 IT IT20566/74A patent/IT1007622B/it active
- 1974-04-11 US US05/460,263 patent/US4075345A/en not_active Expired - Lifetime
-
1976
- 1976-04-01 ES ES446592A patent/ES446592A1/es not_active Expired
- 1976-12-02 SU SU762194152A patent/SU659090A3/ru active
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