CA2115344A1 - Attracting and ingestion-stimulating agent for cockroach - Google Patents
Attracting and ingestion-stimulating agent for cockroachInfo
- Publication number
- CA2115344A1 CA2115344A1 CA002115344A CA2115344A CA2115344A1 CA 2115344 A1 CA2115344 A1 CA 2115344A1 CA 002115344 A CA002115344 A CA 002115344A CA 2115344 A CA2115344 A CA 2115344A CA 2115344 A1 CA2115344 A1 CA 2115344A1
- Authority
- CA
- Canada
- Prior art keywords
- cockroach
- ingestion
- attracting
- parts
- tetrahydro
- 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.)
- Abandoned
Links
- 241001674044 Blattodea Species 0.000 title claims abstract description 33
- 239000002269 analeptic agent Substances 0.000 title claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 18
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- CYYZDBDROVLTJU-UHFFFAOYSA-N 4-n-Butylphenol Chemical compound CCCCC1=CC=C(O)C=C1 CYYZDBDROVLTJU-UHFFFAOYSA-N 0.000 claims abstract description 8
- ZNPSUQQXTRRSBM-UHFFFAOYSA-N 4-n-Pentylphenol Chemical compound CCCCCC1=CC=C(O)C=C1 ZNPSUQQXTRRSBM-UHFFFAOYSA-N 0.000 claims abstract description 8
- MOXOFSFWYLTCFU-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalen-2-amine Chemical compound C1CCCC2=CC(N)=CC=C21 MOXOFSFWYLTCFU-UHFFFAOYSA-N 0.000 claims abstract description 8
- UMKXSOXZAXIOPJ-UHFFFAOYSA-N 5,6,7,8-tetrahydro-2-naphthol Chemical compound C1CCCC2=CC(O)=CC=C21 UMKXSOXZAXIOPJ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims abstract description 6
- SGCPAUPWLDLCBN-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalen-2-ylmethanamine Chemical compound C1CCCC2=CC(CN)=CC=C21 SGCPAUPWLDLCBN-UHFFFAOYSA-N 0.000 claims abstract description 5
- SODWJACROGQSMM-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalen-1-amine Chemical compound C1CCCC2=C1C=CC=C2N SODWJACROGQSMM-UHFFFAOYSA-N 0.000 claims abstract description 4
- SCWNNOCLLOHZIG-UHFFFAOYSA-N 5,6,7,8-tetrahydro-1-naphthol Chemical compound C1CCCC2=C1C=CC=C2O SCWNNOCLLOHZIG-UHFFFAOYSA-N 0.000 claims abstract 3
- 230000000694 effects Effects 0.000 abstract description 11
- 241000894007 species Species 0.000 abstract description 4
- 230000003389 potentiating effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 9
- 238000005303 weighing Methods 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- -1 methylprop-l-enyl Chemical group 0.000 description 6
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 6
- 239000004299 sodium benzoate Substances 0.000 description 6
- 235000010234 sodium benzoate Nutrition 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 241000238631 Hexapoda Species 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 240000007643 Phytolacca americana Species 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000037406 food intake Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000546 pharmaceutical excipient Substances 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 235000015895 biscuits Nutrition 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000002285 corn oil Substances 0.000 description 2
- 235000005687 corn oil Nutrition 0.000 description 2
- YMGUBTXCNDTFJI-UHFFFAOYSA-M cyclopropanecarboxylate Chemical compound [O-]C(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-M 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001592 potato starch Polymers 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 description 1
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-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
- PXMCURAOQSNMOZ-UHFFFAOYSA-N 3,7-dimethyl-10-propan-2-ylcyclodeca-2,6-dien-1-ol Chemical compound CC(C)C1CCC(C)=CCCC(C)=CC1O PXMCURAOQSNMOZ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 241000238659 Blatta Species 0.000 description 1
- 241000238658 Blattella Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920002261 Corn starch Polymers 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- 239000005898 Fenoxycarb Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- SRBFZHDQGSBBOR-HWQSCIPKSA-N L-arabinopyranose Chemical compound O[C@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-HWQSCIPKSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical class OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-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
- 241001282736 Oriens Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical class OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- 241001510010 Periplaneta fuliginosa Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000005927 Pyriproxyfen Substances 0.000 description 1
- 244000184734 Pyrus japonica Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 241000482268 Zea mays subsp. mays Species 0.000 description 1
- 125000000218 acetic acid group Chemical class C(C)(=O)* 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 239000005667 attractant Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- GTCAXTIRRLKXRU-UHFFFAOYSA-N carbamic acid methyl ester Natural products COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- HRBKVYFZANMGRE-UHFFFAOYSA-N chlorpyrifos-methyl Chemical group COP(=S)(OC)OC1=NC(Cl)=C(Cl)C=C1Cl HRBKVYFZANMGRE-UHFFFAOYSA-N 0.000 description 1
- XLOPRKKSAJMMEW-UHFFFAOYSA-N chrysanthemic acid Chemical compound CC(C)=CC1C(C(O)=O)C1(C)C XLOPRKKSAJMMEW-UHFFFAOYSA-N 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical class OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000004512 granular bait Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical class CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229960003511 macrogol Drugs 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229950003442 methoprene Drugs 0.000 description 1
- 229930002897 methoprene Natural products 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- XYFMGGWVGACNEC-UHFFFAOYSA-N n-carbamoyl-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(C(=O)N)C(=O)C1=CC=CC=C1 XYFMGGWVGACNEC-UHFFFAOYSA-N 0.000 description 1
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- RPVDAUDBFGUPKL-UHFFFAOYSA-N propan-2-yl 2-(4-chlorophenyl)acetate Chemical compound CC(C)OC(=O)CC1=CC=C(Cl)C=C1 RPVDAUDBFGUPKL-UHFFFAOYSA-N 0.000 description 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/002—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing a foodstuff as carrier or diluent, i.e. baits
- A01N25/006—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing a foodstuff as carrier or diluent, i.e. baits insecticidal
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/06—Nitrogen directly attached to an aromatic ring system
Abstract
There are provided attracting and ingestion-stimulating agents for cockroach comprising as the active ingredient: (a) one or more compounds selected from the group of 1-amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 2-aminomethyl-5,6,7,8-tetrahydronaphthalene and a salt thereof; and (b) one or more compounds selected from the group of p-n-butylphenol, p-n-amylphenol, 5,6,7,8-tetrahydro-1-naphthol and 5,6,7,8-tetrahydro-2-naphthol. The attracting and ingestion-stimulating agents for cockroach exhibit the very potent attracting and ingestion-stimulating activities in the known species of house cockroach, both male and female.
Description
DESCRIPT~ON
Attracting and ingestion-stimulating agent for cockroach TECHNICAL FIELD
The presen~ invention relates to attracting and ingestion-stimulating agents for coc~roaches.
BACKGROUN~ ART
Cockroach is one of the sanitarily harmful insects most widely known throughout th,e world.
In Japan, as the ~ouse cockroach are known Periplaneta fuliginosa S., P.jsponica K., P.americana L., Blattells germanic L., etc.
In general, it is important for extermination of cockroach to possess both an attracting activity and an ingestion-stimulating acti~ity.
, We have already provided several cockroa~h attracting and inges~ion-stimulating ~gents which stimulataneously possess the activities both (USP 4,627,981; USP 4,911,907).
Te~ralol, naphthol and phenol compounds and 3,7-dimethyl-10-isopropyl-2,6-cyclodecadien-1-ol, which are active ingredients of these cockroach attracting and inges~ion-stimulating agents, are suiciently active without any additives. Howe~er, they ~re oten actiYe against male P.americana L. only, and thus when applie~ to colonies of other species of cockroach or WO ~3/02554 2 ~ ~ 3 ~ PCI~/JP92/00795 -- 2 ~-- .
colonies of female cockroach only, they sometim~s produce lower effects.
DISCLOSURE OF INVENTION
In order ~o provide more effectively attracting and ingestion-stim~lating agen~s for cockro~ch than the prior art agents, we have investigated a composition comprising;
(a)one or more compounds selected from ~he group of l-amino-5,6,7,8-te~rahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 2-aminomethyl-5,6,7,8-~etrahydro-naphthalene and a salt thereof ; and (b)one or more compounds selected from the group of p-n-butylphenol, p-n-amylphenol, 5,6,7,8-tetrahydro-1-naphtyhol and 5,6,7,8-tetrahydro-2-naphthol show a hight attrac~an~ and ingestion-stimulating activity for cockroach.
A more preferred agent for cockroach of the invention is concerned with a attracting and ingestion-s~imulating agent for cockroach comprising as active ingredien~s a co~pound selected from the group consis~ing of 1-amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronsphthalene, 2-aminomethyl-5,6,7,8-~etrahydronaphth~lene a~d a salt ~hereof, and a compound selected from the group consisting of p-n-~mylphenol, p-n-butylphenol, 5,6,7,8-tetrshydro-1-nap~thol and 5,6,7,8-tetrahydro-2-n~phthol.
w093/û25s4 2 1 1 ~ 3 ~ ~ PCT/JP92/007g5 _ 3 _ ~..t, . ~ . .
All of the com~ound are known compounds.
l-Amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene and 2-aminomethyl-5,6,7,8-tetrahydro-naphthalene are disclosed, for example, in the litera~ure cited below.
V.S. Misara et al., J.Indian Chem. Soc., 1985, 36, 803 S.W. Fenton et al., J.Am.Chem. Soc., 1955, 77, 979 V.Grinsteins et al., Lav.RSR Zinat.Akad.Ve~tis,Kim.~er., lg67, 7, 12 As the salt of the compo~nds, there can be mentioned, for example, hydrochloric acid salt, oxalic acid salt, citric acid salt, acetic acid salt, phosphoric acid salt, malonic acid salt, sulfric acid salt~ tartaric acid salt, maleic acid salt, lactic acid salt and pyrophosphoric acid salt.
2-Aminomethyl-5,6,7,8-tetrahydronaphthalene is allow to stand in air to give a salt.
The salt comp~und has a chemical structure as shown ~elo~;
C H2 NH 3~) ~ C H 2 N H C 0 Howe~er, none of l-~mino-5,6,7,8-tetr~hydronaphthslene 2-amino-5,6,7,8-tetrahydronaphthalene ~nd 2-aminomethyl-21153'1~
5,6,7,8-tetrahydronaphthalene are known for their cockroach attracting and ingestion-stimulating activities. p-n-Amyl-phenol, p-n-butylphenol, 5,6,7,8-t~trahydro-1-naphthol and 5,6,7,8-tetrahydro-2-naphthol are known for their cockroach attracting and ingestion-stimul~ting activities as describ~d in USP 4,911,907 and USP 4,627,981.
Attracting and ingestion-stimulating agents for cockroach according to the invention can be prepared, for example, by dissolving these compounds in an appropriate solvent ~for example, a hydrophilic organic solvent such as acetone, methanol, ethanol, tetrahydrofuran, ethylene glycol, diethylene glycol or N,N-dimethyl- formamide or lipophilic organic solvent such as benzene, chloroform, ether, methylene chloride or n-hexane) then impergnating ~n appropriate carrier (or pap~r, cardboad, non-woven cloth, or flannel) with the `~
solution and drying off the solvent to give ~ttracting tapes or the like. The acti~e-ingredient compounds according to the invention can also be used in such a ~orm as granule, pill or tablet prepared by a conventional method using binder, excipient, lubricant, st~bilizer and others as usually ;
employed to give a bait.
The bait form o the active-ingredient compounds according to the invention can be formulated together with an insecticidal ingredient As the typical examples of the SUB~;TITUTE SHEiE~T
211~344 insecticidal ingredient, there can be mentioned, organophosphorous insecticides such as 0,0-dimethyl 0-4-nitro-m-toIyl phosphorothioate, 0,0-diethyl 0-(2,3-dihydro-3-oxo-2-phenylpyridazin-6-yl)phosphorothioate, 0-3,5,6-trichloro-2-pyridyl 0,0-dimethyl phosphorothioate, pyrethroids such as ~RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl(lRS)cis,trans-2,2-dimethyl-3-~2-me~hylprop-l-enyl)cyclopropanecarboxylate, (S)-a-cyano-3-phenoxy-benzyl(lR,3R)-3-~2,2-dibromovinyl)-2,2-dimethylcyclopropane-carboxylate, 3-phenoxybenzyl(lRs)cis~trans-2~2-dimethyl-3-(2 methylprop-l-enyl)cycloprop~necarboxylate, 5-benzyl-3-furylmethyl-(lRS)cis,trans-2,2-dimethyl 3-~2-methyprop-1-enyl)cyclopropane- :
carboxylate, a -cyano-3-phenoxybenzyl(lRS,3SR)-(lRS,3RS)-2,~- :
dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, 3-phenoxybenzyl(lRS)cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate, 2-~4-ethoxyphenyl)-2-methylpropyl ~-phenoxybenzyl ether, (RS)-~-cyano-3-phenoxybenzyl(RS)- a - ;:
isopropyl-4-chlorophenylacetate, (RS)-2-methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl(IRS,3SR)-(lRS,3SR)-2,2-dimethyl-3-(2-methylpro-I-enyl)cyclopropanecarboxylate, carbamates such as l-naphtyl methylcarbamate, 2-isopropoxyphenyl methylcarb~mate, dodec~dienote oxime-ether benzoylphenyl urea, insect growth regulator compounds such as dode~adienoa~e compounds, oxime-ether compounds, pyriyl compounds, benzoylphenyl compounds urea and other insecticides suc~ as ~etrahydro-5~5-dimethyl-2(1H)- --SlJ~;TlTlJTE SHE~T
.. .. . . . . . .. .. .... . . .. . .
` 21153~
5~ -pyrimidinone-~3-(4-triflyuoromethyl)phenyl]~ 2-[4-(~rifluoro-methyl)phenyl]ethyl~-2-propenylidene hydrazone, boric acid etc.
If desired, the cockroach bait may contain one or more conventional adjuvants. Examples of conventional adjuvants include pulverized grain, biscuit powder, sweetening, water, sugar, maltose excipient, excipients, stabirizer, surfactant, plant oil, dextrin and micro~ristallin cellulose.
The active ingredient according to the invention show an attracting and ingestion-stimulating activity in a very small amount so that no particular care should be taken for amount to be used.
It is preferable, for example, that a bait would contain the ingredient in a concentration of 0.01 % by weight or more of whole amount.
The attracting and ingestion-stimulating action of the ~gents according to the invention will be described below in T I ~T ~ C ~ FFT
wr~93/Q2554 211~3~ P~/JP~2/007~
detail with reference to t~st examples.
Tes~ ex~mple 1 (Test material) A test material was prepared by ~he similar method in example 5.
The test material ~ont~ined 0.05 % by weight of the compound in Table 1.
~.
w0 93~û~54 2 1 1 S 3 ~ 4 Table 1 Test m~terial Tes~ ~ompound's nalne ::
1-amiDo-5. 6. 7. 8 tetr~hyc~ona~tha1ene b 2-~ino-5. 6. 7. 8~tetrshydr~naphth~1ene . . _ ~-aminomethyl-5. 6. 7. 8~ahydronaphchalelle d p n-amylpherlol . _ .
p n butylph~nol 5. 6. 7. 8tetrah~o-l~aphtl~ol 5. 6. 7. 8 tet~ahy~-2~phthol .
h ~-aminomethyl-5. 6. 7. 8~etrshydr~n~phthaler~e 5. ~. 7, 8~et~shydro-2~p~1 i l-ami~v-5.6.7.8-tetrahydrQnapbtha1ene 5.~.7.8-tetrahydrD-~-n2ph~hol _ 2-aminomethyl-5.6.7.8-tetr~hydronaphthalene p-n-amylphe~ol _ k 2-~mino-5.6.7.8-tetr~hydrDnaphthale~
p ~-butylphenol . without cDmpound (as the co~tr~l) (Test insect) Groups of Periplaneata fuliginosa S., P.japonica K., P.
aus~rAlasiae L., P.americana L., Blattell~ germanic L., Blat~a orientalis L. each consisting of 100 ~dult male and ~emale . . . :
(1:1) cockroaches were prepared per one test ma~eri~ls.
(Test methods) W~ 93/025~ à ~ 4 ~ PCI`/J~92/007~5 A group of the test inse~ts was placed individually in a c~ge. After three days, the bait of the test material was examined f~r the degree of ingestion. The degree of ingestion ;
of test material~a) - (k) were compared with test material ~1). The experiment was repeated three times, and the average number of degree of ingestion ~as taken.
(Tes~ results) Results are shown in T~ble 2.
W~ 93/02~S4 2 i l i ~ 1 4 PCr/JP92/Q~79~
--U ~ ~ o =) o~ _ C- _ C~ o~
~ _ ._ ~ ~ _. c~ c~ ~ ~ r~
~ _ _ __ _ _ _ E
.` . ~ ~ 0 o ~ ~ C~ ~ ~ ~ ~ o nJ _ _ ~ _ _ _ _ N N ~ N
, ~ ~o ~ _ _ _ _. ~
',~ 0 C`~ ~ ~ 0 .* ~ O .~. ~ ~ ~
O _ _ _ _ _ _ _ N ._ C`~ _. a~
Cd _ _ _ _ ~ ~
~ U~ ~ CO U~ ~ CL ~ ~ 0 'O ~ ~ _~
~ ~ ~ o ~ c~ c~ ~ c~ u~ o -o _ _. c~ _ _ _ _ ~t~ c~ ~ ~ 3 _ ~ _ _ ~ ~
a; . E
o o ~ o ~ o C~ o Ul ~ ~ ~
~ tr~ ~ C~l c~ _ _ ~ O t`~ 00 Il) U~ :
oo _ _ C~ _ _ _ _ ~i C'~ ~ C~ ~ ':
. l~lt t H~
U~ _ U~ In ~ CO Ul 0 C`~ ~O a 0 ~ U~ U~ ~ C~ ~ _ ~ o CO
L E D ,. _ _ ~ _ -- _ _ .~: E--I
W0 93/025~i4 ` 2 1 i a `~ PCI`/JP92~00795 -- 10 -- .
Test example 2 ~Test m~terials) Th~ same test procedure as in Test example 1 were employed except ~hat two parts of hydromethylnone was formNlated as an insec~icide to give a test material ~A) - (L).
(Test insects) As tes~ insects were employed 12 groups of Periplaneata fuliginosa L., P.americana L., Blattella germanic L., Blatta orien~alis L. consisting of 30 adult cockroar~es and 30 larvae cockroaches per one test material.
(Test method) 48 rooms~ approximately 6 ma~s in size~ were used. ~ne week before initiation of the test each room was stocked with a group of different species of the corkroacb, which was given food and water.
The test material baits were set at five positions in each 'room.
Effect of the attractants was evaluated on the basis of the number ~f dead cockroach.
(Test results) The results are shown in Table 3.
WO 93/02!;S4 h ~ ~ PCItJP92/00795 _ _. __ _ _ ..
i ~x o r~ ~ o r~ o o ~ o I~ o ~
~ tn ~ o ~ 0 ui ~ O Ln ~ u~ ~ o 0 'c ~ ~n u~ u~ u~ u~ u~ u~ r~ ~ 0 co c~
0 ~ _ _ :`
~ o- ~ ~ 0 ~ U~ ~ U~ ~ ~ o C~ Ul C`~
_~ 0 r~ r~ r~ r~ 0 r~ ~ u~ ~ ~ _ ~, _ _ _ _ _ i ~ ~ o o ~ C~) o ~ ~ I~ ~ o ~
~ U~- ~ ~ ~ C`l C~ ~ 00 ~? ~ ~ u~ _ ~D ~r3 . _ o o,~ _ o 0 _ _ _ __ C~ o -u~
~ _~ 0 ~ u~ 1~ ~ O ~ 0 O` ~ 0 ~
~ -~_ _ . _ _ . _ ~.
c~ 0 ~ ~ 1~ ~ o o ~ o r~
O U~ - ~ ~ ~ ~ C~ ~0 ~ 'D u~ ~O u'~
~ ~ ~ ~ ' ~ _ _ _ _ . ~ :
C~ ~ ~ C~ ~ o o 0 0 0 C~ ~ O- 0 ~ ~:
E~ ~ ~ ~ c~ ~ In U~ C'~ r~ 0 ~ ~ ~ o ~ ~ _~ _ _ _ _ _ _ C~l ~ `' ~ _ _ _ _ O
,j 4~~ ~ o co o c~ o c~ o ~ r~ o ~ .
~1 U~ -- to ~`1 ~) C~ _ N _ ~0 ~f) ~ ~0 O .:
~o ::
~ - - - - - - - -CL ~ ~ 0 U~ ~ ~? O ~ C`l ~ C~) CO r~ ' .
f~ ~ ~ ~ ~3 N C~ ~ 'O O _ O _ O
~ _ _ _ __ ~ ' L G ~ C~) a k3 ~. ~ _ _ _, ~ _~ O
~ ~ . _ w093~0~ ~ 2 1~ a 3 ~ ~ ~CT~JPg2/007~
BEST MODE FOR CARRYING OUT THE INVENTION
Some examples of this invention will be explained as the following examples.
However, this inYention is not limited to these examples.
Unless otherwise indicated, all par~s are by weight.
E~ample 1 A mixture of 75 parts powdery fish ~eal, 5 parts of ~altose, 5 par s of L-arabinose, 5 p8rts of oleic acid, 10 parts of rice brain oil~ 0.06 part of permethrin, 0.05 part of p-n-butylphenol and O.03 part of 2-amino-5,6,7,8-tetrahydro- ;
naphthalene w~s kneaded together with some water, and the mixture was formed into a small granular bait of the invention weighing about 0 7 g per gr~nule.
Example 2 150 parts of water-soluble starch, 150 parts of potato starch, 100 parts of boric acid 0.6 part of sodium benzoa~e, 0.2 part of dib11~ylhydroxytoluene, 0.03 part of 2-amino-5,6>7,8-tetrahydro- naphthalene, O.1 part of 5,6,7,8-te~rahydro-l-naphthol and 599.5 parts of water were blended ~nd formed into ~ cockroach bait o~ the invention weighing abou~ 10 g per piece.
Ex~mple 3 100 par~s of wheat powders, 35 parts of water-soluble WO 93/025~ ) 3 ~ ~ PCl`~JP92/00795 starch~ 35 parts of starch, one part of methoprene, 0.06 part of sodium benzoate, 0.02 par~ of dibutylhydroxytoluPne, 0.05 p~rt of 5,6,7,8-tetrahydro-2-naphthol and 0.03 part of 2-amino-5,6,7,8- tetrahydron~phthalene hydrocarbo~ate were blended ~ogether ~ith an appropriate amount of water and formed in~o a cockroach bait of the in~ention weighing about 5 g per piece.
Example 4 lOO parts of corn syrup, 30 par~s of sorbitol, 14 parts of gelatin, 48 parts of water, 2 p~rts of pyriproxyfen, 0.06 part of sodium benzoate~ 0.02 part of dibutylhydroxytoluene, p-n-butylphenol and 0.1 parts of 2-aminomethyl-5,6~7,8-tetr~ydronaphthalene were blended and formed into a co~kroach bAit of ~he invention weighing about 10 g per piece.
Example 5 40 par~s of ~hick malt syr~p, 45 parts of oats powder, 11 'p~rts of macrogol, 0.5 part of cyphenot~rin, onP part of diflu~enæurone, 0.06 part of sodium benzoate, 0.02 part of dibutylhydroxy~oluene, 0.05 part of p-n-amylphenol and 2-amino-5,6,7,8-tetr~hydro- naphthalene were blended ~nd formed into a csckroach bait of the invention weighing about 10 g per piece.
Example 6 WO 93/Q~554 2 ~ ~ ~ 3 4 ~ PC~/JP92/00795 -- ~4 --20 p~rts of brown sugar, 2 parts of corn oil, 2 parts of chryslis powder, 20 parts of biscuit powder, 50 parts dextrin, 0.06 part of sodium benzoate, 0.02 part of dibutylhydroxytoluene, 2 parts of hydramethylnone, 0.02 part of p-n-amylphenol and 0.03 part of 2-amino-5,6,7,8-tetrahydro-naphthalene were blended and formed }nto a cockroach bait of the invention weighing about 5 g per piece.
Example 7 20 parts of powdery sugar, lO parts of corn oil~ 30 par~s of sweet corn oii, 60 parts of crystalline cellulose, 2 parts of e~hofenprox, 0.06 parts sodium benzoate, 0.02 part of dibutylhydroxytoluene, 0.02 part of p-n-amylphenol ~nd 0. 03 p2rt of 2-amino-5,6,7,8-tetrahydronaphthalene were blended and formed into a cockroach bait of the invention ~eighing about 5 g per piece.
Example 8 15 parts of miner~l oil, 2 parts of ammonium hydroxide, 2 par~s vf polyoxyethylene nonylphenyl ether, 0.5 p~rt of carboxymethyl cellulose, 3.5 parts of potato starch, one part of propox~r, 0.5 part of fenoxycarb, 0.06 part o~ sodium be~ozate, 0.02 part of dibutyl~ydroxytoluene, 0.05 part of 5,6,7,8-tetrahydro-2-naphthol and 0.03 part of 2-amino-5,6~7,8-tetrahydronapbthal~ne were blended and ormed into a WC~ 93/02~ 3 3 1 ~ PCl`/JP92/00795 .' . - 15 -.; . , `; :
cockroach bait of the invention weighing about 5 g per piece.
Example 9 15 parts of white mineral oil, 1.5 par~s of polyoxyethylene glycol dioleate, 2 parts of polyoxyethyle~e nonylphenyl ether, one part of hydroxyethyl cellulose, 0.5 part of xanthane gum, 5 parts of corn starch, 2 part5 of chloropyrifosmethyl, 0.06 part of sodium benzoate, 0.02 part of 5,6,7,8-tetrahydro-2-n~pbthol and 0.0~ part of 2-amino-5,6,7,8-tetrahydro-naph~halene were blended and formed into a cockroach bait of the invention weighing about 5 g per piece.
INDUSTRIAL APPLICABILITY
The attracting and ingestion-stimulating agents o the invention not only exhibit a potent attracting and ingestion-stimulating activity on various species of cockroach but also are highly effective in cockrosch extermination even ~hen m~le and female cockroaches li~e toge~her.
This brings about low productio~ ost and mini~ize the size vf the preparation for easiness on use.
The attracting and ingestion-stimulating component of the invention can also provide each of the cockroach controlling agents with fast acting effect.
Attracting and ingestion-stimulating agent for cockroach TECHNICAL FIELD
The presen~ invention relates to attracting and ingestion-stimulating agents for coc~roaches.
BACKGROUN~ ART
Cockroach is one of the sanitarily harmful insects most widely known throughout th,e world.
In Japan, as the ~ouse cockroach are known Periplaneta fuliginosa S., P.jsponica K., P.americana L., Blattells germanic L., etc.
In general, it is important for extermination of cockroach to possess both an attracting activity and an ingestion-stimulating acti~ity.
, We have already provided several cockroa~h attracting and inges~ion-stimulating ~gents which stimulataneously possess the activities both (USP 4,627,981; USP 4,911,907).
Te~ralol, naphthol and phenol compounds and 3,7-dimethyl-10-isopropyl-2,6-cyclodecadien-1-ol, which are active ingredients of these cockroach attracting and inges~ion-stimulating agents, are suiciently active without any additives. Howe~er, they ~re oten actiYe against male P.americana L. only, and thus when applie~ to colonies of other species of cockroach or WO ~3/02554 2 ~ ~ 3 ~ PCI~/JP92/00795 -- 2 ~-- .
colonies of female cockroach only, they sometim~s produce lower effects.
DISCLOSURE OF INVENTION
In order ~o provide more effectively attracting and ingestion-stim~lating agen~s for cockro~ch than the prior art agents, we have investigated a composition comprising;
(a)one or more compounds selected from ~he group of l-amino-5,6,7,8-te~rahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 2-aminomethyl-5,6,7,8-~etrahydro-naphthalene and a salt thereof ; and (b)one or more compounds selected from the group of p-n-butylphenol, p-n-amylphenol, 5,6,7,8-tetrahydro-1-naphtyhol and 5,6,7,8-tetrahydro-2-naphthol show a hight attrac~an~ and ingestion-stimulating activity for cockroach.
A more preferred agent for cockroach of the invention is concerned with a attracting and ingestion-s~imulating agent for cockroach comprising as active ingredien~s a co~pound selected from the group consis~ing of 1-amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronsphthalene, 2-aminomethyl-5,6,7,8-~etrahydronaphth~lene a~d a salt ~hereof, and a compound selected from the group consisting of p-n-~mylphenol, p-n-butylphenol, 5,6,7,8-tetrshydro-1-nap~thol and 5,6,7,8-tetrahydro-2-n~phthol.
w093/û25s4 2 1 1 ~ 3 ~ ~ PCT/JP92/007g5 _ 3 _ ~..t, . ~ . .
All of the com~ound are known compounds.
l-Amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene and 2-aminomethyl-5,6,7,8-tetrahydro-naphthalene are disclosed, for example, in the litera~ure cited below.
V.S. Misara et al., J.Indian Chem. Soc., 1985, 36, 803 S.W. Fenton et al., J.Am.Chem. Soc., 1955, 77, 979 V.Grinsteins et al., Lav.RSR Zinat.Akad.Ve~tis,Kim.~er., lg67, 7, 12 As the salt of the compo~nds, there can be mentioned, for example, hydrochloric acid salt, oxalic acid salt, citric acid salt, acetic acid salt, phosphoric acid salt, malonic acid salt, sulfric acid salt~ tartaric acid salt, maleic acid salt, lactic acid salt and pyrophosphoric acid salt.
2-Aminomethyl-5,6,7,8-tetrahydronaphthalene is allow to stand in air to give a salt.
The salt comp~und has a chemical structure as shown ~elo~;
C H2 NH 3~) ~ C H 2 N H C 0 Howe~er, none of l-~mino-5,6,7,8-tetr~hydronaphthslene 2-amino-5,6,7,8-tetrahydronaphthalene ~nd 2-aminomethyl-21153'1~
5,6,7,8-tetrahydronaphthalene are known for their cockroach attracting and ingestion-stimulating activities. p-n-Amyl-phenol, p-n-butylphenol, 5,6,7,8-t~trahydro-1-naphthol and 5,6,7,8-tetrahydro-2-naphthol are known for their cockroach attracting and ingestion-stimul~ting activities as describ~d in USP 4,911,907 and USP 4,627,981.
Attracting and ingestion-stimulating agents for cockroach according to the invention can be prepared, for example, by dissolving these compounds in an appropriate solvent ~for example, a hydrophilic organic solvent such as acetone, methanol, ethanol, tetrahydrofuran, ethylene glycol, diethylene glycol or N,N-dimethyl- formamide or lipophilic organic solvent such as benzene, chloroform, ether, methylene chloride or n-hexane) then impergnating ~n appropriate carrier (or pap~r, cardboad, non-woven cloth, or flannel) with the `~
solution and drying off the solvent to give ~ttracting tapes or the like. The acti~e-ingredient compounds according to the invention can also be used in such a ~orm as granule, pill or tablet prepared by a conventional method using binder, excipient, lubricant, st~bilizer and others as usually ;
employed to give a bait.
The bait form o the active-ingredient compounds according to the invention can be formulated together with an insecticidal ingredient As the typical examples of the SUB~;TITUTE SHEiE~T
211~344 insecticidal ingredient, there can be mentioned, organophosphorous insecticides such as 0,0-dimethyl 0-4-nitro-m-toIyl phosphorothioate, 0,0-diethyl 0-(2,3-dihydro-3-oxo-2-phenylpyridazin-6-yl)phosphorothioate, 0-3,5,6-trichloro-2-pyridyl 0,0-dimethyl phosphorothioate, pyrethroids such as ~RS)-3-allyl-2-methyl-4-oxocyclopent-2-enyl(lRS)cis,trans-2,2-dimethyl-3-~2-me~hylprop-l-enyl)cyclopropanecarboxylate, (S)-a-cyano-3-phenoxy-benzyl(lR,3R)-3-~2,2-dibromovinyl)-2,2-dimethylcyclopropane-carboxylate, 3-phenoxybenzyl(lRs)cis~trans-2~2-dimethyl-3-(2 methylprop-l-enyl)cycloprop~necarboxylate, 5-benzyl-3-furylmethyl-(lRS)cis,trans-2,2-dimethyl 3-~2-methyprop-1-enyl)cyclopropane- :
carboxylate, a -cyano-3-phenoxybenzyl(lRS,3SR)-(lRS,3RS)-2,~- :
dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate, 3-phenoxybenzyl(lRS)cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate, 2-~4-ethoxyphenyl)-2-methylpropyl ~-phenoxybenzyl ether, (RS)-~-cyano-3-phenoxybenzyl(RS)- a - ;:
isopropyl-4-chlorophenylacetate, (RS)-2-methyl-4-oxo-3-prop-2-ynylcyclopent-2-enyl(IRS,3SR)-(lRS,3SR)-2,2-dimethyl-3-(2-methylpro-I-enyl)cyclopropanecarboxylate, carbamates such as l-naphtyl methylcarbamate, 2-isopropoxyphenyl methylcarb~mate, dodec~dienote oxime-ether benzoylphenyl urea, insect growth regulator compounds such as dode~adienoa~e compounds, oxime-ether compounds, pyriyl compounds, benzoylphenyl compounds urea and other insecticides suc~ as ~etrahydro-5~5-dimethyl-2(1H)- --SlJ~;TlTlJTE SHE~T
.. .. . . . . . .. .. .... . . .. . .
` 21153~
5~ -pyrimidinone-~3-(4-triflyuoromethyl)phenyl]~ 2-[4-(~rifluoro-methyl)phenyl]ethyl~-2-propenylidene hydrazone, boric acid etc.
If desired, the cockroach bait may contain one or more conventional adjuvants. Examples of conventional adjuvants include pulverized grain, biscuit powder, sweetening, water, sugar, maltose excipient, excipients, stabirizer, surfactant, plant oil, dextrin and micro~ristallin cellulose.
The active ingredient according to the invention show an attracting and ingestion-stimulating activity in a very small amount so that no particular care should be taken for amount to be used.
It is preferable, for example, that a bait would contain the ingredient in a concentration of 0.01 % by weight or more of whole amount.
The attracting and ingestion-stimulating action of the ~gents according to the invention will be described below in T I ~T ~ C ~ FFT
wr~93/Q2554 211~3~ P~/JP~2/007~
detail with reference to t~st examples.
Tes~ ex~mple 1 (Test material) A test material was prepared by ~he similar method in example 5.
The test material ~ont~ined 0.05 % by weight of the compound in Table 1.
~.
w0 93~û~54 2 1 1 S 3 ~ 4 Table 1 Test m~terial Tes~ ~ompound's nalne ::
1-amiDo-5. 6. 7. 8 tetr~hyc~ona~tha1ene b 2-~ino-5. 6. 7. 8~tetrshydr~naphth~1ene . . _ ~-aminomethyl-5. 6. 7. 8~ahydronaphchalelle d p n-amylpherlol . _ .
p n butylph~nol 5. 6. 7. 8tetrah~o-l~aphtl~ol 5. 6. 7. 8 tet~ahy~-2~phthol .
h ~-aminomethyl-5. 6. 7. 8~etrshydr~n~phthaler~e 5. ~. 7, 8~et~shydro-2~p~1 i l-ami~v-5.6.7.8-tetrahydrQnapbtha1ene 5.~.7.8-tetrahydrD-~-n2ph~hol _ 2-aminomethyl-5.6.7.8-tetr~hydronaphthalene p-n-amylphe~ol _ k 2-~mino-5.6.7.8-tetr~hydrDnaphthale~
p ~-butylphenol . without cDmpound (as the co~tr~l) (Test insect) Groups of Periplaneata fuliginosa S., P.japonica K., P.
aus~rAlasiae L., P.americana L., Blattell~ germanic L., Blat~a orientalis L. each consisting of 100 ~dult male and ~emale . . . :
(1:1) cockroaches were prepared per one test ma~eri~ls.
(Test methods) W~ 93/025~ à ~ 4 ~ PCI`/J~92/007~5 A group of the test inse~ts was placed individually in a c~ge. After three days, the bait of the test material was examined f~r the degree of ingestion. The degree of ingestion ;
of test material~a) - (k) were compared with test material ~1). The experiment was repeated three times, and the average number of degree of ingestion ~as taken.
(Tes~ results) Results are shown in T~ble 2.
W~ 93/02~S4 2 i l i ~ 1 4 PCr/JP92/Q~79~
--U ~ ~ o =) o~ _ C- _ C~ o~
~ _ ._ ~ ~ _. c~ c~ ~ ~ r~
~ _ _ __ _ _ _ E
.` . ~ ~ 0 o ~ ~ C~ ~ ~ ~ ~ o nJ _ _ ~ _ _ _ _ N N ~ N
, ~ ~o ~ _ _ _ _. ~
',~ 0 C`~ ~ ~ 0 .* ~ O .~. ~ ~ ~
O _ _ _ _ _ _ _ N ._ C`~ _. a~
Cd _ _ _ _ ~ ~
~ U~ ~ CO U~ ~ CL ~ ~ 0 'O ~ ~ _~
~ ~ ~ o ~ c~ c~ ~ c~ u~ o -o _ _. c~ _ _ _ _ ~t~ c~ ~ ~ 3 _ ~ _ _ ~ ~
a; . E
o o ~ o ~ o C~ o Ul ~ ~ ~
~ tr~ ~ C~l c~ _ _ ~ O t`~ 00 Il) U~ :
oo _ _ C~ _ _ _ _ ~i C'~ ~ C~ ~ ':
. l~lt t H~
U~ _ U~ In ~ CO Ul 0 C`~ ~O a 0 ~ U~ U~ ~ C~ ~ _ ~ o CO
L E D ,. _ _ ~ _ -- _ _ .~: E--I
W0 93/025~i4 ` 2 1 i a `~ PCI`/JP92~00795 -- 10 -- .
Test example 2 ~Test m~terials) Th~ same test procedure as in Test example 1 were employed except ~hat two parts of hydromethylnone was formNlated as an insec~icide to give a test material ~A) - (L).
(Test insects) As tes~ insects were employed 12 groups of Periplaneata fuliginosa L., P.americana L., Blattella germanic L., Blatta orien~alis L. consisting of 30 adult cockroar~es and 30 larvae cockroaches per one test material.
(Test method) 48 rooms~ approximately 6 ma~s in size~ were used. ~ne week before initiation of the test each room was stocked with a group of different species of the corkroacb, which was given food and water.
The test material baits were set at five positions in each 'room.
Effect of the attractants was evaluated on the basis of the number ~f dead cockroach.
(Test results) The results are shown in Table 3.
WO 93/02!;S4 h ~ ~ PCItJP92/00795 _ _. __ _ _ ..
i ~x o r~ ~ o r~ o o ~ o I~ o ~
~ tn ~ o ~ 0 ui ~ O Ln ~ u~ ~ o 0 'c ~ ~n u~ u~ u~ u~ u~ u~ r~ ~ 0 co c~
0 ~ _ _ :`
~ o- ~ ~ 0 ~ U~ ~ U~ ~ ~ o C~ Ul C`~
_~ 0 r~ r~ r~ r~ 0 r~ ~ u~ ~ ~ _ ~, _ _ _ _ _ i ~ ~ o o ~ C~) o ~ ~ I~ ~ o ~
~ U~- ~ ~ ~ C`l C~ ~ 00 ~? ~ ~ u~ _ ~D ~r3 . _ o o,~ _ o 0 _ _ _ __ C~ o -u~
~ _~ 0 ~ u~ 1~ ~ O ~ 0 O` ~ 0 ~
~ -~_ _ . _ _ . _ ~.
c~ 0 ~ ~ 1~ ~ o o ~ o r~
O U~ - ~ ~ ~ ~ C~ ~0 ~ 'D u~ ~O u'~
~ ~ ~ ~ ' ~ _ _ _ _ . ~ :
C~ ~ ~ C~ ~ o o 0 0 0 C~ ~ O- 0 ~ ~:
E~ ~ ~ ~ c~ ~ In U~ C'~ r~ 0 ~ ~ ~ o ~ ~ _~ _ _ _ _ _ _ C~l ~ `' ~ _ _ _ _ O
,j 4~~ ~ o co o c~ o c~ o ~ r~ o ~ .
~1 U~ -- to ~`1 ~) C~ _ N _ ~0 ~f) ~ ~0 O .:
~o ::
~ - - - - - - - -CL ~ ~ 0 U~ ~ ~? O ~ C`l ~ C~) CO r~ ' .
f~ ~ ~ ~ ~3 N C~ ~ 'O O _ O _ O
~ _ _ _ __ ~ ' L G ~ C~) a k3 ~. ~ _ _ _, ~ _~ O
~ ~ . _ w093~0~ ~ 2 1~ a 3 ~ ~ ~CT~JPg2/007~
BEST MODE FOR CARRYING OUT THE INVENTION
Some examples of this invention will be explained as the following examples.
However, this inYention is not limited to these examples.
Unless otherwise indicated, all par~s are by weight.
E~ample 1 A mixture of 75 parts powdery fish ~eal, 5 parts of ~altose, 5 par s of L-arabinose, 5 p8rts of oleic acid, 10 parts of rice brain oil~ 0.06 part of permethrin, 0.05 part of p-n-butylphenol and O.03 part of 2-amino-5,6,7,8-tetrahydro- ;
naphthalene w~s kneaded together with some water, and the mixture was formed into a small granular bait of the invention weighing about 0 7 g per gr~nule.
Example 2 150 parts of water-soluble starch, 150 parts of potato starch, 100 parts of boric acid 0.6 part of sodium benzoa~e, 0.2 part of dib11~ylhydroxytoluene, 0.03 part of 2-amino-5,6>7,8-tetrahydro- naphthalene, O.1 part of 5,6,7,8-te~rahydro-l-naphthol and 599.5 parts of water were blended ~nd formed into ~ cockroach bait o~ the invention weighing abou~ 10 g per piece.
Ex~mple 3 100 par~s of wheat powders, 35 parts of water-soluble WO 93/025~ ) 3 ~ ~ PCl`~JP92/00795 starch~ 35 parts of starch, one part of methoprene, 0.06 part of sodium benzoate, 0.02 par~ of dibutylhydroxytoluPne, 0.05 p~rt of 5,6,7,8-tetrahydro-2-naphthol and 0.03 part of 2-amino-5,6,7,8- tetrahydron~phthalene hydrocarbo~ate were blended ~ogether ~ith an appropriate amount of water and formed in~o a cockroach bait of the in~ention weighing about 5 g per piece.
Example 4 lOO parts of corn syrup, 30 par~s of sorbitol, 14 parts of gelatin, 48 parts of water, 2 p~rts of pyriproxyfen, 0.06 part of sodium benzoate~ 0.02 part of dibutylhydroxytoluene, p-n-butylphenol and 0.1 parts of 2-aminomethyl-5,6~7,8-tetr~ydronaphthalene were blended and formed into a co~kroach bAit of ~he invention weighing about 10 g per piece.
Example 5 40 par~s of ~hick malt syr~p, 45 parts of oats powder, 11 'p~rts of macrogol, 0.5 part of cyphenot~rin, onP part of diflu~enæurone, 0.06 part of sodium benzoate, 0.02 part of dibutylhydroxy~oluene, 0.05 part of p-n-amylphenol and 2-amino-5,6,7,8-tetr~hydro- naphthalene were blended ~nd formed into a csckroach bait of the invention weighing about 10 g per piece.
Example 6 WO 93/Q~554 2 ~ ~ ~ 3 4 ~ PC~/JP92/00795 -- ~4 --20 p~rts of brown sugar, 2 parts of corn oil, 2 parts of chryslis powder, 20 parts of biscuit powder, 50 parts dextrin, 0.06 part of sodium benzoate, 0.02 part of dibutylhydroxytoluene, 2 parts of hydramethylnone, 0.02 part of p-n-amylphenol and 0.03 part of 2-amino-5,6,7,8-tetrahydro-naphthalene were blended and formed }nto a cockroach bait of the invention weighing about 5 g per piece.
Example 7 20 parts of powdery sugar, lO parts of corn oil~ 30 par~s of sweet corn oii, 60 parts of crystalline cellulose, 2 parts of e~hofenprox, 0.06 parts sodium benzoate, 0.02 part of dibutylhydroxytoluene, 0.02 part of p-n-amylphenol ~nd 0. 03 p2rt of 2-amino-5,6,7,8-tetrahydronaphthalene were blended and formed into a cockroach bait of the invention ~eighing about 5 g per piece.
Example 8 15 parts of miner~l oil, 2 parts of ammonium hydroxide, 2 par~s vf polyoxyethylene nonylphenyl ether, 0.5 p~rt of carboxymethyl cellulose, 3.5 parts of potato starch, one part of propox~r, 0.5 part of fenoxycarb, 0.06 part o~ sodium be~ozate, 0.02 part of dibutyl~ydroxytoluene, 0.05 part of 5,6,7,8-tetrahydro-2-naphthol and 0.03 part of 2-amino-5,6~7,8-tetrahydronapbthal~ne were blended and ormed into a WC~ 93/02~ 3 3 1 ~ PCl`/JP92/00795 .' . - 15 -.; . , `; :
cockroach bait of the invention weighing about 5 g per piece.
Example 9 15 parts of white mineral oil, 1.5 par~s of polyoxyethylene glycol dioleate, 2 parts of polyoxyethyle~e nonylphenyl ether, one part of hydroxyethyl cellulose, 0.5 part of xanthane gum, 5 parts of corn starch, 2 part5 of chloropyrifosmethyl, 0.06 part of sodium benzoate, 0.02 part of 5,6,7,8-tetrahydro-2-n~pbthol and 0.0~ part of 2-amino-5,6,7,8-tetrahydro-naph~halene were blended and formed into a cockroach bait of the invention weighing about 5 g per piece.
INDUSTRIAL APPLICABILITY
The attracting and ingestion-stimulating agents o the invention not only exhibit a potent attracting and ingestion-stimulating activity on various species of cockroach but also are highly effective in cockrosch extermination even ~hen m~le and female cockroaches li~e toge~her.
This brings about low productio~ ost and mini~ize the size vf the preparation for easiness on use.
The attracting and ingestion-stimulating component of the invention can also provide each of the cockroach controlling agents with fast acting effect.
Claims (2)
1. An attracting and ingestion-stimulating agent for cockroach comprising as the active ingredient;
(a) one or more compounds selected from the group of 1-amino-5,6, 7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 2-aminomethyl-5,6,7,8-tetrahydro-naphthalene and a salt thereof ; and (b) one or more compounds selected from the group of p-n-butylphenol, p-n-amylphenol, 5,6,7,8-tetrahydro-1-naphthol and 5,6,7, 8-tetrahydro-2-naphthol.
(a) one or more compounds selected from the group of 1-amino-5,6, 7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydronaphthalene, 2-aminomethyl-5,6,7,8-tetrahydro-naphthalene and a salt thereof ; and (b) one or more compounds selected from the group of p-n-butylphenol, p-n-amylphenol, 5,6,7,8-tetrahydro-1-naphthol and 5,6,7, 8-tetrahydro-2-naphthol.
2. An attracting and ingestion-stimulating agent for cockroach comprising as the active ingredient one compound selected from the group consisting of 2-aminomethyl-5,6,7,8-tetrahydronaphthalene, 1-amino-5,6,7,8-tetrahydronaphthalene, 2-amino-5,6,7,8-tetrahydro-naphthalene and a salt thereof, and one compound selected from the group consisting of p-n-amylphenol, p-n-butylphenol, 5,6,7,8-tetrahydro-1-naphthol and 5,6,7,8-tetrahydro-2-naphthol.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20082291 | 1991-08-09 | ||
JP200822/1991 | 1991-08-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA2115344A1 true CA2115344A1 (en) | 1993-02-18 |
Family
ID=16430785
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002115344A Abandoned CA2115344A1 (en) | 1991-08-09 | 1992-06-22 | Attracting and ingestion-stimulating agent for cockroach |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0598122A1 (en) |
AU (1) | AU660473B2 (en) |
BR (1) | BR9206343A (en) |
CA (1) | CA2115344A1 (en) |
WO (1) | WO1993002554A1 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994014323A1 (en) * | 1991-07-09 | 1994-07-07 | Taisho Pharmaceutical Co., Ltd. | Attracting and ingestion-stimulating agent for cockroach |
PT802727E (en) * | 1995-01-09 | 2002-01-30 | Johnson & Son Inc S C | INSECT LIQUID (CHAMARIZ) |
AUPR709901A0 (en) * | 2001-08-17 | 2001-09-06 | Grotech Australia Pty Ltd | Edible pesticidal formulations |
US8404260B2 (en) | 2008-04-02 | 2013-03-26 | Bayer Cropscience Lp | Synergistic pesticide compositions |
WO2017079684A1 (en) * | 2015-11-06 | 2017-05-11 | Gries Gerhard J | Baits for cockroaches |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4627981A (en) * | 1984-09-14 | 1986-12-09 | Taisho Pharmaceutical Co., Ltd. | Attractant-ingestion stimulant preparations for Periplaneta americana L |
JPH0610122B2 (en) * | 1986-10-14 | 1994-02-09 | 大正製薬株式会社 | Cockroach feeding stimulant |
US5484588A (en) * | 1990-08-09 | 1996-01-16 | Taisho Pharmaceutical Co., Ltd. | Attracting and ingestion-stimulating agent for cockroach |
JP3125445B2 (en) * | 1991-07-09 | 2001-01-15 | 大正製薬株式会社 | Cockroach Attraction, Feeding Stimulant |
-
1992
- 1992-06-22 BR BR9206343A patent/BR9206343A/en not_active Application Discontinuation
- 1992-06-22 CA CA002115344A patent/CA2115344A1/en not_active Abandoned
- 1992-06-22 EP EP92913259A patent/EP0598122A1/en not_active Withdrawn
- 1992-06-22 AU AU20004/92A patent/AU660473B2/en not_active Expired - Fee Related
- 1992-06-22 WO PCT/JP1992/000795 patent/WO1993002554A1/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
AU2000492A (en) | 1993-03-02 |
BR9206343A (en) | 1994-09-27 |
EP0598122A1 (en) | 1994-05-25 |
WO1993002554A1 (en) | 1993-02-18 |
AU660473B2 (en) | 1995-06-29 |
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