WO1998053678A2 - Moyen et procede de protection phytosanitaire - Google Patents
Moyen et procede de protection phytosanitaire Download PDFInfo
- Publication number
- WO1998053678A2 WO1998053678A2 PCT/EP1998/003144 EP9803144W WO9853678A2 WO 1998053678 A2 WO1998053678 A2 WO 1998053678A2 EP 9803144 W EP9803144 W EP 9803144W WO 9853678 A2 WO9853678 A2 WO 9853678A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compounds
- methyl
- pest control
- control agent
- fcm
- Prior art date
Links
- 241000607479 Yersinia pestis Species 0.000 title claims abstract description 54
- 238000000034 method Methods 0.000 title claims description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 72
- -1 mono-terpenoid compounds Chemical class 0.000 claims abstract description 40
- 229930003658 monoterpene Natural products 0.000 claims abstract description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical class CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000002989 phenols Chemical class 0.000 claims abstract description 9
- 150000002576 ketones Chemical class 0.000 claims abstract description 8
- 125000004067 aliphatic alkene group Chemical group 0.000 claims abstract description 6
- 150000007824 aliphatic compounds Chemical class 0.000 claims abstract description 6
- 230000001846 repelling effect Effects 0.000 claims abstract 3
- 241001137073 Thaumatotibia leucotreta Species 0.000 claims description 84
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims description 37
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims description 35
- 235000012141 vanillin Nutrition 0.000 claims description 35
- 239000003795 chemical substances by application Substances 0.000 claims description 28
- 241000238631 Hexapoda Species 0.000 claims description 25
- 239000000126 substance Substances 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 24
- 241001635274 Cydia pomonella Species 0.000 claims description 21
- 230000000694 effects Effects 0.000 claims description 19
- 235000013399 edible fruits Nutrition 0.000 claims description 17
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims description 16
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 15
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 14
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims description 13
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims description 12
- 239000002411 allomone Substances 0.000 claims description 11
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 claims description 10
- 241000255588 Tephritidae Species 0.000 claims description 10
- UAHWPYUMFXYFJY-UHFFFAOYSA-N beta-myrcene Chemical compound CC(C)=CCCC(=C)C=C UAHWPYUMFXYFJY-UHFFFAOYSA-N 0.000 claims description 10
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 claims description 10
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims description 10
- JJVNINGBHGBWJH-UHFFFAOYSA-N ortho-vanillin Chemical compound COC1=CC=CC(C=O)=C1O JJVNINGBHGBWJH-UHFFFAOYSA-N 0.000 claims description 10
- 241000196324 Embryophyta Species 0.000 claims description 9
- 238000005507 spraying Methods 0.000 claims description 9
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 claims description 8
- LSKONYYRONEBKA-UHFFFAOYSA-N 2-Dodecanone Chemical compound CCCCCCCCCCC(C)=O LSKONYYRONEBKA-UHFFFAOYSA-N 0.000 claims description 8
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims description 8
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 8
- QSIMLPCPCXVYDD-UHFFFAOYSA-N diosphenol Chemical compound CC(C)C1CCC(C)=C(O)C1=O QSIMLPCPCXVYDD-UHFFFAOYSA-N 0.000 claims description 8
- USMNOWBWPHYOEA-UHFFFAOYSA-N 3‐isothujone Chemical compound CC1C(=O)CC2(C(C)C)C1C2 USMNOWBWPHYOEA-UHFFFAOYSA-N 0.000 claims description 7
- 229940069096 dodecene Drugs 0.000 claims description 7
- 229960001047 methyl salicylate Drugs 0.000 claims description 7
- DCTOHCCUXLBQMS-UHFFFAOYSA-N 1-undecene Chemical compound CCCCCCCCCC=C DCTOHCCUXLBQMS-UHFFFAOYSA-N 0.000 claims description 6
- 229940043350 citral Drugs 0.000 claims description 6
- 229930003633 citronellal Natural products 0.000 claims description 6
- 235000000983 citronellal Nutrition 0.000 claims description 6
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- CYIFVRUOHKNECG-UHFFFAOYSA-N tridecan-2-one Chemical compound CCCCCCCCCCCC(C)=O CYIFVRUOHKNECG-UHFFFAOYSA-N 0.000 claims description 6
- KMRMUZKLFIEVAO-UHFFFAOYSA-N 7,7-dimethylbicyclo[3.1.1]hept-3-ene-4-carbaldehyde Chemical compound C1C2C(C)(C)C1CC=C2C=O KMRMUZKLFIEVAO-UHFFFAOYSA-N 0.000 claims description 5
- 235000013388 Agathosma crenulata Nutrition 0.000 claims description 5
- 235000009269 Barosma crenulata Nutrition 0.000 claims description 5
- 239000005973 Carvone Substances 0.000 claims description 5
- 241000255925 Diptera Species 0.000 claims description 5
- KMRMUZKLFIEVAO-RKDXNWHRSA-N Myrtenal Natural products C1[C@H]2C(C)(C)[C@@H]1CC=C2C=O KMRMUZKLFIEVAO-RKDXNWHRSA-N 0.000 claims description 5
- 150000001336 alkenes Chemical class 0.000 claims description 5
- VYBREYKSZAROCT-UHFFFAOYSA-N alpha-myrcene Natural products CC(=C)CCCC(=C)C=C VYBREYKSZAROCT-UHFFFAOYSA-N 0.000 claims description 5
- 229940062650 buchu Drugs 0.000 claims description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- GMGYODAMPOELNZ-MDZDMXLPSA-N (5e)-deca-1,5,9-triene Chemical compound C=CCC\C=C\CCC=C GMGYODAMPOELNZ-MDZDMXLPSA-N 0.000 claims description 4
- RXBQNMWIQKOSCS-UHFFFAOYSA-N (7,7-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)methanol Chemical compound C1C2C(C)(C)C1CC=C2CO RXBQNMWIQKOSCS-UHFFFAOYSA-N 0.000 claims description 4
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 claims description 4
- XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 claims description 4
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical compound CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 4
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 claims description 4
- RJXKHBTYHGBOKV-UHFFFAOYSA-N 2,6-dimethylocta-5,7-dien-4-one Chemical compound CC(C)CC(=O)C=C(C)C=C RJXKHBTYHGBOKV-UHFFFAOYSA-N 0.000 claims description 4
- WZUODJNEIXSNEU-UHFFFAOYSA-N 2-Hydroxy-4-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C(O)=C1 WZUODJNEIXSNEU-UHFFFAOYSA-N 0.000 claims description 4
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 claims description 4
- XJLDYKIEURAVBW-UHFFFAOYSA-N 3-decanone Chemical compound CCCCCCCC(=O)CC XJLDYKIEURAVBW-UHFFFAOYSA-N 0.000 claims description 4
- RHLVCLIPMVJYKS-UHFFFAOYSA-N 3-octanone Chemical compound CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 claims description 4
- MVLRILUUXLBENA-UHFFFAOYSA-N 4-methylheptan-3-one Chemical compound CCCC(C)C(=O)CC MVLRILUUXLBENA-UHFFFAOYSA-N 0.000 claims description 4
- FZHSPPYCNDYIKD-UHFFFAOYSA-N 5-methoxysalicylaldehyde Chemical compound COC1=CC=C(O)C(C=O)=C1 FZHSPPYCNDYIKD-UHFFFAOYSA-N 0.000 claims description 4
- JKCBSCZEUOCWHW-UHFFFAOYSA-N 6-Methyloctan-3-one Chemical compound CCC(C)CCC(=O)CC JKCBSCZEUOCWHW-UHFFFAOYSA-N 0.000 claims description 4
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 claims description 4
- 241000557724 Ceratitis rosa Species 0.000 claims description 4
- LHXDLQBQYFFVNW-UHFFFAOYSA-N Fenchone Chemical compound C1CC2(C)C(=O)C(C)(C)C1C2 LHXDLQBQYFFVNW-UHFFFAOYSA-N 0.000 claims description 4
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 claims description 4
- 239000005792 Geraniol Substances 0.000 claims description 4
- POVACFJTDXZOQT-UHFFFAOYSA-N Psi-diosphenol Natural products CC(C)C1=C(O)C(=O)C(C)CC1 POVACFJTDXZOQT-UHFFFAOYSA-N 0.000 claims description 4
- WONIGEXYPVIKFS-UHFFFAOYSA-N Verbenol Chemical compound CC1=CC(O)C2C(C)(C)C1C2 WONIGEXYPVIKFS-UHFFFAOYSA-N 0.000 claims description 4
- 150000001345 alkine derivatives Chemical class 0.000 claims description 4
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 claims description 4
- CRPUJAZIXJMDBK-UHFFFAOYSA-N camphene Chemical compound C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 claims description 4
- 235000000484 citronellol Nutrition 0.000 claims description 4
- ILLHQJIJCRNRCJ-UHFFFAOYSA-N dec-1-yne Chemical compound CCCCCCCCC#C ILLHQJIJCRNRCJ-UHFFFAOYSA-N 0.000 claims description 4
- 229940113087 geraniol Drugs 0.000 claims description 4
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 4
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 4
- ZAJNGDIORYACQU-UHFFFAOYSA-N methyl n-octyl ketone Natural products CCCCCCCCC(C)=O ZAJNGDIORYACQU-UHFFFAOYSA-N 0.000 claims description 4
- NDVASEGYNIMXJL-UHFFFAOYSA-N sabinene Chemical compound C=C1CCC2(C(C)C)C1C2 NDVASEGYNIMXJL-UHFFFAOYSA-N 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- 229930007110 thujone Natural products 0.000 claims description 4
- 239000003039 volatile agent Substances 0.000 claims description 4
- NZGWDASTMWDZIW-MRVPVSSYSA-N (+)-pulegone Chemical compound C[C@@H]1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-MRVPVSSYSA-N 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- WEEGYLXZBRQIMU-UHFFFAOYSA-N Eucalyptol Chemical compound C1CC2CCC1(C)OC2(C)C WEEGYLXZBRQIMU-UHFFFAOYSA-N 0.000 claims description 3
- 241000255777 Lepidoptera Species 0.000 claims description 3
- GLZPCOQZEFWAFX-JXMROGBWSA-N Nerol Natural products CC(C)=CCC\C(C)=C\CO GLZPCOQZEFWAFX-JXMROGBWSA-N 0.000 claims description 3
- NZGWDASTMWDZIW-UHFFFAOYSA-N Pulegone Natural products CC1CCC(=C(C)C)C(=O)C1 NZGWDASTMWDZIW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 229930007459 p-menth-8-en-3-one Natural products 0.000 claims description 3
- LHXDLQBQYFFVNW-XCBNKYQSSA-N (+)-Fenchone Natural products C1C[C@]2(C)C(=O)C(C)(C)[C@H]1C2 LHXDLQBQYFFVNW-XCBNKYQSSA-N 0.000 claims description 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical compound C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 2
- NFLGAXVYCFJBMK-RKDXNWHRSA-N (+)-isomenthone Natural products CC(C)[C@H]1CC[C@@H](C)CC1=O NFLGAXVYCFJBMK-RKDXNWHRSA-N 0.000 claims description 2
- NDVASEGYNIMXJL-NXEZZACHSA-N (+)-sabinene Natural products C=C1CC[C@@]2(C(C)C)[C@@H]1C2 NDVASEGYNIMXJL-NXEZZACHSA-N 0.000 claims description 2
- REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 claims description 2
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 claims description 2
- FYZHLRMYDRUDES-SNVBAGLBSA-N (5r)-5,7-dimethylocta-1,6-diene Chemical compound CC(C)=C[C@H](C)CCC=C FYZHLRMYDRUDES-SNVBAGLBSA-N 0.000 claims description 2
- RUMOYJJNUMEFDD-SNVBAGLBSA-N (R)-(+)-Perillaldehyde Natural products CC(=C)[C@H]1CCC(C=O)=CC1 RUMOYJJNUMEFDD-SNVBAGLBSA-N 0.000 claims description 2
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 claims description 2
- 239000001169 1-methyl-4-propan-2-ylcyclohexa-1,4-diene Substances 0.000 claims description 2
- SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical compound C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 claims description 2
- LUZDYPLAQQGJEA-UHFFFAOYSA-N 2-Methoxynaphthalene Chemical compound C1=CC=CC2=CC(OC)=CC=C21 LUZDYPLAQQGJEA-UHFFFAOYSA-N 0.000 claims description 2
- FUDNBFMOXDUIIE-UHFFFAOYSA-N 3,7-dimethylocta-1,6-diene Chemical compound C=CC(C)CCC=C(C)C FUDNBFMOXDUIIE-UHFFFAOYSA-N 0.000 claims description 2
- HCJMNOSIAGSZBM-UHFFFAOYSA-N 6-methylsalicylic acid Chemical compound CC1=CC=CC(O)=C1C(O)=O HCJMNOSIAGSZBM-UHFFFAOYSA-N 0.000 claims description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 2
- IRZWAJHUWGZMMT-UHFFFAOYSA-N Chrysanthenol Natural products CC1=CCC2C(C)(C)C1C2O IRZWAJHUWGZMMT-UHFFFAOYSA-N 0.000 claims description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 2
- GYCKQBWUSACYIF-UHFFFAOYSA-N Ethyl salicylate Chemical compound CCOC(=O)C1=CC=CC=C1O GYCKQBWUSACYIF-UHFFFAOYSA-N 0.000 claims description 2
- PMGCQNGBLMMXEW-UHFFFAOYSA-N Isoamyl salicylate Chemical compound CC(C)CCOC(=O)C1=CC=CC=C1O PMGCQNGBLMMXEW-UHFFFAOYSA-N 0.000 claims description 2
- NFLGAXVYCFJBMK-UHFFFAOYSA-N Menthone Chemical compound CC(C)C1CCC(C)CC1=O NFLGAXVYCFJBMK-UHFFFAOYSA-N 0.000 claims description 2
- RXBQNMWIQKOSCS-RKDXNWHRSA-N Myrtenol Natural products C1[C@H]2C(C)(C)[C@@H]1CC=C2CO RXBQNMWIQKOSCS-RKDXNWHRSA-N 0.000 claims description 2
- PXRCIOIWVGAZEP-UHFFFAOYSA-N Primaeres Camphenhydrat Natural products C1CC2C(O)(C)C(C)(C)C1C2 PXRCIOIWVGAZEP-UHFFFAOYSA-N 0.000 claims description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- 239000000009 alarm pheromone Substances 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- XCPQUQHBVVXMRQ-UHFFFAOYSA-N alpha-Fenchene Natural products C1CC2C(=C)CC1C2(C)C XCPQUQHBVVXMRQ-UHFFFAOYSA-N 0.000 claims description 2
- KQAZVFVOEIRWHN-UHFFFAOYSA-N alpha-thujene Natural products CC1=CCC2(C(C)C)C1C2 KQAZVFVOEIRWHN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- CKDOCTFBFTVPSN-UHFFFAOYSA-N borneol Natural products C1CC2(C)C(C)CC1C2(C)C CKDOCTFBFTVPSN-UHFFFAOYSA-N 0.000 claims description 2
- 229940116229 borneol Drugs 0.000 claims description 2
- 229930006739 camphene Natural products 0.000 claims description 2
- ZYPYEBYNXWUCEA-UHFFFAOYSA-N camphenilone Natural products C1CC2C(=O)C(C)(C)C1C2 ZYPYEBYNXWUCEA-UHFFFAOYSA-N 0.000 claims description 2
- 229930006737 car-3-ene Natural products 0.000 claims description 2
- 229930007796 carene Natural products 0.000 claims description 2
- BQOFWKZOCNGFEC-UHFFFAOYSA-N carene Chemical compound C1C(C)=CCC2C(C)(C)C12 BQOFWKZOCNGFEC-UHFFFAOYSA-N 0.000 claims description 2
- RFFOTVCVTJUTAD-UHFFFAOYSA-N cineole Natural products C1CC2(C)CCC1(C(C)C)O2 RFFOTVCVTJUTAD-UHFFFAOYSA-N 0.000 claims description 2
- 229960005233 cineole Drugs 0.000 claims description 2
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- DTGKSKDOIYIVQL-UHFFFAOYSA-N dl-isoborneol Natural products C1CC2(C)C(O)CC1C2(C)C DTGKSKDOIYIVQL-UHFFFAOYSA-N 0.000 claims description 2
- 229940005667 ethyl salicylate Drugs 0.000 claims description 2
- 229930006735 fenchone Natural products 0.000 claims description 2
- XOYYHTTVCNEROD-UHFFFAOYSA-N hex-1-enyl 2-hydroxybenzoate Chemical compound CCCCC=COC(=O)C1=CC=CC=C1O XOYYHTTVCNEROD-UHFFFAOYSA-N 0.000 claims description 2
- 229930002839 ionone Natural products 0.000 claims description 2
- 150000002499 ionone derivatives Chemical class 0.000 claims description 2
- 229930007744 linalool Natural products 0.000 claims description 2
- 230000000873 masking effect Effects 0.000 claims description 2
- 229940041616 menthol Drugs 0.000 claims description 2
- 229930007503 menthone Natural products 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 2
- RUMOYJJNUMEFDD-UHFFFAOYSA-N perillyl aldehyde Chemical compound CC(=C)C1CCC(C=O)=CC1 RUMOYJJNUMEFDD-UHFFFAOYSA-N 0.000 claims description 2
- 150000007875 phellandrene derivatives Chemical class 0.000 claims description 2
- 229930006696 sabinene Natural products 0.000 claims description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 2
- 229960001860 salicylate Drugs 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 claims description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical class CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- IYTXKIXETAELAV-UHFFFAOYSA-N Aethyl-n-hexyl-keton Natural products CCCCCCC(=O)CC IYTXKIXETAELAV-UHFFFAOYSA-N 0.000 claims 2
- TWCNAXRPQBLSNO-UHFFFAOYSA-N isolimonene Chemical compound CC1CCC(C(C)=C)C=C1 TWCNAXRPQBLSNO-UHFFFAOYSA-N 0.000 claims 2
- UHEPJGULSIKKTP-UHFFFAOYSA-N sulcatone Chemical compound CC(C)=CCCC(C)=O UHEPJGULSIKKTP-UHFFFAOYSA-N 0.000 claims 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims 1
- BDBHRHLQMIKKIB-VOTSOKGWSA-N (e)-4-methylhept-4-en-3-one Chemical compound CC\C=C(/C)C(=O)CC BDBHRHLQMIKKIB-VOTSOKGWSA-N 0.000 claims 1
- JPTOCTSNXXKSSN-VOTSOKGWSA-N 4-Octen-3-one Chemical compound CCC\C=C\C(=O)CC JPTOCTSNXXKSSN-VOTSOKGWSA-N 0.000 claims 1
- BBMFSGOFUHEVNP-UHFFFAOYSA-N 4-hydroxy-2-methylbenzoic acid Chemical compound CC1=CC(O)=CC=C1C(O)=O BBMFSGOFUHEVNP-UHFFFAOYSA-N 0.000 claims 1
- XUPXMIAWKPTZLZ-UHFFFAOYSA-N 4-methylhexan-2-one Chemical compound CCC(C)CC(C)=O XUPXMIAWKPTZLZ-UHFFFAOYSA-N 0.000 claims 1
- YNMZZHPSYMOGCI-UHFFFAOYSA-N Aethyl-octyl-keton Natural products CCCCCCCCC(=O)CC YNMZZHPSYMOGCI-UHFFFAOYSA-N 0.000 claims 1
- 244000152526 Agathosma crenulata Species 0.000 claims 1
- 241000238421 Arthropoda Species 0.000 claims 1
- 241000723346 Cinnamomum camphora Species 0.000 claims 1
- 241001507629 Formicidae Species 0.000 claims 1
- 241000257303 Hymenoptera Species 0.000 claims 1
- 241001268491 Laspeyresia Species 0.000 claims 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 1
- 229930008380 camphor Natural products 0.000 claims 1
- 229960000846 camphor Drugs 0.000 claims 1
- 230000007123 defense Effects 0.000 claims 1
- OHEFFKYYKJVVOX-UHFFFAOYSA-N sulcatol Natural products CC(O)CCC=C(C)C OHEFFKYYKJVVOX-UHFFFAOYSA-N 0.000 claims 1
- 150000005671 trienes Chemical group 0.000 claims 1
- 238000012360 testing method Methods 0.000 description 31
- 239000002420 orchard Substances 0.000 description 23
- 239000000877 Sex Attractant Substances 0.000 description 13
- 239000013543 active substance Substances 0.000 description 11
- 235000020971 citrus fruits Nutrition 0.000 description 11
- 241000207199 Citrus Species 0.000 description 10
- 239000000796 flavoring agent Substances 0.000 description 9
- 235000019634 flavors Nutrition 0.000 description 9
- 239000007921 spray Substances 0.000 description 9
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 8
- 244000290333 Vanilla fragrans Species 0.000 description 6
- 235000009499 Vanilla fragrans Nutrition 0.000 description 6
- 235000012036 Vanilla tahitensis Nutrition 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- KYWIYKKSMDLRDC-UHFFFAOYSA-N undecan-2-one Chemical compound CCCCCCCCCC(C)=O KYWIYKKSMDLRDC-UHFFFAOYSA-N 0.000 description 6
- 230000003442 weekly effect Effects 0.000 description 6
- 244000137282 Agathosma betulina Species 0.000 description 5
- 235000013601 eggs Nutrition 0.000 description 5
- 230000001965 increasing effect Effects 0.000 description 5
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- 244000141359 Malus pumila Species 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000004744 fabric Substances 0.000 description 4
- RPDIIOSMVGHNKJ-UHFFFAOYSA-N ipsdienone Chemical compound CC(C)=CC(=O)CC(=C)C=C RPDIIOSMVGHNKJ-UHFFFAOYSA-N 0.000 description 4
- JVTZFYYHCGSXJV-UHFFFAOYSA-N isovanillin Chemical compound COC1=CC=C(C=O)C=C1O JVTZFYYHCGSXJV-UHFFFAOYSA-N 0.000 description 4
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 4
- DCSCXTJOXBUFGB-JGVFFNPUSA-N (R)-(+)-Verbenone Natural products CC1=CC(=O)[C@@H]2C(C)(C)[C@H]1C2 DCSCXTJOXBUFGB-JGVFFNPUSA-N 0.000 description 3
- DCSCXTJOXBUFGB-SFYZADRCSA-N (R)-(+)-verbenone Chemical compound CC1=CC(=O)[C@H]2C(C)(C)[C@@H]1C2 DCSCXTJOXBUFGB-SFYZADRCSA-N 0.000 description 3
- 125000006290 2-hydroxybenzyl group Chemical group [H]OC1=C(C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 description 3
- 229920002101 Chitin Polymers 0.000 description 3
- 240000002319 Citrus sinensis Species 0.000 description 3
- 235000005976 Citrus sinensis Nutrition 0.000 description 3
- 235000011430 Malus pumila Nutrition 0.000 description 3
- 235000015103 Malus silvestris Nutrition 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 239000005871 repellent Substances 0.000 description 3
- 230000002940 repellent Effects 0.000 description 3
- DCSCXTJOXBUFGB-UHFFFAOYSA-N verbenone Natural products CC1=CC(=O)C2C(C)(C)C1C2 DCSCXTJOXBUFGB-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- VQOXUMQBYILCKR-UHFFFAOYSA-N 1-Tridecene Chemical compound CCCCCCCCCCCC=C VQOXUMQBYILCKR-UHFFFAOYSA-N 0.000 description 2
- IXWOUPGDGMCKGT-UHFFFAOYSA-N 2,3-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(C=O)=C1O IXWOUPGDGMCKGT-UHFFFAOYSA-N 0.000 description 2
- IUNJCFABHJZSKB-UHFFFAOYSA-N 2,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C(O)=C1 IUNJCFABHJZSKB-UHFFFAOYSA-N 0.000 description 2
- CLFRCXCBWIQVRN-UHFFFAOYSA-N 2,5-dihydroxybenzaldehyde Chemical compound OC1=CC=C(O)C(C=O)=C1 CLFRCXCBWIQVRN-UHFFFAOYSA-N 0.000 description 2
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 description 2
- ULPMRIXXHGUZFA-UHFFFAOYSA-N 4-methylhexan-3-one Chemical compound CCC(C)C(=O)CC ULPMRIXXHGUZFA-UHFFFAOYSA-N 0.000 description 2
- 235000007297 Gaultheria procumbens Nutrition 0.000 description 2
- 240000001238 Gaultheria procumbens Species 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000000370 acceptor Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- IGODOXYLBBXFDW-UHFFFAOYSA-N alpha-Terpinyl acetate Chemical compound CC(=O)OC(C)(C)C1CCC(C)=CC1 IGODOXYLBBXFDW-UHFFFAOYSA-N 0.000 description 2
- 230000006399 behavior Effects 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 230000034994 death Effects 0.000 description 2
- 231100000517 death Toxicity 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 210000001061 forehead Anatomy 0.000 description 2
- 239000005556 hormone Substances 0.000 description 2
- 229940088597 hormone Drugs 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 238000013101 initial test Methods 0.000 description 2
- 230000007794 irritation Effects 0.000 description 2
- 235000001510 limonene Nutrition 0.000 description 2
- 229940087305 limonene Drugs 0.000 description 2
- 230000013011 mating Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 150000002773 monoterpene derivatives Chemical class 0.000 description 2
- 231100000614 poison Toxicity 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- CJDWRQLODFKPEL-UHFFFAOYSA-N teflubenzuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC(Cl)=C(F)C(Cl)=C1F CJDWRQLODFKPEL-UHFFFAOYSA-N 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- 210000001364 upper extremity Anatomy 0.000 description 2
- RHAXCOKCIAVHPB-JTQLQIEISA-N (4s)-2-methyl-6-methylideneoct-7-en-4-ol Chemical compound CC(C)C[C@H](O)CC(=C)C=C RHAXCOKCIAVHPB-JTQLQIEISA-N 0.000 description 1
- LJQNVNNQRWKTJP-GQCTYLIASA-N (e)-4-methylhex-4-en-3-one Chemical compound CCC(=O)C(\C)=C\C LJQNVNNQRWKTJP-GQCTYLIASA-N 0.000 description 1
- IFPMZBBHBZQTOV-UHFFFAOYSA-N 1,3,5-trinitro-2-(2,4,6-trinitrophenyl)-4-[2,4,6-trinitro-3-(2,4,6-trinitrophenyl)phenyl]benzene Chemical group [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(C=2C(=C(C=3C(=CC(=CC=3[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=CC=2[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)=C1[N+]([O-])=O IFPMZBBHBZQTOV-UHFFFAOYSA-N 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- PRBHEGAFLDMLAL-UHFFFAOYSA-N 1,5-Hexadiene Natural products CC=CCC=C PRBHEGAFLDMLAL-UHFFFAOYSA-N 0.000 description 1
- PKZJLOCLABXVMC-UHFFFAOYSA-N 2-Methoxybenzaldehyde Chemical class COC1=CC=CC=C1C=O PKZJLOCLABXVMC-UHFFFAOYSA-N 0.000 description 1
- XXUNIGZDNWWYED-UHFFFAOYSA-N 2-methylbenzamide Chemical compound CC1=CC=CC=C1C(N)=O XXUNIGZDNWWYED-UHFFFAOYSA-N 0.000 description 1
- VTWDKFNVVLAELH-UHFFFAOYSA-N 2-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CC1=CC(=O)C=CC1=O VTWDKFNVVLAELH-UHFFFAOYSA-N 0.000 description 1
- NYVSFVIYXHQSPJ-UHFFFAOYSA-N 2-methylheptan-4-one;4-methylhexan-2-one Chemical compound CCC(C)CC(C)=O.CCCC(=O)CC(C)C NYVSFVIYXHQSPJ-UHFFFAOYSA-N 0.000 description 1
- OTYVBQZXUNBRTK-UHFFFAOYSA-N 3,3,6-trimethylhepta-1,5-dien-4-one Chemical compound CC(C)=CC(=O)C(C)(C)C=C OTYVBQZXUNBRTK-UHFFFAOYSA-N 0.000 description 1
- MPPFPNPXTYYJBQ-UHFFFAOYSA-N 4,6-dimethyloct-4-en-3-one Chemical compound CCC(C)C=C(C)C(=O)CC MPPFPNPXTYYJBQ-UHFFFAOYSA-N 0.000 description 1
- LJQNVNNQRWKTJP-UHFFFAOYSA-N 4-Methyl-4-hexen-3-one Natural products CCC(=O)C(C)=CC LJQNVNNQRWKTJP-UHFFFAOYSA-N 0.000 description 1
- RTYRONIMTRDBLT-ONEGZZNKSA-N 5-Hepten-2-one Chemical compound C\C=C\CCC(C)=O RTYRONIMTRDBLT-ONEGZZNKSA-N 0.000 description 1
- MUZGQHWTRUVFLG-VOTSOKGWSA-N 7E-Dodecenyl acetate Chemical compound CCCC\C=C\CCCCCCOC(C)=O MUZGQHWTRUVFLG-VOTSOKGWSA-N 0.000 description 1
- SUCYDSJQVVGOIW-AATRIKPKSA-N 8E-Dodecenyl acetate Chemical compound CCC\C=C\CCCCCCCOC(C)=O SUCYDSJQVVGOIW-AATRIKPKSA-N 0.000 description 1
- SUCYDSJQVVGOIW-WAYWQWQTSA-N 8Z-Dodecenyl acetate Chemical compound CCC\C=C/CCCCCCCOC(C)=O SUCYDSJQVVGOIW-WAYWQWQTSA-N 0.000 description 1
- 241000197891 Agathosma Species 0.000 description 1
- 235000013390 Agathosma betulina Nutrition 0.000 description 1
- 244000144730 Amygdalus persica Species 0.000 description 1
- 241000285470 Artemesia Species 0.000 description 1
- 240000002877 Artemisia absinthium Species 0.000 description 1
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical group OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241000256113 Culicidae Species 0.000 description 1
- 241000134874 Geraniales Species 0.000 description 1
- 241001441330 Grapholita molesta Species 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- RHAXCOKCIAVHPB-UHFFFAOYSA-N Ipsenol-d Natural products CC(C)CC(O)CC(=C)C=C RHAXCOKCIAVHPB-UHFFFAOYSA-N 0.000 description 1
- 244000084685 Lippia javanica Species 0.000 description 1
- 235000013629 Lippia javanica Nutrition 0.000 description 1
- 239000006001 Methyl nonyl ketone Substances 0.000 description 1
- 241000238814 Orthoptera Species 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000320333 Ptilostemon afer Species 0.000 description 1
- 240000005746 Ruta graveolens Species 0.000 description 1
- 235000001347 Ruta graveolens Nutrition 0.000 description 1
- 241001093501 Rutaceae Species 0.000 description 1
- 241000429223 Tagetes minuta Species 0.000 description 1
- 235000003595 Tagetes minuta Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002009 alkene group Chemical group 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000005030 aluminium foil Substances 0.000 description 1
- 239000003708 ampul Substances 0.000 description 1
- 235000021016 apples Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000013574 canned fruits Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- WTEVQBCEXWBHNA-YFHOEESVSA-N citral B Natural products CC(C)=CCC\C(C)=C/C=O WTEVQBCEXWBHNA-YFHOEESVSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000027326 copulation Effects 0.000 description 1
- 229930007927 cymene Natural products 0.000 description 1
- JDPQWHLMBJZURR-UHFFFAOYSA-N decan-5-one Chemical compound CCCCCC(=O)CCCC JDPQWHLMBJZURR-UHFFFAOYSA-N 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 210000004907 gland Anatomy 0.000 description 1
- 230000012447 hatching Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 239000000077 insect repellent Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000000422 nocturnal effect Effects 0.000 description 1
- 230000017448 oviposition Effects 0.000 description 1
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003016 pheromone Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 231100000916 relative toxicity Toxicity 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 239000001229 ruta graveolens Substances 0.000 description 1
- 230000001932 seasonal effect Effects 0.000 description 1
- 230000008786 sensory perception of smell Effects 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- SUCYDSJQVVGOIW-UHFFFAOYSA-N trans-8-dodecenyl acetate Natural products CCCC=CCCCCCCCOC(C)=O SUCYDSJQVVGOIW-UHFFFAOYSA-N 0.000 description 1
- 239000008371 vanilla flavor Substances 0.000 description 1
- 238000009736 wetting Methods 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
- A01N49/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds containing the group, wherein m+n>=1, both X together may also mean —Y— or a direct carbon-to-carbon bond, and the carbon atoms marked with an asterisk are not part of any ring system other than that which may be formed by the atoms X, the carbon atoms in square brackets being part of any acyclic or cyclic structure, or the group, wherein A means a carbon atom or Y, n>=0, and not more than one of these carbon atoms being a member of the same ring system, e.g. juvenile insect hormones or mimics thereof
-
- 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
- A01N27/00—Biocides, pest repellants or attractants, or plant growth regulators containing hydrocarbons
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/06—Oxygen or sulfur directly attached to a cycloaliphatic ring system
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing keto or thioketo groups as part of a ring, e.g. cyclohexanone, quinone; Derivatives thereof, e.g. ketals
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
-
- 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
- A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof
- A01N65/08—Magnoliopsida [dicotyledons]
- A01N65/36—Rutaceae [Rue family], e.g. lime, orange, lemon, corktree or pricklyash
Definitions
- This invention relates to a means and method for pest control. More particularly, this invention relates to an agent or composition, and a method for controlling Lepidoptera pests, such as false codling moths, codling moths, etc., and Diptera pests, such as fruit flies, flies, mosquitos, etc.
- Lepidoptera pests such as false codling moths, codling moths, etc.
- Diptera pests such as fruit flies, flies, mosquitos, etc.
- FCM The false codling moth
- FCM fluorescence-activated bacterium senory fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal s. fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal fungal
- the FCM as a nocturnal insect is largely dependent on its olfactory sense for orientation in its living sphere.
- the male moth locates the female entirely by following through the air, a trail of sex pheromone exuded by the female, and the female also locates the proper host plant to feed upon and
- Attractive substances for example sex pheromones or food odours
- insect repellents are for example Naphthalene (moth balls), used to repel cloth moths from wardrobes and Di-ethyl
- toluamide (trade name or trade mark - M ⁇ iol) to repel blood-sucking insects
- Lepidoptera pests such as FCM and codling moths (hereinafter referred to as "CM”
- CM codling moths
- Diptera pests such as Natal fruit flies.
- a pest control agent including one or more flavour-masking compounds and/or scent-irritating and/or scent-disrupting compounds selected from the
- the or each suitable phenolic compound(s) may include :
- hydroxy and/or methoxy substituted benzyl compounds including:
- aldehydes thereof including 2-hydroxy benzaldehyde, 2- hydroxy 3-methoxy benzaldehyde (o-Vanillin), 4-hydroxy 3- methoxy benzaldehyde (standard Vanillin), 2-hydroxy 4- methoxy benzaldehyde, 2-hydroxy 5-methoxy benzaldehyde, 2,5-dihydroxy benzaldehyde (gentisic aldehyde), 2,4-dihydroxy benzaldehyde, 2,3-dihydroxy benzaldehyde;
- alcohols, acids, and esters of the aforementioned compounds including 2-hydroxy benzyl (salicyi) alcohol, salicylic acid. methyl salicylic acid, methyl p-hydrox ⁇ benzoic acid, methyl salicylate. ethyl salicylate, benzyl salicylate, phenety! salicylate, iso-amyl salicylate and hexenyl salicylate, but excluding methyl salicylate per se.
- the or each suitable naphthyl or naphthalenic com ⁇ ound(s) may include -
- naphthalene but excluding naphthalene per se:
- methyl naphthyl or naphthalenic compounds including
- the or each suitable mono-terpenoid compound(s) may include:
- closed ring structures including (bi) cyciohexyl compounds. including limonene, iso-firrtonene, terpenene, phellandrene, sabinene, carvone, ionone , thujone, pulegone. menthol, menthone, diosphenol (buchu), and perilla aldehyde' and its corresponding alcohol;
- closed ring structures including (bi) cyclo heptyl compounds including verbenol, myrtenal, myrtenol, fenchone, pinene, pinenal, camphene, carcene cineole and borneol;
- dimethyl octyl compounds including ipsenol, nerol, geraniol, linalool, tagetone, allo-ocimen, neo allo-ocimen, myrcene, citral, citronelial, citronellene and iso— citronellene but excluding citro ⁇ ellol per se;
- C 2 up to C 5 alkyl esters of mono-terpenoids including acetate, propionate, (iso) butyrate and valerate esters.
- unsaturated alkenes and alkynes as mono- di- or tri -ene group compounds including 1 -decene, 1 -decyne, 1 ,5,9-decatriene, 1 -undecene, 1 -dodecene, 1 -tridecene, 1 -tetradecene, 1 ,7 octadiene.
- ketones and methyl ketones occurring mostly as alarm pheromones/allomones in Formicidea (-ants) and including 2,6 dimethyl 4-heptanone, 2-undecanone, 2-dodecanone, 2-tridecanone, 4-methyl 3-heptanone, 4-methyl 3-hexanone, 4,6-dimethyl 4-octen 3-one, 6-methyl 3-octanone, 6-methyi,
- the invention extends to a pest control agent as herein described, whenever provided in a composition or form adapted to be sprayed.
- the invention also extends to a pest control agent as herein described, whenever provided in a composition or form adapted to provide a retarded and even release of volatile compound(s).
- a pest control composition including an effective amount or concentration of a pest control agent as herein described.
- a method of controlling pests including the step of using or applying an effective amount of a pest control agent to a pest habitat or location, the pest control agent including one or more flavour-masking compounds and/or scent-disrupting compounds selected from the following compounds namely suitable phenolic compounds, naphthalenic compounds, suitable mono- terpenoid compounds, suitable unsaturated aliphatic compounds, alkenes and alkynes - C 6 up to C 14 and suitable aliphatic ketones and methyl ketones
- the method may include the step of providing the pest control agent in a composition or form suitable for spraying, and spraying a solution of the agent to a pest habitat or location.
- the method may include the step of providing the agent in a composition adapted to effect a retarded and even release of volatile compound(s), and providing such composition in or near a pest habitat or location.
- the method may include the step of or be adapted for treating pests which eat and/or spoil fruit and/or vegetables and/or plants or trees.
- the pests to be treated may include Tortricid moths, such as (ordinary) codling moths. (Laspeyresia pomonella) Eastern fruit moths (Grapholita molesta), false codling Moths (Crytophlebia leucotreta) and fruit flies (Pterandrus rosa).
- Tortricid moths such as (ordinary) codling moths. (Laspeyresia pomonella) Eastern fruit moths (Grapholita molesta), false codling Moths (Crytophlebia leucotreta) and fruit flies (Pterandrus rosa).
- the pest control agent may include a mixture of efficient and safe odour active substances from all of the critical chemical groups in order to disrupt as many as possible insect smell acceptors.
- spray additives may be provided in the composition to effect a retarded and more even release of all flavour active substances.
- vanilla a flavour active (i.e. disruptive or repellant) substance
- pure i.e. undiluted commercial Vanilla essence at 2ml per sex pheromone trap was applied inside the traps and placed in a FCM infested
- flavour-masking compounds that were tested are dealt with hereunder.
- flavour extracts from two other aromatic plants belonging to the Rutaceae family were tested in the same way in FCM sex traps. These plants were Buchu (Agathosma betulina) and Rue (Ruta graveolens).
- Buchu extract (of which the active ingredients are the monoterpenoids memeegone and diosphenol) repelled i.e. did not attract FCM males for approximately 5 days from/to a treated trap in a FCM infested orchard but thereafter FCM moths were caught.
- the Rue treatment had no significant effect.
- Vanillin has a considerable odour- masking or odour-disrupting effect on the sex pheromone, sufficient to some extent to disorient and/or confuse i.e. not to attract male FCM. However under higher population pressures, the apparent repellant action may not be strong enough.
- Navel orange orchards were sprayed with a 0,2% to 0,25% by volume solution of commercial Vanilla essence in water, on two farms both being in a citrus-growing area of the Cape region.
- Medium spray volumes per tree were used, giving a good wetting but not sufficient for the solution to drip off.
- Alsystin which was sprayed at a concentration of 15ml/ 100! reduced fruitfall one month after spraying by one half ( 1 ,6 to 0,8 fruits per day) but in the two consecutive weeks fruitfall increased till near the original level i.e. 1 ,4 fruits per day.
- Alsystin as chitin inhibitor inhibited the hatching of part of FCM eggs only for one week while lethal levels of it were effective and before it reached sub-lethal levels because of natural breakdown. Alsystin resistance by FCM had previously been encountered in the particular orchard tested.
- the first Vanillin spray was applied the beginning of March 1997, followed by two follow-up sprays as indicated.
- FCM moth populations as monitored by sex traps (males) and fruitfall (females) are fairly mobile and easily migrate from place to place over time according to various (influencing) factors;
- Control blocks (non-sprayed with Vanillin) must be sufficiently far removed (about 100m to 200m) away and up-wind not to be affected by Vanillin vapour drift.
- FCM moth counts in sex traps varied from 6 to 10 and 12 moths per week in orchards sufficiently removed (between about
- the Vanillin odour had the effect of substantially reducing FCM populations, especially female FCM, by its odour-masking effect.
- no FCM or very few were caught in traps on trees sprayed with the aforementioned composition, as long as the Vanillin odour lasted, indicating the odour or smell-masking or disrupting effect of Vanillin. This is confirmed by the results shown in the attached graph.
- one or more additives could be provided in the solution which will result in a retarded and more even release of the Vanillin odour.
- Vanillin is seen as a useful, safe and inexpensive additive to smell disruption mixtures. However in follow-up experiments, possible under higher population pressures, it seems to need help from other flavour active substances regarding efficiency.
- the test was commenced with Vanillin.
- FCM a pilot test was conducted on a block of 10 x 10 full-bearing Navel orange trees on a farm in a citrus-growing area of the Cape region (of South Africa).
- the block of trees was demarcated and the outer two rows were provided with a plurality of cloth strips which had been dipped in hot wax wherein 4% Vanilla had been dissolved.
- the cloth strips were suspended from branches of the trees in these rows.
- FCM sex pheromone trap counts were recorded weekly in five traps in the block of trees - one in each corner and one in the centre of the block. In the untreated part of the orchard approximately 20m around the demarcated block and along each of its four sides, four traps were monitored.
- a test block (A) of 9 x 9 apple trees was selected in an orchard in an apple-growing area of the Cape region (of South Africa). In every other row 3 Vanillin dispensers, as used in the test described immediately above, were suspended in the branches of each tree. Five sex pheromone traps were positioned in the block, one at each corner and one at the centre of the block.
- a second test block (B) was provided with 4 traps suspended from trees in the adjacent area i.e. in 2 rows of threes outside and around test block A. After 4 weeks of trap counts, the size of block A was increased and expanded to increase the area of (formerly untreated) block B.
- test compounds were placed at an amount between 0,15 and 0,2g per jar and applied to the inside of the screw top on aluminium foil. Moths were placed in the scaled jars for varying periods.
- insects effected by the odour active substances further suggest an irritation/unwanted effect of their chemosensilla which they try to get rid of by rubbing it off.
- the reaction of the fruit flies to most of the odour active substances is an inceimpuls and active rubbing of their foreheads and extended mouthparts (probiscus) with its associated chemosensilla with their front legs.
- the same was also seen in the case of the garden crickets stroking their antennas with their front legs and even pulling it through their mouthparts when exposed to salicylaldehyde vapour.
- the first effect of all flavour active substances upon the 3 types of test insects used was a change from a immobile resting stance to rapid moving as if being irritated as soon as the vapours reach them from the inside of the jartops. Movements include running around, sitting on the one place and fluttering of wings, flying short distances and inducing copulation behaviour in males. After being effected, they lye on their sides and backs and rub their legs together.
- Vanillin namely standard Vanillin, iso-Vanillin and ortho Vanillin, which are all hydroxy/methoxy benzaldehyde compounds. It was found that these and other flavouring compounds were injurious to the moths as measured by the shortening of their normal lifespan of approximately 10,5 days (250 hours).
- the LD 50 periods for the untreated control and iso-Vanillin was approximately 160 hours, for standard Vanillin approximately 130 hours and for ortho- Vanillin only approximately 7,5 hours.
- the LD S0 period is the time taken from the commencement of exposure of insects, in this case moths, to a relevant or suitable compound until 50% of the insects or moths are dead.
- FCM false codling moth
- CM codling moth
- NVF Natal fruit fly
- Phenolic substances (dosage 0,01 g/container):
- Methyl salicylate 0,45- 1,17
- Methyl naphtalene 1,6 - 6,25 Monoterpenoids (Dosage 0,005 g/container)
- 2-Dodecanone 13 -78 Insect allomone compounds i.e. chemical defence and repulsive compounds which were taken as an indication of desired activity, and which are classified in the phenolic group, include methyl p-hydroxy benzoate, p- hydroxy benzaldehyde, hydroquinone, toluquinone and benzoquinone.
- Naphthalene per se i.e. when used on its own is a recognised moth repellent but is also strongly toxic in respect of FCM as was also the case with methyl nephtalene. See the graphical representation above in Fig. 3 and Table 1 .
- the mono-terpenoid group compounds are The mono-terpenoid group compounds:
- Certain mono-terpenoid compounds were identified as flavouring and/or scent disrupting and/or irritating compounds, such as citronellal, myrtenal, verbenone, ips-dienone, thujone and terpene compounds. After it was established that these compounds are strongly toxic to FCM, it was attempted to establish their relative toxicities by reducing the dose per pot from the standard dose of 0, 15 g per pot in initial tests to 0,01 g, 0,005 g and 0,001 g per pot.
- the most effective compounds of this group identified to date include thujo ⁇ e, citronellal, carvone and myrtenal which kill FCM in the time-frame of 1 ,0 to 1 ,5 hours, followed by citral and verbenone ( 2 to 3 hours), and iimonene (4 to 5 hours).
- Terpe ⁇ yl acetate, geraniol, allo-octime ⁇ and eucalyptol (cineole) require higher doses to be effective in such short periods. See Table 1 and the graphical representation in Fig. 3 of the effectivity of mono-terpenoids in respect of FCM . See also Table 1 .
- endogene mono-terpenoids in citrus include Iimonene. pheilandrene, cymene, linaloie, geraniol, citral, terpenene, citronellol, nerol, carvone, pinene, myrcene, sabi ⁇ ene, carene, and carnphene.
- Mono-terpenoids which are used by certain insects as allomone/repellents against inter alia other insects include citronellal and pinene.
- sex pheromone compounds of the Tortricid moths which include about 450 species worldwide, falls in the C 10 (deca) to C 14 (tetradeca) aliphatic groups . Since very sensitive smell acceptors are associated with these pheremones, suitable odour-active substances can be expected to be effective at very low dosages.
- the C, 2 (dodeca) group is physiologically very important with moths of inter alia the Tortricid group, within which many of the important South African fruit pest insects fall, such as the common codling moth (Laspeyresia pomonella), false codling moth ⁇ Cryptophlebia leucotreta) and the Eastern fruit moth (Graphofita molesta).
- Physiologically sensitive substances in this group include the sex pheremone compounds and plant wound hormones (traumatien), both of which are part of the Dodecenyl group, and the youth hormones and farnasene feeder plant marking compounds, both of which are part of the Dodecatriene group.
- Insect allomone compounds are represented in most groups mentioned herein above, that is phenol, mono-terpenoides and the C 10 to C, 4 aikane and alkene series.
- the toxicity versus FCM of certain insect allomone compounds has been reported before such as hydroxy and methyl hydroxy benzoate in the phenol group, citroneitol and citral in the mono-terpenoid group and dodecene and dodecanone in the C 10 to C 14 groups.
- a special sub group of the insect allomone compounds which required investigation is ketones and/or methyl ketones of the C ⁇ to C 14 n-alkane and n-alkene series. Tests with this sub group compounds on FCM, CM and NFF are presently being conducted as well as with other allomone compound groups.
- a spray mixture was prepared of the following substances and fruit bearing naval orange trees were treated therewith; salicyl aldehyde - 25ml, citronellal -25ml, and dodecene -25ml.
- Cumulative moth deaths (% of total) over time (hours) were as follows: 1 ,75 hour - 61 ,7%; 18,75 hours - 76.6%; 21 .75 hours - 82,0%; and 25,3 hours - 90%.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Insects & Arthropods (AREA)
- Botany (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP98932092A EP0984683A2 (fr) | 1997-05-30 | 1998-05-28 | Moyen et procede de protection phytosanitaire |
BR9809199-9A BR9809199A (pt) | 1997-05-30 | 1998-05-28 | Agente, composição e processo para controle de pestes |
AU82110/98A AU8211098A (en) | 1997-05-30 | 1998-05-28 | Means and method for pest control |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ZA974774 | 1997-05-30 | ||
ZA97/4774 | 1997-05-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO1998053678A2 true WO1998053678A2 (fr) | 1998-12-03 |
WO1998053678A3 WO1998053678A3 (fr) | 1999-03-11 |
Family
ID=25586425
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1998/003144 WO1998053678A2 (fr) | 1997-05-30 | 1998-05-28 | Moyen et procede de protection phytosanitaire |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0984683A2 (fr) |
AP (1) | AP9801249A0 (fr) |
AU (1) | AU8211098A (fr) |
BR (1) | BR9809199A (fr) |
WO (1) | WO1998053678A2 (fr) |
ZA (1) | ZA986236B (fr) |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000056152A1 (fr) * | 1999-03-23 | 2000-09-28 | Robigus Ab | Utilisation aux fins de protection des gaulis de resineux |
US6403536B1 (en) * | 2000-05-18 | 2002-06-11 | Darol Forsythe | Composition and method for reducing odor of substituted naphthalenes |
US6437001B1 (en) | 2001-03-14 | 2002-08-20 | North Carolina State University | Method of repelling insects |
WO2002090697A1 (fr) * | 2001-05-04 | 2002-11-14 | Intellec Pty Ltd | Assemblage charniere |
WO2004028256A1 (fr) * | 2002-09-24 | 2004-04-08 | Forskarpatent I Syd Ab | Attractif pour fausse teigne de la pomme et autres parasites de la pomme |
AT412938B (de) * | 2000-07-14 | 2005-09-26 | Hessen Forst Landesbetr Nach 2 | Attraktans für maikäfer |
GB2413494A (en) * | 2004-04-26 | 2005-11-02 | Yoram Tsivion | Pest control agent |
GB2415381A (en) * | 2004-06-24 | 2005-12-28 | Yoram Tsivion | Insecticidal composition |
JP2006206519A (ja) * | 2005-01-28 | 2006-08-10 | Tokyo Univ Of Agriculture & Technology | 鱗翅目害虫の防除剤 |
EP1744624A2 (fr) * | 2004-04-26 | 2007-01-24 | Future Tense Technological Development & Entrepreneurship Ltd. | Substances phenoliques naturelles utilisees en tant que pesticides |
EP1850665A2 (fr) * | 2004-10-13 | 2007-11-07 | Efal Chemical Industries Ltd. | Agents permettant de lutter contre la carpocapse des pommes et des poires dans les vergers |
WO2009038137A1 (fr) * | 2007-09-20 | 2009-03-26 | Idemitsu Kosan Co., Ltd. | Composition insecticide et insecticide |
WO2011045596A3 (fr) * | 2009-10-12 | 2011-08-18 | University Of Greenwich | Compositions d'attractif pour insectes |
EP1690848B1 (fr) * | 2005-02-10 | 2015-05-20 | International Flavors & Fragrances, Inc. | Dérivés 3-décén-5-one/ol substitués |
DE102016105099A1 (de) * | 2016-03-18 | 2017-09-21 | Ludwig-Maximilians-Universität München | Neue Verbindungen und deren Verwendung als Spurpheromone |
US10709140B2 (en) * | 2010-01-28 | 2020-07-14 | The University Of The West Indies | Methods and products for reducing the population size of Papilio demoleus L. (papilionidae) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017139261A1 (fr) * | 2016-02-12 | 2017-08-17 | Bayer Cropscience Lp | Procédé de lutte contre des acariens parasites |
PL440646A1 (pl) * | 2022-03-16 | 2023-09-18 | Instytut Badawczy Leśnictwa | Kompozycja wabiąca chrząszcze z rodzaju Monochamus, zwłaszcza chrząszcze gatunku żerdzianka sosnówka (Monochamus galloprovincialis (Oliv.)), zestaw dyspenserów do wabienia chrząszczy z rodzaju Monochamus, zastosowanie kompozycji oraz zastosowanie zestawu dyspenserów |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3456056A (en) * | 1964-05-13 | 1969-07-15 | John J Reich | Method for repelling bees |
FR2417257A1 (fr) * | 1978-02-20 | 1979-09-14 | Ajinomoto Kk | Repulsifs contre les insectes et procede pour repousser les insectes |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS55139302A (en) * | 1979-04-12 | 1980-10-31 | Ajinomoto Co Inc | Mothproofing agent against vermin of orders lepidoptera and hemiptera and tetranychids |
JPH0632701A (ja) * | 1992-07-15 | 1994-02-08 | Sekisui Chem Co Ltd | 虫よけ用構成体 |
-
1998
- 1998-05-28 AU AU82110/98A patent/AU8211098A/en not_active Abandoned
- 1998-05-28 WO PCT/EP1998/003144 patent/WO1998053678A2/fr not_active Application Discontinuation
- 1998-05-28 BR BR9809199-9A patent/BR9809199A/pt not_active Application Discontinuation
- 1998-05-28 EP EP98932092A patent/EP0984683A2/fr not_active Withdrawn
- 1998-05-29 AP APAP/P/1998/001249A patent/AP9801249A0/en unknown
- 1998-07-14 ZA ZA9806236A patent/ZA986236B/xx unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3456056A (en) * | 1964-05-13 | 1969-07-15 | John J Reich | Method for repelling bees |
FR2417257A1 (fr) * | 1978-02-20 | 1979-09-14 | Ajinomoto Kk | Repulsifs contre les insectes et procede pour repousser les insectes |
Non-Patent Citations (6)
Title |
---|
BIOLOGICAL ABSTRACTS, vol. 96, Philadelphia, PA, US; abstract no. 513544, H.DEN OUDEN ET AL.: "Compounds repellent to Delia radicum (L.) (Dipt.,Anthomyiidae)" XP002081135 & JOURNAL OF APPLIED ENTOMOLOGY, vol. 120, no. 7, 1996, pages 427-432, * |
CHEMICAL ABSTRACTS, vol. 94, no. 7, 16 February 1981 Columbus, Ohio, US; abstract no. 44441, V.RODRIGUES: "Olfactory behavior of Drosophila melanogaster" XP002081137 & BASIC LIFE SCI., vol. 16(Dev.Neurobiol.Drosophila), 1980, pages 361-371, * |
DATABASE CABA STN-International STN-accession no. 81:29041, K.MATSUDA ET AL.: "Defensive secretion of chrysomelid larvae Chrysomela vigintipunctata costella (Marseul), C.populi L. and Gastrolina depressa Baly (Coleoptera: Chrysomelidae)" XP002081138 & APPLIED ENTOMOLOGY AND ZOOLOGY, vol. 15, no. 3, 1980, pages 316-320, * |
DATABASE WPI Section Ch, Week 8050 Derwent Publications Ltd., London, GB; Class C03, AN 80-89177C XP002081140 & JP 55 139 302 A (AJINOMOTO KK) , 31 October 1980 * |
DATABASE WPI Section Ch, Week 9410 Derwent Publications Ltd., London, GB; Class A92, AN 94-079937 XP002081139 & JP 06 032 701 A (SEKISUI CHEM IND CO LTD) , 8 February 1994 * |
R. WEGELER: "Chemie der Pflanzenschutz- und Sch{dlingsbek{mpfungsmittel (K.H.B]CHEL: Insekten-Repellents Äpages 487-496Ü" , SPRINGER , BERLIN, DE XP002081136 see page 488, paragraph 2 - page 489, paragraph 1 * |
Cited By (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000056152A1 (fr) * | 1999-03-23 | 2000-09-28 | Robigus Ab | Utilisation aux fins de protection des gaulis de resineux |
US6403536B1 (en) * | 2000-05-18 | 2002-06-11 | Darol Forsythe | Composition and method for reducing odor of substituted naphthalenes |
AT412938B (de) * | 2000-07-14 | 2005-09-26 | Hessen Forst Landesbetr Nach 2 | Attraktans für maikäfer |
US6437001B1 (en) | 2001-03-14 | 2002-08-20 | North Carolina State University | Method of repelling insects |
WO2002071840A2 (fr) * | 2001-03-14 | 2002-09-19 | North Carolina State University | Procede permettant de repousser les insectes |
WO2002071840A3 (fr) * | 2001-03-14 | 2003-03-13 | Univ North Carolina State | Procede permettant de repousser les insectes |
US6800662B2 (en) | 2001-03-14 | 2004-10-05 | North Carolina State University | Method of repelling insects |
EP2060178A1 (fr) * | 2001-03-14 | 2009-05-20 | North Carolina State University | Procédé insectifuge |
US7288573B2 (en) | 2001-03-14 | 2007-10-30 | North Carolina State University | Method of repelling insects |
WO2002090697A1 (fr) * | 2001-05-04 | 2002-11-14 | Intellec Pty Ltd | Assemblage charniere |
WO2004028256A1 (fr) * | 2002-09-24 | 2004-04-08 | Forskarpatent I Syd Ab | Attractif pour fausse teigne de la pomme et autres parasites de la pomme |
EP1744624A2 (fr) * | 2004-04-26 | 2007-01-24 | Future Tense Technological Development & Entrepreneurship Ltd. | Substances phenoliques naturelles utilisees en tant que pesticides |
GB2413494A (en) * | 2004-04-26 | 2005-11-02 | Yoram Tsivion | Pest control agent |
EP1744624A4 (fr) * | 2004-04-26 | 2010-12-01 | Future Tense Technological Dev | Substances phenoliques naturelles utilisees en tant que pesticides |
GB2415381A (en) * | 2004-06-24 | 2005-12-28 | Yoram Tsivion | Insecticidal composition |
EP1850665A4 (fr) * | 2004-10-13 | 2008-08-20 | Efal Chemical Ind Ltd | Agents permettant de lutter contre la carpocapse des pommes et des poires dans les vergers |
EP1850665A2 (fr) * | 2004-10-13 | 2007-11-07 | Efal Chemical Industries Ltd. | Agents permettant de lutter contre la carpocapse des pommes et des poires dans les vergers |
JP2006206519A (ja) * | 2005-01-28 | 2006-08-10 | Tokyo Univ Of Agriculture & Technology | 鱗翅目害虫の防除剤 |
EP1690848B1 (fr) * | 2005-02-10 | 2015-05-20 | International Flavors & Fragrances, Inc. | Dérivés 3-décén-5-one/ol substitués |
WO2009038137A1 (fr) * | 2007-09-20 | 2009-03-26 | Idemitsu Kosan Co., Ltd. | Composition insecticide et insecticide |
WO2011045596A3 (fr) * | 2009-10-12 | 2011-08-18 | University Of Greenwich | Compositions d'attractif pour insectes |
US20120207702A1 (en) * | 2009-10-12 | 2012-08-16 | University Of Greenwich | Insect attractant compositions |
US9386766B2 (en) * | 2009-10-12 | 2016-07-12 | University Of Greenwich | Insect attractant compositions |
US10709140B2 (en) * | 2010-01-28 | 2020-07-14 | The University Of The West Indies | Methods and products for reducing the population size of Papilio demoleus L. (papilionidae) |
DE102016105099A1 (de) * | 2016-03-18 | 2017-09-21 | Ludwig-Maximilians-Universität München | Neue Verbindungen und deren Verwendung als Spurpheromone |
DE102016105099B4 (de) | 2016-03-18 | 2020-06-18 | Technische Universität Braunschweig | Neue Verbindungen und deren Verwendung als Spurpheromone |
Also Published As
Publication number | Publication date |
---|---|
BR9809199A (pt) | 2002-01-15 |
ZA986236B (en) | 1999-08-13 |
AU8211098A (en) | 1998-12-30 |
AP9801249A0 (en) | 1999-11-29 |
WO1998053678A3 (fr) | 1999-03-11 |
EP0984683A2 (fr) | 2000-03-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO1998053678A2 (fr) | Moyen et procede de protection phytosanitaire | |
Islam et al. | Mosquito repellents: An insight into the chronological perspectives and novel discoveries | |
Kumar et al. | Housefly (Musca domestica L.) control potential of Cymbopogon citratus Stapf.(Poales: Poaceae) essential oil and monoterpenes (citral and 1, 8-cineole) | |
Zhang et al. | Essential oils and their compositions as spatial repellents for pestiferous social wasps | |
Müller et al. | Essential oil components as pheromones. A review. | |
Zhu et al. | Repellency of a wax-based catnip-oil formulation against stable flies | |
Xue et al. | 19 ChAPter Commercially Available Insect repellents and Criteria for their Use | |
Mann et al. | Evaluation of semiochemical toxicity to houseflies and stable flies (Diptera: Muscidae) | |
Rothschild | Problems in defining synergists and inhibitors of the oriental fruit moth pheromone by field experimentation | |
Zhang et al. | Male-produced anti-sex pheromone in a plant bug | |
EP2572579B1 (fr) | Compositions pour attirer des Tortricidae (les tordeuses) | |
Alievi et al. | Ateleia glazioveana and Ocimum basilicum: plants with potential larvicidal and repellent against Aedes aegypti (Diptera, Culicidae) | |
Salom et al. | Laboratory evaluation of biologically-based compounds as antifeedants for the Pales weevil, Hylobius pales (Herbst)(Coleoptera: Curculionidae) | |
Bissinger et al. | Tick repellent research, methods, and development | |
Chauhan et al. | A field bioassay to evaluate potential spatial repellents against natural mosquito populations | |
Okonkwo et al. | Insecticidal potentials and chemical composition of essential oils from the leaves of Phyllanthus amarus and Stachytarpheta cayennensis in Nigeria | |
Gross et al. | Can green chemistry provide effective repellents | |
AU4227889A (en) | Attractance for dacus latifrons, the malaysian fruit fly | |
Eby et al. | Phenylacetaldehyde attracts male and female apple clearwing moths, S ynanthedon myopaeformis, to inflorescences of showy milkweed, A sclepias speciosa | |
Levi-Zada | Pheromones and semiochemicals with potential use in management of citrus pests. | |
Wolde-Hawariat et al. | Behavioural and electrophysiological response of sorghum chafer Pachnoda interrupta (Coleoptera: Scarabaeidae) to plant compounds | |
Yang et al. | Pheromone pre‐exposure and mating modulate codling moth (Lepidoptera: Tortricidae) response to host plant volatiles | |
Karg et al. | Applied aspects of insect olfaction | |
CN103109819A (zh) | 香型农药 | |
US3586712A (en) | Attractant for pink bollworm moths |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A2 Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A2 Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG |
|
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
AK | Designated states |
Kind code of ref document: A3 Designated state(s): AL AM AT AU AZ BA BB BG BR BY CA CH CN CU CZ DE DK EE ES FI GB GE GH GM GW HU ID IL IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT UA UG US UZ VN YU ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A3 Designated state(s): GH GM KE LS MW SD SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
WWE | Wipo information: entry into national phase |
Ref document number: 09451103 Country of ref document: US |
|
WWE | Wipo information: entry into national phase |
Ref document number: 82110/98 Country of ref document: AU |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1998932092 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: JP Ref document number: 1999500241 Format of ref document f/p: F |
|
WWP | Wipo information: published in national office |
Ref document number: 1998932092 Country of ref document: EP |
|
REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
NENP | Non-entry into the national phase |
Ref country code: CA |
|
WWW | Wipo information: withdrawn in national office |
Ref document number: 1998932092 Country of ref document: EP |