AU2001287696A1 - Composition having insect repellent characteristics - Google Patents
Composition having insect repellent characteristicsInfo
- Publication number
- AU2001287696A1 AU2001287696A1 AU2001287696A AU8769601A AU2001287696A1 AU 2001287696 A1 AU2001287696 A1 AU 2001287696A1 AU 2001287696 A AU2001287696 A AU 2001287696A AU 8769601 A AU8769601 A AU 8769601A AU 2001287696 A1 AU2001287696 A1 AU 2001287696A1
- Authority
- AU
- Australia
- Prior art keywords
- carbon atoms
- composition according
- residue
- formula
- compound
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 60
- 239000000077 insect repellent Substances 0.000 title claims abstract description 23
- 244000144972 livestock Species 0.000 claims abstract description 3
- 239000004480 active ingredient Substances 0.000 claims abstract 3
- 150000001875 compounds Chemical class 0.000 claims description 46
- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 125000004122 cyclic group Chemical group 0.000 claims description 36
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 24
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- 229920006395 saturated elastomer Polymers 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- 239000004615 ingredient Substances 0.000 claims description 10
- 239000004744 fabric Substances 0.000 claims description 8
- 239000002917 insecticide Substances 0.000 claims description 7
- 239000003205 fragrance Substances 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 229920003023 plastic Polymers 0.000 claims description 5
- 239000004033 plastic Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- -1 N-substituted p-menthane carboxamide Chemical class 0.000 abstract description 8
- 231100000252 nontoxic Toxicity 0.000 abstract description 2
- 230000003000 nontoxic effect Effects 0.000 abstract description 2
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- 238000012360 testing method Methods 0.000 description 19
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- 239000000047 product Substances 0.000 description 12
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- VUNOFAIHSALQQH-UHFFFAOYSA-N Ethyl menthane carboxamide Chemical compound CCNC(=O)C1CC(C)CCC1C(C)C VUNOFAIHSALQQH-UHFFFAOYSA-N 0.000 description 9
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- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 6
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- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 description 5
- VHLYQNIIJBSJPU-UHFFFAOYSA-N 5-methyl-2-propan-2-yl-n-propylcyclohexane-1-carboxamide Chemical compound CCCNC(=O)C1CC(C)CCC1C(C)C VHLYQNIIJBSJPU-UHFFFAOYSA-N 0.000 description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 5
- 238000004166 bioassay Methods 0.000 description 5
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- 239000007788 liquid Substances 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 4
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 4
- 241000255925 Diptera Species 0.000 description 4
- 230000006399 behavior Effects 0.000 description 4
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- ZDKZHVNKFOXMND-UHFFFAOYSA-N cis-Nepetalactone Natural products O=C1OC=C(C)C2C1C(C)CC2 ZDKZHVNKFOXMND-UHFFFAOYSA-N 0.000 description 4
- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 description 4
- 230000001143 conditioned effect Effects 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 230000005923 long-lasting effect Effects 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- FDFPSNISSMYYDS-UHFFFAOYSA-N 2-ethyl-N,2-dimethylheptanamide Chemical compound CCCCCC(C)(CC)C(=O)NC FDFPSNISSMYYDS-UHFFFAOYSA-N 0.000 description 3
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- ZDKZHVNKFOXMND-NBEYISGCSA-N cis-trans-nepetalactone Chemical compound O=C1OC=C(C)[C@@H]2[C@H]1[C@@H](C)CC2 ZDKZHVNKFOXMND-NBEYISGCSA-N 0.000 description 3
- 206010014599 encephalitis Diseases 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 238000002791 soaking Methods 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 2
- WBNJCBPWAMSDMR-YFVJMOTDSA-N (2e,6e)-3,7,11-trimethyldodeca-2,6-dienal Chemical compound CC(C)CCC\C(C)=C\CC\C(C)=C\C=O WBNJCBPWAMSDMR-YFVJMOTDSA-N 0.000 description 2
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 description 2
- ILCOCZBHMDEIAI-UHFFFAOYSA-N 2-(2-octadecoxyethoxy)ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCO ILCOCZBHMDEIAI-UHFFFAOYSA-N 0.000 description 2
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 description 2
- ODHCTXKNWHHXJC-VKHMYHEASA-N 5-oxo-L-proline Chemical compound OC(=O)[C@@H]1CCC(=O)N1 ODHCTXKNWHHXJC-VKHMYHEASA-N 0.000 description 2
- 241000238876 Acari Species 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 208000001490 Dengue Diseases 0.000 description 2
- 206010012310 Dengue fever Diseases 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 206010052804 Drug tolerance Diseases 0.000 description 2
- 201000006353 Filariasis Diseases 0.000 description 2
- 229920006358 Fluon Polymers 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- 235000014150 Myroxylon pereirae Nutrition 0.000 description 2
- 244000302151 Myroxylon pereirae Species 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 241000130771 Tinea pellionella Species 0.000 description 2
- 235000007423 Tolu balsam tree Nutrition 0.000 description 2
- 244000007731 Tolu balsam tree Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 241000256856 Vespidae Species 0.000 description 2
- 208000003152 Yellow Fever Diseases 0.000 description 2
- 239000000443 aerosol Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 description 2
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- 239000010632 citronella oil Substances 0.000 description 2
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- 238000004140 cleaning Methods 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 208000025729 dengue disease Diseases 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 2
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 2
- 229960001826 dimethylphthalate Drugs 0.000 description 2
- 239000000796 flavoring agent Substances 0.000 description 2
- 235000019634 flavors Nutrition 0.000 description 2
- 230000026781 habituation Effects 0.000 description 2
- ZCTXEAQXZGPWFG-UHFFFAOYSA-N imidurea Chemical compound O=C1NC(=O)N(CO)C1NC(=O)NCNC(=O)NC1C(=O)NC(=O)N1CO ZCTXEAQXZGPWFG-UHFFFAOYSA-N 0.000 description 2
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- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 125000000392 cycloalkenyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000010639 cypress oil Substances 0.000 description 1
- 238000007405 data analysis Methods 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 229960003949 dexpanthenol Drugs 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000010642 eucalyptus oil Substances 0.000 description 1
- 229940044949 eucalyptus oil Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000001148 ferula galbaniflua oil terpeneless Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- HJJLDNAELNDBBL-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO.OCCCCCCO HJJLDNAELNDBBL-UHFFFAOYSA-N 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229940031674 laureth-7 Drugs 0.000 description 1
- 239000006193 liquid solution Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000001333 moisturizer Effects 0.000 description 1
- NJTGANWAUPEOAX-UHFFFAOYSA-N molport-023-220-454 Chemical compound OCC(O)CO.OCC(O)CO NJTGANWAUPEOAX-UHFFFAOYSA-N 0.000 description 1
- 229940078812 myristyl myristate Drugs 0.000 description 1
- COUUXWBCHWHELF-UHFFFAOYSA-N n,5-dimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CNC(=O)C1CC(C)CCC1C(C)C COUUXWBCHWHELF-UHFFFAOYSA-N 0.000 description 1
- SBQWUJVATMNCKQ-UHFFFAOYSA-N n,n,5-trimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CC(C)C1CCC(C)CC1C(=O)N(C)C SBQWUJVATMNCKQ-UHFFFAOYSA-N 0.000 description 1
- OKVJHLBROOJIIF-UHFFFAOYSA-N n,n-dibutyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1CC(C)CCC1C(C)C OKVJHLBROOJIIF-UHFFFAOYSA-N 0.000 description 1
- RMGAQDYWCAACGF-UHFFFAOYSA-N n,n-dihexyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCCCN(CCCCCC)C(=O)C1CC(C)CCC1C(C)C RMGAQDYWCAACGF-UHFFFAOYSA-N 0.000 description 1
- HNQBHFPOOAHYGE-UHFFFAOYSA-N n-butyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCNC(=O)C1CC(C)CCC1C(C)C HNQBHFPOOAHYGE-UHFFFAOYSA-N 0.000 description 1
- WFPXKYRAPCLNBN-UHFFFAOYSA-N n-butyl-n,5-dimethyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCN(C)C(=O)C1CC(C)CCC1C(C)C WFPXKYRAPCLNBN-UHFFFAOYSA-N 0.000 description 1
- UINLOHFLGJZTCM-UHFFFAOYSA-N n-butyl-n-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCN(CC)C(=O)C1CC(C)CCC1C(C)C UINLOHFLGJZTCM-UHFFFAOYSA-N 0.000 description 1
- YTEIVIDVUOGECG-UHFFFAOYSA-N n-ethyl-5-hexyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCCCC1(C)CCC(C(C)C)C(C(=O)NCC)C1 YTEIVIDVUOGECG-UHFFFAOYSA-N 0.000 description 1
- UAEWBWXQJADAEB-UHFFFAOYSA-N n-hexyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCCCNC(=O)C1CC(C)CCC1C(C)C UAEWBWXQJADAEB-UHFFFAOYSA-N 0.000 description 1
- ZVKDZYPEJXGLJG-UHFFFAOYSA-N n-tert-butyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CC(C)C1CCC(C)CC1C(=O)NC(C)(C)C ZVKDZYPEJXGLJG-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002189 poly(glycerol 1-O-monomethacrylate) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229940078491 ppg-15 stearyl ether Drugs 0.000 description 1
- 229940078492 ppg-17 Drugs 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000001846 repelling effect Effects 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 229940098760 steareth-2 Drugs 0.000 description 1
- 229940100458 steareth-21 Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940045136 urea Drugs 0.000 description 1
- 201000002498 viral encephalitis Diseases 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- PSQYTAPXSHCGMF-BQYQJAHWSA-N β-ionone Chemical compound CC(=O)\C=C\C1=C(C)CCCC1(C)C PSQYTAPXSHCGMF-BQYQJAHWSA-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
- 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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues 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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/20—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group, wherein Cn means a carbon skeleton not containing a ring; Thio analogues 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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00810754 | 2000-08-24 | ||
| EP00810754 | 2000-08-24 | ||
| PCT/EP2001/009562 WO2002015692A1 (en) | 2000-08-24 | 2001-08-20 | Composition having insect repellent characteristics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2001287696A1 true AU2001287696A1 (en) | 2002-03-04 |
Family
ID=8174871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2001287696A Abandoned AU2001287696A1 (en) | 2000-08-24 | 2001-08-20 | Composition having insect repellent characteristics |
Country Status (12)
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5323296B2 (ja) * | 2000-08-24 | 2013-10-23 | ジボーダン ソシエテ アノニム | 昆虫忌避特性を有する組成物 |
| JP4290562B2 (ja) * | 2002-03-01 | 2009-07-08 | 高砂香料工業株式会社 | 冷感組成物、及びこれを配合してなる香料組成物、飲食品、香粧品、トイレタリー製品、入浴剤、並びに医薬品 |
| GB0214342D0 (en) * | 2002-06-21 | 2002-07-31 | Givaudan Sa | Insect repellents |
| US20040197362A1 (en) * | 2003-04-04 | 2004-10-07 | Wagner Cassandra Marie | Bugnip |
| ES2476902T5 (es) * | 2003-07-02 | 2018-04-03 | Genentech, Inc. | Compuestos activadores de TRP-P8 y métodos de tratamiento terapéuticos |
| WO2005049553A1 (en) * | 2003-11-21 | 2005-06-02 | Givaudan Sa | N-substituted p-menthane carbosamided |
| FR2867946B1 (fr) * | 2004-03-25 | 2007-07-20 | Inst Rech Pour Le Dev I R D Et | Nouvelle composition insecticide et son utilisation, notamment pour l'impregnation de moustiquaires |
| DE102005033845A1 (de) * | 2005-07-20 | 2007-01-25 | Beiersdorf Ag | Repellentien mit verstärkter Abwehrwirkung |
| FR2890288B1 (fr) * | 2005-09-02 | 2012-03-30 | Phyto Ind | Bracelet repulsif antimoustique a base de produits naturels |
| DE102007026048A1 (de) * | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel und Parfum |
| DE102007026053A1 (de) * | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel mit guter Hautverträglichkeit |
| US8911715B2 (en) * | 2008-05-30 | 2014-12-16 | Symrise Ag | L-menthyl-N-(2-hydroxyphenyl)carbamate |
| JP5384641B2 (ja) | 2008-08-15 | 2014-01-08 | ザ プロクター アンド ギャンブル カンパニー | 消費者製品における感覚剤として有用なシクロヘキサン誘導体の合成 |
| CA2731965A1 (en) * | 2008-08-15 | 2010-02-18 | The Procter & Gamble Company | Solution of menthane carboxamides for use in consumer products |
| EP3698779A1 (de) | 2008-08-26 | 2020-08-26 | Basf Se | Nachweis und verwendung niedermolekularer modulatoren des kälte-menthol-rezeptors trpm8 |
| BRPI0920909B1 (pt) | 2008-11-20 | 2017-04-18 | Procter & Gamble | método de acentuação e/ou modulação da atividade de um ou mais agentes refrigerantes não mentol e composições de cuidados pessoais para uso oral |
| DE102010002558A1 (de) | 2009-11-20 | 2011-06-01 | Symrise Ag | Verwendung physiologischer Kühlwirkstoffe und Mittel enthaltend solche Wirkstoffe |
| EP2394703B1 (de) | 2010-06-14 | 2015-12-23 | Symrise AG | Kühlmischungen mit verstärkter Kühlwirkung von 5-Methyl-2-(propan-2-yl)cyclohexyl-N-ethyloxamat |
| US9029415B2 (en) | 2010-06-14 | 2015-05-12 | Symrise Ag | Cooling mixtures with an enhanced cooling effect of 5-methyl-2-(propane-2-yl)cyclohexyl-N-ethyloxamate |
| ES2861268T3 (es) | 2011-09-20 | 2021-10-06 | Basf Se | Moduladores de bajo peso molecular del receptor de mentol frío TRPM8 y su uso |
| EP2934119A1 (en) | 2012-12-20 | 2015-10-28 | Henkel AG & Co. KGaA | Insect repellent cleaning composition |
| ES2928440T3 (es) * | 2013-03-15 | 2022-11-18 | Tyratech Inc | Composición y procedimiemto de control de artrópodos |
| US20150125408A1 (en) * | 2013-11-01 | 2015-05-07 | Scott Kellar | Natural Insecticide Composition |
| US10173966B2 (en) * | 2015-06-04 | 2019-01-08 | Symrise, Inc. | Physiological cooling compounds |
| WO2018012595A1 (ja) * | 2016-07-15 | 2018-01-18 | ライオン株式会社 | 害虫忌避組成物、及び害虫忌避方法 |
| EP3675809B1 (de) | 2017-08-31 | 2023-09-27 | Basf Se | Verwendung physiologischer kühlwirkstoffe und mittel enthaltend solche wirkstoffe |
| CN107624668A (zh) * | 2017-11-07 | 2018-01-26 | 周宝军 | 宠物全自动清洗机 |
| CN108283143B (zh) * | 2018-01-11 | 2019-01-25 | 中国热带农业科学院环境与植物保护研究所 | 一种利用蜜蜂为热带大棚甜瓜授粉的方法 |
| CN114555560A (zh) * | 2019-09-30 | 2022-05-27 | 北伊利诺伊大学董事会 | 薄荷醇的衍生物及其用途 |
| WO2021071896A1 (en) * | 2019-10-08 | 2021-04-15 | Bedoukian Research, Inc. | Synergistic formulations for control and repellency of biting arthropods |
| US20210100242A1 (en) * | 2019-10-08 | 2021-04-08 | Bedoukian Research, Inc. | Formulations for control and repellency of biting arthropods |
| JP2021116304A (ja) * | 2020-01-22 | 2021-08-10 | アース製薬株式会社 | 害虫忌避剤及び害虫忌避成分の感触を改善する方法 |
| WO2022207944A2 (en) | 2022-07-11 | 2022-10-06 | Symrise Ag | Novel mixtures and uses of (2e)-3-(1,3-benzodioxol-5-yl)-n-phenyl-n-(tetrahydro-3-furanyl)-2-propenamide |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4150052A (en) * | 1971-02-04 | 1979-04-17 | Wilkinson Sword Limited | N-substituted paramenthane carboxamides |
| US4530935A (en) * | 1979-02-02 | 1985-07-23 | The United States Of America As Represented By The Secretary Of Agriculture | Insect repellents |
| JPH024702A (ja) * | 1988-06-22 | 1990-01-09 | Sumitomo Chem Co Ltd | 害虫忌避剤 |
| JP3209563B2 (ja) * | 1992-03-25 | 2001-09-17 | フマキラー株式会社 | アミド化合物並びにそれを用いた害虫忌避剤 |
| JP3209585B2 (ja) * | 1992-10-05 | 2001-09-17 | フマキラー株式会社 | アミド化合物を有効成分として含有する害虫忌避剤 |
| GB9815667D0 (en) * | 1998-07-17 | 1998-09-16 | Medinnova Sf | Device |
| US6423329B1 (en) * | 1999-02-12 | 2002-07-23 | The Procter & Gamble Company | Skin sanitizing compositions |
| WO2001034753A1 (en) * | 1999-11-12 | 2001-05-17 | The Procter & Gamble Company | Detergent composition |
| JP5323296B2 (ja) * | 2000-08-24 | 2013-10-23 | ジボーダン ソシエテ アノニム | 昆虫忌避特性を有する組成物 |
-
2001
- 2001-08-20 JP JP2002520619A patent/JP5323296B2/ja not_active Expired - Fee Related
- 2001-08-20 AT AT01967287T patent/ATE272944T1/de not_active IP Right Cessation
- 2001-08-20 ES ES01967287T patent/ES2228946T3/es not_active Expired - Lifetime
- 2001-08-20 AU AU2001287696A patent/AU2001287696A1/en not_active Abandoned
- 2001-08-20 TR TR2004/02453T patent/TR200402453T4/xx unknown
- 2001-08-20 CN CNB018144691A patent/CN1283148C/zh not_active Expired - Lifetime
- 2001-08-20 BR BRPI0113421A patent/BRPI0113421B8/pt not_active IP Right Cessation
- 2001-08-20 MX MXPA03001271A patent/MXPA03001271A/es active IP Right Grant
- 2001-08-20 US US10/344,981 patent/US20040028714A1/en not_active Abandoned
- 2001-08-20 EP EP01967287A patent/EP1311158B1/en not_active Expired - Lifetime
- 2001-08-20 WO PCT/EP2001/009562 patent/WO2002015692A1/en active IP Right Grant
- 2001-08-20 DE DE60104860T patent/DE60104860T2/de not_active Expired - Fee Related
-
2012
- 2012-07-17 JP JP2012158545A patent/JP5485337B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1447649A (zh) | 2003-10-08 |
| ATE272944T1 (de) | 2004-08-15 |
| DE60104860D1 (de) | 2004-09-16 |
| TR200402453T4 (tr) | 2004-12-21 |
| EP1311158B1 (en) | 2004-08-11 |
| BRPI0113421B8 (pt) | 2016-05-10 |
| WO2002015692A1 (en) | 2002-02-28 |
| DE60104860T2 (de) | 2005-08-18 |
| US20040028714A1 (en) | 2004-02-12 |
| CN1283148C (zh) | 2006-11-08 |
| ES2228946T3 (es) | 2005-04-16 |
| EP1311158A1 (en) | 2003-05-21 |
| JP2004506661A (ja) | 2004-03-04 |
| BR0113421B1 (pt) | 2013-02-19 |
| JP5485337B2 (ja) | 2014-05-07 |
| MXPA03001271A (es) | 2003-06-30 |
| JP5323296B2 (ja) | 2013-10-23 |
| JP2012197315A (ja) | 2012-10-18 |
| BR0113421A (pt) | 2003-07-15 |
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