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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 37
- 241001674044 Blattodea Species 0.000 description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 241000238631 Hexapoda Species 0.000 description 23
- 241000257303 Hymenoptera Species 0.000 description 23
- 241001251094 Formica Species 0.000 description 22
- 238000012360 testing method Methods 0.000 description 19
- 239000005871 repellent Substances 0.000 description 17
- 230000002940 repellent Effects 0.000 description 17
- 241000238657 Blattella germanica Species 0.000 description 15
- 239000002304 perfume Substances 0.000 description 15
- 229940125782 compound 2 Drugs 0.000 description 14
- 235000019441 ethanol Nutrition 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- BQSJQZBHZBLFBT-UHFFFAOYSA-N n-ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide;propyl 4-hydroxybenzoate Chemical compound CCCOC(=O)C1=CC=C(O)C=C1.CCNC(=O)C1CC(C)CCC1C(C)C BQSJQZBHZBLFBT-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 10
- VUNOFAIHSALQQH-UHFFFAOYSA-N Ethyl menthane carboxamide Chemical compound CCNC(=O)C1CC(C)CCC1C(C)C VUNOFAIHSALQQH-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 239000008367 deionised water Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 229960001673 diethyltoluamide Drugs 0.000 description 7
- 229920002125 Sokalan® Polymers 0.000 description 6
- 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
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 description 5
- 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
- 229940043259 farnesol Drugs 0.000 description 5
- 229930002886 farnesol Natural products 0.000 description 5
- 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
- 239000003795 chemical substances by application Substances 0.000 description 4
- 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
- 229960001631 carbomer Drugs 0.000 description 2
- 239000010632 citronella oil Substances 0.000 description 2
- 235000000484 citronellol Nutrition 0.000 description 2
- 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
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 201000004792 malaria Diseases 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
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- 229940101267 panthenol Drugs 0.000 description 2
- 235000020957 pantothenol Nutrition 0.000 description 2
- 239000011619 pantothenol Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000001993 wax Substances 0.000 description 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 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- ZQCIPRGNRQXXSK-UHFFFAOYSA-N 1-octadecoxypropan-2-ol Chemical compound CCCCCCCCCCCCCCCCCCOCC(C)O ZQCIPRGNRQXXSK-UHFFFAOYSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- DWHIUNMOTRUVPG-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCO DWHIUNMOTRUVPG-UHFFFAOYSA-N 0.000 description 1
- ZHOOOLQOWQVYOE-UHFFFAOYSA-N 2-cyclohexylidene-2-phenylacetonitrile Chemical compound C=1C=CC=CC=1C(C#N)=C1CCCCC1 ZHOOOLQOWQVYOE-UHFFFAOYSA-N 0.000 description 1
- ICIDSZQHPUZUHC-UHFFFAOYSA-N 2-octadecoxyethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCO ICIDSZQHPUZUHC-UHFFFAOYSA-N 0.000 description 1
- OOOOFOPLSIWRAR-NTEUORMPSA-N 3,7,11-Trimethyl-6E,10-dodecadien-1-ol Chemical compound OCCC(C)CC\C=C(/C)CCC=C(C)C OOOOFOPLSIWRAR-NTEUORMPSA-N 0.000 description 1
- JXQCUCDXLSGQNZ-UHFFFAOYSA-N 3-tert-butyl-2-hydroxy-6-methylbenzoic acid Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1C(O)=O JXQCUCDXLSGQNZ-UHFFFAOYSA-N 0.000 description 1
- WAHZXIAJRKOBOH-UHFFFAOYSA-N 5-methyl-2-propan-2-yl-n,n-dipropylcyclohexane-1-carboxamide Chemical compound CCCN(CCC)C(=O)C1CC(C)CCC1C(C)C WAHZXIAJRKOBOH-UHFFFAOYSA-N 0.000 description 1
- XQWCHQVYRWXLIK-UHFFFAOYSA-N 5-methyl-2-propan-2-ylcyclohexane-1-carboxamide;n-tridecyltridecan-1-amine Chemical compound CC(C)C1CCC(C)CC1C(N)=O.CCCCCCCCCCCCCNCCCCCCCCCCCCC XQWCHQVYRWXLIK-UHFFFAOYSA-N 0.000 description 1
- MNVSUVYRIVXDBK-UHFFFAOYSA-N 5-methyl-2-propan-2-ylcyclohexane-1-carboxylic acid Chemical compound CC(C)C1CCC(C)CC1C(O)=O MNVSUVYRIVXDBK-UHFFFAOYSA-N 0.000 description 1
- MTOKWHLXXJOHAZ-UHFFFAOYSA-N 5-methyl-n,2-di(propan-2-yl)cyclohexane-1-carboxamide Chemical compound CC(C)NC(=O)C1CC(C)CCC1C(C)C MTOKWHLXXJOHAZ-UHFFFAOYSA-N 0.000 description 1
- VJJHZLVUSBIMOF-UHFFFAOYSA-N 5-methyl-n-(3-methylbutyl)-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CC(C)CCNC(=O)C1CC(C)CCC1C(C)C VJJHZLVUSBIMOF-UHFFFAOYSA-N 0.000 description 1
- SFMBKVBWEPIVBW-UHFFFAOYSA-N 5-methyl-n-octyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCCCCCNC(=O)C1CC(C)CCC1C(C)C SFMBKVBWEPIVBW-UHFFFAOYSA-N 0.000 description 1
- DOIQKQXWQPRSRR-UHFFFAOYSA-N 5-methyl-n-pentyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound CCCCCNC(=O)C1CC(C)CCC1C(C)C DOIQKQXWQPRSRR-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241000256111 Aedes <genus> Species 0.000 description 1
- 241000256118 Aedes aegypti Species 0.000 description 1
- 241000256186 Anopheles <genus> Species 0.000 description 1
- 241000239223 Arachnida Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 241000256054 Culex <genus> Species 0.000 description 1
- 235000004866 D-panthenol Nutrition 0.000 description 1
- 239000011703 D-panthenol Substances 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- 206010014612 Encephalitis viral Diseases 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 244000166124 Eucalyptus globulus Species 0.000 description 1
- 206010016275 Fear Diseases 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 241001124553 Lepismatidae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004909 Moisturizer Substances 0.000 description 1
- 241000952627 Monomorium pharaonis Species 0.000 description 1
- JLNGEXDJAQASHD-UHFFFAOYSA-N N,N-Diethylbenzamide Chemical compound CCN(CC)C(=O)C1=CC=CC=C1 JLNGEXDJAQASHD-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 240000009215 Nepeta cataria Species 0.000 description 1
- 235000010679 Nepeta cataria Nutrition 0.000 description 1
- 241000520405 Ochetellus Species 0.000 description 1
- 239000005662 Paraffin oil Substances 0.000 description 1
- 229920002690 Polyoxyl 40 HydrogenatedCastorOil Polymers 0.000 description 1
- 241000258242 Siphonaptera Species 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000005128 aryl amino alkyl group Chemical group 0.000 description 1
- 125000005160 aryl oxy alkyl group Chemical group 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 208000006673 asthma Diseases 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 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)
| Country | Link |
|---|---|
| US (1) | US20040028714A1 (https=) |
| EP (1) | EP1311158B1 (https=) |
| JP (2) | JP5323296B2 (https=) |
| CN (1) | CN1283148C (https=) |
| AT (1) | ATE272944T1 (https=) |
| AU (1) | AU2001287696A1 (https=) |
| BR (1) | BRPI0113421B8 (https=) |
| DE (1) | DE60104860T2 (https=) |
| ES (1) | ES2228946T3 (https=) |
| MX (1) | MXPA03001271A (https=) |
| TR (1) | TR200402453T4 (https=) |
| WO (1) | WO2002015692A1 (https=) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040028714A1 (en) * | 2000-08-24 | 2004-02-12 | Philippe Blondeau | Composition having insect repellent characteristics |
| 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 |
| CA2530884C (en) | 2003-07-02 | 2016-01-12 | Genentech, Inc. | Trp-p8 active compounds and therapeutic treatment methods |
| CN100582089C (zh) * | 2003-11-21 | 2010-01-20 | 吉万奥丹股份有限公司 | N-取代的对-薄荷烷甲酰胺 |
| 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 |
| EP2307357A1 (en) * | 2008-05-30 | 2011-04-13 | Symrise AG | L-menthyl-n-(2-hydroxyphenyl)carbamate |
| BRPI0917997A2 (pt) | 2008-08-15 | 2015-11-17 | Procter & Gamble | solução de mentanocarboxamidas para uso em produtos destinados ao consumidor |
| MX2011001724A (es) | 2008-08-15 | 2011-03-21 | Procter & Gamble | Sintesis de derivados de ciclohexano utiles como agentes de sensacion en productos de consumo. |
| CN107375284B (zh) | 2008-08-26 | 2020-08-07 | 巴斯夫欧洲公司 | 冷薄荷醇受体trpm8的低分子量调节剂的检测和用途 |
| EP2346475B2 (en) | 2008-11-20 | 2023-04-19 | The Procter & Gamble Company | Personal care compositions providing enhanced cooling sensation |
| DE102010002558A1 (de) | 2009-11-20 | 2011-06-01 | Symrise Ag | Verwendung physiologischer Kühlwirkstoffe und Mittel enthaltend solche Wirkstoffe |
| 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 |
| EP2394703B1 (de) | 2010-06-14 | 2015-12-23 | Symrise AG | Kühlmischungen mit verstärkter Kühlwirkung von 5-Methyl-2-(propan-2-yl)cyclohexyl-N-ethyloxamat |
| 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 |
| AU2014238477B2 (en) * | 2013-03-15 | 2017-04-06 | Keith Kennedy | Lice control composition and method |
| 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 |
| KR102387616B1 (ko) * | 2016-07-15 | 2022-04-15 | 렉크 가부시키가이샤 | 해충 기피 조성물, 및 해충 기피 방법 |
| ES2967435T3 (es) | 2017-08-31 | 2024-04-30 | Basf Se | Uso de principios activos refrescantes fisiológicos y productos que contienen dichos principios activos |
| 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 |
| MX2022003764A (es) * | 2019-09-30 | 2022-06-08 | Univ Northern Illinois Board Of Trustees | Derivados de mentol y usos de los mismos. |
| 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 |
| BR0015488A (pt) * | 1999-11-12 | 2002-07-02 | Procter & Gamble | Composição detergente |
| US20040028714A1 (en) * | 2000-08-24 | 2004-02-12 | Philippe Blondeau | Composition having insect repellent characteristics |
-
2001
- 2001-08-20 US US10/344,981 patent/US20040028714A1/en not_active Abandoned
- 2001-08-20 MX MXPA03001271A patent/MXPA03001271A/es active IP Right Grant
- 2001-08-20 DE DE60104860T patent/DE60104860T2/de not_active Expired - Fee Related
- 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 JP JP2002520619A patent/JP5323296B2/ja not_active Expired - Fee Related
- 2001-08-20 WO PCT/EP2001/009562 patent/WO2002015692A1/en not_active Ceased
- 2001-08-20 AU AU2001287696A patent/AU2001287696A1/en not_active Abandoned
- 2001-08-20 EP EP01967287A patent/EP1311158B1/en not_active Expired - Lifetime
- 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 BR BRPI0113421A patent/BRPI0113421B8/pt not_active IP Right Cessation
-
2012
- 2012-07-17 JP JP2012158545A patent/JP5485337B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BR0113421A (pt) | 2003-07-15 |
| BR0113421B1 (pt) | 2013-02-19 |
| TR200402453T4 (tr) | 2004-12-21 |
| JP5485337B2 (ja) | 2014-05-07 |
| CN1283148C (zh) | 2006-11-08 |
| JP2004506661A (ja) | 2004-03-04 |
| DE60104860T2 (de) | 2005-08-18 |
| EP1311158B1 (en) | 2004-08-11 |
| JP2012197315A (ja) | 2012-10-18 |
| CN1447649A (zh) | 2003-10-08 |
| ATE272944T1 (de) | 2004-08-15 |
| WO2002015692A1 (en) | 2002-02-28 |
| BRPI0113421B8 (pt) | 2016-05-10 |
| DE60104860D1 (de) | 2004-09-16 |
| EP1311158A1 (en) | 2003-05-21 |
| ES2228946T3 (es) | 2005-04-16 |
| MXPA03001271A (es) | 2003-06-30 |
| JP5323296B2 (ja) | 2013-10-23 |
| US20040028714A1 (en) | 2004-02-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1311158B1 (en) | Composition having insect repellent characteristics | |
| US11039623B2 (en) | Arthropod control formulations and methods | |
| US5006562A (en) | Processes for repelling insects by means of N-alkyl neoalkanamide insect repellents | |
| US7867479B2 (en) | Compounds to affect insect behavior and/or bird behavior | |
| US20070077262A1 (en) | Puleganic acid insect repellents | |
| AU2003240349B2 (en) | Insect repellents | |
| JP2008526770A (ja) | ネペタラクタムおよびそのｎ−置換誘導体 | |
| US20040253287A1 (en) | Environmentally safe insecticides | |
| US5258408A (en) | Process of repelling insects from an area by application of N-alkyl neoalkanamide insect repellent thereto | |
| EP0499992B1 (en) | N-Aryl and N-cycloalkyl neoalkanamide insect repellents | |
| US5182304A (en) | N-lower alkyl neodecanamide insect repellents | |
| JPS6183103A (ja) | リナロ−ル殺虫剤 | |
| US7435851B2 (en) | Puleganic amides | |
| US5391578A (en) | N-lower alkyl neoalkanamide insect repellents | |
| AU2007200923A1 (en) | Composition Having Insect Repellent Characteristics | |
| US20130165506A1 (en) | Puleganic acid insect repellent | |
| HK1115872A (en) | Nepetalactams and n-substituted derivatives thereof | |
| JPH05271004A (ja) | 害虫忌避剤 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK5 | Application lapsed section 142(2)(e) - patent request and compl. specification not accepted |