CA2538363A1 - Compositions insectifuges comprenant du dihydronepetalactone - Google Patents
Compositions insectifuges comprenant du dihydronepetalactone Download PDFInfo
- Publication number
- CA2538363A1 CA2538363A1 CA002538363A CA2538363A CA2538363A1 CA 2538363 A1 CA2538363 A1 CA 2538363A1 CA 002538363 A CA002538363 A CA 002538363A CA 2538363 A CA2538363 A CA 2538363A CA 2538363 A1 CA2538363 A1 CA 2538363A1
- Authority
- CA
- Canada
- Prior art keywords
- composition
- dihydronepetalactone
- insects
- group
- stereoisomers
- 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.)
- Granted
Links
- LSRNBGXEEKNZHN-UHFFFAOYSA-N Dihydronepetalactone Chemical compound O=C1OCC(C)C2C1C(C)CC2 LSRNBGXEEKNZHN-UHFFFAOYSA-N 0.000 title claims abstract 32
- 239000000077 insect repellent Substances 0.000 title claims abstract 6
- 239000000203 mixture Substances 0.000 title claims 25
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- ZDKZHVNKFOXMND-UHFFFAOYSA-N cis-Nepetalactone Natural products O=C1OC=C(C)C2C1C(C)CC2 ZDKZHVNKFOXMND-UHFFFAOYSA-N 0.000 claims abstract 2
- 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 claims abstract 2
- 239000003205 fragrance Substances 0.000 claims abstract 2
- 241000238631 Hexapoda Species 0.000 claims 11
- 238000000034 method Methods 0.000 claims 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 4
- -1 emolients Substances 0.000 claims 4
- 241000238876 Acari Species 0.000 claims 3
- 241000255925 Diptera Species 0.000 claims 3
- 241001465754 Metazoa Species 0.000 claims 3
- 241000257226 Muscidae Species 0.000 claims 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 241001674044 Blattodea Species 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 claims 2
- 239000002671 adjuvant Substances 0.000 claims 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 claims 2
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 229910052763 palladium Inorganic materials 0.000 claims 2
- 230000002940 repellent Effects 0.000 claims 2
- 239000005871 repellent Substances 0.000 claims 2
- 239000000377 silicon dioxide Substances 0.000 claims 2
- 239000007921 spray Substances 0.000 claims 2
- 235000007586 terpenes Nutrition 0.000 claims 2
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 claims 1
- DSKYSDCYIODJPC-UHFFFAOYSA-N 2-butyl-2-ethylpropane-1,3-diol Chemical compound CCCCC(CC)(CO)CO DSKYSDCYIODJPC-UHFFFAOYSA-N 0.000 claims 1
- AAIBYZBZXNWTPP-UHFFFAOYSA-N 2-phenylcyclohexan-1-ol Chemical compound OC1CCCCC1C1=CC=CC=C1 AAIBYZBZXNWTPP-UHFFFAOYSA-N 0.000 claims 1
- 235000002961 Aloe barbadensis Nutrition 0.000 claims 1
- 244000186892 Aloe vera Species 0.000 claims 1
- 241001388466 Bruchus rufimanus Species 0.000 claims 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 241000254171 Curculionidae Species 0.000 claims 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 claims 1
- YUXIBTJKHLUKBD-UHFFFAOYSA-N Dibutyl succinate Chemical compound CCCCOC(=O)CCC(=O)OCCCC YUXIBTJKHLUKBD-UHFFFAOYSA-N 0.000 claims 1
- 241000257303 Hymenoptera Species 0.000 claims 1
- 239000004166 Lanolin Substances 0.000 claims 1
- 241001124553 Lepismatidae Species 0.000 claims 1
- 241000131095 Oniscidea Species 0.000 claims 1
- 239000005662 Paraffin oil Substances 0.000 claims 1
- 239000004264 Petrolatum Substances 0.000 claims 1
- 241001674048 Phthiraptera Species 0.000 claims 1
- 241000256103 Simuliidae Species 0.000 claims 1
- 241000258242 Siphonaptera Species 0.000 claims 1
- 241000331598 Trombiculidae Species 0.000 claims 1
- 241000256856 Vespidae Species 0.000 claims 1
- 241000607479 Yersinia pestis Species 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 239000000443 aerosol Substances 0.000 claims 1
- 239000002386 air freshener Substances 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 235000011399 aloe vera Nutrition 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- 229910052788 barium Inorganic materials 0.000 claims 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims 1
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims 1
- 229960002903 benzyl benzoate Drugs 0.000 claims 1
- 239000006172 buffering agent Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 239000002738 chelating agent Substances 0.000 claims 1
- 239000004927 clay Substances 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- 239000006071 cream Substances 0.000 claims 1
- 239000002781 deodorant agent Substances 0.000 claims 1
- 229940100539 dibutyl adipate Drugs 0.000 claims 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 claims 1
- VGQLNJWOULYVFV-SPJNRGJMSA-N dimethylcarbate Chemical compound C1[C@H]2C=C[C@@H]1[C@H](C(=O)OC)[C@@H]2C(=O)OC VGQLNJWOULYVFV-SPJNRGJMSA-N 0.000 claims 1
- 229960004118 dimethylcarbate Drugs 0.000 claims 1
- 229960001826 dimethylphthalate Drugs 0.000 claims 1
- 239000000428 dust Substances 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000000835 fiber Substances 0.000 claims 1
- 235000013312 flour Nutrition 0.000 claims 1
- 239000006260 foam Substances 0.000 claims 1
- 239000003349 gelling agent Substances 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 239000000976 ink Substances 0.000 claims 1
- 229910003480 inorganic solid Inorganic materials 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000004922 lacquer Substances 0.000 claims 1
- 229940039717 lanolin Drugs 0.000 claims 1
- 235000019388 lanolin Nutrition 0.000 claims 1
- 239000006210 lotion Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- ZWDZJRRQSXLOQR-UHFFFAOYSA-N n-butyl-n-phenylacetamide Chemical compound CCCCN(C(C)=O)C1=CC=CC=C1 ZWDZJRRQSXLOQR-UHFFFAOYSA-N 0.000 claims 1
- 230000001473 noxious effect Effects 0.000 claims 1
- 239000003921 oil Substances 0.000 claims 1
- 239000002674 ointment Substances 0.000 claims 1
- BBNYLDSWVXSNOQ-UHFFFAOYSA-N oxolane-2-carbaldehyde Chemical compound O=CC1CCCO1 BBNYLDSWVXSNOQ-UHFFFAOYSA-N 0.000 claims 1
- 239000003973 paint Substances 0.000 claims 1
- 239000000123 paper Substances 0.000 claims 1
- 229940066842 petrolatum Drugs 0.000 claims 1
- 235000019271 petrolatum Nutrition 0.000 claims 1
- 239000004033 plastic Substances 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 229920001296 polysiloxane Polymers 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 230000001846 repelling effect Effects 0.000 claims 1
- 239000002453 shampoo Substances 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000011343 solid material Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 claims 1
- LEDMRZGFZIAGGB-UHFFFAOYSA-L strontium carbonate Chemical group [Sr+2].[O-]C([O-])=O LEDMRZGFZIAGGB-UHFFFAOYSA-L 0.000 claims 1
- 229910000018 strontium carbonate Inorganic materials 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- 239000003784 tall oil Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 239000001993 wax Substances 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 235000010679 Nepeta cataria Nutrition 0.000 abstract 3
- 241001529733 Nepeta Species 0.000 abstract 2
- 240000009215 Nepeta cataria Species 0.000 abstract 2
- 239000000470 constituent Substances 0.000 abstract 2
- 239000000341 volatile oil Substances 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/94—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Epidemiology (AREA)
- Environmental Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Birds (AREA)
- Dermatology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Fats And Perfumes (AREA)
Abstract
Le dihydronépétalactone, un constituant naturel mineur de l'huile essentielle de l'herbe à chats (espèces <i>Nepeta</i>) notamment <i>Nepeta cataria</i>, a été identifié comme un composé insectifuge efficace. La synthèse du dihydronépétalactone peut être obtenue par hydrogénation du népétalactone, le constituant principal des huiles essentielles de l'herbe à chats. Ce composé, qui possède également des propriétés aromatisantes, peut être utilisé commercialement pour ses propriétés insectifuges.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2003/029344 WO2005034626A1 (fr) | 2003-09-18 | 2003-09-18 | Compositions insectifuges comprenant du dihydronepetalactone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2538363A1 true CA2538363A1 (fr) | 2005-04-21 |
| CA2538363C CA2538363C (fr) | 2012-01-10 |
Family
ID=34434203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2538363A Expired - Fee Related CA2538363C (fr) | 2003-09-18 | 2003-09-18 | Compositions insectifuges comprenant du dihydronepetalactone |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP1681925A4 (fr) |
| JP (1) | JP2007521240A (fr) |
| CN (2) | CN1838881A (fr) |
| AU (1) | AU2003270748A1 (fr) |
| BR (1) | BR0318501A (fr) |
| CA (1) | CA2538363C (fr) |
| IL (1) | IL173903A0 (fr) |
| WO (1) | WO2005034626A1 (fr) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9878464B1 (en) | 2011-06-30 | 2018-01-30 | Apinee, Inc. | Preservation of cellulosic materials, compositions and methods thereof |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8748477B2 (en) | 2004-11-03 | 2014-06-10 | E I Du Pont De Nemours And Company | Formulations containing insect repellent compounds |
| US7407922B2 (en) | 2005-10-13 | 2008-08-05 | S.C. Johnson & Son, Inc. | Deodorizing compositions |
| US7261742B2 (en) | 2005-10-13 | 2007-08-28 | S.C. Johnson & Son, Inc. | Method of deodorizing a textile |
| CA2648270C (fr) | 2006-05-10 | 2014-07-08 | E.I. Du Pont De Nemours And Company | Compositions formulees anti-tiques et anti-insectes comportant du dihydronepetalactone |
| SI2114911T1 (sl) | 2006-12-21 | 2015-12-31 | E.I. Du Pont De Nemours And Company | Produkcija dihidronepetalaktona s hidrogeniranjem nepetalaktona |
| EP2125770B1 (fr) * | 2006-12-21 | 2014-06-25 | E. I. Du Pont de Nemours and Company | Hydrogénation d'huile de cataire |
| DE102007026048A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel und Parfum |
| DE102007026049A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Repellentien gegen Wespen |
| DE102007026052A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel auf Emulsionsbasis |
| DE102007026050A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel und Verdickungsmittel |
| DE102007026053A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel mit guter Hautverträglichkeit |
| DE102007026051A1 (de) | 2007-05-31 | 2008-12-04 | Beiersdorf Ag | Insektenschutzmittel mit reduzierter Klebrigkeit |
| JP5805099B2 (ja) * | 2009-11-11 | 2015-11-04 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | イヌハッカ油の回収を向上させる方法 |
| EP2866568A4 (fr) * | 2012-06-28 | 2015-11-25 | Tyratech Inc | Composition de surface insectifuge |
| DE102013217239A1 (de) | 2013-08-29 | 2015-03-05 | Beiersdorf Ag | Emulgatorfreie, hautkonditionierende kosmetische oder dermatologische Zubereitung mit Repellentien |
| KR101709114B1 (ko) * | 2015-03-30 | 2017-02-22 | 김수학 | 아쿠아 비드 방충제 및 그 제조방법 |
| KR101800227B1 (ko) * | 2017-01-24 | 2017-11-24 | 김수학 | 한천분말을 이용한 방충제 및 그 제조방법 |
| CN109497101A (zh) * | 2018-11-28 | 2019-03-22 | 湖州世轩丝绸进出口有限公司 | 一种防止织物蛀虫的喷剂及其制备方法 |
| CN114324645B (zh) * | 2021-12-24 | 2023-10-24 | 广州白云山汉方现代药业有限公司 | 一种快速鉴别藏荆芥药材的方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4663346A (en) * | 1984-05-30 | 1987-05-05 | Angus Chemical Company | Insect repellent |
| KR20040083092A (ko) * | 2002-01-23 | 2004-09-30 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 방향 화합물 |
| US20030235601A1 (en) * | 2002-03-20 | 2003-12-25 | Hallahan David L. | Insect repellent compounds |
-
2003
- 2003-09-18 JP JP2005509534A patent/JP2007521240A/ja active Pending
- 2003-09-18 CN CNA038270951A patent/CN1838881A/zh active Pending
- 2003-09-18 BR BRPI0318501-0A patent/BR0318501A/pt not_active Application Discontinuation
- 2003-09-18 CN CN200810129703.9A patent/CN101396020B/zh not_active Expired - Fee Related
- 2003-09-18 AU AU2003270748A patent/AU2003270748A1/en not_active Abandoned
- 2003-09-18 WO PCT/US2003/029344 patent/WO2005034626A1/fr not_active Ceased
- 2003-09-18 EP EP03752458A patent/EP1681925A4/fr not_active Withdrawn
- 2003-09-18 CA CA2538363A patent/CA2538363C/fr not_active Expired - Fee Related
-
2006
- 2006-02-23 IL IL173903A patent/IL173903A0/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9878464B1 (en) | 2011-06-30 | 2018-01-30 | Apinee, Inc. | Preservation of cellulosic materials, compositions and methods thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101396020B (zh) | 2014-10-29 |
| EP1681925A4 (fr) | 2008-07-02 |
| CA2538363C (fr) | 2012-01-10 |
| BR0318501A (pt) | 2006-09-12 |
| EP1681925A1 (fr) | 2006-07-26 |
| CN101396020A (zh) | 2009-04-01 |
| AU2003270748A1 (en) | 2005-04-27 |
| JP2007521240A (ja) | 2007-08-02 |
| WO2005034626A1 (fr) | 2005-04-21 |
| AU2003270748A2 (en) | 2005-04-27 |
| CN1838881A (zh) | 2006-09-27 |
| IL173903A0 (en) | 2006-07-05 |
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| Date | Code | Title | Description |
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| MKLA | Lapsed |
Effective date: 20210920 |