SK38699A3 - Insect-repellent formulations - Google Patents

Insect-repellent formulations Download PDF

Info

Publication number: SK38699A3
Authority: SK; Slovakia
Prior art keywords: compound; formula; group; hexane; straight
Prior art date: 1996-09-26

Application number

SK386-99A

Other languages

English (en)

Slovak (sk)

Inventor

John Schulz Darren

Original Assignee

Pfizer

Priority date (The priority date 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 date listed.)

1996-09-26

Filing date

1997-09-09

Publication date

2000-05-16

1997-09-09 Application filed by Pfizer filed Critical Pfizer

2000-05-16 Publication of SK38699A3 publication Critical patent/SK38699A3/sk

Links

239000000203 mixture Substances 0.000 title claims abstract description 52
238000009472 formulation Methods 0.000 title abstract description 3
239000000077 insect repellent Substances 0.000 title description 9
150000001875 compounds Chemical class 0.000 claims abstract description 63
239000005871 repellent Substances 0.000 claims abstract description 13
125000006374 C2-C10 alkenyl group Chemical group 0.000 claims abstract description 5
229910052736 halogen Inorganic materials 0.000 claims abstract description 5
239000002671 adjuvant Substances 0.000 claims abstract description 4
239000003085 diluting agent Substances 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims abstract description 3
125000000392 cycloalkenyl group Chemical group 0.000 claims abstract description 3
-1 6-hepten-1-yl Chemical group 0.000 claims description 36
238000000034 method Methods 0.000 claims description 18
230000002940 repellent Effects 0.000 claims description 12
238000006243 chemical reaction Methods 0.000 claims description 10
RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 10
241000255925 Diptera Species 0.000 claims description 8
241000238876 Acari Species 0.000 claims description 7
241000124008 Mammalia Species 0.000 claims description 6
239000000460 chlorine Substances 0.000 claims description 6
239000006071 cream Substances 0.000 claims description 6
CSJLBAMHHLJAAS-UHFFFAOYSA-N diethylaminosulfur trifluoride Chemical compound CCN(CC)S(F)(F)F CSJLBAMHHLJAAS-UHFFFAOYSA-N 0.000 claims description 6
241000238631 Hexapoda Species 0.000 claims description 5
241001465754 Metazoa Species 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
FAMRKDQNMBBFBR-BQYQJAHWSA-N diethyl azodicarboxylate Substances CCOC(=O)\N=N\C(=O)OCC FAMRKDQNMBBFBR-BQYQJAHWSA-N 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
125000001153 fluoro group Chemical group F* 0.000 claims description 4
125000004043 oxo group Chemical group O=* 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
230000001846 repelling effect Effects 0.000 claims description 4
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 4
239000002537 cosmetic Substances 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
FAMRKDQNMBBFBR-UHFFFAOYSA-N ethyl n-ethoxycarbonyliminocarbamate Chemical compound CCOC(=O)N=NC(=O)OCC FAMRKDQNMBBFBR-UHFFFAOYSA-N 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
239000007788 liquid Substances 0.000 claims description 3
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
125000006373 (C2-C10) alkyl group Chemical group 0.000 claims description 2
241000255930 Chironomidae Species 0.000 claims description 2
101000650578 Salmonella phage P22 Regulatory protein C3 Proteins 0.000 claims description 2
101001040920 Triticum aestivum Alpha-amylase inhibitor 0.28 Proteins 0.000 claims description 2
125000001309 chloro group Chemical group Cl* 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
125000005843 halogen group Chemical group 0.000 claims 2
125000003342 alkenyl group Chemical group 0.000 claims 1
125000004356 hydroxy functional group Chemical group O* 0.000 claims 1
150000002367 halogens Chemical class 0.000 abstract description 4
125000000304 alkynyl group Chemical group 0.000 abstract description 2
125000006564 (C4-C8) cycloalkyl group Chemical group 0.000 abstract 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 36
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 31
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 30
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 30
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
238000005481 NMR spectroscopy Methods 0.000 description 18
239000004698 Polyethylene Substances 0.000 description 17
229920000573 polyethylene Polymers 0.000 description 17
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
239000011541 reaction mixture Substances 0.000 description 13
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 12
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
239000012230 colorless oil Substances 0.000 description 12
239000000284 extract Substances 0.000 description 12
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 10
229910000104 sodium hydride Inorganic materials 0.000 description 10
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 9
239000003480 eluent Substances 0.000 description 9
NDOGLIPWGGRQCO-UHFFFAOYSA-N hexane-2,4-dione Chemical compound CCC(=O)CC(C)=O NDOGLIPWGGRQCO-UHFFFAOYSA-N 0.000 description 9
239000012312 sodium hydride Substances 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 8
239000002904 solvent Substances 0.000 description 8
239000003921 oil Substances 0.000 description 7
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 6
238000004821 distillation Methods 0.000 description 6
229910052943 magnesium sulfate Inorganic materials 0.000 description 6
235000019341 magnesium sulphate Nutrition 0.000 description 6
239000012299 nitrogen atmosphere Substances 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
238000010898 silica gel chromatography Methods 0.000 description 5
238000003756 stirring Methods 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
238000009835 boiling Methods 0.000 description 4
238000004587 chromatography analysis Methods 0.000 description 4
QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
UHQOPDGATRGDDD-UHFFFAOYSA-N 3-azabicyclo[3.1.0]hexane-2,4-dione Chemical compound O=C1NC(=O)C2CC12 UHQOPDGATRGDDD-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000002411 adverse Effects 0.000 description 3
239000008346 aqueous phase Substances 0.000 description 3
150000003976 azacycloalkanes Chemical class 0.000 description 3
239000000706 filtrate Substances 0.000 description 3
239000002674 ointment Substances 0.000 description 3
229960005323 phenoxyethanol Drugs 0.000 description 3
239000000725 suspension Substances 0.000 description 3
ZRMYHUFDVLRYPN-UHFFFAOYSA-N 3-oxabicyclo[3.1.0]hexane-2,4-dione Chemical compound O=C1OC(=O)C2CC12 ZRMYHUFDVLRYPN-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
241000282412 Homo Species 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
239000001569 carbon dioxide Substances 0.000 description 2
229910002092 carbon dioxide Inorganic materials 0.000 description 2
239000011248 coating agent Substances 0.000 description 2
238000000576 coating method Methods 0.000 description 2
239000011737 fluorine Substances 0.000 description 2
238000000338 in vitro Methods 0.000 description 2
CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000008213 purified water Substances 0.000 description 2
239000000344 soap Substances 0.000 description 2
239000007787 solid Substances 0.000 description 2
SEPPVOUBHWNCAW-FNORWQNLSA-N (E)-4-oxonon-2-enal Chemical compound CCCCCC(=O)\C=C\C=O SEPPVOUBHWNCAW-FNORWQNLSA-N 0.000 description 1
LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
BUZZUHJODKQYTF-UHFFFAOYSA-N 1-iodo-3-methylbutane Chemical compound CC(C)CCI BUZZUHJODKQYTF-UHFFFAOYSA-N 0.000 description 1
LMHCYRULPLGEEZ-UHFFFAOYSA-N 1-iodoheptane Chemical compound CCCCCCCI LMHCYRULPLGEEZ-UHFFFAOYSA-N 0.000 description 1
UWLHSHAHTBJTBA-UHFFFAOYSA-N 1-iodooctane Chemical compound CCCCCCCCI UWLHSHAHTBJTBA-UHFFFAOYSA-N 0.000 description 1
IUVCFHHAEHNCFT-INIZCTEOSA-N 2-[(1s)-1-[4-amino-3-(3-fluoro-4-propan-2-yloxyphenyl)pyrazolo[3,4-d]pyrimidin-1-yl]ethyl]-6-fluoro-3-(3-fluorophenyl)chromen-4-one Chemical compound C1=C(F)C(OC(C)C)=CC=C1C(C1=C(N)N=CN=C11)=NN1[C@@H](C)C1=C(C=2C=C(F)C=CC=2)C(=O)C2=CC(F)=CC=C2O1 IUVCFHHAEHNCFT-INIZCTEOSA-N 0.000 description 1
JRQAAYVLPPGEHT-UHFFFAOYSA-N 2-bromoethylcyclohexane Chemical compound BrCCC1CCCCC1 JRQAAYVLPPGEHT-UHFFFAOYSA-N 0.000 description 1
FTJHYGJLHCGQHQ-UHFFFAOYSA-N 2-bromooctane Chemical compound CCCCCCC(C)Br FTJHYGJLHCGQHQ-UHFFFAOYSA-N 0.000 description 1
NZWIYPLSXWYKLH-UHFFFAOYSA-N 3-(bromomethyl)heptane Chemical compound CCCCC(CC)CBr NZWIYPLSXWYKLH-UHFFFAOYSA-N 0.000 description 1
LLBZPESJRQGYMB-UHFFFAOYSA-N 4-one Natural products O1C(C(=O)CC)CC(C)C11C2(C)CCC(C3(C)C(C(C)(CO)C(OC4C(C(O)C(O)C(COC5C(C(O)C(O)CO5)OC5C(C(OC6C(C(O)C(O)C(CO)O6)O)C(O)C(CO)O5)OC5C(C(O)C(O)C(C)O5)O)O4)O)CC3)CC3)=C3C2(C)CC1 LLBZPESJRQGYMB-UHFFFAOYSA-N 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
SNMOMUYLFLGQQS-UHFFFAOYSA-N 8-bromooct-1-ene Chemical compound BrCCCCCCC=C SNMOMUYLFLGQQS-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
101100516625 Arabidopsis thaliana NIFU3 gene Proteins 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
238000000023 Kugelrohr distillation Methods 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
239000002250 absorbent Substances 0.000 description 1
230000002745 absorbent Effects 0.000 description 1
239000006096 absorbing agent Substances 0.000 description 1
238000003556 assay Methods 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
239000000969 carrier Substances 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
239000012043 crude product Substances 0.000 description 1
125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
239000012259 ether extract Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000003205 fragrance Substances 0.000 description 1
125000000524 functional group Chemical group 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000000499 gel Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
UFULDTPDHIRNGS-UHFFFAOYSA-N hept-6-en-1-ol Chemical compound OCCCCCC=C UFULDTPDHIRNGS-UHFFFAOYSA-N 0.000 description 1
SXCBDZAEHILGLM-UHFFFAOYSA-N heptane-1,7-diol Chemical compound OCCCCCCCO SXCBDZAEHILGLM-UHFFFAOYSA-N 0.000 description 1
238000002329 infrared spectrum Methods 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000011630 iodine Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
230000000155 isotopic effect Effects 0.000 description 1
238000004949 mass spectrometry Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 1
IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
239000004540 pour-on Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
125000006239 protecting group Chemical group 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
239000002453 shampoo Substances 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000004544 spot-on Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000000638 stimulation Effects 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
239000003039 volatile agent Substances 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/10—Insect repellent

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Dentistry (AREA)
Engineering & Computer Science (AREA)
Plant Pathology (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Medicinal Chemistry (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Indole Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Polysaccharides And Polysaccharide Derivatives (AREA)
Pyridine Compounds (AREA)

SK386-99A 1996-09-26 1997-09-09 Insect-repellent formulations SK38699A3 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GBGB9620049.8A GB9620049D0 (en)	1996-09-26	1996-09-26	Repellent formulations
PCT/EP1997/004964 WO1998013345A1 (en)	1996-09-26	1997-09-09	Insect-repellent formulations

Publications (1)

Publication Number	Publication Date
SK38699A3 true SK38699A3 (en)	2000-05-16

Family

ID=10800504

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK386-99A SK38699A3 (en)	1996-09-26	1997-09-09	Insect-repellent formulations

Country Status (42)

Country	Link
US (1)	US6130241A (is)
EP (1)	EP0929522B1 (is)
JP (1)	JP3162408B2 (is)
KR (1)	KR100324454B1 (is)
CN (1)	CN1228768A (is)
AP (1)	AP1014A (is)
AR (1)	AR009812A1 (is)
AT (1)	ATE229939T1 (is)
AU (1)	AU716292B2 (is)
BG (1)	BG103088A (is)
BR (1)	BR9712127A (is)
CA (1)	CA2266627A1 (is)
CO (1)	CO5070676A1 (is)
CZ (1)	CZ291905B6 (is)
DE (1)	DE69718024D1 (is)
DK (1)	DK0929522T3 (is)
DZ (1)	DZ2315A1 (is)
EA (1)	EA001880B1 (is)
ES (1)	ES2188980T3 (is)
GB (1)	GB9620049D0 (is)
HN (1)	HN1997000119A (is)
HR (1)	HRP970527B1 (is)
HU (1)	HUP9903910A3 (is)
ID (1)	ID21339A (is)
IL (1)	IL127753A0 (is)
IS (1)	IS4984A (is)
MA (1)	MA24327A1 (is)
MY (1)	MY131533A (is)
NO (1)	NO991430D0 (is)
NZ (1)	NZ333623A (is)
OA (1)	OA10984A (is)
PA (1)	PA8438001A1 (is)
PE (1)	PE102298A1 (is)
PL (1)	PL332574A1 (is)
PT (1)	PT929522E (is)
SI (1)	SI0929522T1 (is)
SK (1)	SK38699A3 (is)
TN (1)	TNSN97159A1 (is)
TW (1)	TW474787B (is)
WO (1)	WO1998013345A1 (is)
YU (1)	YU17399A (is)
ZA (1)	ZA978585B (is)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
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1996
- 1996-09-26 GB GBGB9620049.8A patent/GB9620049D0/en active Pending
1997
- 1997-08-20 HN HN1997000119A patent/HN1997000119A/es unknown
- 1997-09-09 HU HU9903910A patent/HUP9903910A3/hu unknown
- 1997-09-09 DE DE69718024T patent/DE69718024D1/de not_active Expired - Fee Related
- 1997-09-09 EP EP97942016A patent/EP0929522B1/en not_active Expired - Lifetime
- 1997-09-09 CA CA002266627A patent/CA2266627A1/en not_active Abandoned
- 1997-09-09 WO PCT/EP1997/004964 patent/WO1998013345A1/en not_active Ceased
- 1997-09-09 PL PL97332574A patent/PL332574A1/xx unknown
- 1997-09-09 DK DK97942016T patent/DK0929522T3/da active
- 1997-09-09 SK SK386-99A patent/SK38699A3/sk unknown
- 1997-09-09 CZ CZ1999985A patent/CZ291905B6/cs not_active IP Right Cessation
- 1997-09-09 YU YU17399A patent/YU17399A/sh unknown
- 1997-09-09 KR KR1019997002582A patent/KR100324454B1/ko not_active Expired - Fee Related
- 1997-09-09 AU AU43844/97A patent/AU716292B2/en not_active Ceased
- 1997-09-09 IL IL12775397A patent/IL127753A0/xx unknown
- 1997-09-09 PT PT97942016T patent/PT929522E/pt unknown
- 1997-09-09 NZ NZ333623A patent/NZ333623A/xx unknown
- 1997-09-09 AT AT97942016T patent/ATE229939T1/de not_active IP Right Cessation
- 1997-09-09 BR BR9712127-4A patent/BR9712127A/pt not_active IP Right Cessation
- 1997-09-09 ID IDW990121A patent/ID21339A/id unknown
- 1997-09-09 US US09/147,796 patent/US6130241A/en not_active Expired - Fee Related
- 1997-09-09 JP JP51520798A patent/JP3162408B2/ja not_active Expired - Fee Related
- 1997-09-09 EA EA199900230A patent/EA001880B1/ru not_active IP Right Cessation
- 1997-09-09 ES ES97942016T patent/ES2188980T3/es not_active Expired - Lifetime
- 1997-09-09 CN CN97197620A patent/CN1228768A/zh active Pending
- 1997-09-09 SI SI9730446T patent/SI0929522T1/xx unknown
- 1997-09-12 PA PA19978438001A patent/PA8438001A1/es unknown
- 1997-09-19 PE PE1997000837A patent/PE102298A1/es not_active Application Discontinuation
- 1997-09-24 AP APAP/P/1997/001108A patent/AP1014A/en active
- 1997-09-24 AR ARP970104380A patent/AR009812A1/es not_active Application Discontinuation
- 1997-09-24 MY MYPI97004438A patent/MY131533A/en unknown
- 1997-09-24 MA MA24808A patent/MA24327A1/fr unknown
- 1997-09-24 TW TW086113912A patent/TW474787B/zh not_active IP Right Cessation
- 1997-09-24 TN TNTNSN97159A patent/TNSN97159A1/fr unknown
- 1997-09-24 DZ DZ970165A patent/DZ2315A1/xx active
- 1997-09-24 CO CO97055767A patent/CO5070676A1/es unknown
- 1997-09-25 ZA ZA978585A patent/ZA978585B/xx unknown
- 1997-09-25 HR HR970527A patent/HRP970527B1/xx not_active IP Right Cessation
1999
- 1999-01-15 BG BG103088A patent/BG103088A/bg unknown
- 1999-02-26 IS IS4984A patent/IS4984A/is unknown
- 1999-02-26 OA OA9900043A patent/OA10984A/en unknown
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Also Published As

Publication number	Publication date
DZ2315A1 (fr)	2002-12-28
OA10984A (en)	2001-11-05
JP2000502362A (ja)	2000-02-29
MY131533A (en)	2007-08-30
AU4384497A (en)	1998-04-17
NZ333623A (en)	2000-04-28
PL332574A1 (en)	1999-09-27
CZ98599A3 (cs)	2000-02-16
GB9620049D0 (en)	1996-11-13
MA24327A1 (fr)	1998-04-01
KR100324454B1 (ko)	2002-02-27
PE102298A1 (es)	1999-01-08
IL127753A0 (en)	1999-10-28
PT929522E (pt)	2003-03-31
ATE229939T1 (de)	2003-01-15
JP3162408B2 (ja)	2001-04-25
AP1014A (en)	2001-09-28
TW474787B (en)	2002-02-01
AP9701108A0 (en)	1997-10-31
DK0929522T3 (da)	2003-04-14
DE69718024D1 (de)	2003-01-30
ZA978585B (en)	1999-03-25
AU716292B2 (en)	2000-02-24
EA001880B1 (ru)	2001-10-22
PA8438001A1 (es)	2000-05-24
WO1998013345A1 (en)	1998-04-02
NO991430L (no)	1999-03-24
HRP970527B1 (en)	2002-06-30
EP0929522B1 (en)	2002-12-18
CN1228768A (zh)	1999-09-15
US6130241A (en)	2000-10-10
NO991430D0 (no)	1999-03-24
ID21339A (id)	1999-05-27
BG103088A (bg)	1999-11-30
EP0929522A1 (en)	1999-07-21
HUP9903910A3 (en)	2001-02-28
EA199900230A1 (ru)	1999-10-28
TNSN97159A1 (fr)	2005-03-15
IS4984A (is)	1999-02-26
HRP970527A2 (en)	1998-08-31
HN1997000119A (es)	1997-12-26
KR20000048640A (ko)	2000-07-25
YU17399A (sh)	2002-11-15
SI0929522T1 (en)	2003-04-30
CA2266627A1 (en)	1998-04-02
HUP9903910A2 (hu)	2000-03-28
ES2188980T3 (es)	2003-07-01
CO5070676A1 (es)	2001-08-28
CZ291905B6 (cs)	2003-06-18
AR009812A1 (es)	2000-05-03
BR9712127A (pt)	1999-08-31

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