IL125625A - Method for subterranean termite control with arylpyrroles - Google Patents
Method for subterranean termite control with arylpyrrolesInfo
- Publication number
- IL125625A IL125625A IL12562598A IL12562598A IL125625A IL 125625 A IL125625 A IL 125625A IL 12562598 A IL12562598 A IL 12562598A IL 12562598 A IL12562598 A IL 12562598A IL 125625 A IL125625 A IL 125625A
- Authority
- IL
- Israel
- Prior art keywords
- carbonitrile
- pyrrole
- trifluoromethyl
- ethoxymethyl
- bromo
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- 241001387505 Heterotermes tenuis Species 0.000 title claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 239000002689 soil Substances 0.000 claims abstract description 43
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- CWFOCCVIPCEQCK-UHFFFAOYSA-N chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 claims description 28
- PCYWMDGJYQAMCR-UHFFFAOYSA-N 1h-pyrrole-3-carbonitrile Chemical compound N#CC=1C=CNC=1 PCYWMDGJYQAMCR-UHFFFAOYSA-N 0.000 claims description 4
- QSBZRRKSQSAYKF-UHFFFAOYSA-N 4-chloro-2-(4-chlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound ClC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N QSBZRRKSQSAYKF-UHFFFAOYSA-N 0.000 claims description 4
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 4
- 150000002431 hydrogen Chemical group 0.000 claims description 3
- XNFIRYXKTXAHAC-UHFFFAOYSA-N tralopyril Chemical compound BrC1=C(C(F)(F)F)NC(C=2C=CC(Cl)=CC=2)=C1C#N XNFIRYXKTXAHAC-UHFFFAOYSA-N 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- GWPMGZCJJKDNKY-UHFFFAOYSA-N 4-bromo-2-(3,5-dichlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=C(Cl)C=C(Cl)C=2)=C1C#N GWPMGZCJJKDNKY-UHFFFAOYSA-N 0.000 claims description 2
- JXWKONIRAQHWFC-UHFFFAOYSA-N 4-chloro-2-(3,4-dichlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound ClC1=C(C(F)(F)F)N(COCC)C(C=2C=C(Cl)C(Cl)=CC=2)=C1C#N JXWKONIRAQHWFC-UHFFFAOYSA-N 0.000 claims description 2
- SLCNMHMLTBDCNX-UHFFFAOYSA-N 4-chloro-2-(3,5-dichlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound ClC1=C(C(F)(F)F)N(COCC)C(C=2C=C(Cl)C=C(Cl)C=2)=C1C#N SLCNMHMLTBDCNX-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims description 2
- -1 4-chloro-2- (p-chlorophenyl) -5- (trifluoromethyl) pyrrole carbonitrile Chemical compound 0.000 claims 3
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- VMVAIAZQBAIHKZ-UHFFFAOYSA-N 4-bromo-2-(2,4-dichlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C(=CC(Cl)=CC=2)Cl)=C1C#N VMVAIAZQBAIHKZ-UHFFFAOYSA-N 0.000 claims 1
- ROUNKNJOEWJKLA-UHFFFAOYSA-N 4-bromo-2-(3,5-difluorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=C(F)C=C(F)C=2)=C1C#N ROUNKNJOEWJKLA-UHFFFAOYSA-N 0.000 claims 1
- HOTKNRNZHVMJCN-UHFFFAOYSA-N 4-bromo-2-(4-chlorophenyl)-1-(methoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound BrC1=C(C(F)(F)F)N(COC)C(C=2C=CC(Cl)=CC=2)=C1C#N HOTKNRNZHVMJCN-UHFFFAOYSA-N 0.000 claims 1
- AUQUGWJBNWFKOX-UHFFFAOYSA-N 4-chloro-2-(4-chlorophenyl)-1-(methoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound ClC1=C(C(F)(F)F)N(COC)C(C=2C=CC(Cl)=CC=2)=C1C#N AUQUGWJBNWFKOX-UHFFFAOYSA-N 0.000 claims 1
- KZXDHUROAUMWQE-UHFFFAOYSA-N C1=CC(=CC=C1C2(C=C(C(=N2)C(F)(F)F)Br)C#N)Cl Chemical compound C1=CC(=CC=C1C2(C=C(C(=N2)C(F)(F)F)Br)C#N)Cl KZXDHUROAUMWQE-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 1
- 125000004849 alkoxymethyl group Chemical group 0.000 abstract 1
- 241000256602 Isoptera Species 0.000 description 48
- 239000002023 wood Substances 0.000 description 19
- 238000012360 testing method Methods 0.000 description 13
- 238000011282 treatment Methods 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 241000238631 Hexapoda Species 0.000 description 8
- 241001509990 Rhinotermitidae Species 0.000 description 7
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 7
- 229960000490 permethrin Drugs 0.000 description 7
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 6
- 235000011613 Pinus brutia Nutrition 0.000 description 6
- 241000018646 Pinus brutia Species 0.000 description 6
- 230000004888 barrier function Effects 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 235000013305 food Nutrition 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 241000894007 species Species 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 3
- 230000001066 destructive effect Effects 0.000 description 3
- 230000002940 repellent Effects 0.000 description 3
- 239000005871 repellent Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000003053 toxin Substances 0.000 description 3
- 231100000765 toxin Toxicity 0.000 description 3
- NEJOUVCVRWGGDB-UHFFFAOYSA-N 4-chloro-2-(4-chlorophenyl)-5-(trifluoromethyl)-1h-pyrrole-3-carbonitrile Chemical compound ClC1=C(C(F)(F)F)NC(C=2C=CC(Cl)=CC=2)=C1C#N NEJOUVCVRWGGDB-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241001509967 Reticulitermes flavipes Species 0.000 description 2
- 241000577913 Reticulitermes virginicus Species 0.000 description 2
- 238000009412 basement excavation Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001665 lethal effect Effects 0.000 description 2
- 230000010534 mechanism of action Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 235000016709 nutrition Nutrition 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000002728 pyrethroid Chemical class 0.000 description 2
- 230000001846 repelling effect Effects 0.000 description 2
- 230000000851 termiticidal effect Effects 0.000 description 2
- UCKPGYVFHMAKCR-UHFFFAOYSA-N 4-bromo-2-(2,6-dichlorophenyl)-1-(ethoxymethyl)-5-(trifluoromethyl)pyrrole-3-carbonitrile Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C(=CC=CC=2Cl)Cl)=C1C#N UCKPGYVFHMAKCR-UHFFFAOYSA-N 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 206010003591 Ataxia Diseases 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- 241001509962 Coptotermes formosanus Species 0.000 description 1
- 241001223360 Hodotermitidae Species 0.000 description 1
- 241000204035 Kalotermitidae Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 206010033799 Paralysis Diseases 0.000 description 1
- 241001509970 Reticulitermes <genus> Species 0.000 description 1
- 241001152954 Reticulitermes hesperus Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- 206010041052 Sluggishness Diseases 0.000 description 1
- 241000204046 Termitidae Species 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 238000010835 comparative analysis Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 239000004459 forage Substances 0.000 description 1
- 230000002431 foraging effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010413 gardening Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007634 remodeling Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US90876097A | 1997-08-08 | 1997-08-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL125625A0 IL125625A0 (en) | 1999-04-11 |
| IL125625A true IL125625A (en) | 2001-08-08 |
Family
ID=25426212
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL12562598A IL125625A (en) | 1997-08-08 | 1998-08-02 | Method for subterranean termite control with arylpyrroles |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0895717B1 (de) |
| KR (1) | KR19990036579A (de) |
| AR (1) | AR013403A1 (de) |
| AT (1) | ATE241270T1 (de) |
| AU (1) | AU744736B2 (de) |
| BR (1) | BR9802868B1 (de) |
| CA (1) | CA2244497A1 (de) |
| CO (1) | CO5031330A1 (de) |
| CR (1) | CR5810A (de) |
| DE (1) | DE69814994D1 (de) |
| ES (1) | ES2200274T3 (de) |
| ID (1) | ID23553A (de) |
| IL (1) | IL125625A (de) |
| NZ (1) | NZ331284A (de) |
| PT (1) | PT895717E (de) |
| SG (1) | SG74648A1 (de) |
| TR (1) | TR199801534A2 (de) |
| TW (1) | TW486361B (de) |
| ZA (1) | ZA987146B (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4243727B2 (ja) * | 1996-10-02 | 2009-03-25 | 日本農薬株式会社 | 殺虫・殺ダニ剤 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU722204B2 (en) * | 1995-10-31 | 2000-07-27 | Sumitomo Chemical Company, Limited | Pesticidal composition |
| JP3713584B2 (ja) * | 1996-02-19 | 2005-11-09 | 日本農薬株式会社 | シロアリ防除剤 |
| JPH09322687A (ja) * | 1996-06-03 | 1997-12-16 | Sumitomo Chem Co Ltd | シロアリ防除方法 |
| JPH09322688A (ja) * | 1996-06-04 | 1997-12-16 | Sumitomo Chem Co Ltd | シロアリ防除方法 |
-
1998
- 1998-07-09 CR CR5810A patent/CR5810A/es not_active Application Discontinuation
- 1998-07-21 TW TW087111833A patent/TW486361B/zh not_active IP Right Cessation
- 1998-07-30 KR KR1019980030826A patent/KR19990036579A/ko not_active Withdrawn
- 1998-07-31 ES ES98306121T patent/ES2200274T3/es not_active Expired - Lifetime
- 1998-07-31 DE DE69814994T patent/DE69814994D1/de not_active Expired - Lifetime
- 1998-07-31 PT PT98306121T patent/PT895717E/pt unknown
- 1998-07-31 EP EP98306121A patent/EP0895717B1/de not_active Expired - Lifetime
- 1998-07-31 AT AT98306121T patent/ATE241270T1/de not_active IP Right Cessation
- 1998-08-02 IL IL12562598A patent/IL125625A/en not_active IP Right Cessation
- 1998-08-06 ID IDP981106A patent/ID23553A/id unknown
- 1998-08-06 CA CA002244497A patent/CA2244497A1/en not_active Abandoned
- 1998-08-06 CO CO98045208A patent/CO5031330A1/es unknown
- 1998-08-07 TR TR1998/01534A patent/TR199801534A2/xx unknown
- 1998-08-07 NZ NZ331284A patent/NZ331284A/xx unknown
- 1998-08-07 SG SG1998002927A patent/SG74648A1/en unknown
- 1998-08-07 ZA ZA9807146A patent/ZA987146B/xx unknown
- 1998-08-07 BR BRPI9802868-5A patent/BR9802868B1/pt not_active IP Right Cessation
- 1998-08-07 AR ARP980103928A patent/AR013403A1/es not_active Application Discontinuation
- 1998-08-07 AU AU78851/98A patent/AU744736B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CR5810A (es) | 1999-02-26 |
| CA2244497A1 (en) | 1999-02-08 |
| ES2200274T3 (es) | 2004-03-01 |
| BR9802868B1 (pt) | 2009-08-11 |
| NZ331284A (en) | 2000-01-28 |
| EP0895717A1 (de) | 1999-02-10 |
| IL125625A0 (en) | 1999-04-11 |
| PT895717E (pt) | 2003-08-29 |
| ATE241270T1 (de) | 2003-06-15 |
| AU744736B2 (en) | 2002-02-28 |
| AR013403A1 (es) | 2000-12-27 |
| SG74648A1 (en) | 2000-08-22 |
| BR9802868A (pt) | 1999-11-23 |
| ID23553A (id) | 2000-05-04 |
| CO5031330A1 (es) | 2001-04-27 |
| EP0895717B1 (de) | 2003-05-28 |
| KR19990036579A (ko) | 1999-05-25 |
| AU7885198A (en) | 1999-02-18 |
| TW486361B (en) | 2002-05-11 |
| ZA987146B (en) | 2000-02-07 |
| TR199801534A2 (xx) | 1999-02-22 |
| DE69814994D1 (de) | 2003-07-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FF | Patent granted | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| MM9K | Patent not in force due to non-payment of renewal fees |