LV11686B - Substituted heterocyclic or carbocyclic ring compounds having pesticidal activity - Google Patents
Substituted heterocyclic or carbocyclic ring compounds having pesticidal activity Download PDFInfo
- Publication number
- LV11686B LV11686B LVP-96-363A LV960363A LV11686B LV 11686 B LV11686 B LV 11686B LV 960363 A LV960363 A LV 960363A LV 11686 B LV11686 B LV 11686B
- Authority
- LV
- Latvia
- Prior art keywords
- sch2ch2ch
- compound
- optionally substituted
- difluorobut
- alkyl
- Prior art date
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- 0 *c1c(*)c(*)c(*)cc1 Chemical compound *c1c(*)c(*)c(*)cc1 0.000 description 7
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
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- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
- A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
- A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same aromatic ring system
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- 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
- A01N43/06—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 five-membered rings
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- 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
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- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
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- A—HUMAN NECESSITIES
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- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
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- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/01—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton
- C07C323/09—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and halogen atoms, or nitro or nitroso groups bound to the same carbon skeleton having sulfur atoms of thio groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
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- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Claims (13)
- II! 1 LV 11686 Izgudrojuma formula 1. Savienojums ar formulu (I), R-S(0)n-CH2CH2CH=CF2 (I) vai tā sāls, kur n ir 0, 1 vai 2; R ir grupa ar formulu (II) - (XXI):(V) (VI) (VII) 2 )r\\ ι yC ι R3 )ri (VIII) (IX) (X) R3 X r^cA^* N-N 1 ļL· (XI) (XII) (XIII) Ds Ν-Ν Ο ι. (XIV) fY R3 K RsvX ļN (XV) R3 (XVI) R5 ļ R5 I R5 νγ rsvA Xx,. vSr" Ν>. JL ^“n^^^r3 ilv Ji ( XVII ) k2 (XIX) ρ5 ( XVIII ) κ r‘^n ι^ι R* R6-kNA.RJ (XX) (XXI) 3 111 3 111 LV 11686 kur: -S(0)n-CH2CH2CH=CF2 ir vismaz viens no Ri Qa tas pievienots oglekļa atomam), R2, R3) R4, Rs vai R6; Ri (kad tas pievienots oglekļa atomam), R2, R3, R4, Rs un Re, neatkarīgi viens no otra, ir ūdeņraža atoms, neobligāti aizvietota alkilgrupa, neobligāti aizvietota alkenilgrupa, alkinilgrupa, cikloalkilgrupa, alkilcikloalkilgrupa, alkoksigrupa, alkeniloksigrupa, alkiniloksigrupa, hidroksialkilgrupa, alkoksi-alkilgrupa, neobligāti aizvietota arilgrupa, neobligāti aizvietota arilalkilgrupa, neobligāti aizvietota heteroarilgrupa, neobligāti aizvietota Ci.2alkoksigrupa, C6-ioariloksi-Ci.6alkilgrupa, neobligāti aizvietota 6 vai 6 locekļu heteroaril-oksigrupa, neobligāti aizvietota 5 vai 6 locekļu heteroaril-C-uealkoksigrupa, 5 vai 6 locekļu heteroariloksi-C^alkilgrupa, Ci-6halogēnalkilgrupa, C2^halo-gēnalkenilgrupa, C2-6halogēnalkinilgrupa, Ci-6halogēnalkoksigrupa, C2-6halo-gēnalkeniloksigrupa, C2-6halogēnalkiniloksigrupa, halogēna atoms, hidroksil-grupa, ciāngrupa, nitrogrupa, -NR7R8, -NR7CORe, -NR7CSR8, -NR7S02R8, -N(S02R7)(S02R8), -COR7i -CONR7R8i -alkil-CONR7R8, -CR7NR8, -COOR7, -OCOR7, -SR7i -SOR7i -S02R7, -alkil-SR7, -alkil-SOR7, -alkil-S02R7, -0S02R7, -S02NR7R8, -CSNR7R8, -SiR7R8R9, -0CH2C02R7, -0CH2CH2CO2R7, -C0NR7S02R8, -alkil-C0NR7S02R8, -NHCONR7R8, -NHCSNR7R8, vai arī divas blakusesošās grupas Ri, R2, R3, R4, Rs un Re kopā veido kondensētu 5 vai 6 locekļu karbociklu vai heterociklu; Ri (kad tas pievienots slāpekļa atomam) ir ūdeņraža atoms, neobligāti aizvietota alkilgrupa, cikloalkilgrupa, alkilcikloalkilgrupa, hidroksialkilgrupa, alkoksialkilgrupa, neobligāti aizvietota arilgrupa, neobligāti aizvietota arilalkilgrupa, neobligāti aizvietota ariloksialkilgrupa, neobligāti aizvietota heteroarilgrupa, neobligāti aizvietota heteroarilalkilgrupa, neobligāti aizvietota heteroariloksialkilgrupa, halogēnalkilgrupa, hidroksilgrupa, ciāngrupa, nitrogrupa, -NR7R8, -NR7COR8, -NR7CSR8, -NR7C02R8, -NR7S02R8, -N(S02R7)(S02R8), -COR7i -CONR7R8i -alkil-CONR7R8, -CR7NR8, -COOR7, -OCOR7, -SOR7i -S02R7, -alkil-SR7, -alkil-SOR7, -alkil-S02R7, -0S02R7, -S02NR7R8, -CSNR7R8i -SiR7R8R9, -och2co2r7, -0CH2CH2C02R7, -C0NR7S02R8, -alkil-C0NR7S02R8,-NHC0NR7R8, -NHCSNR7R8, 4 I Bl. R7, Re un Rg. neatkarīgi viens no otra ir ūdeņraža atoms, neobligāti aizvietota alkilgrupa, neobligāti aizvietota alkenilgrupa, alkinilgrupa, neobligāti aizvietota arilgrupa vai neobligāti aizvietota arilalkilgrupa, halogēnalkilgrupa, halogēnalkenilgrupa, halogēnalkinilgrupa, halogēna atoms vai hidroksilgrupa.
- 2. Savienojums pēc 1. punkta, kur: -S(0)n-CH2CH2CH=CF2 ir vismaz viens no Rļ (ja tas pievienots oglekļa atomam), R2, R3, R4, R5 vai R6; R1 (kad tas pievienots oglekļa atomam), R2, R3, R4, R5 un R6, neatkarīgi viens no otra, ir ūdeņraža atoms, neobligāti aizvietota Ci.6alkilgrupa, neobligāti aizvietota C2.6alkenilgrupa, neobligāti aizvietota C2-6a!kinilgrupa, C3-6cikloalkilgrupa, C^alkilcikloalkilgrupa, Cļ-ealkoksigrupa, C2-6alkenil-oksigrupa, C2-6alkiniloksigrupa, Ci-6hidroksialkilgrupa, C2-6alkoksialkilgrupa, C3-sdialkoksialkilgrupa, neobligāti aizvietota C6-ioarilgrupa, neobligāti aizvietota C6-ioaril-Ci.2alkilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroarilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroaril-Ci^alkilgrupa, neobligāti aizvietota C6-ioariloksigrupa, neobligāti aizvietota Ce-ioaril-Ci-2alkoksigrupa, Ce-ioariloksi-Cļ-ealkilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroariloksigrupa, 5 vai 6 locekļu heteroariloksi-Ci^alkoksigrupa, 5 vai 6 locekļu heteroariloksi-Ci.2alkilgrupa, Ci.6halogēnalkilgrupa, C2-6halo-gēnalkenilgrupa, C2-6halogēnalkinilgrupa, Ci.6halogēnalkoksigrupa, C2-6halo-gēnalkeniloksigrupa, C2-6haIogēnalkiniloksigrupa, halogēna atoms, hidroksilgrupa, ciāngrupa, nitrogrupa, -NR7R8, -NR7COR8l -NR7CSR8, -NR7S02R8, -N(S02R7)(S02R8), -COR7i -CONR7R8, -Ci.6alkil-CONR7R8, -CR7NR8, -COOR7i -OCOR7i -SR7i -SOR7, -S02R7i -Ci.6alkil-SR7, -C^alkil-SOR7, -Ci_6alkil-S02R7, -0S02R7, -S02NR7R8l -CSNR7R8, -SiR7R8Rg, -0CH2C02R7i -0CH2CH2C02R7, -C0NR7S02R8, -C^alkil-C0NR7S02R8, -NHCONR7R8, -nhcsnr7r8, vai arī divas blakusesošās grupas R1, R2, R3 un R4 kopā veido kondensētu 5 vai 6 locekļu karbociklu vai heterociklu; Rļ (kad tas pievienots slaāpekļa atomam) ir ūdeņraža atoms, neobligāti aizvietota Cļ^alkilgrupa, C3_6Cikloalkilgrupa, C^salkilcikloalkilgrupa, 5 5 LV 11686 Ci.6hidroksialkilgrupa, C2-6alkoksialkilgrupa, C3_6dialkoksialkilgrupa, neobligāti aizvietota C6-ioarilgrupa, neobligāti aizvietota Ce-ioaril-C-i^alkilgrupa, neobligāti aizvietota C6-ioariloksi-Ci-6alkilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroarilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroaril-Cļ^alkilgrupa, neobligāti aizvietota 5 vai 6 locekļu heteroariloksi-Ci.2alkil-grupa, Ci.6halogēnalkilgrupa, hidroksilgrupa, ciāngrupa, nitrogrupa, -CONR7R8, -Ci.6alkil-CONR7R8, -NHCONR7R8> -NHCSNR7R8, -NR7R8, -NR7COR8, -NR8CSR7i -NR7C02R8, -NR7S02R8i -N(S02R7)(S02R8), -COR7i -coor7, -ocor7, -oso2r7, -so2nr7r8, -so2r7, -sor7, -csnr7r8, -SiR7R8R9, -0CH2C02R7, -0CH2CH2C02R7i -C0NR7S02R8i —Ci-ealkil-C0NR7S02R8; R7i R8 un Rg neatkarīgi viens no otra ir ūdeņraža atoms, neobligāti aizvietota Ci-6alkilgrupa, neobligāti aizvietota C^alkenilgrupa, C2.6alkinil-grupa, Ci-6halogēnalkilgrupa, C2^halogēnalkenilgrupa, C2_6halogēnalki-nilgrupa, neobligāti aizvietota C^arilgrupa vai neobligāti aizvietota C4-6aril-Ci_6alkilgrupa, halogēna atoms vai hidroksilgrupa.
- 3. Savienojums pēc 2. punkta , kas atšķiras ar to, ka tad, kad viens no aizvietotājiem Ri - R6 ir: aizvietota alkilgrupa vai satur aizvietotu alkilgrupu, tā kā aizvietotāju satur vienu vai vairākus aizvietotājus no rindas: halogēna atoms, nitrogrupa, ciāngrupa, -COOR7 vai tās sāls, hidroksilgrupa, alkoksigrupa, alkoksi-iminogrupa, alkoksikarbonilgrupa, carbamilgrupa, mono- vai dialkilkarbamil-grupa, aminogrupa, mono- vai dialkilaminogrupa, acilaminogrupa, alkilsulfo-nilgrupa vai arilsulfonilgrupa; aizvietota alkenilgrupa vai satur aizvietotu alkenilgrupu, tā kā aizvietotāju satur vienu vai vairākus aizvietotājus no rindas: halogēna atoms, -COOR7 vai tās sāls, hidroksilgrupa, nitrogrupa, ciāngrupa; aizvietota aril- vai heteroarilgrupa vai satur aizvietotu aril- vai heteroarilgrupu, tā kā aizvietotāju satur vienu vai vairākas alkilgrupas, alkoksigrupas, halogēnalkilgrupas, hidroksilgrupas, ROOR7 vai to sāls formas, aminosulfonilgrupas, ciāngrupas vai nitrogrupas. 6 iiai.
- 4. Savienojums pēc 2. vai 3. punkta, kas atšķiras ar to, ka tad, kad viens no aizvietotājiem Rļ - F?6 ir -SRz, tas optimāli ir Cļ-6alkiltiogrupa, C2-6alkeniltiogrupa, C2-6alkiniltiogrupa, Ci-6halogēnalkiltiogrupa, C^halogēn-alkeniltiogrupa, C2-6halogēnalkiniltiogrupa vai C6-ioariltiogrupa.
- 5. Savienojums pēc 1. punkta, kas atšķiras arto, ka: vismaz viens Rļ (kad tas pievienots oglekļa atomam) ir grupa -S(0)nCH2CH2CH=CF2; Ri (kad tas pievienots oglekļa atomam) - R6 neatkarīgi viens no otra ir ūdeņraža atoms; nitrogrupa; halogēna atoms; ciāngrupa; -CH=NOH; Ci^alkilgrupa; Cļ^halogēnalkilgrupa; Cļ^alkenilgrupa; C-Mhalogēn-alkenilgrupa; ciklopropilgrupa; hidroksilgrupa; Ci-4alkoksigrupa; C2-4alkoksi-alkilgrupa; karboksilgrupa; C2-4alkoksikarbonilgrupa; C2-4halogēnalkoksi-karbonilgrupa; -CONH2; mono- vai di-Ci.2alkilaminokarbonilgrupa; C2.4alkil-karbonilgrupa; fenilgrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, nitrogrupa; Ci^alkilgrupa; Ci-4alkoksigrupa, aminosulfonilgrupa; -C0NHS02-Ci.4alkilgrupa; benzilgrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, nitrogrupa; fenoksigrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, ciāngrupa, Ci^alkilgrupa un C-Malkoksigrupa; aminogrupa, neobligāti aizvietota ar vienu vai divām Ci^alkilgrupām; tiolgrupa; Ci.4alkiltiogrupa; benziltiogrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, Cļ.4halogēn-alkilgrupa; Cļ^alkeniltiogrupa; C^halogēnalkeniltiogrupa; otra grupa -S(0)nCH2CH2CH=CF2; Ci-4alkilsulfonilgrupa; fluorsulfonilgrupa; mono- vai dialkilsulfamoilgrupa; 5 vai 6 locekļu heteroarilgrupa, neobligāti aizvietota ar halogēna atomu; vai jebkurš blakusesošu aizvietotāju Rļ - R6 pāris veido kondensētu 5 vai 6 locekļu karbociklu vai heterociklu; Rļ (kad tas pievienots slāpekļa atomam) ir ūdeņraža atoms; nitrogrupa; halogēna atoms; ciāngrupa; -CH=NOH; Cļ^alkilgrupa; II LV 11686 Ci-4halogēnalkilgrupa; ciklopropilgrupa; hidroksilgrupa; karboksilgrupa; C2-4alkoksikarbonilgrupa; C2.4halogēnalkoksikarbonilgrupa; -CONH2; mono-vai di-Ci.2alkilaminokarbonilgrupa; C2-4alkilkarbonilgrupa; fenilgrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, nitrogrupa; Ci^alkilgrupa; Ci.4alk-oksigrupa, aminosulfonilgrupa; -CONHSCVCi^alkilgrupa; benzilgrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, nitrogrupa, C^alkilgrupa, Ci^alkoksigrupa; fenoksigrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, ciāngrupa, Ci-4alkilgrupa un Ci.4alkoksigrupa; aminogrupa, neobligāti aizvietota ar vienu vai divām Ci.4alkilgrupām; tiolgrupa; C^alkiltiogrupa; benziltiogrupa, neobligāti aizvietota ar vienu vai diviem aizvietotājiem, kas neatkarīgi viens no otra ņemti no rindas: halogēna atoms, C-i.4halogēn-alkilgrupa; CMalkeniltiogrupa; C2-4halogēnalkeniltiogrupa; Ci_4alkilsulfonil-grupa; C1_4halogēnaikilsuifonilgrupa; fluorsulfonilgrupa; mono- vai dialkilsulfamoilgrupa; 5 vai 6 locekļu heteroarilgrupa, neobligāti aizvietota ar halogēna atomu.
- 6. Paņēmiens tāda savienojuma pēc jebkura no 1. līdz 3. punktam iegūšanai, kurā n ir 0, paredz: savienojumu ar formulu (XXIII) R-SH (XXIII) apstrādāt ar savienojumu (XXIV) CF2=CHCH2CH2L (XXIV) kur R ir ar 1. - 3. punktos minētajām nozīmēm, bet L ir viegli atšķeļama grupa.
- 7. Paņēmiens tāda savienojuma pēc jebkura no 1. līdz 3. punktam iegūšanai, kurā n ir 0, paredz: savienojumu ar formulu (XXVII) R-L (XXVII) apstrādāt ar savienojumu (XXVIII) CF2=CHCH2CH2SH (XXVIII) kur R ir ar 1. - 3. punktos minētajām nozīmēm, bet L ir viegli atšķeļama grupa.
- 8. Paņēmiens tāda savienojuma pēc jebkura no 1. līdz 3. punktam iegūšanai, kurā n ir 1 vai 2, paredz oksidēt tādu savienojumu (I) ar atbilstošiem aizvietotājiem, kurā n ir 0.
- 9. Kompozīcija pielietošanai lauksaimniecībā, kas satur savienojumu pēc jebkura no 1. līdz 3. punktam kā aktīvo vielu, kopā ar lauksaimniecībā pieņemamu atšķaidītāju vai nesēju.
- 10. Kompozīcija pēc 9. punkta, kas atšķiras ar to, ka tā papildus satur virsmasaktīvu vielu.
- 11. Kompozīcija pēc 9. vai 10. punkta, kas atšķiras ar to, ka tā papildus satur vismaz vienu citu aktīvo vielu no rindas: insekticīds, fungicīds, baktericīds, akaricīds vai cita bioloģiski aktīva viela.
- 12. Paņēmiens kompozīcijas pēc jebkura no 9. līdz 11. punktam iegūšanai, kas paredz sajaukt savienojumu pēc jebkura no 1. līdz 3. punktam ar lauksaimniecībā pieņemamu atšķaidītāju vai nesēju.
- 13. Paņēmiens kaitīgo nematodu, insektu vai ērču apkarošanai vai iznīcināšanai, kas paredz apstrādāt kaitēkļus, to uzturēšanās vietas, vai to apdraudētos augus ar savienojumu pēc jebkura no 1. līdz 3. punktam vai ar kompozīciju pēc jebkura no 9. līdz 11. punktam.
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- 1995-02-27 NZ NZ281267A patent/NZ281267A/en unknown
- 1995-02-27 US US08/702,623 patent/US5912243A/en not_active Expired - Lifetime
- 1995-02-27 AU AU18164/95A patent/AU685242B2/en not_active Ceased
- 1995-02-27 EP EP95909854A patent/EP0749433B1/en not_active Expired - Lifetime
- 1995-02-27 EE EE9600123A patent/EE9600123A/xx unknown
- 1995-02-27 KR KR1019960705000A patent/KR100245904B1/ko not_active IP Right Cessation
- 1995-02-27 DK DK95909854T patent/DK0749433T3/da active
- 1995-02-27 MX MX9603956A patent/MX9603956A/es unknown
- 1995-02-27 HU HU9602417A patent/HU215211B/hu not_active IP Right Cessation
- 1995-02-27 CZ CZ962632A patent/CZ285605B6/cs not_active IP Right Cessation
- 1995-02-27 WO PCT/GB1995/000400 patent/WO1995024403A1/en active IP Right Grant
- 1995-02-27 BR BR9507042A patent/BR9507042A/pt not_active Application Discontinuation
- 1995-02-27 ES ES95909854T patent/ES2199240T3/es not_active Expired - Lifetime
- 1995-02-27 AT AT95909854T patent/ATE239714T1/de active
- 1995-02-27 CA CA002182520A patent/CA2182520A1/en not_active Abandoned
- 1995-02-27 AP APAP/P/1996/000862A patent/AP649A/en active
- 1995-02-27 RU RU96120148/04A patent/RU2151147C1/ru active
- 1995-02-27 SK SK1148-96A patent/SK281491B6/sk unknown
- 1995-02-27 PL PL95316175A patent/PL316175A1/xx unknown
- 1995-02-27 RO RO96-01788A patent/RO116399B1/ro unknown
- 1995-02-27 JP JP52328695A patent/JP3857722B2/ja not_active Expired - Fee Related
- 1995-02-27 CN CN95192029A patent/CN1143958A/zh active Pending
- 1995-02-27 PT PT95909854T patent/PT749433E/pt unknown
- 1995-02-27 DE DE69530681T patent/DE69530681T2/de not_active Expired - Lifetime
- 1995-02-27 UA UA96103847A patent/UA44732C2/uk unknown
- 1995-03-08 US US08/400,912 patent/US5705516A/en not_active Expired - Fee Related
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1996
- 1996-09-09 FI FI963539A patent/FI963539A/fi unknown
- 1996-09-09 NO NO963776A patent/NO963776L/no unknown
- 1996-09-10 OA OA60887A patent/OA10374A/en unknown
- 1996-09-10 LV LVP-96-363A patent/LV11686B/en unknown
- 1996-10-10 BG BG100900A patent/BG62809B1/bg unknown
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1997
- 1997-07-03 US US08/887,858 patent/US5952359A/en not_active Expired - Lifetime
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