ZA200404022B - Quinazoline(di) ones for invertebrate pest control - Google Patents
Quinazoline(di) ones for invertebrate pest control Download PDFInfo
- Publication number
- ZA200404022B ZA200404022B ZA2004/04022A ZA200404022A ZA200404022B ZA 200404022 B ZA200404022 B ZA 200404022B ZA 2004/04022 A ZA2004/04022 A ZA 2004/04022A ZA 200404022 A ZA200404022 A ZA 200404022A ZA 200404022 B ZA200404022 B ZA 200404022B
- Authority
- ZA
- South Africa
- Prior art keywords
- halogen
- chloro
- ring
- alkyl
- compound
- Prior art date
Links
- 241000607479 Yersinia pestis Species 0.000 title claims description 14
- JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 46
- 229910052736 halogen Inorganic materials 0.000 claims description 42
- 150000002367 halogens Chemical class 0.000 claims description 42
- 125000001424 substituent group Chemical group 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 39
- 125000001188 haloalkyl group Chemical group 0.000 claims description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 229910052799 carbon Inorganic materials 0.000 claims description 24
- -1 C{-C Chemical group 0.000 claims description 20
- 125000003545 alkoxy group Chemical group 0.000 claims description 20
- 125000001072 heteroaryl group Chemical group 0.000 claims description 19
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 17
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 125000004122 cyclic group Chemical group 0.000 claims description 16
- 125000004414 alkyl thio group Chemical group 0.000 claims description 15
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 15
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 14
- 125000004995 haloalkylthio group Chemical group 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 150000001204 N-oxides Chemical class 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 125000000304 alkynyl group Chemical group 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims description 11
- 125000000623 heterocyclic group Chemical group 0.000 claims description 11
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 9
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims description 9
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 9
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 9
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 8
- 125000006310 cycloalkyl amino group Chemical group 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 7
- 125000003282 alkyl amino group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 125000005347 halocycloalkyl group Chemical group 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 5
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 5
- 229910052740 iodine Inorganic materials 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000002837 carbocyclic group Chemical group 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 125000005280 halo alkyl sulfonyloxy group Chemical group 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- 125000004771 (C1-C4) haloalkylsulfinyl group Chemical group 0.000 claims description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 14
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 7
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 3
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- QGIUWOGFAKDUAF-UHFFFAOYSA-N 1-[5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]-8-methyl-3-propan-2-yl-2h-quinazolin-4-one Chemical compound C12=C(C)C=CC=C2C(=O)N(C(C)C)CN1C(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl QGIUWOGFAKDUAF-UHFFFAOYSA-N 0.000 claims 1
- GFJOUIQLXCWIII-UHFFFAOYSA-N 6,8-dichloro-1-[2-(3-chloropyridin-2-yl)-5-(trifluoromethyl)pyrazole-3-carbonyl]-2,3-dihydroquinazolin-4-one Chemical compound N1=C(C(F)(F)F)C=C(C(=O)N2C3=C(Cl)C=C(Cl)C=C3C(=O)NC2)N1C1=NC=CC=C1Cl GFJOUIQLXCWIII-UHFFFAOYSA-N 0.000 claims 1
- WAWQQBPWISJGPT-UHFFFAOYSA-N 6,8-dichloro-1-[5-chloro-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]-2,3-dihydroquinazolin-4-one Chemical compound N1=C(Cl)C=C(C(=O)N2C3=C(Cl)C=C(Cl)C=C3C(=O)NC2)N1C1=NC=CC=C1Cl WAWQQBPWISJGPT-UHFFFAOYSA-N 0.000 claims 1
- VSQCHSNHIWPDQI-UHFFFAOYSA-N 6-chloro-1-[5-chloro-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]-3,8-dimethyl-2h-quinazolin-4-one Chemical compound C12=C(C)C=C(Cl)C=C2C(=O)N(C)CN1C(=O)C1=CC(Cl)=NN1C1=NC=CC=C1Cl VSQCHSNHIWPDQI-UHFFFAOYSA-N 0.000 claims 1
- PDBNHPOQFNFYQV-UHFFFAOYSA-N 6-chloro-1-[5-chloro-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]-8-methyl-3-propan-2-yl-2h-quinazolin-4-one Chemical compound C12=C(C)C=C(Cl)C=C2C(=O)N(C(C)C)CN1C(=O)C1=CC(Cl)=NN1C1=NC=CC=C1Cl PDBNHPOQFNFYQV-UHFFFAOYSA-N 0.000 claims 1
- 241000221535 Pucciniales Species 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000003852 triazoles Chemical class 0.000 claims 1
- UUFQTNFCRMXOAE-UHFFFAOYSA-N 1-methylmethylene Chemical compound C[CH] UUFQTNFCRMXOAE-UHFFFAOYSA-N 0.000 description 15
- 239000001257 hydrogen Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 4
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 235000001508 sulfur Nutrition 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 2
- NHQDETIJWKXCTC-UHFFFAOYSA-N 3-chloroperbenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 description 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 101150065749 Churc1 gene Proteins 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 102100038239 Protein Churchill Human genes 0.000 description 2
- 230000009418 agronomic effect Effects 0.000 description 2
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000006413 ring segment Chemical group 0.000 description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000000530 1-propynyl group Chemical group [H]C([H])([H])C#C* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- SSUFDOMYCBCHML-UHFFFAOYSA-N CCCCC[S](=O)=O Chemical class CCCCC[S](=O)=O SSUFDOMYCBCHML-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005136 alkenylsulfinyl group Chemical group 0.000 description 1
- 125000005137 alkenylsulfonyl group Chemical group 0.000 description 1
- 125000005108 alkenylthio group Chemical group 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 125000005134 alkynylsulfinyl group Chemical group 0.000 description 1
- 125000005139 alkynylsulfonyl group Chemical group 0.000 description 1
- 125000005109 alkynylthio group Chemical group 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004744 butyloxycarbonyl group Chemical group 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 150000004844 dioxiranes Chemical class 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000005980 hexynyl group Chemical group 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001148 pentyloxycarbonyl group Chemical group 0.000 description 1
- 125000005981 pentynyl group Chemical group 0.000 description 1
- 150000004965 peroxy acids Chemical class 0.000 description 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
- 150000004291 polyenes Chemical class 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/88—Oxygen atoms
- C07D239/90—Oxygen atoms with acyclic radicals attached in position 2 or 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
- C07D239/72—Quinazolines; Hydrogenated quinazolines
- C07D239/95—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in positions 2 and 4
- C07D239/96—Two oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35063202P | 2002-01-22 | 2002-01-22 | |
| PCT/US2003/001482 WO2003062226A1 (en) | 2002-01-22 | 2003-01-16 | Quinazoline(di) ones for invertebrate pest control |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200404022B true ZA200404022B (en) | 2005-09-28 |
Family
ID=27613409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA2004/04022A ZA200404022B (en) | 2002-01-22 | 2004-05-24 | Quinazoline(di) ones for invertebrate pest control |
Country Status (12)
| Country | Link |
|---|---|
| US (2) | US7241767B2 (enExample) |
| EP (1) | EP1467988B1 (enExample) |
| JP (1) | JP4394953B2 (enExample) |
| KR (1) | KR101011837B1 (enExample) |
| CN (2) | CN100349890C (enExample) |
| AU (2) | AU2003212811B2 (enExample) |
| BR (1) | BR0307178A (enExample) |
| ES (1) | ES2427141T3 (enExample) |
| MX (2) | MX258385B (enExample) |
| RU (1) | RU2315765C2 (enExample) |
| WO (1) | WO2003062226A1 (enExample) |
| ZA (1) | ZA200404022B (enExample) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MY142967A (en) * | 2001-08-13 | 2011-01-31 | Du Pont | Method for controlling particular insect pests by applying anthranilamide compounds |
| AR036872A1 (es) | 2001-08-13 | 2004-10-13 | Du Pont | Compuesto de antranilamida, composicion que lo comprende y metodo para controlar una plaga de invertebrados |
| DE60226875D1 (de) * | 2001-08-15 | 2008-07-10 | Du Pont | Orthosubstituierte arylamide zur bekämpfung von wirbellosen schädlingen |
| US7199138B2 (en) * | 2001-08-16 | 2007-04-03 | E. I. Du Pont De Nemours And Company | Substituted anthranilamides for controlling invertebrate pests |
| TW200724033A (en) | 2001-09-21 | 2007-07-01 | Du Pont | Anthranilamide arthropodicide treatment |
| US20040110777A1 (en) * | 2001-12-03 | 2004-06-10 | Annis Gary David | Quinazolinones and pyridinylpyrimidinones for controlling invertebrate pests |
| KR101011837B1 (ko) | 2002-01-22 | 2011-01-31 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 무척추 해충 방제를 위한 퀴나졸린(디)온 |
| BR0311707A (pt) * | 2002-06-13 | 2005-03-15 | Du Pont | Composto, composição e método de controle de pelo menos uma praga invertebrada |
| AU2003295491B2 (en) * | 2002-11-15 | 2009-10-08 | E.I. Du Pont De Nemours And Company | Novel anthranilamide insecticides |
| WO2004067528A1 (en) | 2003-01-28 | 2004-08-12 | E.I. Du Pont De Nemours And Company | Cyano anthranilamide insecticides |
| KR20060008336A (ko) * | 2003-06-12 | 2006-01-26 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 융합된 옥사지논 제조 방법 |
| DE102004021564A1 (de) | 2003-11-14 | 2005-07-07 | Bayer Cropscience Ag | Wirkstoffkombinationen mit insektiziden Eigenschaften |
| DE10353281A1 (de) | 2003-11-14 | 2005-06-16 | Bayer Cropscience Ag | Wirkstoffkombination mit insektiziden und akariziden Eigenschaften |
| WO2005053406A1 (de) | 2003-12-04 | 2005-06-16 | Bayer Cropscience Aktiengesellschaft | Wirkstoffkombinationen mit insektiziden eigenschaften |
| DE10356550A1 (de) | 2003-12-04 | 2005-07-07 | Bayer Cropscience Ag | Wirkstoffkombinationen mit insektiziden Eigenschaften |
| WO2005118552A2 (en) * | 2004-04-13 | 2005-12-15 | E.I. Dupont De Nemours And Company | Anthranilamide insecticides |
| GT200500179BA (es) * | 2004-07-01 | 2008-10-29 | Mezclas sinergistas de agentes de antranilamida para el control de plagas de invertebrados | |
| DE102004035134A1 (de) | 2004-07-20 | 2006-02-16 | Bayer Cropscience Ag | Selektive Insektizide auf Basis von Halogenalkylnicotinsäurederivaten, Anthranilsäureamiden oder Phthalsäurediamiden und Safenern |
| MY140912A (en) * | 2004-07-26 | 2010-01-29 | Du Pont | Mixtures of anthranilamide invertebrate pest control agents |
| WO2006023783A1 (en) * | 2004-08-17 | 2006-03-02 | E.I. Dupont De Nemours And Company | Novel anthranilamides useful for controlling invertebrate pests |
| JP5215669B2 (ja) * | 2004-11-18 | 2013-06-19 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | アントラニルアミド殺虫剤 |
| TWI363756B (en) * | 2004-12-07 | 2012-05-11 | Du Pont | Method for preparing n-phenylpyrazole-1-carboxamides |
| MX2008002236A (es) * | 2005-08-24 | 2008-03-27 | Du Pont | Antranilamidas para controlar plagas de invertebrados. |
| DE102005044108A1 (de) | 2005-09-15 | 2007-03-29 | Bayer Cropscience Ag | Dioxazin- und Oxdiazin-substituierte Arylamide |
| JP4587937B2 (ja) * | 2005-10-31 | 2010-11-24 | 日東電工株式会社 | スパイラル型分離膜エレメント |
| DE102006032168A1 (de) | 2006-06-13 | 2007-12-20 | Bayer Cropscience Ag | Anthranilsäurediamid-Derivate mit heteroaromatischen Substituenten |
| RU2477045C2 (ru) * | 2007-06-25 | 2013-03-10 | Норт Каролина Стейт Юниверсити | Соединения и композиции для борьбы с вредителями |
| US20090318393A1 (en) * | 2008-06-23 | 2009-12-24 | Shalaby Shalaby W | Film-forming liquid formulations for controlled release of pesticides |
| MX2011006319A (es) | 2008-12-18 | 2011-06-24 | Bayer Cropscience Ag | Amidas del acido antranilico sustituidas con tetrazol como plaguicidas. |
| KR20120125642A (ko) | 2010-02-09 | 2012-11-16 | 바이엘 크롭사이언스 아게 | 히드라진-치환된 안트라닐산 유도체 |
| JP5834067B2 (ja) | 2010-04-16 | 2015-12-16 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 有害生物防除剤としてのトリアゾール置換アントラニルアミド |
| MX2012014574A (es) | 2010-06-15 | 2013-02-07 | Bayer Ip Gmbh | Derivados diamidoantranilicos que tienen cadenas laterales ciclicas. |
| ES2555260T3 (es) | 2010-06-15 | 2015-12-30 | Bayer Intellectual Property Gmbh | Derivados de diamida de ácido antranílico |
| JP5993846B2 (ja) | 2010-06-15 | 2016-09-14 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | アントラニル酸誘導体 |
| EP2582693B1 (de) | 2010-06-15 | 2016-03-30 | Bayer Intellectual Property GmbH | Neue ortho-substituierte arylamid-derivate |
| CN102285971B (zh) * | 2010-06-21 | 2013-12-18 | 中国中化股份有限公司 | 吡唑基喹唑啉酮类化合物及其应用 |
| JP5926253B2 (ja) | 2010-07-09 | 2016-05-25 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 有害生物駆除剤としてのアントラニルアミド誘導体 |
| BR112013005223A2 (pt) * | 2010-09-03 | 2016-05-03 | Bayer Ip Gmbh | "pirimidinonas e dihidropirimidinonas fusionadas substituídas." |
| CN102260245A (zh) * | 2011-06-02 | 2011-11-30 | 南开大学 | 2,3-二氢喹唑啉酮类衍生物及其制备方法和应用 |
| AU2012300903A1 (en) * | 2011-09-02 | 2014-03-20 | Basf Se | Insecticidal active mixtures comprising arylquinazolinone compounds |
| CN104270946B (zh) | 2011-12-19 | 2017-05-10 | 拜耳农作物科学股份公司 | 邻氨基苯甲酸二酰胺衍生物用于防治转基因作物中的害虫的用途 |
| EP2606732A1 (en) | 2011-12-19 | 2013-06-26 | Bayer CropScience AG | Use of an anthranilic diamide derivatives with heteroaromatic and heterocyclic substituents in combination with a biological control agent |
| EP2964629A1 (de) | 2013-03-06 | 2016-01-13 | Bayer CropScience Aktiengesellschaft | Alkoximino substituierte anthranilsäurediamide als pestizide |
| KR102725178B1 (ko) | 2017-12-20 | 2024-11-04 | 피아이 인더스트리스 엘티디. | 살충제로서의 피라졸로피리딘-디아미드 용도 및 그의 제조 방법 |
| WO2019123194A1 (en) | 2017-12-20 | 2019-06-27 | Pi Industries Ltd. | Anthranilamides, their use as insecticide and processes for preparing the same. |
| AU2019213694B2 (en) | 2018-01-30 | 2023-04-06 | Pi Industries Ltd. | Novel anthranilamides, their use as insecticide and processes for preparing the same. |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3092631A (en) * | 1963-06-04 | Y-chloro-z-lower alkyl-i | ||
| US3041336A (en) * | 1958-10-01 | 1962-06-26 | Norwich Pharma Co | 3-oxo-1.2.6-thiadiazine-1.1-dioxides |
| DE1543332A1 (de) | 1966-02-09 | 1969-08-07 | Basf Ag | Verfahren zur Herstellung von Anthranilsaeureamiden |
| NL6603319A (enExample) | 1966-03-15 | 1967-09-18 | ||
| FR1516600A (fr) * | 1966-03-24 | 1968-03-08 | Basf Ag | Agents herbicides |
| DE1542824A1 (de) | 1966-03-24 | 1970-03-26 | Basf Ag | Herbizide Mittel |
| BE758911A (fr) | 1969-11-15 | 1971-05-13 | Basf Ag | Preparation d'alpha-aminonitriles aromatiques |
| US3840540A (en) | 1970-07-13 | 1974-10-08 | Pfizer | 2-substituted-3,4-dihydro-4-oxoquin-azolines as herbicides |
| DE2444822A1 (de) * | 1974-09-19 | 1976-04-08 | Basf Ag | 2,1,3-benzothiadiazin(4)on-2,2dioxid-derivate |
| DE2652144A1 (de) * | 1976-11-16 | 1978-05-18 | Merck Patent Gmbh | Neue chinazolindione |
| DE2710382C2 (de) | 1977-03-10 | 1983-12-22 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von 2,1,3-Benzothiadiazin-4-on-2,2-dioxid-derivaten |
| US4137325A (en) | 1977-03-17 | 1979-01-30 | American Home Products Corporation | Antisecretory oxamic acid esters |
| US4340417A (en) * | 1980-02-01 | 1982-07-20 | Rhone-Poulenc Agrochimie | Herbicidal 1-(5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl)-3-isopropyl-2,1,3-benzothiadiazin-4-one,2,2-dioxide |
| US4537966A (en) * | 1983-12-22 | 1985-08-27 | Pennwalt Corporation | 1-(Aminobenzoyl)-1H-indazol-3-ols |
| US5462938A (en) * | 1990-12-21 | 1995-10-31 | Annus; Gary D. | Arthropodicidal oxadiazinyl, thiadiazinyl and triazinyl carboxanilides |
| WO1994004527A1 (en) * | 1992-08-19 | 1994-03-03 | Dowelanco | Pyridylethoxy-, pyridylethylamino-, and pyridylpropyl-derivatives of quinoline and quinazoline as insecticides and fungicides |
| US5756738A (en) * | 1995-11-14 | 1998-05-26 | Sumitomo Chemical Company, Limited | Process for producing 1-substituted tetrahydroquinazolines |
| US6548512B1 (en) | 1996-12-23 | 2003-04-15 | Bristol-Myers Squibb Pharma Company | Nitrogen containing heteroaromatics as factor Xa inhibitors |
| US6020357A (en) | 1996-12-23 | 2000-02-01 | Dupont Pharmaceuticals Company | Nitrogen containing heteroaromatics as factor Xa inhibitors |
| CA2275796A1 (en) | 1996-12-23 | 1998-07-02 | Donald Joseph Phillip Pinto | Nitrogen containing heteroaromatics as factor xa inhibitors |
| US5998424A (en) | 1997-06-19 | 1999-12-07 | Dupont Pharmaceuticals Company | Inhibitors of factor Xa with a neutral P1 specificity group |
| HRP980334A2 (en) | 1997-06-19 | 1999-04-30 | Mimi Lifen Quan | INHIBITORS OF FACTOR Xa WITH A NEUTRAL P1 SPECIFICITY GROUP |
| US6268387B1 (en) | 1997-12-23 | 2001-07-31 | Warner-Lambert Company | Thiourea and benzamide compounds, compositions and methods of treating or preventing inflammatory diseases and atherosclerosis |
| US5985837A (en) * | 1998-07-08 | 1999-11-16 | Basf Aktiengesellschaft | Dolastatin 15 derivatives |
| WO2000069823A1 (en) | 1999-05-12 | 2000-11-23 | Neurosearch A/S | Ion channel modulating agents |
| MXPA02000537A (es) * | 1999-07-16 | 2004-09-10 | Bristol Myers Squibb Pharma Co | Heterobiciclos que contienen nitrogeno como inhibidores del factor xa. |
| US20020065303A1 (en) | 2000-02-01 | 2002-05-30 | Bing-Yan Zhu | Bivalent phenylene inhibitors of factor Xa |
| MY138097A (en) | 2000-03-22 | 2009-04-30 | Du Pont | Insecticidal anthranilamides |
| US20040102324A1 (en) | 2002-02-28 | 2004-05-27 | Annis Gary David | Heterocyclic diamide invertebrate pest control agents |
| BR0209912A (pt) | 2001-05-21 | 2004-04-06 | Du Pont | Composto, método de controle de pragas invertebradas e composição para controle das mesmas |
| AR036872A1 (es) | 2001-08-13 | 2004-10-13 | Du Pont | Compuesto de antranilamida, composicion que lo comprende y metodo para controlar una plaga de invertebrados |
| MY142967A (en) | 2001-08-13 | 2011-01-31 | Du Pont | Method for controlling particular insect pests by applying anthranilamide compounds |
| AU2002319814A1 (en) | 2001-08-13 | 2003-03-03 | E.I. Du Pont De Nemours And Company | Substituted 1h-dihydropyrazoles, their preparation and use |
| TWI371450B (en) | 2001-08-13 | 2012-09-01 | Du Pont | Novel substituted dihydro 3-halo-1h-pyrazole-5-carboxylates,their preparation and use |
| DE60226875D1 (de) | 2001-08-15 | 2008-07-10 | Du Pont | Orthosubstituierte arylamide zur bekämpfung von wirbellosen schädlingen |
| US7199138B2 (en) | 2001-08-16 | 2007-04-03 | E. I. Du Pont De Nemours And Company | Substituted anthranilamides for controlling invertebrate pests |
| US6552996B2 (en) | 2001-09-18 | 2003-04-22 | Interdigital Communications Corporation | OVSF code system and methods |
| DE60214215T2 (de) | 2001-09-21 | 2007-07-19 | E.I.Du Pont De Nemours And Company, Wilmington | Arthropodizide anthranilamide |
| TW200724033A (en) | 2001-09-21 | 2007-07-01 | Du Pont | Anthranilamide arthropodicide treatment |
| DE60230651D1 (de) | 2001-10-15 | 2009-02-12 | Du Pont | Iminobenzoxazine, iminobenzothiazine and iminoquinazoline zur bekämpfung von wirbellosen schädlingen |
| US20040110777A1 (en) | 2001-12-03 | 2004-06-10 | Annis Gary David | Quinazolinones and pyridinylpyrimidinones for controlling invertebrate pests |
| JP2005516037A (ja) | 2002-01-22 | 2005-06-02 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | ジアミド無脊椎有害生物防除剤 |
| KR101011837B1 (ko) | 2002-01-22 | 2011-01-31 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 무척추 해충 방제를 위한 퀴나졸린(디)온 |
-
2003
- 2003-01-16 KR KR1020047011257A patent/KR101011837B1/ko not_active Expired - Fee Related
- 2003-01-16 AU AU2003212811A patent/AU2003212811B2/en not_active Ceased
- 2003-01-16 BR BR0307178-2A patent/BR0307178A/pt not_active Application Discontinuation
- 2003-01-16 CN CN03802557.4A patent/CN100349890C/zh not_active Expired - Fee Related
- 2003-01-16 JP JP2003562104A patent/JP4394953B2/ja not_active Expired - Lifetime
- 2003-01-16 WO PCT/US2003/001482 patent/WO2003062226A1/en not_active Ceased
- 2003-01-16 RU RU2004125582/04A patent/RU2315765C2/ru active
- 2003-01-16 CN CNA2007101529366A patent/CN101134755A/zh active Pending
- 2003-01-16 EP EP03708845.7A patent/EP1467988B1/en not_active Expired - Lifetime
- 2003-01-16 US US10/496,724 patent/US7241767B2/en not_active Expired - Fee Related
- 2003-01-16 MX MXPA04007018 patent/MX258385B/es active IP Right Grant
- 2003-01-16 ES ES03708845T patent/ES2427141T3/es not_active Expired - Lifetime
-
2004
- 2004-05-24 ZA ZA2004/04022A patent/ZA200404022B/en unknown
- 2004-07-20 MX MX2007014932A patent/MX283161B/es unknown
-
2006
- 2006-05-04 US US11/417,454 patent/US7683201B2/en not_active Expired - Lifetime
-
2009
- 2009-07-16 AU AU2009202871A patent/AU2009202871B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AU2003212811B2 (en) | 2009-08-20 |
| WO2003062226A1 (en) | 2003-07-31 |
| CN1620450A (zh) | 2005-05-25 |
| BR0307178A (pt) | 2004-12-07 |
| CN101134755A (zh) | 2008-03-05 |
| KR101011837B1 (ko) | 2011-01-31 |
| AU2009202871A1 (en) | 2009-08-06 |
| US20060194961A1 (en) | 2006-08-31 |
| EP1467988B1 (en) | 2013-07-17 |
| ES2427141T3 (es) | 2013-10-29 |
| JP2005516038A (ja) | 2005-06-02 |
| EP1467988A1 (en) | 2004-10-20 |
| KR20040077755A (ko) | 2004-09-06 |
| US20050124600A1 (en) | 2005-06-09 |
| RU2315765C2 (ru) | 2008-01-27 |
| US7241767B2 (en) | 2007-07-10 |
| CN100349890C (zh) | 2007-11-21 |
| US7683201B2 (en) | 2010-03-23 |
| MX258385B (es) | 2008-07-02 |
| MXPA04007018A (es) | 2004-10-11 |
| RU2004125582A (ru) | 2006-01-27 |
| AU2009202871B2 (en) | 2010-11-11 |
| JP4394953B2 (ja) | 2010-01-06 |
| MX283161B (en) | 2011-01-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2009201544B2 (en) | Intermediates for ortho-substituted aryl amides | |
| KR101332900B1 (ko) | 살진균성 카르복사미드 | |
| ZA200305582B (en) | Heterocyclic diamide invertebrate pest control agents. | |
| AR067663A1 (es) | Derivados heterociclicos de etiloxi amidas, composiciones que los comprenden y usos de los mismos en agricultura u horticultura, como agentes antifungicos. | |
| JP2011506465A (ja) | 殺菌性二環式ピラゾール | |
| PE20060150A1 (es) | Antagonistas de cgrp seleccionados, composiciones farmaceuticas y procedimiento para su preparacion | |
| KR100815637B1 (ko) | 살충제로서 치환된 아릴피라졸 | |
| RU2000127729A (ru) | Биоцидные производные бензилдифенила | |
| PE20001464A1 (es) | Derivados quinolin-2-ona sustituidos con heteroarilo utiles como agentes anticancerigenos | |
| IL183373A0 (en) | 3-[2-(3-acylamino-2-oxo-2h-pyridin-1-yl)-acetylamino]-4-oxo-pentanoic acid derivatives, pharmaceutical compositions containing the same and methods for the preparation thereof | |
| ME00586B (me) | Fungicidni azociklični amidi | |
| JP2004521924A5 (enExample) | ||
| MXPA04003007A (es) | Compuestos azabiciclico sustituidos condensados con heteroarilo para el tratamiento de enfermedades. | |
| RS20080304A (sr) | Supstituisani imidazoli i njihova upotreba kao pesticida | |
| JP2005524706A5 (enExample) | ||
| WO2004089366A8 (en) | Bicyclic compounds as nr2b receptor antagonists | |
| PE20200293A1 (es) | Inhibidores pirazolicos de magl | |
| EA200601076A1 (ru) | Применение производных n-арилгидразина для борьбы с вредителями | |
| PE20070041A1 (es) | Amidas de acido pirazolcarboxilico | |
| AR002761A1 (es) | Un compuesto derivado del triazol, su uso, una composicion farmaceutica que lo contiene, un metodo de tratamiento o prevencion de una infeccion fungica enun paciente humano mediante dicho compuesto o composicion, y procedimiento y compuestos intermedios para prepararlo. | |
| JP2004525183A5 (enExample) | ||
| MX2010001131A (es) | Metodo para controlar ectoparasitos. | |
| PE20070829A1 (es) | Inhibidores cetp heterociclicos | |
| PE20100737A1 (es) | Nuevos compuestos | |
| JP2024518834A5 (enExample) |