AU2022335656A1 - Pyrazine compounds for the control of invertebrate pests - Google Patents
Pyrazine compounds for the control of invertebrate pests Download PDFInfo
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- AU2022335656A1 AU2022335656A1 AU2022335656A AU2022335656A AU2022335656A1 AU 2022335656 A1 AU2022335656 A1 AU 2022335656A1 AU 2022335656 A AU2022335656 A AU 2022335656A AU 2022335656 A AU2022335656 A AU 2022335656A AU 2022335656 A1 AU2022335656 A1 AU 2022335656A1
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- Prior art keywords
- alkyl
- haloalkyl
- cycloalkyl
- unsubstituted
- substituted
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- 241000607479 Yersinia pestis Species 0.000 title claims abstract description 34
- 150000003216 pyrazines Chemical class 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 222
- 239000000203 mixture Substances 0.000 claims abstract description 68
- 241001465754 Metazoa Species 0.000 claims abstract description 45
- 206010061217 Infestation Diseases 0.000 claims abstract description 12
- -1 C3-C6-halocycloalkyl Chemical group 0.000 claims description 184
- 125000000623 heterocyclic group Chemical group 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 29
- 229910052736 halogen Inorganic materials 0.000 claims description 27
- 125000001072 heteroaryl group Chemical group 0.000 claims description 27
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 26
- 239000007787 solid Substances 0.000 claims description 26
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 25
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 19
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 15
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 11
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 10
- 125000005842 heteroatom Chemical group 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 125000006660 (C3-C4) halocycloalkyl group Chemical group 0.000 claims description 7
- 239000002689 soil Substances 0.000 claims description 7
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 6
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 6
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- 229910007161 Si(CH3)3 Inorganic materials 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 208000015181 infectious disease Diseases 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims description 5
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 5
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- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
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- 125000001475 halogen functional group Chemical group 0.000 claims description 3
- 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 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
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- 238000006243 chemical reaction Methods 0.000 description 33
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- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 19
- 238000005160 1H NMR spectroscopy Methods 0.000 description 18
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- 239000007832 Na2SO4 Substances 0.000 description 14
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- 229910052938 sodium sulfate Inorganic materials 0.000 description 14
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- 239000000460 chlorine Substances 0.000 description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 13
- 230000002829 reductive effect Effects 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000012267 brine Substances 0.000 description 12
- 239000012074 organic phase Substances 0.000 description 12
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 12
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- 229910052799 carbon Inorganic materials 0.000 description 11
- 229910052801 chlorine Inorganic materials 0.000 description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- 238000003786 synthesis reaction Methods 0.000 description 11
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- 241000255925 Diptera Species 0.000 description 9
- 229910052794 bromium Inorganic materials 0.000 description 9
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- 235000019000 fluorine Nutrition 0.000 description 9
- 229940060037 fluorine Drugs 0.000 description 9
- 241001124076 Aphididae Species 0.000 description 8
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 8
- 230000001276 controlling effect Effects 0.000 description 8
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- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
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- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
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Classifications
-
- 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
- C07D403/04—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 directly linked by a ring-member-to-ring-member bond
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- A01P7/00—Arthropodicides
- A01P7/04—Insecticides
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Insects & Arthropods (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21193536 | 2021-08-27 | ||
| EP21193536.6 | 2021-08-27 | ||
| EP21193535.8 | 2021-08-27 | ||
| EP21193535.8A EP4140995A1 (en) | 2021-08-27 | 2021-08-27 | Pyrazine compounds for the control of invertebrate pests |
| EP21215019.7 | 2021-12-16 | ||
| EP21215019 | 2021-12-16 | ||
| PCT/EP2022/072821 WO2023025617A1 (en) | 2021-08-27 | 2022-08-16 | Pyrazine compounds for the control of invertebrate pests |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2022335656A1 true AU2022335656A1 (en) | 2024-03-07 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2022335656A Pending AU2022335656A1 (en) | 2021-08-27 | 2022-08-16 | Pyrazine compounds for the control of invertebrate pests |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20250129052A1 (https=) |
| EP (1) | EP4392416A1 (https=) |
| JP (1) | JP2024532329A (https=) |
| KR (1) | KR20240052751A (https=) |
| AU (1) | AU2022335656A1 (https=) |
| CA (1) | CA3228745A1 (https=) |
| CL (1) | CL2024000577A1 (https=) |
| IL (1) | IL310964A (https=) |
| MX (1) | MX2024002464A (https=) |
| WO (1) | WO2023025617A1 (https=) |
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| CN121039120A (zh) | 2023-04-24 | 2025-11-28 | 巴斯夫欧洲公司 | 用于防治无脊椎有害生物的嘧啶化合物 |
| EP4455137A1 (en) | 2023-04-24 | 2024-10-30 | Basf Se | Pyrimidine compounds for the control of invertebrate pests |
| EP4488269A1 (en) | 2023-07-06 | 2025-01-08 | Basf Se | Triazole compounds for the control of invertebrate pests |
| EP4488273A1 (en) | 2023-07-06 | 2025-01-08 | Basf Se | Triazole compounds for the control of invertebrate pests |
| WO2025008247A1 (en) | 2023-07-06 | 2025-01-09 | Basf Se | Triazole compounds for the control of invertebrate pests |
| WO2025008249A1 (en) | 2023-07-06 | 2025-01-09 | Basf Se | Triazole compounds for the control of invertebrate pests |
| EP4488270A1 (en) | 2023-07-06 | 2025-01-08 | Basf Se | Triazole compounds for the control of invertebrate pests |
| WO2025008250A1 (en) | 2023-07-06 | 2025-01-09 | Basf Se | Triazole compounds for the control of invertebrate pests |
| WO2025186065A1 (en) | 2024-03-05 | 2025-09-12 | Bayer Aktiengesellschaft | Heteroaryl-substituted (aza)quinoxaline derivatives as pesticides |
Family Cites Families (8)
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| WO2002100846A1 (en) | 2001-06-11 | 2002-12-19 | Shire Biochem Inc. | Compounds and methods for the treatment or prevention of flavivirus infections |
| CN102762551A (zh) | 2009-12-21 | 2012-10-31 | 拜尔农作物科学股份公司 | 噻吩基吡(嘧)啶基吡唑及其用于防治植物致病菌的用途 |
| AR108222A1 (es) | 2016-05-05 | 2018-08-01 | Elanco Tiergesundheit Ag | Compuestos heteroaril-1,2,4-triazol y heteroaril-tetrazol |
| PY1980182A (es) | 2018-10-02 | 2020-08-21 | Syngenta Participations Ag | Compuestos de benceno y azina-amida activos como plaguicidas |
| EP4017851A1 (en) | 2019-08-23 | 2022-06-29 | Syngenta Crop Protection AG | Pesticidally active pyrazine-amide compounds |
| WO2021068179A1 (en) | 2019-10-11 | 2021-04-15 | Bayer Animal Health Gmbh | Novel heteroaryl-substituted pyrazine derivatives as pesticides |
| TW202128650A (zh) | 2019-10-11 | 2021-08-01 | 德商拜耳動物保健有限公司 | 作為殺蟲劑之新穎的雜芳基取代之吡𠯤衍生物 |
| WO2021122645A1 (en) | 2019-12-20 | 2021-06-24 | Syngenta Crop Protection Ag | Pesticidally active azole-amide compounds |
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2022
- 2022-08-16 WO PCT/EP2022/072821 patent/WO2023025617A1/en not_active Ceased
- 2022-08-16 EP EP22764793.0A patent/EP4392416A1/en active Pending
- 2022-08-16 MX MX2024002464A patent/MX2024002464A/es unknown
- 2022-08-16 AU AU2022335656A patent/AU2022335656A1/en active Pending
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- 2022-08-16 JP JP2024513001A patent/JP2024532329A/ja active Pending
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2024
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Also Published As
| Publication number | Publication date |
|---|---|
| CA3228745A1 (en) | 2023-03-02 |
| KR20240052751A (ko) | 2024-04-23 |
| IL310964A (en) | 2024-04-01 |
| EP4392416A1 (en) | 2024-07-03 |
| WO2023025617A1 (en) | 2023-03-02 |
| JP2024532329A (ja) | 2024-09-05 |
| CL2024000577A1 (es) | 2024-07-05 |
| MX2024002464A (es) | 2024-03-12 |
| US20250129052A1 (en) | 2025-04-24 |
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