TW201632507A - 新穎之異噻唑醯胺、其製法及其作為殺真菌劑之用途 - Google Patents
新穎之異噻唑醯胺、其製法及其作為殺真菌劑之用途Info
- Publication number
- TW201632507A TW201632507A TW104142603A TW104142603A TW201632507A TW 201632507 A TW201632507 A TW 201632507A TW 104142603 A TW104142603 A TW 104142603A TW 104142603 A TW104142603 A TW 104142603A TW 201632507 A TW201632507 A TW 201632507A
- Authority
- TW
- Taiwan
- Prior art keywords
- alkyl
- group
- alkylthio
- alkoxy
- cycloalkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 55
- 230000008569 process Effects 0.000 title claims abstract description 9
- 238000002360 preparation method Methods 0.000 title claims description 20
- 239000000417 fungicide Substances 0.000 title claims description 8
- LPDNEYZLRXGBKO-UHFFFAOYSA-N 1,2-thiazole-3-carboxamide Chemical class NC(=O)C=1C=CSN=1 LPDNEYZLRXGBKO-UHFFFAOYSA-N 0.000 title abstract description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 239
- 239000000203 mixture Substances 0.000 claims abstract description 147
- 241000233866 Fungi Species 0.000 claims abstract description 40
- 244000005700 microbiome Species 0.000 claims abstract description 26
- 239000000463 material Substances 0.000 claims abstract description 19
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 319
- -1 (C 1 -C 4) - alkylsulfonyl halide Chemical class 0.000 claims description 282
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims description 168
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 166
- 125000000623 heterocyclic group Chemical group 0.000 claims description 159
- 229910052736 halogen Inorganic materials 0.000 claims description 152
- 150000002367 halogens Chemical class 0.000 claims description 142
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 130
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 130
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 125
- 229910052739 hydrogen Inorganic materials 0.000 claims description 122
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 119
- 239000001257 hydrogen Substances 0.000 claims description 103
- 150000003839 salts Chemical class 0.000 claims description 86
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 85
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 80
- 125000001072 heteroaryl group Chemical group 0.000 claims description 79
- 229910052760 oxygen Inorganic materials 0.000 claims description 70
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 65
- 229920006395 saturated elastomer Polymers 0.000 claims description 65
- 229910052757 nitrogen Inorganic materials 0.000 claims description 62
- 238000003786 synthesis reaction Methods 0.000 claims description 61
- 229910052799 carbon Inorganic materials 0.000 claims description 57
- 125000003118 aryl group Chemical group 0.000 claims description 55
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 53
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 52
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 52
- 125000005843 halogen group Chemical group 0.000 claims description 52
- 229910052717 sulfur Inorganic materials 0.000 claims description 52
- 150000001721 carbon Chemical group 0.000 claims description 49
- 238000006243 chemical reaction Methods 0.000 claims description 49
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 47
- 238000009472 formulation Methods 0.000 claims description 42
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 40
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 39
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 39
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims description 35
- 125000006621 (C3-C8) cycloalkyl-(C1-C6) alkyl group Chemical group 0.000 claims description 35
- 125000004432 carbon atom Chemical group C* 0.000 claims description 34
- 150000001266 acyl halides Chemical class 0.000 claims description 33
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 33
- 125000004737 (C1-C6) haloalkoxy group Chemical group 0.000 claims description 32
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 32
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 32
- 125000006553 (C3-C8) cycloalkenyl group Chemical group 0.000 claims description 30
- 239000000460 chlorine Substances 0.000 claims description 28
- 125000005223 heteroarylcarbonyl group Chemical group 0.000 claims description 28
- 229910052801 chlorine Inorganic materials 0.000 claims description 27
- 125000001424 substituent group Chemical group 0.000 claims description 25
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims description 24
- 150000002431 hydrogen Chemical class 0.000 claims description 22
- 239000000126 substance Substances 0.000 claims description 22
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 20
- 229910052731 fluorine Inorganic materials 0.000 claims description 20
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 19
- 125000006636 (C3-C8) cycloalkylcarbonyl group Chemical group 0.000 claims description 19
- 229910052740 iodine Inorganic materials 0.000 claims description 19
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 18
- 229910052794 bromium Inorganic materials 0.000 claims description 18
- 201000010099 disease Diseases 0.000 claims description 18
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 18
- 125000005842 heteroatom Chemical group 0.000 claims description 18
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 18
- 125000004434 sulfur atom Chemical group 0.000 claims description 18
- 125000002619 bicyclic group Chemical group 0.000 claims description 17
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims description 16
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 15
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 15
- 125000006644 (C2-C6) haloalkynyl group Chemical group 0.000 claims description 15
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 15
- 125000006517 heterocyclyl carbonyl group Chemical group 0.000 claims description 13
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 13
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
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- 125000005844 heterocyclyloxy group Chemical group 0.000 claims description 11
- 125000001475 halogen functional group Chemical group 0.000 claims description 10
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 8
- 239000007983 Tris buffer Substances 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000004104 aryloxy group Chemical group 0.000 claims description 8
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 8
- 239000002917 insecticide Substances 0.000 claims description 8
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 8
- 125000004043 oxo group Chemical group O=* 0.000 claims description 8
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 8
- 125000006824 (C1-C6) dialkyl amine group Chemical group 0.000 claims description 7
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims description 7
- 125000006625 (C3-C8) cycloalkyloxy group Chemical group 0.000 claims description 7
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- 239000003337 fertilizer Substances 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims description 6
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 6
- 230000000895 acaricidal effect Effects 0.000 claims description 6
- 239000000642 acaricide Substances 0.000 claims description 6
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 6
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 6
- 239000005645 nematicide Substances 0.000 claims description 6
- 125000006766 (C2-C6) alkynyloxy group Chemical group 0.000 claims description 5
- 125000006765 (C2-C6) haloalkenyloxy group Chemical group 0.000 claims description 5
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 5
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 5
- 239000000470 constituent Substances 0.000 claims description 5
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
- 125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims description 4
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 239000003905 agrochemical Substances 0.000 claims description 4
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- 125000005199 aryl carbonyloxy group Chemical group 0.000 claims description 4
- 244000000004 fungal plant pathogen Species 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- IBGCXOFOCKCBNQ-UHFFFAOYSA-N nitro cyanate Chemical compound [O-][N+](=O)OC#N IBGCXOFOCKCBNQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 4
- 125000005110 aryl thio group Chemical group 0.000 claims description 3
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- 150000001540 azides Chemical class 0.000 claims description 3
- 239000012948 isocyanate Substances 0.000 claims description 3
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- 239000005648 plant growth regulator Substances 0.000 claims description 3
- 229940124530 sulfonamide Drugs 0.000 claims description 3
- 125000006545 (C1-C9) alkyl group Chemical group 0.000 claims description 2
- 125000006593 (C2-C3) alkynyl group Chemical group 0.000 claims description 2
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- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 2
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- 125000005143 heteroarylsulfonyl group Chemical group 0.000 claims description 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 2
- 125000006767 (C2-C6) haloalkynyloxy group Chemical group 0.000 claims 2
- UOIMAHYTZWHKGZ-UHFFFAOYSA-N 1,1,2,3,3,3-hexafluoropropoxybenzene Chemical class FC(F)(F)C(F)C(F)(F)OC1=CC=CC=C1 UOIMAHYTZWHKGZ-UHFFFAOYSA-N 0.000 claims 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N azide group Chemical group [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
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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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- 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
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
- C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Tropical Medicine & Parasitology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14199548 | 2014-12-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW201632507A true TW201632507A (zh) | 2016-09-16 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW104142603A TW201632507A (zh) | 2014-12-22 | 2015-12-18 | 新穎之異噻唑醯胺、其製法及其作為殺真菌劑之用途 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20190110476A1 (cg-RX-API-DMAC7.html) |
| EP (1) | EP3236752A2 (cg-RX-API-DMAC7.html) |
| JP (1) | JP2018501251A (cg-RX-API-DMAC7.html) |
| CN (1) | CN107205394A (cg-RX-API-DMAC7.html) |
| BR (1) | BR112017013610A2 (cg-RX-API-DMAC7.html) |
| TW (1) | TW201632507A (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016102435A2 (cg-RX-API-DMAC7.html) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
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| TW201638076A (zh) * | 2014-12-22 | 2016-11-01 | 拜耳作物科學股份有限公司 | 新穎之異噻唑醯胺類，其製備方法及其作為除草劑及／或植物生長調節劑之用途 |
| EP3464296B1 (en) | 2016-06-02 | 2020-10-14 | Bayer CropScience Aktiengesellschaft | Isothiazolopyridones, processes for their preparation and their use as herbicides and/or plant growth regulators |
| WO2017207395A1 (en) | 2016-06-02 | 2017-12-07 | Bayer Cropscience Aktiengesellschaft | Isothiazolopyridones, processes for their preparation and their use as fungicides |
| US10842152B2 (en) | 2017-07-03 | 2020-11-24 | Bayer Cropscience Aktiengesellschaft | Isothiazolo-based bicycles, processes for their preparation and their use as herbicides and/or plant growth regulators |
| WO2019007793A1 (en) | 2017-07-03 | 2019-01-10 | Bayer Cropscience Aktiengesellschaft | NOVEL ISOTHIAZOLO-BASED BICYCLES, PROCESSES FOR PREPARING THEM AND USE THEREOF AS HERBICIDES AND / OR PLANT GROWTH REGULATORS |
| US20210002301A1 (en) * | 2017-11-29 | 2021-01-07 | Bayer Aktiengesellschaft | Novel isothiazolo-azepinone bicycles, processes for their preparation and their use as herbicides and/or plant growth regulators |
| EP3760615A4 (en) * | 2018-02-27 | 2021-07-14 | Nippon Soda Co., Ltd. | HETEROARYL SULFONAMIDE COMPOUND AND PEST CONTROL AGENT |
| CN111788200A (zh) * | 2018-02-28 | 2020-10-16 | 北兴化学工业株式会社 | 酰亚胺衍生物和包含所述衍生物作为活性成分的杀菌剂 |
| JP2021193068A (ja) * | 2018-09-14 | 2021-12-23 | Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 | 植物病害防除剤 |
| AU2019369587B2 (en) * | 2018-10-31 | 2025-12-18 | Kumiai Chemical Industry Co., Ltd. | Method for controlling diseases in small grain cereals, seed of small grain cereals, and method for suppressing lodging damage in small grain cereals |
| WO2020161208A1 (en) | 2019-02-06 | 2020-08-13 | Syngenta Crop Protection Ag | Herbicidal fused pyridazine compounds |
| WO2020161209A1 (en) | 2019-02-06 | 2020-08-13 | Syngenta Crop Protection Ag | Herbicidal fused pyridazine compounds |
| WO2021243001A1 (en) * | 2020-05-27 | 2021-12-02 | Constellation Pharmaceuticals, Inc. | Substituted benzamides as modulators of trex1 |
| CN118525002A (zh) | 2022-01-14 | 2024-08-20 | 恩科化学公司 | 原卟啉原氧化酶抑制剂 |
| WO2024059559A1 (en) * | 2022-09-12 | 2024-03-21 | Hotspot Therapeutics, Inc. | Isothiazolylcarboxamide compounds and their use in therapy |
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| US896623A (en) * | 1908-03-02 | 1908-08-18 | Jesse Childs | Pit-car. |
| DE1795344B2 (de) * | 1968-09-17 | 1976-05-06 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von 3-aminoisothiazolen |
| GB1548397A (en) * | 1976-06-01 | 1979-07-11 | Lilly Industries Ltd | Acylated amino-isoxazoles and aminoisothiazoles |
| US4292430A (en) * | 1977-11-23 | 1981-09-29 | Merck & Co., Inc. | 2,3-Substituted-1,2-isothiazolium salt antimicrobials |
| US4267341A (en) * | 1977-11-23 | 1981-05-12 | Merck & Co., Inc. | Process for preparing 2,3-substituted-1,2,-isothiazolium salt antimicrobials |
| WO1993019054A1 (en) * | 1992-03-26 | 1993-09-30 | Dowelanco | N-heterocyclic nitro anilines as fungicides |
| EP0761654B1 (en) * | 1995-08-24 | 2003-06-18 | Basf Aktiengesellschaft | Isoxazole- and isothiazole-5-carboxamide derivatives, their preparation and their use as herbicides |
| WO2003010143A1 (en) * | 2001-07-26 | 2003-02-06 | Samsung Electronics Co., Ltd. | Dialkylhydroxybenzoic acid derivatives containing metal chelating groups and their therapeutic uses |
| WO2004092123A2 (en) * | 2003-04-10 | 2004-10-28 | Microbia, Inc. | Inhibitors of fungal invasion |
| TW200738701A (en) * | 2005-07-26 | 2007-10-16 | Du Pont | Fungicidal carboxamides |
| US8686044B2 (en) * | 2008-08-13 | 2014-04-01 | Mitsui Chemicals Agro, Inc. | Amide derivative, pest control agent containing the amide derivative, and use of the amide derivative |
| BRPI0918021B1 (pt) * | 2008-08-13 | 2023-03-14 | Mitsui Chemicals Agro, Inc | Derivados de amida, agente de controle de peste contendo os derivados de amida, e método de controle de pragas |
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2015
- 2015-12-18 TW TW104142603A patent/TW201632507A/zh unknown
- 2015-12-21 BR BR112017013610A patent/BR112017013610A2/pt not_active IP Right Cessation
- 2015-12-21 US US15/537,261 patent/US20190110476A1/en not_active Abandoned
- 2015-12-21 WO PCT/EP2015/080739 patent/WO2016102435A2/en not_active Ceased
- 2015-12-21 EP EP15816178.6A patent/EP3236752A2/en not_active Withdrawn
- 2015-12-21 JP JP2017533376A patent/JP2018501251A/ja active Pending
- 2015-12-21 CN CN201580075870.8A patent/CN107205394A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JP2018501251A (ja) | 2018-01-18 |
| US20190110476A1 (en) | 2019-04-18 |
| CN107205394A (zh) | 2017-09-26 |
| EP3236752A2 (en) | 2017-11-01 |
| WO2016102435A3 (en) | 2016-09-09 |
| BR112017013610A2 (pt) | 2018-03-06 |
| WO2016102435A2 (en) | 2016-06-30 |
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