AP225A - Imadazole fungicides. - Google Patents

Imadazole fungicides. Download PDF

Info

Publication number: AP225A
Authority: AP; ARIPO
Prior art keywords: optionally substituted; compound; alkyl; aryl; alkenyl
Prior art date: 1989-11-15

Application number

APAP/P/1990/000218A

Other languages

English (en)

Other versions

AP9000218A0 (en

Inventor

John Henry Parsons

Russell George Hunt

Kenneth Hamilton

Dale Robert Mitchell

Original Assignee

Schering Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-11-15

Filing date

1990-11-13

Publication date

1992-12-10

1989-11-15 Priority claimed from GB898925790A external-priority patent/GB8925790D0/en

1990-08-11 Priority claimed from GB909017640A external-priority patent/GB9017640D0/en

1990-11-13 Application filed by Schering Ag filed Critical Schering Ag

1991-01-31 Publication of AP9000218A0 publication Critical patent/AP9000218A0/xx

1992-12-10 Application granted granted Critical

1992-12-10 Publication of AP225A publication Critical patent/AP225A/en

Links

239000000417 fungicide Substances 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 64
239000000203 mixture Substances 0.000 claims description 24
125000003118 aryl group Chemical group 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 17
125000003342 alkenyl group Chemical group 0.000 claims description 15
125000000304 alkynyl group Chemical group 0.000 claims description 15
125000002252 acyl group Chemical group 0.000 claims description 13
239000001257 hydrogen Substances 0.000 claims description 13
229910052739 hydrogen Inorganic materials 0.000 claims description 13
241000233866 Fungi Species 0.000 claims description 9
125000000753 cycloalkyl group Chemical group 0.000 claims description 9
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
125000000547 substituted alkyl group Chemical group 0.000 claims description 9
125000004093 cyano group Chemical group *C#N 0.000 claims description 8
239000003085 diluting agent Substances 0.000 claims description 8
229910052736 halogen Inorganic materials 0.000 claims description 8
150000002367 halogens Chemical class 0.000 claims description 8
125000000392 cycloalkenyl group Chemical group 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
230000000855 fungicidal effect Effects 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
125000004450 alkenylene group Chemical group 0.000 claims description 2
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 2
125000005842 heteroatom Chemical group 0.000 claims description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 2
229910052757 nitrogen Inorganic materials 0.000 claims description 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
125000005156 substituted alkylene group Chemical group 0.000 claims description 2
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
230000003032 phytopathogenic effect Effects 0.000 claims 1
-1 cycioalkenyi Chemical group 0.000 description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
241000196324 Embryophyta Species 0.000 description 10
239000000243 solution Substances 0.000 description 10
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
239000004480 active ingredient Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
125000004432 carbon atom Chemical group C* 0.000 description 6
150000002431 hydrogen Chemical group 0.000 description 6
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239000002244 precipitate Substances 0.000 description 6
125000003545 alkoxy group Chemical group 0.000 description 5
239000000543 intermediate Substances 0.000 description 5
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 5
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125000001424 substituent group Chemical group 0.000 description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
150000001412 amines Chemical group 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
201000010099 disease Diseases 0.000 description 4
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239000007858 starting material Substances 0.000 description 4
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239000008187 granular material Substances 0.000 description 3
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238000010992 reflux Methods 0.000 description 3
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238000003756 stirring Methods 0.000 description 3
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MXCZCMCHRWGSBX-UHFFFAOYSA-N 1h-imidazole-5-sulfonyl chloride Chemical compound ClS(=O)(=O)C1=CN=CN1 MXCZCMCHRWGSBX-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
241000221785 Erysiphales Species 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
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 2
235000007688 Lycopersicon esculentum Nutrition 0.000 description 2
SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
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SSNXSQPIYLEESD-UHFFFAOYSA-N S1SN=NC=C1 Chemical compound S1SN=NC=C1 SSNXSQPIYLEESD-UHFFFAOYSA-N 0.000 description 2
240000003768 Solanum lycopersicum Species 0.000 description 2
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
125000005605 benzo group Chemical group 0.000 description 2
229940125904 compound 1 Drugs 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
238000007333 cyanation reaction Methods 0.000 description 2
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239000004495 emulsifiable concentrate Substances 0.000 description 2
239000003995 emulsifying agent Substances 0.000 description 2
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150000002191 fatty alcohols Chemical class 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
230000002363 herbicidal effect Effects 0.000 description 2
125000001072 heteroaryl group Chemical group 0.000 description 2
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
JFCHSQDLLFJHOA-UHFFFAOYSA-N n,n-dimethylsulfamoyl chloride Chemical compound CN(C)S(Cl)(=O)=O JFCHSQDLLFJHOA-UHFFFAOYSA-N 0.000 description 2
239000012299 nitrogen atmosphere Substances 0.000 description 2
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
229910000027 potassium carbonate Inorganic materials 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
125000001544 thienyl group Chemical group 0.000 description 2
QAEDZJGFFMLHHQ-UHFFFAOYSA-N trifluoroacetic anhydride Chemical compound FC(F)(F)C(=O)OC(=O)C(F)(F)F QAEDZJGFFMLHHQ-UHFFFAOYSA-N 0.000 description 2
AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 description 1
YMVFJGSXZNNUDW-UHFFFAOYSA-N (4-chlorophenyl)methanamine Chemical compound NCC1=CC=C(Cl)C=C1 YMVFJGSXZNNUDW-UHFFFAOYSA-N 0.000 description 1
JONIMGVUGJVFQD-UHFFFAOYSA-N (4-methylphenyl)sulfonylformonitrile Chemical compound CC1=CC=C(S(=O)(=O)C#N)C=C1 JONIMGVUGJVFQD-UHFFFAOYSA-N 0.000 description 1
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
SQAINHDHICKHLX-UHFFFAOYSA-N 1-naphthaldehyde Chemical class C1=CC=C2C(C=O)=CC=CC2=C1 SQAINHDHICKHLX-UHFFFAOYSA-N 0.000 description 1
LXOFYPKXCSULTL-UHFFFAOYSA-N 2,4,7,9-tetramethyldec-5-yne-4,7-diol Chemical compound CC(C)CC(C)(O)C#CC(C)(O)CC(C)C LXOFYPKXCSULTL-UHFFFAOYSA-N 0.000 description 1
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NFGODEMQGQNUKK-UHFFFAOYSA-M [6-(diethylamino)-9-(2-octadecoxycarbonylphenyl)xanthen-3-ylidene]-diethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C1=C2C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C21 NFGODEMQGQNUKK-UHFFFAOYSA-M 0.000 description 1
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230000000749 insecticidal effect Effects 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
239000012948 isocyanate Substances 0.000 description 1
150000002513 isocyanates Chemical class 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
239000006028 limestone Substances 0.000 description 1
150000004668 long chain fatty acids Chemical class 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
239000002808 molecular sieve Substances 0.000 description 1
125000005609 naphthenate group Chemical group 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
238000003359 percent control normalization Methods 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
CWHFDTWZHFRTAB-UHFFFAOYSA-N phenyl cyanate Chemical compound N#COC1=CC=CC=C1 CWHFDTWZHFRTAB-UHFFFAOYSA-N 0.000 description 1
125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
230000008121 plant development Effects 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000000779 smoke Substances 0.000 description 1
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
239000004296 sodium metabisulphite Substances 0.000 description 1
235000010262 sodium metabisulphite Nutrition 0.000 description 1
NWZBFJYXRGSRGD-UHFFFAOYSA-M sodium;octadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O NWZBFJYXRGSRGD-UHFFFAOYSA-M 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
125000005415 substituted alkoxy group Chemical group 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical class NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000004546 suspension concentrate Substances 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 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
- C07D401/12—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 chain containing hetero atoms as chain links
- 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
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/84—Sulfur atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
- 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
- C07D403/12—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 chain containing hetero atoms as chain links

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Dentistry (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (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)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

APAP/P/1990/000218A 1989-11-15 1990-11-13 Imadazole fungicides. AP225A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB898925790A GB8925790D0 (en)	1989-11-15	1989-11-15	Fungicides
GB909017640A GB9017640D0 (en)	1990-08-11	1990-08-11	Fungicides

Publications (2)

Publication Number	Publication Date
AP9000218A0 AP9000218A0 (en)	1991-01-31
AP225A true AP225A (en)	1992-12-10

Family

ID=26296209

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
APAP/P/1990/000218A AP225A (en)	1989-11-15	1990-11-13	Imadazole fungicides.

Country Status (23)

Country	Link
US (1)	US5173503A (fr)
EP (1)	EP0432892B1 (fr)
JP (1)	JPH03170464A (fr)
KR (1)	KR910009670A (fr)
CN (1)	CN1024316C (fr)
AP (1)	AP225A (fr)
AT (1)	ATE133666T1 (fr)
AU (1)	AU635359B2 (fr)
BR (1)	BR9005785A (fr)
CA (1)	CA2030059A1 (fr)
DE (1)	DE69025149T2 (fr)
FI (1)	FI905632A7 (fr)
HU (1)	HU208905B (fr)
IE (1)	IE904089A1 (fr)
IL (1)	IL96327A0 (fr)
MA (1)	MA21996A1 (fr)
NZ (1)	NZ236079A (fr)
OA (1)	OA09326A (fr)
PH (1)	PH27280A (fr)
PL (1)	PL287753A1 (fr)
PT (1)	PT95883A (fr)
TR (1)	TR24878A (fr)
YU (1)	YU215190A (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9023082D0 (en) *	1990-10-24	1990-12-05	Schering Agrochemicals Ltd	Fungicides
JPH11302276A (ja) *	1996-04-26	1999-11-02	Nissan Chem Ind Ltd	スルファモイルトリアゾール誘導体並びに農園芸用殺菌剤
DE69842143D1 (de)	1997-10-24	2011-04-07	Nissan Chemical Ind Ltd	Sulfamoyl-verbindungen und bakterizide für landwirtschaft oder gartenbau
US6586617B1 (en) *	1999-04-28	2003-07-01	Sumitomo Chemical Takeda Agro Company, Limited	Sulfonamide derivatives
JP2001026506A (ja) *	1999-04-28	2001-01-30	Takeda Chem Ind Ltd	スルホンアミド誘導体
WO2018184579A1 (fr) *	2017-04-05	2018-10-11	Dongguan Hec Tech R&D Co., Ltd.	Composé de triazole et son utilisation en agriculture
CN110734433B (zh) *	2018-07-19	2020-09-11	东莞市东阳光农药研发有限公司	三氮唑化合物及其在农业中的应用
CN110894190B (zh) *	2018-09-13	2020-09-11	东莞市东阳光农药研发有限公司	三氮唑化合物及其在农业中的应用
WO2020063756A1 (fr) *	2018-09-27	2020-04-02	Dongguan HEC Pesticides R&D Co., Ltd.	Composé de triazole et son utilisation en agriculture
CN112442018B (zh) *	2019-08-27	2024-02-02	东莞市东阳光农药研发有限公司	三唑-1,3-二磺酰胺衍生物及其在农业中的应用
CN112624988B (zh) *	2019-09-24	2024-01-16	东莞市东阳光农药研发有限公司	一种新的三氮唑化合物及其在农业中的应用
CN112624987A (zh) *	2019-09-24	2021-04-09	东莞市东阳光农药研发有限公司	环戊基取代的二磺酰胺化合物及其在农业中的应用
JP2025511436A (ja) *	2022-09-02	2025-04-16	メルク・シャープ・アンド・ドーム・エルエルシー	エキサテカン由来トポイソメラーゼ－１阻害薬医薬組成物及びその使用

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Publication number	Priority date	Publication date	Assignee	Title
CA1339133C (fr) *	1987-03-13	1997-07-29	Rikuo Nasu	Derives de l'imidazole et compositions a base de ces derives pour l'elimination d'organismes nuisibles
US5045557A (en) *	1987-03-20	1991-09-03	Schering Agrochemicals Ltd.	Imidazable fungicides and use thereof
EP0284277A1 (fr) *	1987-03-21	1988-09-28	AgrEvo UK Limited	Fongicides de cyanoimidazole
DE3813886A1 (de) *	1988-04-20	1989-11-02	Schering Ag	1-triazinyl-1h-1,2,4-triazol-3- sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung als mittel mit herbizider, fungizider und pflanzenwachstumsregulierender wirkung
DE3825041A1 (de) *	1988-07-20	1990-02-15	Schering Ag	Pyrido(3,2-e)(1,2,4)triazolo(1,5-a)pyrimidin- 2-sulfonsaeureamide, verfahren zu ihrer herstellung und ihre verwendung als mittel mit herbizider, pflanzenwachstumsregulierender und fungizider wirkung

1990
- 1990-10-31 US US07/606,699 patent/US5173503A/en not_active Expired - Fee Related
- 1990-11-01 DE DE69025149T patent/DE69025149T2/de not_active Expired - Fee Related
- 1990-11-01 AT AT90311988T patent/ATE133666T1/de not_active IP Right Cessation
- 1990-11-01 EP EP90311988A patent/EP0432892B1/fr not_active Expired - Lifetime
- 1990-11-09 MA MA22270A patent/MA21996A1/fr unknown
- 1990-11-12 OA OA59890A patent/OA09326A/xx unknown
- 1990-11-13 AP APAP/P/1990/000218A patent/AP225A/en active
- 1990-11-13 YU YU215190A patent/YU215190A/sh unknown
- 1990-11-13 IE IE408990A patent/IE904089A1/en unknown
- 1990-11-13 IL IL96327A patent/IL96327A0/xx unknown
- 1990-11-13 TR TR90/1082A patent/TR24878A/xx unknown
- 1990-11-14 BR BR909005785A patent/BR9005785A/pt unknown
- 1990-11-14 NZ NZ236079A patent/NZ236079A/xx unknown
- 1990-11-14 PH PH41556A patent/PH27280A/en unknown
- 1990-11-14 AU AU66644/90A patent/AU635359B2/en not_active Ceased
- 1990-11-14 PT PT95883A patent/PT95883A/pt not_active Application Discontinuation
- 1990-11-14 KR KR1019900018420A patent/KR910009670A/ko not_active Withdrawn
- 1990-11-14 PL PL28775390A patent/PL287753A1/xx unknown
- 1990-11-14 JP JP2306380A patent/JPH03170464A/ja active Pending
- 1990-11-14 FI FI905632A patent/FI905632A7/fi not_active Application Discontinuation
- 1990-11-14 HU HU907136A patent/HU208905B/hu not_active IP Right Cessation
- 1990-11-15 CN CN90109116A patent/CN1024316C/zh not_active Expired - Fee Related
- 1990-11-15 CA CA002030059A patent/CA2030059A1/fr not_active Abandoned

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NONE *

Also Published As

Publication number	Publication date
KR910009670A (ko)	1991-06-28
ATE133666T1 (de)	1996-02-15
AU6664490A (en)	1991-05-23
IL96327A0 (en)	1991-08-16
MA21996A1 (fr)	1991-07-01
NZ236079A (en)	1991-10-25
HU907136D0 (en)	1991-05-28
CN1051729A (zh)	1991-05-29
OA09326A (en)	1992-09-15
EP0432892A1 (fr)	1991-06-19
AP9000218A0 (en)	1991-01-31
EP0432892B1 (fr)	1996-01-31
HUT56238A (en)	1991-08-28
HU208905B (en)	1994-02-28
FI905632A7 (fi)	1991-05-16
PL287753A1 (en)	1991-12-02
TR24878A (tr)	1992-07-01
FI905632A0 (fi)	1990-11-14
YU215190A (sh)	1993-10-20
BR9005785A (pt)	1991-09-24
IE904089A1 (en)	1991-05-22
PT95883A (pt)	1991-09-30
DE69025149D1 (de)	1996-03-14
US5173503A (en)	1992-12-22
CA2030059A1 (fr)	1991-05-16
CN1024316C (zh)	1994-04-27
PH27280A (en)	1993-05-04
AU635359B2 (en)	1993-03-18
JPH03170464A (ja)	1991-07-24
DE69025149T2 (de)	1996-08-14

Publication	Publication Date	Title
US5192357A (en)	1993-03-09	Acrylate fungicides
US5093364A (en)	1992-03-03	5-fluoroanthranilic fungicides
EP0378308B1 (fr)	1996-04-10	Fongicides acryliques
AP225A (en)	1992-12-10	Imadazole fungicides.
WO1992007835A1 (fr)	1992-05-14	Fongicides aux imidazoles
EP0284277A1 (fr)	1988-09-28	Fongicides de cyanoimidazole
AU626806B2 (en)	1992-08-13	Novel amide derivatives, processes for production thereof, and agricultural-horticultural fungicide containing them
US4783459A (en)	1988-11-08	Anilinopyrimidine fungicides
US5310747A (en)	1994-05-10	Benzimidazole derivatives, agricultural and horticultural fungicides containing the same as an active ingredient and intermediate compounds thereof
US5096915A (en)	1992-03-17	Azole fungicides
US5045557A (en)	1991-09-03	Imidazable fungicides and use thereof
US4780473A (en)	1988-10-25	Bicyclic fungicides
EP0191514B1 (fr)	1991-04-03	Dérivés d'imidazole, leur préparation et leur utilisation fongicide
CS270566B2 (en)	1990-07-12	Fungicide and method of its active substance production
JPH1017566A (ja)	1998-01-20	１，２，３−ベンゾチアジアゾール誘導体及び植物病害防除剤
EP0245991A2 (fr)	1987-11-19	Benzothiazolines comme fongicides
EP0301613A1 (fr)	1989-02-01	Composés de thiazole ayant une activité fongicide
EP0091148B1 (fr)	1987-11-19	Composés hétérocycliques fongicides
JPS6325590B2 (fr)	1988-05-26
EP0337616A1 (fr)	1989-10-18	Benzthiazoles comme fungicides
EP0152131B1 (fr)	1989-08-23	Dérivés de carboxamide, leur préparation et leur utilisation comme fongicides
EP0088484A1 (fr)	1983-09-14	N-amino urées thiadiazoliques herbicides
US4057638A (en)	1977-11-08	Benzothiazole allophanate fungicides
GB2245565A (en)	1992-01-08	Fungicidal heterocyclic compounds
US5472974A (en)	1995-12-05	Benzimidazole derivatives, agricultural and horticultural fungicides containing the same as an active ingredient and intermediate compounds thereof