NO824314L - Fungicide forbindelser og blandinger. - Google Patents

Fungicide forbindelser og blandinger.

Info

Publication number: NO824314L
Authority: NO; Norway
Prior art keywords: optionally substituted; compounds; alkyl; compound; substituted
Prior art date: 1981-12-22

Application number

NO824314A

Other languages

English (en)

Norwegian (no)

Inventor

Wilfred Hayes Wells

Original Assignee

Fbc Ltd

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.)

1981-12-22

Filing date

1982-12-21

Publication date

1983-06-23

1982-12-21 Application filed by Fbc Ltd filed Critical Fbc Ltd

1983-06-23 Publication of NO824314L publication Critical patent/NO824314L/no

Links

150000001875 compounds Chemical class 0.000 title claims description 52
239000000203 mixture Substances 0.000 title claims description 22
230000000855 fungicidal effect Effects 0.000 title description 5
239000000417 fungicide Substances 0.000 title description 4
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 18
125000000217 alkyl group Chemical group 0.000 claims description 11
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
150000003839 salts Chemical class 0.000 claims description 10
241000233866 Fungi Species 0.000 claims description 9
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 8
125000000753 cycloalkyl group Chemical group 0.000 claims description 7
239000003085 diluting agent Substances 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 7
150000002367 halogens Chemical class 0.000 claims description 7
125000003545 alkoxy group Chemical group 0.000 claims description 6
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
229910052751 metal Inorganic materials 0.000 claims description 6
239000002184 metal Substances 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
125000003342 alkenyl group Chemical group 0.000 claims description 5
125000000304 alkynyl group Chemical group 0.000 claims description 5
238000000034 method Methods 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 4
125000005359 phenoxyalkyl group Chemical group 0.000 claims description 4
159000000000 sodium salts Chemical class 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 3
125000001072 heteroaryl group Chemical group 0.000 claims description 3
125000000547 substituted alkyl group Chemical group 0.000 claims description 3
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 claims description 3
NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
125000005236 alkanoylamino group Chemical group 0.000 claims description 2
125000005278 alkyl sulfonyloxy group Chemical group 0.000 claims description 2
125000004414 alkyl thio group Chemical group 0.000 claims description 2
125000001691 aryl alkyl amino group Chemical group 0.000 claims description 2
239000000460 chlorine Substances 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
125000004663 dialkyl amino group Chemical group 0.000 claims description 2
125000001188 haloalkyl group Chemical group 0.000 claims description 2
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
125000005280 halo alkyl sulfonyloxy group Chemical group 0.000 claims 1
238000004519 manufacturing process Methods 0.000 claims 1
-1 phenylalkynyl Chemical group 0.000 description 22
241000196324 Embryophyta Species 0.000 description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
239000002689 soil Substances 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
201000010099 disease Diseases 0.000 description 8
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 8
239000003921 oil Substances 0.000 description 8
239000002904 solvent Substances 0.000 description 8
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239000000047 product Substances 0.000 description 7
239000000243 solution Substances 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
241000209219 Hordeum Species 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
239000007787 solid Substances 0.000 description 6
238000005507 spraying Methods 0.000 description 6
241000221785 Erysiphales Species 0.000 description 5
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150000001412 amines Chemical class 0.000 description 5
239000006185 dispersion Substances 0.000 description 5
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238000003359 percent control normalization Methods 0.000 description 5
239000003208 petroleum Substances 0.000 description 5
239000000843 powder Substances 0.000 description 5
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235000007340 Hordeum vulgare Nutrition 0.000 description 4
240000007594 Oryza sativa Species 0.000 description 4
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 4
235000021307 Triticum Nutrition 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000003995 emulsifying agent Substances 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
229930195729 fatty acid Natural products 0.000 description 4
230000012010 growth Effects 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
239000000080 wetting agent Substances 0.000 description 4
235000007319 Avena orientalis Nutrition 0.000 description 3
244000075850 Avena orientalis Species 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 3
235000007164 Oryza sativa Nutrition 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
239000007859 condensation product Substances 0.000 description 3
239000002270 dispersing agent Substances 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
125000003884 phenylalkyl group Chemical group 0.000 description 3
238000010992 reflux Methods 0.000 description 3
238000009331 sowing Methods 0.000 description 3
239000000725 suspension Substances 0.000 description 3
241001480061 Blumeria graminis Species 0.000 description 2
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IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
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229910021380 Manganese Chloride Inorganic materials 0.000 description 2
208000031888 Mycoses Diseases 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
229920001213 Polysorbate 20 Polymers 0.000 description 2
206010039509 Scab Diseases 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000007900 aqueous suspension Substances 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
150000007942 carboxylates Chemical class 0.000 description 2
235000013339 cereals Nutrition 0.000 description 2
229940125782 compound 2 Drugs 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
239000004495 emulsifiable concentrate Substances 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
150000002334 glycols Chemical class 0.000 description 2
239000008187 granular material Substances 0.000 description 2
230000002363 herbicidal effect Effects 0.000 description 2
235000021374 legumes Nutrition 0.000 description 2
239000011565 manganese chloride 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
235000006408 oxalic acid Nutrition 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
239000006072 paste Substances 0.000 description 2
230000008635 plant growth Effects 0.000 description 2
229920000768 polyamine Polymers 0.000 description 2
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 2
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
235000009566 rice Nutrition 0.000 description 2
229910000104 sodium hydride Inorganic materials 0.000 description 2
239000012312 sodium hydride Substances 0.000 description 2
239000007921 spray Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000001424 substituent group Chemical group 0.000 description 2
150000003871 sulfonates Chemical class 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
229960002447 thiram Drugs 0.000 description 2
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 2
150000003852 triazoles Chemical class 0.000 description 2
230000009105 vegetative growth Effects 0.000 description 2
ASGMFNBUXDJWJJ-JLCFBVMHSA-N (1R,3R)-3-[[3-bromo-1-[4-(5-methyl-1,3,4-thiadiazol-2-yl)phenyl]pyrazolo[3,4-d]pyrimidin-6-yl]amino]-N,1-dimethylcyclopentane-1-carboxamide Chemical compound BrC1=NN(C2=NC(=NC=C21)N[C@H]1C[C@@](CC1)(C(=O)NC)C)C1=CC=C(C=C1)C=1SC(=NN=1)C ASGMFNBUXDJWJJ-JLCFBVMHSA-N 0.000 description 1
NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 1
SAPGTCDSBGMXCD-UHFFFAOYSA-N (2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(F)C=C1 SAPGTCDSBGMXCD-UHFFFAOYSA-N 0.000 description 1
URDNHJIVMYZFRT-KGLIPLIRSA-N (2r,3r)-1-(2,4-dichlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)pentan-3-ol Chemical compound C([C@H]([C@H](O)C(C)(C)C)N1N=CN=C1)C1=CC=C(Cl)C=C1Cl URDNHJIVMYZFRT-KGLIPLIRSA-N 0.000 description 1
LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
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RYAUSSKQMZRMAI-YESZJQIVSA-N (S)-fenpropimorph Chemical compound C([C@@H](C)CC=1C=CC(=CC=1)C(C)(C)C)N1C[C@H](C)O[C@H](C)C1 RYAUSSKQMZRMAI-YESZJQIVSA-N 0.000 description 1
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YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 description 1
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235000019169 all-trans-retinol Nutrition 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
150000001449 anionic compounds Chemical class 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
LJOZMWRYMKECFF-UHFFFAOYSA-N benodanil Chemical compound IC1=CC=CC=C1C(=O)NC1=CC=CC=C1 LJOZMWRYMKECFF-UHFFFAOYSA-N 0.000 description 1
RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 1
MITFXPHMIHQXPI-UHFFFAOYSA-N benzoxaprofen Natural products N=1C2=CC(C(C(O)=O)C)=CC=C2OC=1C1=CC=C(Cl)C=C1 MITFXPHMIHQXPI-UHFFFAOYSA-N 0.000 description 1
JIJAYWGYIDJVJI-UHFFFAOYSA-N butyl naphthalene-1-sulfonate Chemical class C1=CC=C2C(S(=O)(=O)OCCCC)=CC=CC2=C1 JIJAYWGYIDJVJI-UHFFFAOYSA-N 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 description 1
229940117949 captan Drugs 0.000 description 1
239000006013 carbendazim Substances 0.000 description 1
JNPZQRQPIHJYNM-UHFFFAOYSA-N carbendazim Chemical compound C1=C[CH]C2=NC(NC(=O)OC)=NC2=C1 JNPZQRQPIHJYNM-UHFFFAOYSA-N 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
GYSSRZJIHXQEHQ-UHFFFAOYSA-N carboxin Chemical compound S1CCOC(C)=C1C(=O)NC1=CC=CC=C1 GYSSRZJIHXQEHQ-UHFFFAOYSA-N 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
239000003093 cationic surfactant Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
238000001816 cooling Methods 0.000 description 1
150000001880 copper compounds Chemical class 0.000 description 1
239000006071 cream Substances 0.000 description 1
BIXZHMJUSMUDOQ-UHFFFAOYSA-N dichloran Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl BIXZHMJUSMUDOQ-UHFFFAOYSA-N 0.000 description 1
229940004812 dicloran Drugs 0.000 description 1
150000005690 diesters Chemical class 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
KWABLUYIOFEZOY-UHFFFAOYSA-N dioctyl butanedioate Chemical compound CCCCCCCCOC(=O)CCC(=O)OCCCCCCCC KWABLUYIOFEZOY-UHFFFAOYSA-N 0.000 description 1
238000007598 dipping method Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
229960002125 enilconazole Drugs 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
BBXXLROWFHWFQY-UHFFFAOYSA-N ethirimol Chemical compound CCCCC1=C(C)NC(NCC)=NC1=O BBXXLROWFHWFQY-UHFFFAOYSA-N 0.000 description 1
ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 1
KQTVWCSONPJJPE-UHFFFAOYSA-N etridiazole Chemical compound CCOC1=NC(C(Cl)(Cl)Cl)=NS1 KQTVWCSONPJJPE-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
150000002194 fatty esters Chemical class 0.000 description 1
JFSPBVWPKOEZCB-UHFFFAOYSA-N fenfuram Chemical compound O1C=CC(C(=O)NC=2C=CC=CC=2)=C1C JFSPBVWPKOEZCB-UHFFFAOYSA-N 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000003546 flue gas Substances 0.000 description 1
HKIOYBQGHSTUDB-UHFFFAOYSA-N folpet Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C2=C1 HKIOYBQGHSTUDB-UHFFFAOYSA-N 0.000 description 1
SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical class O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
239000012458 free base Substances 0.000 description 1
ZEYJIQLVKGBLEM-UHFFFAOYSA-N fuberidazole Chemical compound C1=COC(C=2N=C3[CH]C=CC=C3N=2)=C1 ZEYJIQLVKGBLEM-UHFFFAOYSA-N 0.000 description 1
239000002316 fumigant Substances 0.000 description 1
230000002538 fungal effect Effects 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
239000003906 humectant Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
230000000749 insecticidal effect Effects 0.000 description 1
ONUFESLQCSAYKA-UHFFFAOYSA-N iprodione Chemical compound O=C1N(C(=O)NC(C)C)CC(=O)N1C1=CC(Cl)=CC(Cl)=C1 ONUFESLQCSAYKA-UHFFFAOYSA-N 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
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 1
PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 1
239000006028 limestone Substances 0.000 description 1
150000004668 long chain fatty acids Chemical class 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
229920000940 maneb Polymers 0.000 description 1
235000002867 manganese chloride Nutrition 0.000 description 1
229940099607 manganese chloride Drugs 0.000 description 1
CNFDGXZLMLFIJV-UHFFFAOYSA-L manganese(II) chloride tetrahydrate Chemical compound O.O.O.O.[Cl-].[Cl-].[Mn+2] CNFDGXZLMLFIJV-UHFFFAOYSA-L 0.000 description 1
239000000463 material Substances 0.000 description 1
BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 1
CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
CLFQSOIBYICELN-UHFFFAOYSA-N n-[2-(2,4,6-trichlorophenoxy)ethyl]propan-1-amine Chemical compound CCCNCCOC1=C(Cl)C=C(Cl)C=C1Cl CLFQSOIBYICELN-UHFFFAOYSA-N 0.000 description 1
UQJQVUOTMVCFHX-UHFFFAOYSA-L nabam Chemical compound [Na+].[Na+].[S-]C(=S)NCCNC([S-])=S UQJQVUOTMVCFHX-UHFFFAOYSA-L 0.000 description 1
125000005609 naphthenate group Chemical group 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
AMEKQAFGQBKLKX-UHFFFAOYSA-N oxycarboxin Chemical compound O=S1(=O)CCOC(C)=C1C(=O)NC1=CC=CC=C1 AMEKQAFGQBKLKX-UHFFFAOYSA-N 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000000123 paper Substances 0.000 description 1
235000020232 peanut Nutrition 0.000 description 1
LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 1
150000002989 phenols Chemical class 0.000 description 1
230000010152 pollination Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
230000001681 protective effect Effects 0.000 description 1
235000015136 pumpkin Nutrition 0.000 description 1
238000000746 purification Methods 0.000 description 1
JOOMJVFZQRQWKR-UHFFFAOYSA-N pyrazophos Chemical compound N1=C(C)C(C(=O)OCC)=CN2N=C(OP(=S)(OCC)OCC)C=C21 JOOMJVFZQRQWKR-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
239000004576 sand Substances 0.000 description 1
229940071089 sarcosinate Drugs 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
229940080236 sodium cetyl sulfate Drugs 0.000 description 1
GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 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
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
229910052717 sulfur Chemical group 0.000 description 1
239000011593 sulfur Chemical group 0.000 description 1
239000004308 thiabendazole Substances 0.000 description 1
WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
229960004546 thiabendazole Drugs 0.000 description 1
235000010296 thiabendazole Nutrition 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
OBZIQQJJIKNWNO-UHFFFAOYSA-N tolclofos-methyl Chemical compound COP(=S)(OC)OC1=C(Cl)C=C(C)C=C1Cl OBZIQQJJIKNWNO-UHFFFAOYSA-N 0.000 description 1
BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1

Classifications

- 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/61—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms not forming part of a nitro radical, attached to ring nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- 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

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NO824314A 1981-12-22 1982-12-21 Fungicide forbindelser og blandinger. NO824314L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB8138663		1981-12-22

Publications (1)

Publication Number	Publication Date
NO824314L true NO824314L (no)	1983-06-23

Family

ID=10526790

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO824314A NO824314L (no)	1981-12-22	1982-12-21	Fungicide forbindelser og blandinger.

Country Status (17)

Country	Link
EP (1)	EP0084236A3 (xx)
JP (1)	JPS58116470A (xx)
KR (1)	KR840002816A (xx)
AU (1)	AU538489B2 (xx)
BR (1)	BR8207436A (xx)
CA (1)	CA1186316A (xx)
CS (1)	CS236864B2 (xx)
DK (1)	DK563882A (xx)
ES (1)	ES8402581A1 (xx)
GR (1)	GR77099B (xx)
IL (1)	IL67525A0 (xx)
NO (1)	NO824314L (xx)
OA (1)	OA07280A (xx)
PH (1)	PH18105A (xx)
PL (1)	PL239683A1 (xx)
PT (1)	PT76010B (xx)
ZA (1)	ZA829374B (xx)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1193253A (en) *	1982-09-30	1985-09-10	Kenneth Richardson	Triazole antifungal agents
EP0106515B1 (en) *	1982-09-30	1988-12-28	Pfizer Limited	Triazole anti-fungal agents
EP0206523B1 (en) *	1985-06-18	1991-12-04	Imperial Chemical Industries Plc	Heterocyclic compounds as fungicides
ATE133408T1 (de) *	1986-12-16	1996-02-15	Zeneca Ltd	Pyrrol-derivate und ihre verwendung in der landwirtschaft
NZ229783A (en) *	1988-07-22	1990-12-21	Cl Pharma	Allylaminoethylazoles; fungicidal and antimycotic compositions, methods for preparation and combating fungi
DE4041173A1 (de) *	1990-12-21	1992-06-25	Henkel Kgaa	1-mono- bzw. 1,3-bis-substituierte imidazoliumsalze und deren benzoanaloga, verfahren zur herstellung und ihre verwendung
JP4243628B2 (ja)	2003-04-07	2009-03-25	ファーマサイクリックス，インコーポレイティド	治療剤としてのヒドロキサメート
CA2674084C (en)	2006-12-26	2013-05-14	Pharmacyclics, Inc.	Method of using histone deacetylase inhibitors and monitoring biomarkers in combination therapy
CN101657217B (zh)	2007-01-30	2013-11-20	药品循环公司	确定癌症对组蛋白脱乙酰酶抑制剂的抗性的方法
US8603521B2 (en)	2009-04-17	2013-12-10	Pharmacyclics, Inc.	Formulations of histone deacetylase inhibitor and uses thereof
MX365393B (es)	2011-09-13	2019-05-31	Pharmacyclics Llc	Formulaciones de inhibidor de histona deacetilasa en combinación con bendamustina y usos de las mismas.
EP3027192A4 (en)	2013-08-02	2017-03-22	Pharmacyclics, LLC	Methods for the treatment of solid tumors
CN111574385B (zh) *	2020-05-27	2022-10-04	石家庄万业化工科技有限公司	一种2-(2,4,6-三氯苯氧基)乙基丙胺的合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1535777A (en) *	1975-08-26	1978-12-13	Ici Ltd	Imidazole and 1,2,4-triazole compounds and their use as pesticides
DE2845293A1 (de) *	1978-10-18	1980-05-08	Basf Ag	Alpha -azolyl- alpha -phenylessigsaeurederivate

1982
- 1982-12-14 EP EP82306664A patent/EP0084236A3/en not_active Ceased
- 1982-12-20 DK DK563882A patent/DK563882A/da not_active Application Discontinuation
- 1982-12-20 PH PH28299A patent/PH18105A/en unknown
- 1982-12-20 IL IL67525A patent/IL67525A0/xx unknown
- 1982-12-20 OA OA57874A patent/OA07280A/xx unknown
- 1982-12-21 AU AU91733/82A patent/AU538489B2/en not_active Ceased
- 1982-12-21 JP JP57223144A patent/JPS58116470A/ja active Pending
- 1982-12-21 CA CA000418220A patent/CA1186316A/en not_active Expired
- 1982-12-21 ES ES82518416A patent/ES8402581A1/es not_active Expired
- 1982-12-21 CS CS829471A patent/CS236864B2/cs unknown
- 1982-12-21 PT PT76010A patent/PT76010B/pt unknown
- 1982-12-21 ZA ZA829374A patent/ZA829374B/xx unknown
- 1982-12-21 NO NO824314A patent/NO824314L/no unknown
- 1982-12-21 KR KR1019820005719A patent/KR840002816A/ko not_active Withdrawn
- 1982-12-21 GR GR70136A patent/GR77099B/el unknown
- 1982-12-22 PL PL23968382A patent/PL239683A1/xx unknown
- 1982-12-22 BR BR8207436A patent/BR8207436A/pt unknown

Also Published As

Publication number	Publication date
ES518416A0 (es)	1984-02-01
OA07280A (en)	1984-08-31
GR77099B (xx)	1984-09-06
EP0084236A3 (en)	1983-08-03
JPS58116470A (ja)	1983-07-11
PT76010B (en)	1985-10-04
EP0084236A2 (en)	1983-07-27
IL67525A0 (en)	1983-05-15
PL239683A1 (en)	1984-02-27
CS236864B2 (en)	1985-05-15
BR8207436A (pt)	1983-10-18
AU538489B2 (en)	1984-08-16
CA1186316A (en)	1985-04-30
DK563882A (da)	1983-06-23
ES8402581A1 (es)	1984-02-01
PT76010A (en)	1983-01-01
ZA829374B (en)	1983-10-26
AU9173382A (en)	1983-08-04
KR840002816A (ko)	1984-07-21
PH18105A (en)	1985-03-20

Publication	Publication Date	Title
KR850000494B1 (ko)	1985-04-11	아졸 화합물의 제조방법
US4093743A (en)	1978-06-06	Novel benzoic anilide derivative and fungicide containing same
NO824314L (no)	1983-06-23	Fungicide forbindelser og blandinger.
SU511832A3 (ru)	1976-04-25	Фунгицид и микробицид
US5484934A (en)	1996-01-16	Isothiazole derivatives, a process for production thereof and uses thereof
US4250179A (en)	1981-02-10	Metal complex imidazole fungicides, and methods of controlling fungi with them
WO2000074484A1 (en)	2000-12-14	Strobilurin fungicide composition reduced in chemical damage
EP0088545B1 (en)	1985-12-11	Fungicidal cyanopropenoates and compositions containing them
EP0091219B1 (en)	1987-10-21	Heterocyclic fungicidal and growth regulant compounds, and compositions containing them
CS208456B2 (en)	1981-09-15	Fungicide means and method of making the active substances
CS202516B2 (en)	1981-01-30	Fungicide means and method of making the active substances
CA1221703A (en)	1987-05-12	Substituted maleimides
CA2152156A1 (en)	1995-12-31	Isothiazole derivatives and their uses
JPS60112748A (ja)	1985-06-19	ヨードアセトアミド
US4321269A (en)	1982-03-23	1-(3-Halo-1,2-dioxopropyl)-cycloamine compositions and use
US4564638A (en)	1986-01-14	Fungicidal novel N-benzyl-N-(2-norbornyl)-ureas
CA1315280C (en)	1993-03-30	Nitrogenous heterocyclic compounds with antifungus action
JPS6333368A (ja)	1988-02-13	イミダゾ−ル誘導体
US4920142A (en)	1990-04-24	Fungicidal imidazole derivatives
JPS61221180A (ja)	1986-10-01	トリアゾール誘導体
JPS59104361A (ja)	1984-06-16	１，１−二置換−２−異項環エタノ−ル誘導体
EP0152131A2 (en)	1985-08-21	Carboxamide derivatives, their preparation and their use as fungicides
GB1586998A (en)	1981-03-25	Fungicidal carbamoylimidazole compounds
KR800001553B1 (ko)	1980-12-27	이미다졸 유도체의 제조방법
KR830002816B1 (ko)	1983-12-26	1,3,4-티아디아졸-2-카복실산 유도체의 제조방법