IL96269A - Thyroboxylic esters and their use as fungicides - Google Patents

Thyroboxylic esters and their use as fungicides

Info

Publication number: IL96269A
Authority: IL; Israel
Prior art keywords: aryl; oxygen; mononuclear; enyl; dinuclear
Prior art date: 1989-11-16

Application number

IL9626990A

Other languages

English (en)

Hebrew (he)

Other versions

IL96269A0 (en

Original Assignee

Basf 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.)

1989-11-16

Filing date

1990-11-07

Publication date

1995-01-24

1989-11-16 Priority claimed from DE3938054A external-priority patent/DE3938054A1/de

1990-09-13 Priority claimed from DE19904029092 external-priority patent/DE4029092A1/de

1990-11-07 Application filed by Basf Ag filed Critical Basf Ag

1991-08-16 Publication of IL96269A0 publication Critical patent/IL96269A0/xx

1995-01-24 Publication of IL96269A publication Critical patent/IL96269A/en

Links

239000000417 fungicide Substances 0.000 title claims abstract description 8
150000002148 esters Chemical class 0.000 title claims description 24
125000003118 aryl group Chemical group 0.000 claims abstract description 21
-1 oxymethylene, methyleneoxy, thiomethylene, methylenethio, ethylene, ethenylene Chemical group 0.000 claims abstract description 17
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 12
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 9
125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 claims abstract description 5
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 12
229910052760 oxygen Inorganic materials 0.000 claims abstract 12
239000001301 oxygen Substances 0.000 claims abstract 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
241000233866 Fungi Species 0.000 claims description 9
125000004104 aryloxy group Chemical group 0.000 claims description 9
239000011593 sulfur Chemical group 0.000 claims description 7
229910052717 sulfur Inorganic materials 0.000 claims description 7
238000000034 method Methods 0.000 claims description 5
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical group O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
125000005300 thiocarboxy group Chemical group C(=S)(O)* 0.000 claims description 3
125000005699 methyleneoxy group Chemical group [H]C([H])([*:1])O[*:2] 0.000 claims 4
125000004093 cyano group Chemical group *C#N 0.000 claims 3
229910052736 halogen Inorganic materials 0.000 claims 3
150000002367 halogens Chemical class 0.000 claims 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 3
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
239000012050 conventional carrier Substances 0.000 claims 1
230000000266 injurious effect Effects 0.000 claims 1
239000000463 material Substances 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 14
239000005864 Sulphur Chemical group 0.000 abstract 2
125000000217 alkyl group Chemical group 0.000 abstract 1
QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical class OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 abstract 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 27
239000000203 mixture Substances 0.000 description 17
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
239000004480 active ingredient Substances 0.000 description 9
241000196324 Embryophyta Species 0.000 description 8
239000006185 dispersion Substances 0.000 description 8
MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 6
238000009472 formulation Methods 0.000 description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
239000002253 acid Substances 0.000 description 5
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 5
239000000741 silica gel Substances 0.000 description 5
229910002027 silica gel Inorganic materials 0.000 description 5
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 4
150000001733 carboxylic acid esters Chemical class 0.000 description 4
230000000855 fungicidal effect Effects 0.000 description 4
KFKXSMSQHIOMSO-UHFFFAOYSA-N methyl 2-oxoacetate Chemical compound COC(=O)C=O KFKXSMSQHIOMSO-UHFFFAOYSA-N 0.000 description 4
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
159000000000 sodium salts Chemical class 0.000 description 4
239000002904 solvent Substances 0.000 description 4
GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
241000123650 Botrytis cinerea Species 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
YNPNZTXNASCQKK-UHFFFAOYSA-N Phenanthrene Natural products C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 3
235000004443 Ricinus communis Nutrition 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
241000209140 Triticum Species 0.000 description 3
235000021307 Triticum Nutrition 0.000 description 3
DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 3
229940125758 compound 15 Drugs 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 3
239000011707 mineral Substances 0.000 description 3
235000010755 mineral Nutrition 0.000 description 3
239000000047 product Substances 0.000 description 3
239000000377 silicon dioxide Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 description 2
YLMXBNACRIGGFX-UHFFFAOYSA-N C=1[C-]=NNN=1 Chemical compound C=1[C-]=NNN=1 YLMXBNACRIGGFX-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
159000000007 calcium salts Chemical class 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
229940126543 compound 14 Drugs 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 2
JBFYUZGYRGXSFL-UHFFFAOYSA-N imidazolide Chemical compound C1=C[N-]C=N1 JBFYUZGYRGXSFL-UHFFFAOYSA-N 0.000 description 2
239000011872 intimate mixture Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000010992 reflux Methods 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000002699 waste material Substances 0.000 description 2
BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 description 1
WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 description 1
QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 description 1
UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
241000223600 Alternaria Species 0.000 description 1
241000235349 Ascomycota Species 0.000 description 1
241001480061 Blumeria graminis Species 0.000 description 1
241001465180 Botrytis Species 0.000 description 1
241000079253 Byssochlamys spectabilis Species 0.000 description 1
101100517284 Caenorhabditis elegans nsun-1 gene Proteins 0.000 description 1
241000371644 Curvularia ravenelii Species 0.000 description 1
UVGTXNPVQOQFQW-UHFFFAOYSA-N Disophenol Chemical compound OC1=C(I)C=C([N+]([O-])=O)C=C1I UVGTXNPVQOQFQW-UHFFFAOYSA-N 0.000 description 1
241000221787 Erysiphe Species 0.000 description 1
241000510928 Erysiphe necator Species 0.000 description 1
240000009088 Fragaria x ananassa Species 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
241001330975 Magnaporthe oryzae Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
239000005662 Paraffin oil Substances 0.000 description 1
241000315044 Passalora arachidicola Species 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical class ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
241000233622 Phytophthora infestans Species 0.000 description 1
244000203593 Piper nigrum Species 0.000 description 1
241001281803 Plasmopara viticola Species 0.000 description 1
241000317981 Podosphaera fuliginea Species 0.000 description 1
241001337928 Podosphaera leucotricha Species 0.000 description 1
229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
241000221300 Puccinia Species 0.000 description 1
241000813090 Rhizoctonia solani Species 0.000 description 1
241001533598 Septoria Species 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
101150052863 THY1 gene Proteins 0.000 description 1
241000221566 Ustilago Species 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
241000082085 Verticillium <Phyllachorales> Species 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
238000009835 boiling Methods 0.000 description 1
PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000000969 carrier Substances 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
229940125846 compound 25 Drugs 0.000 description 1
239000010779 crude oil Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000000428 dust Substances 0.000 description 1
238000010410 dusting Methods 0.000 description 1
230000000694 effects Effects 0.000 description 1
125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 description 1
238000003818 flash chromatography Methods 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
238000003898 horticulture Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
208000015181 infectious disease Diseases 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
125000005561 phenanthryl group Chemical group 0.000 description 1
FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical group OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
230000003032 phytopathogenic effect Effects 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000005493 quinolyl group Chemical group 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
RMBAVIFYHOYIFM-UHFFFAOYSA-M sodium methanethiolate Chemical compound [Na+].[S-]C RMBAVIFYHOYIFM-UHFFFAOYSA-M 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
235000021012 strawberries Nutrition 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
238000005987 sulfurization reaction Methods 0.000 description 1
230000009885 systemic effect Effects 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
150000007944 thiolates Chemical class 0.000 description 1
150000003573 thiols Chemical class 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/22—Esters of monothiocarboxylic acids having carbon atoms of esterified thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/36—Esters of dithiocarboxylic acids

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Environmental Sciences (AREA)
Agronomy & Crop Science (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Plant Pathology (AREA)
Pest Control & Pesticides (AREA)
Health & Medical Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Pyridine Compounds (AREA)
Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Quinoline Compounds (AREA)
Thiazole And Isothizaole Compounds (AREA)
Indole Compounds (AREA)

IL9626990A 1989-11-16 1990-11-07 Thyroboxylic esters and their use as fungicides IL96269A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE3938054A DE3938054A1 (de)	1989-11-16	1989-11-16	Thiolcarbonsaeureester
DE19904029092 DE4029092A1 (de)	1990-09-13	1990-09-13	Thiocarbonsaeureester und diese enthaltende fungizide

Publications (2)

Publication Number	Publication Date
IL96269A0 IL96269A0 (en)	1991-08-16
IL96269A true IL96269A (en)	1995-01-24

Family

ID=25887124

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9626990A IL96269A (en)	1989-11-16	1990-11-07	Thyroboxylic esters and their use as fungicides

Country Status (13)

Country	Link
US (1)	US5112860A (da)
EP (1)	EP0432503B1 (da)
JP (1)	JP2806441B2 (da)
KR (1)	KR910009651A (da)
AT (1)	ATE100446T1 (da)
AU (1)	AU634599B2 (da)
CA (1)	CA2030069A1 (da)
DE (1)	DE59004331D1 (da)
DK (1)	DK0432503T3 (da)
ES (1)	ES2062268T3 (da)
HU (1)	HU208471B (da)
IL (1)	IL96269A (da)
NZ (1)	NZ236083A (da)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9320744D0 (en) *	1992-11-04	1993-12-01	Zeneca Ltd	Oxa and thiadiazole derivatives
IL107690A (en) *	1992-12-14	1997-09-30	Basf Ag	2, a-DISUBSTITUTED BENZENEACETOTHIOAMIDES, THEIR PREPARATION AND THEIR USE AS PESTICIDES AND FUNGICIDES
US5506358A (en) *	1993-03-16	1996-04-09	Shionogi & Co., Ltd.	Process for producing alkoxyiminoacetamide compounds
DE4313267A1 (de) *	1993-04-23	1994-10-27	Basf Ag	Diarylderivate und deren Verwendung als Pflanzenschutzmittel
JPH09508396A (ja) *	1994-02-04	1997-08-26	ビーエーエスエフアクチェンゲゼルシャフト	フェニルチオ酢酸誘導体、これを製造するための方法および中間生成物ならびにこれを含有する剤
DE19530199A1 (de) *	1995-08-17	1997-02-20	Bayer Ag	Alkoxyacrylsäurethiolester
GB9521343D0 (en) *	1995-10-18	1995-12-20	Zeneca Ltd	Fungicides
DE19648009A1 (de)	1996-11-20	1998-05-28	Bayer Ag	Glyoxylsäureamide
DE19726201A1 (de)	1997-06-20	1998-12-24	Bayer Ag	Glyoxylsäureamide
DE19958165A1 (de)	1999-12-02	2001-06-07	Bayer Ag	Glyoxylsäureamide
KR100346801B1 (ko) *	2000-06-05	2002-07-27	김관배	항균기능을 갖는 양말과 그의 제조방법
KR20020072690A (ko) *	2001-03-12	2002-09-18	주식회사 지엘미디어	원적외선 방사 도포재 및 그 제조방법

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5143714A (en) *	1974-10-09	1976-04-14	Sagami Chem Res	Arufua inieeteruketsugoomotsuaminosanjudotaino seizohoho
DE3623921A1 (de) *	1986-07-16	1988-01-21	Basf Ag	Oximether und diese enthaltende fungizide
GB8617648D0 (en) *	1986-07-18	1986-08-28	Ici Plc	Fungicides
YU47288B (sh) *	1987-07-11	1995-01-31	Schering Agrochemicals Limited	Akrilatni fungicidi i postupak za njihovo dobijanje

1990
- 1990-11-02 US US07/608,351 patent/US5112860A/en not_active Expired - Fee Related
- 1990-11-07 IL IL9626990A patent/IL96269A/en not_active IP Right Cessation
- 1990-11-14 ES ES90121826T patent/ES2062268T3/es not_active Expired - Lifetime
- 1990-11-14 DE DE90121826T patent/DE59004331D1/de not_active Expired - Lifetime
- 1990-11-14 AT AT90121826T patent/ATE100446T1/de not_active IP Right Cessation
- 1990-11-14 DK DK90121826.3T patent/DK0432503T3/da active
- 1990-11-14 EP EP90121826A patent/EP0432503B1/de not_active Expired - Lifetime
- 1990-11-14 NZ NZ236083A patent/NZ236083A/xx unknown
- 1990-11-15 CA CA002030069A patent/CA2030069A1/en not_active Abandoned
- 1990-11-15 AU AU66622/90A patent/AU634599B2/en not_active Ceased
- 1990-11-15 HU HU907155A patent/HU208471B/hu not_active IP Right Cessation
- 1990-11-16 JP JP2308980A patent/JP2806441B2/ja not_active Expired - Fee Related
- 1990-11-16 KR KR1019900018686A patent/KR910009651A/ko not_active Ceased

Also Published As

Publication number	Publication date
NZ236083A (en)	1992-05-26
AU634599B2 (en)	1993-02-25
AU6662290A (en)	1991-11-14
JPH03206075A (ja)	1991-09-09
DE59004331D1 (de)	1994-03-03
US5112860A (en)	1992-05-12
EP0432503A1 (de)	1991-06-19
DK0432503T3 (da)	1994-02-21
HU907155D0 (en)	1991-05-28
KR910009651A (ko)	1991-06-28
HUT55952A (en)	1991-07-29
ATE100446T1 (de)	1994-02-15
JP2806441B2 (ja)	1998-09-30
IL96269A0 (en)	1991-08-16
CA2030069A1 (en)	1991-05-17
EP0432503B1 (de)	1994-01-19
ES2062268T3 (es)	1994-12-16
HU208471B (en)	1993-11-29

Legal Events

Date	Code	Title	Description
1997-02-18	KB	Patent renewed
2001-07-24	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
IL96269A (en)	1995-01-24	Thyroboxylic esters and their use as fungicides
EP0386561A1 (de)	1990-09-12	Substituierte Oximether und Fungizide, die diese Verbindungen enthalten
EP0293743B1 (de)	1991-08-14	Substituierte 5-Amino-Pyrazole und diese enthaltende Fungizide
US5187170A (en)	1993-02-16	Thiocarboxylic esters and fungicides containing them
EP0374811B1 (de)	1993-03-03	Schwefelhaltige Oximether und diese enthaltende Fungizide
EP0104691B1 (en)	1988-07-06	Fungicidally active compounds
KR0144852B1 (ko)	1998-07-15	치환된 n-히드록시피라졸 및 이들 화합물을 함유하는 살균제
US5174997A (en)	1992-12-29	3-substituted pyridinemethanols, and fungicides containing same
KR0142418B1 (ko)	1998-06-01	옥시란 페닐 에스테르 및 이들을 함유한 살균제
US3562292A (en)	1971-02-09	N-substituted phthalimides
EP0385357B1 (de)	1992-04-29	Ortho-substituierte 1-Naphthylether und diese enthaltende Fungizide
JPS63287750A (ja)	1988-11-24	プロペン酸化合物、その製造法及びそれを含有する殺菌組成物
RU2045525C1 (ru)	1995-10-10	Азотсодержащие гетероциклические соединения
HU206591B (en)	1992-12-28	Fungicide compositions containing pyridine derivatives as active components and process for producing the active components
CA2012085A1 (en)	1990-10-06	1-alkoxy-1-azolylmethyloxiranes, the preparation thereof and the use thereof as crop protection agents
EP0152131B1 (en)	1989-08-23	Carboxamide derivatives, their preparation and their use as fungicides
EP0463513B1 (de)	1995-04-12	Benzylketone und diese enthaltende Fungizide
IL92342A (en)	1995-07-31	Acrylic esters and their use for fungicides
IL97504A (en)	1995-05-26	History 1- (Imidazolil or 1,2,4-triazolil (ethane), their preparation and fungicidal preparations containing them
KR940009934B1 (ko)	1994-10-19	케텐 디티오 아세틸 α-아닐리드 유도체
JPH01190671A (ja)	1989-07-31	置換されたピリミジン
JPH06135933A (ja)	1994-05-17	置換アルケニルケトン誘導体及び殺虫剤
EP0274271A1 (en)	1988-07-13	Fungicidal carbanilates, process for the production thereof, compositions containing them and method of use thereof
JPS59193866A (ja)	1984-11-02	殺菌性組成物および菌類の防除方法
GB2064510A (en)	1981-06-17	Substituted Sulfones and Their Use as Algicides and Fungicides