DK142876B - Phosphorholdige benzoxazolderivater til anvendelse i insecticider og acaricider. - Google Patents

Phosphorholdige benzoxazolderivater til anvendelse i insecticider og acaricider. Download PDF

Info

Publication number: DK142876B
Authority: DK; Denmark
Prior art keywords: compounds; phosphorus; solution; acaricides; insecticides
Prior art date: 1975-03-11

Application number

DK102976AA

Other languages

Danish (da)

English (en)

Other versions

DK142876C (fr

DK102976A (fr

Inventor

Michel Sauli

Original Assignee

Philagro Sa

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.)

1975-03-11

Filing date

1976-03-10

Publication date

1981-02-16

1976-03-10 Application filed by Philagro Sa filed Critical Philagro Sa

1976-09-12 Publication of DK102976A publication Critical patent/DK102976A/da

1981-02-16 Publication of DK142876B publication Critical patent/DK142876B/da

1981-09-21 Application granted granted Critical

1981-09-21 Publication of DK142876C publication Critical patent/DK142876C/da

Links

230000000895 acaricidal effect Effects 0.000 title description 9
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title description 6
229910052698 phosphorus Inorganic materials 0.000 title description 6
239000011574 phosphorus Substances 0.000 title description 6
BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical class C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 title description 4
239000000642 acaricide Substances 0.000 title description 3
239000002917 insecticide Substances 0.000 title description 3
150000001875 compounds Chemical class 0.000 description 25
239000000243 solution Substances 0.000 description 18
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
239000000047 product Substances 0.000 description 10
230000000749 insecticidal effect Effects 0.000 description 9
241000255925 Diptera Species 0.000 description 8
241000238631 Hexapoda Species 0.000 description 8
241001454293 Tetranychus urticae Species 0.000 description 7
239000003795 chemical substances by application Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
241000254086 Tribolium <beetle> Species 0.000 description 6
239000003085 diluting agent Substances 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
239000007787 solid Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
244000046052 Phaseolus vulgaris Species 0.000 description 4
235000013601 eggs Nutrition 0.000 description 4
150000002148 esters Chemical group 0.000 description 4
238000002474 experimental method Methods 0.000 description 4
230000037406 food intake Effects 0.000 description 4
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
150000003014 phosphoric acid esters Chemical class 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
241000287828 Gallus gallus Species 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000004480 active ingredient Substances 0.000 description 3
125000003118 aryl group Chemical group 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
235000013330 chicken meat Nutrition 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
IOJUPLGTWVMSFF-UHFFFAOYSA-N cyclobenzothiazole Natural products C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 3
239000012153 distilled water Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000003995 emulsifying agent Substances 0.000 description 3
238000007654 immersion Methods 0.000 description 3
230000001776 parthenogenetic effect Effects 0.000 description 3
239000007858 starting material Substances 0.000 description 3
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 2
JINDZTHXQMYDAG-UHFFFAOYSA-N 1-(1,3-benzoxazol-2-yl)ethyl methanesulfonate Chemical compound C1=CC=C2OC(C(OS(C)(=O)=O)C)=NC2=C1 JINDZTHXQMYDAG-UHFFFAOYSA-N 0.000 description 2
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 2
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000699670 Mus sp. Species 0.000 description 2
241000238814 Orthoptera Species 0.000 description 2
241000500437 Plutella xylostella Species 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
238000009835 boiling Methods 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000003610 charcoal Substances 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
229940117389 dichlorobenzene Drugs 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
239000011521 glass Substances 0.000 description 2
125000005843 halogen group Chemical group 0.000 description 2
239000004310 lactic acid Substances 0.000 description 2
235000014655 lactic acid Nutrition 0.000 description 2
239000007788 liquid Substances 0.000 description 2
-1 methanol or ethanol Chemical compound 0.000 description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000010992 reflux Methods 0.000 description 2
229910052717 sulfur Inorganic materials 0.000 description 2
230000000699 topical effect Effects 0.000 description 2
229940099259 vaseline Drugs 0.000 description 2
VWZPVYDIHHKSEE-UHFFFAOYSA-N 1-(1,3-benzoxazol-2-yl)ethanol Chemical compound C1=CC=C2OC(C(O)C)=NC2=C1 VWZPVYDIHHKSEE-UHFFFAOYSA-N 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
241001124076 Aphididae Species 0.000 description 1
240000007124 Brassica oleracea Species 0.000 description 1
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
241000510032 Ellipsaria lineolata Species 0.000 description 1
241000255777 Lepidoptera Species 0.000 description 1
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
239000012359 Methanesulfonyl chloride Substances 0.000 description 1
VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
241001494479 Pecora Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
241000255972 Pieris <butterfly> Species 0.000 description 1
241000255969 Pieris brassicae Species 0.000 description 1
241000500439 Plutella Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
239000013543 active substance Substances 0.000 description 1
230000007059 acute toxicity Effects 0.000 description 1
231100000403 acute toxicity Toxicity 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000003463 adsorbent Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
239000004927 clay Substances 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000007859 condensation product Substances 0.000 description 1
238000011109 contamination Methods 0.000 description 1
239000007799 cork Substances 0.000 description 1
238000002425 crystallisation Methods 0.000 description 1
230000008025 crystallization Effects 0.000 description 1
231100000517 death Toxicity 0.000 description 1
230000034994 death Effects 0.000 description 1
230000003226 decolorizating effect Effects 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000003792 electrolyte Substances 0.000 description 1
230000032050 esterification Effects 0.000 description 1
238000005886 esterification reaction Methods 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000011065 in-situ storage Methods 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
150000002576 ketones Chemical class 0.000 description 1
231100000518 lethal Toxicity 0.000 description 1
230000001665 lethal effect Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000000203 mixture Substances 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
150000002903 organophosphorus compounds Chemical class 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
238000011197 physicochemical method Methods 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003242 quaternary ammonium salts Chemical class 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
229940078499 tricalcium phosphate Drugs 0.000 description 1
229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
235000019731 tricalcium phosphate Nutrition 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
- C07F9/6539—Five-membered rings
- C07F9/6541—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/653—Five-membered rings
- C07F9/65324—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (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)

DK102976AA 1975-03-11 1976-03-10 Phosphorholdige benzoxazolderivater til anvendelse i insecticider og acaricider. DK142876B (da)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
FR7507556A FR2305415A1 (fr)	1975-03-11	1975-03-11	Nouveaux derives phosphores du benzoxazole et du benzothiazole, leur preparation et les compositions insecticides et acaricides qui les contiennent
FR7507556		1975-03-11

Publications (3)

Publication Number	Publication Date
DK102976A DK102976A (fr)	1976-09-12
DK142876B true DK142876B (da)	1981-02-16
DK142876C DK142876C (fr)	1981-09-21

Family

ID=9152404

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DK102976AA DK142876B (da)	1975-03-11	1976-03-10	Phosphorholdige benzoxazolderivater til anvendelse i insecticider og acaricider.

Country Status (21)

Country	Link
US (1)	US4062951A (fr)
JP (1)	JPS598280B2 (fr)
AR (1)	AR221814A1 (fr)
AU (1)	AU503181B2 (fr)
BE (1)	BE839401A (fr)
BR (1)	BR7601479A (fr)
CA (1)	CA1064938A (fr)
CH (1)	CH610906A5 (fr)
DD (1)	DD125614A5 (fr)
DE (1)	DE2608506C2 (fr)
DK (1)	DK142876B (fr)
ES (1)	ES445960A1 (fr)
FR (1)	FR2305415A1 (fr)
GB (1)	GB1492241A (fr)
IL (1)	IL49193A (fr)
IT (1)	IT1061626B (fr)
NL (1)	NL7602506A (fr)
OA (1)	OA05269A (fr)
PT (1)	PT64891B (fr)
SU (2)	SU651705A3 (fr)
ZA (1)	ZA761481B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4137308A (en) *	1977-11-11	1979-01-30	Stauffer Chemical Company	1,3-Oxazole phosphates and phosphonates as insecticides and miticides
US4618603A (en) *	1982-03-31	1986-10-21	Union Carbide Corporation	Alpha-heterocyclic carbinol phosphates
US4425338A (en)	1982-03-31	1984-01-10	Union Carbide Corporation	Alpha-heterocyclic carbinol phosphates

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL222769A (fr) *	1956-12-03
FR2755M (fr) *	1962-07-27	1964-08-31	Shionogi & Co	Nouveaux agents thérapeutiques possédant l'activité de la vitamine b1.
US3580922A (en) *	1964-12-28	1971-05-25	Stauffer Chemical Co	Phosphorylated heterocyclic compounds
NL135214C (fr) *	1965-06-09	1900-01-01	Hoechst Ag
AT259576B (de) *	1965-06-09	1968-01-25	Hoechst Ag	Verfahren zur Herstellung von neuen Mono- und Dithiophosphorsäureestern
CH536071A (de) *	1970-06-26	1973-04-30	Agripat Sa	Insektizides und akarizides Mittel

1975
- 1975-03-11 FR FR7507556A patent/FR2305415A1/fr active Granted
1976
- 1976-03-02 DE DE2608506A patent/DE2608506C2/de not_active Expired
- 1976-03-09 IT IT48490/76A patent/IT1061626B/it active
- 1976-03-10 BE BE165023A patent/BE839401A/fr not_active IP Right Cessation
- 1976-03-10 IL IL49193A patent/IL49193A/xx unknown
- 1976-03-10 DD DD191777A patent/DD125614A5/xx unknown
- 1976-03-10 JP JP51026583A patent/JPS598280B2/ja not_active Expired
- 1976-03-10 PT PT64891A patent/PT64891B/fr unknown
- 1976-03-10 NL NL7602506A patent/NL7602506A/xx not_active Application Discontinuation
- 1976-03-10 DK DK102976AA patent/DK142876B/da unknown
- 1976-03-10 CA CA247,548A patent/CA1064938A/fr not_active Expired
- 1976-03-10 ZA ZA761481A patent/ZA761481B/xx unknown
- 1976-03-10 AR AR262498A patent/AR221814A1/es active
- 1976-03-10 CH CH299076A patent/CH610906A5/xx not_active IP Right Cessation
- 1976-03-11 AU AU11887/76A patent/AU503181B2/en not_active Expired
- 1976-03-11 OA OA55763A patent/OA05269A/fr unknown
- 1976-03-11 GB GB9817/76A patent/GB1492241A/en not_active Expired
- 1976-03-11 US US05/665,871 patent/US4062951A/en not_active Expired - Lifetime
- 1976-03-11 SU SU762330501A patent/SU651705A3/ru active
- 1976-03-11 BR BR7601479A patent/BR7601479A/pt unknown
- 1976-03-11 ES ES445960A patent/ES445960A1/es not_active Expired
- 1976-07-12 SU SU762378200A patent/SU645522A3/ru active

Also Published As

Publication number	Publication date
PT64891A (fr)	1976-04-01
CA1064938A (fr)	1979-10-23
GB1492241A (en)	1977-11-16
DE2608506C2 (de)	1983-12-15
DK142876C (fr)	1981-09-21
SU651705A3 (ru)	1979-03-05
FR2305415A1 (fr)	1976-10-22
FR2305415B1 (fr)	1977-11-25
NL7602506A (nl)	1976-09-14
OA05269A (fr)	1981-02-28
DE2608506A1 (de)	1976-09-30
DK102976A (fr)	1976-09-12
ZA761481B (en)	1977-03-30
PT64891B (fr)	1977-08-18
JPS598280B2 (ja)	1984-02-23
JPS51115468A (en)	1976-10-12
AR221814A1 (es)	1981-03-31
CH610906A5 (fr)	1979-05-15
SU645522A3 (ru)	1979-01-30
ES445960A1 (es)	1977-05-16
IL49193A0 (en)	1976-05-31
AU503181B2 (en)	1979-08-23
AU1188776A (en)	1977-09-15
IT1061626B (it)	1983-04-30
BR7601479A (pt)	1976-09-14
IL49193A (en)	1978-07-31
DD125614A5 (fr)	1977-05-04
BE839401A (fr)	1976-09-10
US4062951A (en)	1977-12-13

Publication	Publication Date	Title
JP2884412B2 (ja)	1999-04-19	殺虫性シアノ化合物
US4150142A (en)	1979-04-17	Derivatives of alkoxy-5-phenyl-3 oxadiazoline-1,3,4 one-2, their preparation and insecticidal and acaricidal compositions which contain them
DK160249B (da)	1991-02-18	Insekticidt og/eller mitidict virksomme asymmetriske n-substituerede bis-carbamoylsulfidforbindelser, insekticidt og/eller miticidt middel indeholdende disse forbindelser samt framgangsmaade til bekaempelse af insekter og/eller mider
US3318910A (en)	1967-05-09	2-iminothiolanes and related compounds
US4070486A (en)	1978-01-24	N-substituted-N-(1-substituted-1-methyl-2-propynyl)-α-(substituted phenoxy) alkylamides and their use as miticides
US3101377A (en)	1963-08-20	Sulfone derivatives of mercaptohaloethylene
US4237168A (en)	1980-12-02	N-(4-Chloro-2-methylphenyl)-N-hydroxy methanimidamide and its pesticidal use
US3928586A (en)	1975-12-23	O,O-Diethyl-0-1-(2,4-dichlorophenyl)-2,2-dibromovinyl phosphate used to control the Colorado potato beetle
DE2416054A1 (de)	1974-10-24	Verfahren und praeparate zur schaedlingsbekaempfung
US4062951A (en)	1977-12-13	Organophosphorus compounds, compositions containing them and their method of use
PL95242B1 (fr)	1977-09-30
US3238202A (en)	1966-03-01	Amides of o, o-dialkyldithiophos-phorylacetic acids
PL136866B1 (en)	1986-03-31	Pecticide and process for manufacturing aryl esters of n-oxalyl-n-methylcarbamic acid
JP3163545B2 (ja)	2001-05-08	４−チエニル−オキサ（チア）ゾリン誘導体、及びこれを含有する殺虫・殺ダニ剤
US3808333A (en)	1974-04-30	O-(2-amino-4-methyl-pyrimidyl-6)-thiophosphoroamidate
US4001430A (en)	1977-01-04	N-t-Butyl-α-trichlorophenoxybutyramides and their use as mitricides
IL23691A (en)	1968-11-27	Amidothiolphosphoric acid esters and process for the preparation thereof
US2752283A (en)	1956-06-26	Phosphorus derivatives, process for their preparation and compositions containing them
US3949023A (en)	1976-04-06	Novel oximino -phosphorothiolate derivatives
CH636361A5 (de)	1983-05-31	Einen isoxazolinonring enthaltende mono- und dithiophosphorsaeureester.
NO136508B (fr)	1977-06-06
US4284626A (en)	1981-08-18	O-aryl S-branched alkyl alkylphosphonodithioate insecticides and nematocides
US3384540A (en)	1968-05-21	Pesticidal compositions and methods containing phosphorous-containing esters of 2-thiomethyl mercapto pyrimidines
US3348940A (en)	1967-10-24	Herbicidal and insecticidal composition
US3284547A (en)	1966-11-08	Phosphoric esters