CS268848B2 - Fungicide - Google Patents
Fungicide Download PDFInfo
- Publication number
- CS268848B2 CS268848B2 CS882586A CS258688A CS268848B2 CS 268848 B2 CS268848 B2 CS 268848B2 CS 882586 A CS882586 A CS 882586A CS 258688 A CS258688 A CS 258688A CS 268848 B2 CS268848 B2 CS 268848B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- compound
- mol
- thio
- oxathiophospholane
- formula
- Prior art date
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- 230000000855 fungicidal effect Effects 0.000 title claims description 28
- 239000000417 fungicide Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 92
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 50
- 239000000203 mixture Substances 0.000 claims description 44
- 239000004480 active ingredient Substances 0.000 claims description 34
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 27
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 25
- 208000015181 infectious disease Diseases 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 15
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 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 claims description 6
- 241000223600 Alternaria Species 0.000 claims description 6
- 241000223218 Fusarium Species 0.000 claims description 6
- 238000011156 evaluation Methods 0.000 claims description 6
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical class OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 5
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- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 3
- 206010061217 Infestation Diseases 0.000 claims description 3
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims description 3
- UPTVJAJPBGIRLZ-UHFFFAOYSA-N 2-(trichloromethylsulfanyl)-3a,4,5,7a-tetrahydroisoindole-1,3-dione Chemical compound C1CC=CC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 UPTVJAJPBGIRLZ-UHFFFAOYSA-N 0.000 claims description 2
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- 238000009835 boiling Methods 0.000 claims description 2
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- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
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- 239000002585 base Substances 0.000 claims 1
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- 229910052794 bromium Inorganic materials 0.000 claims 1
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- 238000004519 manufacturing process Methods 0.000 claims 1
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- 238000012360 testing method Methods 0.000 description 19
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- OIPMQULDKWSNGX-UHFFFAOYSA-N bis[[ethoxy(oxo)phosphaniumyl]oxy]alumanyloxy-ethoxy-oxophosphanium Chemical compound [Al+3].CCO[P+]([O-])=O.CCO[P+]([O-])=O.CCO[P+]([O-])=O OIPMQULDKWSNGX-UHFFFAOYSA-N 0.000 description 10
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- 239000008187 granular material Substances 0.000 description 7
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 7
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- 238000005259 measurement Methods 0.000 description 5
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- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 4
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- 229920001817 Agar Polymers 0.000 description 3
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 3
- 241000233866 Fungi Species 0.000 description 3
- 241001507683 Penicillium aurantiogriseum Species 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 241000233622 Phytophthora infestans Species 0.000 description 3
- 241000221662 Sclerotinia Species 0.000 description 3
- 235000021536 Sugar beet Nutrition 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 3
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 3
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- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 3
- 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 3
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- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
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- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
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- 239000005648 plant growth regulator Substances 0.000 description 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000000047 product Substances 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
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000010076 replication Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 150000003582 thiophosphoric acids Chemical class 0.000 description 1
- 238000005944 trans-halogenation reaction Methods 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus as a ring member
-
- 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
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6578—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and sulfur atoms with or without oxygen atoms, as ring hetero atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Agronomy & Crop Science (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU871650A HU200896B (en) | 1987-04-15 | 1987-04-15 | Fungicides containing as active substance derivatives of 2-[(o-substituated)-alkyl)]-2-tio-1,3,2-oxatiophospholane and process for production of the active substance |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS258688A2 CS258688A2 (en) | 1989-08-14 |
| CS268848B2 true CS268848B2 (en) | 1990-04-11 |
Family
ID=10955512
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS882586A CS268848B2 (en) | 1987-04-15 | 1988-04-15 | Fungicide |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4877893A (nl) |
| JP (1) | JPS6438005A (nl) |
| AU (1) | AU1462788A (nl) |
| BR (1) | BR8801794A (nl) |
| CH (1) | CH675666A5 (nl) |
| CS (1) | CS268848B2 (nl) |
| DD (2) | DD273261A1 (nl) |
| DE (1) | DE3812167A1 (nl) |
| FR (1) | FR2613909B1 (nl) |
| GB (1) | GB2203436B (nl) |
| HU (1) | HU200896B (nl) |
| IT (1) | IT1217424B (nl) |
| NL (1) | NL8800948A (nl) |
| RO (1) | RO101008B (nl) |
| ZA (1) | ZA882291B (nl) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU202371B (en) * | 1988-05-31 | 1991-03-28 | Eszakmagyar Vegyimuevek | Synergetic fungicide compositions containing two or threeactive components |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB823086A (en) * | 1955-08-12 | 1959-11-04 | Exxon Research Engineering Co | Lubricating compositions containing cyclo-organo compounds of phosphorus |
| DE3520386A1 (de) * | 1985-06-07 | 1986-12-11 | Bayer Ag, 5090 Leverkusen | 1,3,2-oxathiaphospholan-2-sulfide enthaltende schaedlingsbekaempfungsmittel |
-
1987
- 1987-04-15 HU HU871650A patent/HU200896B/hu not_active IP Right Cessation
-
1988
- 1988-03-30 ZA ZA882291A patent/ZA882291B/xx unknown
- 1988-04-12 DE DE3812167A patent/DE3812167A1/de active Granted
- 1988-04-12 NL NL8800948A patent/NL8800948A/nl not_active Application Discontinuation
- 1988-04-13 GB GB8808719A patent/GB2203436B/en not_active Expired - Fee Related
- 1988-04-13 CH CH1362/88A patent/CH675666A5/de not_active IP Right Cessation
- 1988-04-14 AU AU14627/88A patent/AU1462788A/en not_active Abandoned
- 1988-04-14 BR BR8801794A patent/BR8801794A/pt unknown
- 1988-04-14 RO RO133068A patent/RO101008B/ro unknown
- 1988-04-14 FR FR888804932A patent/FR2613909B1/fr not_active Expired - Fee Related
- 1988-04-14 IT IT20212/88A patent/IT1217424B/it active
- 1988-04-15 US US07/181,778 patent/US4877893A/en not_active Expired - Fee Related
- 1988-04-15 DD DD88314789A patent/DD273261A1/de not_active IP Right Cessation
- 1988-04-15 CS CS882586A patent/CS268848B2/cs unknown
- 1988-04-15 JP JP63091862A patent/JPS6438005A/ja active Pending
- 1988-04-15 DD DD88319985A patent/DD275605A1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CS258688A2 (en) | 1989-08-14 |
| AU1462788A (en) | 1988-10-20 |
| FR2613909A1 (fr) | 1988-10-21 |
| GB8808719D0 (en) | 1988-05-18 |
| DE3812167C2 (nl) | 1990-03-01 |
| HUT46518A (en) | 1988-11-28 |
| CH675666A5 (nl) | 1990-10-31 |
| HU200896B (en) | 1990-09-28 |
| IT8820212A0 (it) | 1988-04-14 |
| FR2613909B1 (fr) | 1990-08-10 |
| US4877893A (en) | 1989-10-31 |
| GB2203436B (en) | 1990-12-05 |
| GB2203436A (en) | 1988-10-19 |
| NL8800948A (nl) | 1988-11-01 |
| DE3812167A1 (de) | 1988-11-03 |
| RO101008B (ro) | 1992-01-13 |
| IT1217424B (it) | 1990-03-22 |
| ZA882291B (nl) | 1988-09-22 |
| BR8801794A (pt) | 1988-11-16 |
| JPS6438005A (en) | 1989-02-08 |
| DD273261A1 (de) | 1989-11-08 |
| DD275605A1 (de) | 1990-01-31 |
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