PL96674B1 - Srodek grzybobojczy - Google Patents
Srodek grzybobojczy Download PDFInfo
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- PL96674B1 PL96674B1 PL1975184858A PL18485875A PL96674B1 PL 96674 B1 PL96674 B1 PL 96674B1 PL 1975184858 A PL1975184858 A PL 1975184858A PL 18485875 A PL18485875 A PL 18485875A PL 96674 B1 PL96674 B1 PL 96674B1
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- 239000000417 fungicide Substances 0.000 title claims description 12
- 230000000855 fungicidal effect Effects 0.000 title claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 6
- KTHCAJSGBFXFKE-UHFFFAOYSA-N n-hydroxyfuran-2-carboxamide Chemical class ONC(=O)C1=CC=CO1 KTHCAJSGBFXFKE-UHFFFAOYSA-N 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 48
- 150000001875 compounds Chemical class 0.000 description 33
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 31
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- 239000000243 solution Substances 0.000 description 23
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 18
- 239000013543 active substance Substances 0.000 description 18
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- 238000009835 boiling Methods 0.000 description 8
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 8
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- YDYAXGCZWFLHHA-UHFFFAOYSA-N n-cyclopentylhydroxylamine;hydrochloride Chemical compound Cl.ONC1CCCC1 YDYAXGCZWFLHHA-UHFFFAOYSA-N 0.000 description 3
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- 238000009331 sowing Methods 0.000 description 3
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- DXOLDACSZXKODW-UHFFFAOYSA-N 2,4,5-trimethylfuran-3-carbonyl chloride Chemical compound CC=1OC(C)=C(C(Cl)=O)C=1C DXOLDACSZXKODW-UHFFFAOYSA-N 0.000 description 2
- RWORXZHVOUPMMM-UHFFFAOYSA-N 2,5-dimethylfuran-3-carbonyl chloride Chemical compound CC1=CC(C(Cl)=O)=C(C)O1 RWORXZHVOUPMMM-UHFFFAOYSA-N 0.000 description 2
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- VITKFEYMVSIAAP-UHFFFAOYSA-L [Na+].CN(C=1C=C(C(=CC1)S(=O)(=O)[O-])S(=O)(=O)[O-])C.[Na+] Chemical compound [Na+].CN(C=1C=C(C(=CC1)S(=O)(=O)[O-])S(=O)(=O)[O-])C.[Na+] VITKFEYMVSIAAP-UHFFFAOYSA-L 0.000 description 1
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- 150000001298 alcohols Chemical class 0.000 description 1
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- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- CSNJTIWCTNEOSW-UHFFFAOYSA-N carbamothioylsulfanyl carbamodithioate Chemical compound NC(=S)SSC(N)=S CSNJTIWCTNEOSW-UHFFFAOYSA-N 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 150000001934 cyclohexanes Chemical class 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 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
- 238000009792 diffusion process Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- PYZSVQVRHDXQSL-UHFFFAOYSA-N dithianon Chemical compound S1C(C#N)=C(C#N)SC2=C1C(=O)C1=CC=CC=C1C2=O PYZSVQVRHDXQSL-UHFFFAOYSA-N 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- JMXKCYUTURMERF-UHFFFAOYSA-N dodemorph Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCCCC1 JMXKCYUTURMERF-UHFFFAOYSA-N 0.000 description 1
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- 239000003480 eluent Substances 0.000 description 1
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 1
- WHDGWKAJBYRJJL-UHFFFAOYSA-K ferbam Chemical compound [Fe+3].CN(C)C([S-])=S.CN(C)C([S-])=S.CN(C)C([S-])=S WHDGWKAJBYRJJL-UHFFFAOYSA-K 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
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- 238000009472 formulation Methods 0.000 description 1
- DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 1
- 229960002867 griseofulvin Drugs 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 150000002500 ions Chemical class 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
- 235000009973 maize Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000012022 methylating agents Substances 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DYEHJUARZNVANY-UHFFFAOYSA-N n-cyclohexyl-n-hydroxy-2,4,5-trimethylfuran-3-carboxamide Chemical compound CC1=C(C)OC(C)=C1C(=O)N(O)C1CCCCC1 DYEHJUARZNVANY-UHFFFAOYSA-N 0.000 description 1
- UIQBFOVBTYFIQZ-UHFFFAOYSA-N n-cyclohexyl-n-hydroxy-2,4-dimethylfuran-3-carboxamide Chemical compound CC1=COC(C)=C1C(=O)N(O)C1CCCCC1 UIQBFOVBTYFIQZ-UHFFFAOYSA-N 0.000 description 1
- UGHUQUOHHOHOCP-UHFFFAOYSA-N n-cyclopentyl-n-hydroxy-2,4,5-trimethylfuran-3-carboxamide Chemical compound CC1=C(C)OC(C)=C1C(=O)N(O)C1CCCC1 UGHUQUOHHOHOCP-UHFFFAOYSA-N 0.000 description 1
- FNFMDNSCOSNEND-UHFFFAOYSA-N n-cyclopentyl-n-hydroxy-2,5-dimethylfuran-3-carboxamide Chemical compound O1C(C)=CC(C(=O)N(O)C2CCCC2)=C1C FNFMDNSCOSNEND-UHFFFAOYSA-N 0.000 description 1
- PORNOXLSQCHUPI-UHFFFAOYSA-N n-cyclopentyl-n-hydroxy-2-methylfuran-3-carboxamide Chemical compound O1C=CC(C(=O)N(O)C2CCCC2)=C1C PORNOXLSQCHUPI-UHFFFAOYSA-N 0.000 description 1
- UHPOKUBAKWSJMV-UHFFFAOYSA-N n-cyclopentyl-n-methoxy-2,4-dimethylfuran-3-carboxamide Chemical compound CC1=COC(C)=C1C(=O)N(OC)C1CCCC1 UHPOKUBAKWSJMV-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000012044 organic layer Substances 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
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 230000003032 phytopathogenic effect Effects 0.000 description 1
- KNCYXPMJDCCGSJ-UHFFFAOYSA-N piperidine-2,6-dione Chemical compound O=C1CCCC(=O)N1 KNCYXPMJDCCGSJ-UHFFFAOYSA-N 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002195 synergetic effect Effects 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
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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
- ILERPRJWJPJZDN-UHFFFAOYSA-N thioquinox Chemical compound C1=CC=C2N=C(SC(=S)S3)C3=NC2=C1 ILERPRJWJPJZDN-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- NRINZBKAERVHFW-UHFFFAOYSA-L zinc;dicarbamate Chemical compound [Zn+2].NC([O-])=O.NC([O-])=O NRINZBKAERVHFW-UHFFFAOYSA-L 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
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Furan Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742455082 DE2455082C3 (de) | 1974-11-21 | O-Methyl-N-cyclohexyl-23-dimethylfuran-3-hydroxamsäure und Fungizid mit einem Gehalt an dieser Verbindung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL96674B1 true PL96674B1 (pl) | 1978-01-31 |
Family
ID=5931366
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1975184858A PL96674B1 (pl) | 1974-11-21 | 1975-11-19 | Srodek grzybobojczy |
Country Status (20)
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4157396A (en) * | 1976-02-20 | 1979-06-05 | Eisai Co., Ltd. | Hydroxamic acid derivatives and medicaments for treatment of urolithiasis and pyelonephrosis comprising such derivatives |
| CA1112160A (en) * | 1978-05-31 | 1981-11-10 | Michael L. Clark | Fungicidal compositions |
| DE2832102A1 (de) * | 1978-07-21 | 1980-01-31 | Basf Ag | N-cyclohexyl-n-methoxyacetoacetamid, verfahren zu seiner herstellung und seine verwendung zur herstellung von furan- derivaten |
| DE2911246A1 (de) * | 1979-03-22 | 1980-10-02 | Basf Ag | Verfahren zur herstellung von o,n-disubstituierten hydroxylaminen |
| DE3014194A1 (de) * | 1980-04-14 | 1981-10-22 | Dr. Wolman Gmbh, 7573 Sinzheim | Waessriges holzschutzmittel |
| DE3151806A1 (de) * | 1981-12-29 | 1983-07-07 | Basf Ag, 6700 Ludwigshafen | Holzschutzmittel |
| US4707161A (en) * | 1983-07-23 | 1987-11-17 | Basf Aktiengesellschaft | Lightfastness of dyeings obtained with acid dyes or metal complex dyes on polyamides: treatment with copper hydroxamates |
| DE3326640A1 (de) * | 1983-07-23 | 1985-01-31 | Basf Ag, 6700 Ludwigshafen | Verfahren zur verbesserung der lichtechtheit von faerbungen mit saeure- oder metallkomplexfarbstoffen auf polyamid |
| DE3342219A1 (de) * | 1983-11-23 | 1985-05-30 | Basf Ag, 6700 Ludwigshafen | Furan-2-carbonsaeurehydroxamate und deren verwendung |
| US5041236A (en) | 1989-10-27 | 1991-08-20 | The Procter & Gamble Company | Antimicrobial methods and compositions employing certain lysozymes and endoglycosidases |
| DE19916444C2 (de) * | 1999-04-12 | 2002-10-31 | Lightcon Gmbh | Rad |
| JP5368784B2 (ja) * | 2008-12-25 | 2013-12-18 | 株式会社エス・ディー・エス バイオテック | 木材保存用防腐剤および木材処理方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2019535C3 (de) * | 1970-04-23 | 1987-02-12 | Basf Ag, 6700 Ludwigshafen | 2,5-Dimethyl-furan-3-carbonsäure-cyclohexylamid und diese Verbindung enthaltende fungizide Mittel |
| US3778512A (en) * | 1970-06-23 | 1973-12-11 | Velsicol Chemical Corp | Fungicidal method utilizing furancarboxamides |
| US3806506A (en) * | 1971-08-05 | 1974-04-23 | Uniroyal Inc | Furan derivatives,compositions thereof and methods for using same |
-
1975
- 1975-10-29 GB GB44579/75A patent/GB1517960A/en not_active Expired
- 1975-10-31 IL IL48396A patent/IL48396A/xx unknown
- 1975-11-03 CA CA238,920A patent/CA1043343A/en not_active Expired
- 1975-11-04 US US05/628,801 patent/US3993772A/en not_active Expired - Lifetime
- 1975-11-05 BE BE161600A patent/BE835268A/xx not_active IP Right Cessation
- 1975-11-13 CS CS7500007698A patent/CS179941B2/cs unknown
- 1975-11-13 SE SE7512775A patent/SE401182B/xx not_active IP Right Cessation
- 1975-11-17 BR BR7507606*A patent/BR7507606A/pt unknown
- 1975-11-19 DD DD189562A patent/DD121593A5/xx unknown
- 1975-11-19 PL PL1975184858A patent/PL96674B1/pl unknown
- 1975-11-19 NL NLAANVRAGE7513524,A patent/NL183723C/xx not_active IP Right Cessation
- 1975-11-19 IT IT52293/75A patent/IT1052328B/it active
- 1975-11-20 JP JP50138800A patent/JPS6021965B2/ja not_active Expired
- 1975-11-20 DK DK522575AA patent/DK140665B/da not_active IP Right Cessation
- 1975-11-20 AT AT883475A patent/AT343412B/de not_active IP Right Cessation
- 1975-11-20 SU SU2191009A patent/SU552012A3/ru active
- 1975-11-20 ZA ZA757290A patent/ZA757290B/xx unknown
- 1975-11-20 HU HU75BA3335A patent/HU173954B/hu unknown
- 1975-11-20 CH CH1507975A patent/CH601998A5/xx not_active IP Right Cessation
- 1975-11-21 FR FR7535672A patent/FR2291973A1/fr active Granted
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