JPS5829281B2 - バルビツ−ル酸系除草剤 - Google Patents
バルビツ−ル酸系除草剤Info
- Publication number
- JPS5829281B2 JPS5829281B2 JP49063210A JP6321074A JPS5829281B2 JP S5829281 B2 JPS5829281 B2 JP S5829281B2 JP 49063210 A JP49063210 A JP 49063210A JP 6321074 A JP6321074 A JP 6321074A JP S5829281 B2 JPS5829281 B2 JP S5829281B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- soil
- herbicide
- present
- test
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title claims description 17
- 230000002363 herbicidal effect Effects 0.000 title claims description 12
- 229940125717 barbiturate Drugs 0.000 title 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 28
- 239000004480 active ingredient Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 1
- 239000002689 soil Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 241000196324 Embryophyta Species 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- 230000012010 growth Effects 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 7
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 7
- 235000005476 Digitaria cruciata Nutrition 0.000 description 7
- 235000006830 Digitaria didactyla Nutrition 0.000 description 7
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 7
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 7
- 244000025670 Eleusine indica Species 0.000 description 7
- 235000014716 Eleusine indica Nutrition 0.000 description 7
- 239000013078 crystal Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000035784 germination Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 241000238876 Acari Species 0.000 description 4
- 244000058871 Echinochloa crus-galli Species 0.000 description 4
- 241000238631 Hexapoda Species 0.000 description 4
- 230000000895 acaricidal effect Effects 0.000 description 4
- 238000007865 diluting Methods 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 235000008247 Echinochloa frumentacea Nutrition 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- -1 etc. Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 2
- 241000335053 Beta vulgaris Species 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- 241000257226 Muscidae Species 0.000 description 2
- 241001556089 Nilaparvata lugens Species 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 235000006089 Phaseolus angularis Nutrition 0.000 description 2
- 240000007098 Vigna angularis Species 0.000 description 2
- 235000010711 Vigna angularis Nutrition 0.000 description 2
- 239000000642 acaricide Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- KPTCZURLWZSRKB-UHFFFAOYSA-N o-prop-2-enylhydroxylamine Chemical compound NOCC=C KPTCZURLWZSRKB-UHFFFAOYSA-N 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- BZUDVELGTZDOIG-UHFFFAOYSA-N 2-ethyl-n,n-bis(2-ethylhexyl)hexan-1-amine Chemical compound CCCCC(CC)CN(CC(CC)CCCC)CC(CC)CCCC BZUDVELGTZDOIG-UHFFFAOYSA-N 0.000 description 1
- 241000254032 Acrididae Species 0.000 description 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 1
- 239000005493 Chloridazon (aka pyrazone) Substances 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000005573 Linuron Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 244000134552 Plantago ovata Species 0.000 description 1
- 235000003421 Plantago ovata Nutrition 0.000 description 1
- 239000009223 Psyllium Substances 0.000 description 1
- 244000088415 Raphanus sativus Species 0.000 description 1
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 244000300264 Spinacia oleracea Species 0.000 description 1
- 235000009337 Spinacia oleracea Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 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
- 239000003905 agrochemical Substances 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 244000013123 dwarf bean Species 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000021331 green beans Nutrition 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 235000019713 millet Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- AQFWNELGMODZGC-UHFFFAOYSA-N o-ethylhydroxylamine Chemical compound CCON AQFWNELGMODZGC-UHFFFAOYSA-N 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 235000008476 powdered milk Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 1
- 229940070687 psyllium Drugs 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49063210A JPS5829281B2 (ja) | 1974-06-04 | 1974-06-04 | バルビツ−ル酸系除草剤 |
| GB22455/75A GB1481919A (en) | 1974-06-04 | 1975-05-23 | Barbituric acid derivatives |
| US05/581,625 US3999974A (en) | 1974-06-04 | 1975-05-28 | Barbituric acid derivatives |
| DE2524578A DE2524578C3 (de) | 1974-06-04 | 1975-06-03 | 5-Hydroxylaminomethylen-barbitursäurederivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbicide |
| FR7517302A FR2273806A1 (fr) | 1974-06-04 | 1975-06-03 | Derives d'acide barbiturique |
| NL7506625A NL7506625A (nl) | 1974-06-04 | 1975-06-04 | Barbituurzuurderivaat en herbicide preparaat alsmede werkwijze voor het bereiden daarvan. |
| SU7502143255A SU580799A3 (ru) | 1974-06-04 | 1975-06-04 | Гербицидна композици |
| IT49906/75A IT1052136B (it) | 1974-06-04 | 1975-06-04 | Derivati di acido barbiturico |
| BR4508/75D BR7503519A (pt) | 1974-06-04 | 1975-06-04 | Composicoes herbicidas e processo para a producao de derivados de acido barbiturico utilizaveis nas mesmas |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP49063210A JPS5829281B2 (ja) | 1974-06-04 | 1974-06-04 | バルビツ−ル酸系除草剤 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6309181A Division JPS5925787B2 (ja) | 1981-04-25 | 1981-04-25 | バルビツ−ル酸誘導体の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS50154275A JPS50154275A (enExample) | 1975-12-12 |
| JPS5829281B2 true JPS5829281B2 (ja) | 1983-06-22 |
Family
ID=13222597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP49063210A Expired JPS5829281B2 (ja) | 1974-06-04 | 1974-06-04 | バルビツ−ル酸系除草剤 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3999974A (enExample) |
| JP (1) | JPS5829281B2 (enExample) |
| BR (1) | BR7503519A (enExample) |
| DE (1) | DE2524578C3 (enExample) |
| FR (1) | FR2273806A1 (enExample) |
| GB (1) | GB1481919A (enExample) |
| IT (1) | IT1052136B (enExample) |
| NL (1) | NL7506625A (enExample) |
| SU (1) | SU580799A3 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6094080U (ja) * | 1983-12-01 | 1985-06-27 | 福原ゴム株式会社 | 装蹄具 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR77569B (enExample) * | 1982-09-02 | 1984-09-24 | Ici Australia Ltd | |
| US4797147A (en) * | 1986-06-09 | 1989-01-10 | Stauffer Chemical Company | Herbicidal method and composition utilizing certain 5-(2-substituted benzoyl)-barbituric acids |
| NL9001075A (enExample) * | 1990-05-04 | 1991-12-02 | Duphar Int Res | |
| AUPO190596A0 (en) | 1996-08-26 | 1996-09-19 | Alchemia Pty Ltd | Oligosaccharide synthesis |
| AUPO937597A0 (en) * | 1997-09-24 | 1997-10-16 | Alchemia Pty Ltd | Protecting and linking groups for organic synthesis |
| JPH11279157A (ja) * | 1998-03-27 | 1999-10-12 | Hoechst Marion Roussel Kk | バルビツール酸誘導体およびそれらからなる骨・軟骨疾患予防・治療薬 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1339748A (en) * | 1970-07-02 | 1973-12-05 | Ici Ltd | Pyrimidine derivatives |
-
1974
- 1974-06-04 JP JP49063210A patent/JPS5829281B2/ja not_active Expired
-
1975
- 1975-05-23 GB GB22455/75A patent/GB1481919A/en not_active Expired
- 1975-05-28 US US05/581,625 patent/US3999974A/en not_active Expired - Lifetime
- 1975-06-03 FR FR7517302A patent/FR2273806A1/fr active Granted
- 1975-06-03 DE DE2524578A patent/DE2524578C3/de not_active Expired
- 1975-06-04 IT IT49906/75A patent/IT1052136B/it active
- 1975-06-04 NL NL7506625A patent/NL7506625A/xx unknown
- 1975-06-04 BR BR4508/75D patent/BR7503519A/pt unknown
- 1975-06-04 SU SU7502143255A patent/SU580799A3/ru active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6094080U (ja) * | 1983-12-01 | 1985-06-27 | 福原ゴム株式会社 | 装蹄具 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2524578B2 (de) | 1977-12-08 |
| NL7506625A (nl) | 1975-12-08 |
| FR2273806A1 (fr) | 1976-01-02 |
| BR7503519A (pt) | 1976-05-25 |
| US3999974A (en) | 1976-12-28 |
| IT1052136B (it) | 1981-06-20 |
| SU580799A3 (ru) | 1977-11-15 |
| DE2524578C3 (de) | 1978-08-17 |
| DE2524578A1 (de) | 1975-12-11 |
| GB1481919A (en) | 1977-08-03 |
| JPS50154275A (enExample) | 1975-12-12 |
| FR2273806B1 (enExample) | 1977-07-08 |
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