DD139989A5 - Fungicidpraeparate - Google Patents
Fungicidpraeparate Download PDFInfo
- Publication number
- DD139989A5 DD139989A5 DD78208481A DD20848178A DD139989A5 DD 139989 A5 DD139989 A5 DD 139989A5 DD 78208481 A DD78208481 A DD 78208481A DD 20848178 A DD20848178 A DD 20848178A DD 139989 A5 DD139989 A5 DD 139989A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- imino
- active ingredient
- hexahydropyrimidine
- item
- preparation according
- Prior art date
Links
- -1 benzyloxy, benzylthio, phenoxy Chemical group 0.000 claims description 132
- 238000002360 preparation method Methods 0.000 claims description 63
- 150000001875 compounds Chemical class 0.000 claims description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims description 51
- 239000004480 active ingredient Substances 0.000 claims description 41
- PEHDFSFYZKSKGH-UHFFFAOYSA-N 1,4,5,6-tetrahydropyrimidin-2-amine Chemical compound NC1=NCCCN1 PEHDFSFYZKSKGH-UHFFFAOYSA-N 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 23
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 20
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 125000004414 alkyl thio group Chemical group 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 13
- 229910052736 halogen Inorganic materials 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- OKOVDKPGUFVBLG-UHFFFAOYSA-N n-(4-cyclohexylphenyl)-1,4,5,6-tetrahydropyrimidin-2-amine Chemical group C1CCCCC1C1=CC=C(N=C2NCCCN2)C=C1 OKOVDKPGUFVBLG-UHFFFAOYSA-N 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 claims description 8
- 230000000855 fungicidal effect Effects 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 239000012876 carrier material Substances 0.000 claims description 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 239000003995 emulsifying agent Substances 0.000 claims description 5
- 239000007787 solid Substances 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- SPHAPKFKSPSKKN-UHFFFAOYSA-N hydrogen sulfate;pyrimidin-1-ium Chemical compound OS(O)(=O)=O.C1=CN=CN=C1 SPHAPKFKSPSKKN-UHFFFAOYSA-N 0.000 claims description 4
- DNWWODFFEFZASF-UHFFFAOYSA-N n-(4-cyclohexylphenyl)-4,5-dihydro-1h-imidazol-2-amine Chemical group N1CCN=C1NC1=CC=C(C2CCCCC2)C=C1 DNWWODFFEFZASF-UHFFFAOYSA-N 0.000 claims description 4
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 4
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 4
- FCVKQASWJVBEFI-UHFFFAOYSA-N 2-(4-heptylphenyl)-1,2,5,6-tetrahydropyrimidin-4-amine Chemical group C(CCCCCC)C1=CC=C(C=C1)C1NCCC(N1)=N FCVKQASWJVBEFI-UHFFFAOYSA-N 0.000 claims description 3
- WHSKRXZUOKPWKF-UHFFFAOYSA-N C(CCCCCCCCCCC)C1=CC=C(C=C1)S(=O)(=O)O.C1(CCCCC1)C1=CC=C(C=C1)C1NCCC(N1)=N Chemical group C(CCCCCCCCCCC)C1=CC=C(C=C1)S(=O)(=O)O.C1(CCCCC1)C1=CC=C(C=C1)C1NCCC(N1)=N WHSKRXZUOKPWKF-UHFFFAOYSA-N 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- UVFZJMCAXJRLBB-UHFFFAOYSA-N hexyl 4-(4-amino-1,2,5,6-tetrahydropyrimidin-2-yl)benzoate Chemical group C(CCCCC)OC(=O)C1=CC=C(C=C1)C1NCCC(N1)=N UVFZJMCAXJRLBB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 208000015181 infectious disease Diseases 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 238000003898 horticulture Methods 0.000 claims description 2
- 239000000575 pesticide Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 239000011592 zinc chloride Substances 0.000 claims description 2
- 235000005074 zinc chloride Nutrition 0.000 claims description 2
- XSJDIGYQRHMGMM-UHFFFAOYSA-N 2-(4-octylphenyl)-2,5-dihydro-1H-imidazol-4-amine Chemical group C(CCCCCCC)C1=CC=C(C=C1)C1NCC(N1)=N XSJDIGYQRHMGMM-UHFFFAOYSA-N 0.000 claims 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000007884 disintegrant Substances 0.000 claims 1
- 239000003337 fertilizer Substances 0.000 claims 1
- 239000004246 zinc acetate Substances 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 51
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 36
- 239000000243 solution Substances 0.000 description 25
- 238000002844 melting Methods 0.000 description 18
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 10
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- 241001123569 Puccinia recondita Species 0.000 description 9
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- 241000221577 Uromyces appendiculatus Species 0.000 description 9
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- 239000000203 mixture Substances 0.000 description 8
- DISXFZWKRTZTRI-UHFFFAOYSA-N 4,5-dihydro-1h-imidazol-2-amine Chemical compound NC1=NCCN1 DISXFZWKRTZTRI-UHFFFAOYSA-N 0.000 description 7
- 241000220225 Malus Species 0.000 description 6
- 239000007900 aqueous suspension Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical class CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 241001337928 Podosphaera leucotricha Species 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
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- WENCPQJOHUCOOX-UHFFFAOYSA-N C(C)(=O)O.C(CCCCCCC)C1=CC=C(C=C1)C1NCCC(N1)=N Chemical compound C(C)(=O)O.C(CCCCCCC)C1=CC=C(C=C1)C1NCCC(N1)=N WENCPQJOHUCOOX-UHFFFAOYSA-N 0.000 description 4
- 102100022404 E3 ubiquitin-protein ligase Midline-1 Human genes 0.000 description 4
- 101710102210 E3 ubiquitin-protein ligase Midline-1 Proteins 0.000 description 4
- 240000005979 Hordeum vulgare Species 0.000 description 4
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 description 4
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- 241001123583 Puccinia striiformis Species 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
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- PMWAERPBNDPNDV-UHFFFAOYSA-N 2-(4-nonylphenyl)-1,2,5,6-tetrahydropyrimidin-4-amine Chemical compound C(CCCCCCCC)C1=CC=C(C=C1)C1NCCC(N1)=N PMWAERPBNDPNDV-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
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- CIYMQQLOODPCEE-UHFFFAOYSA-N n-(4-butylphenyl)-1,4,5,6-tetrahydropyrimidin-2-amine Chemical compound C1=CC(CCCC)=CC=C1N=C1NCCCN1 CIYMQQLOODPCEE-UHFFFAOYSA-N 0.000 description 3
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
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- URUNMPPKCQLYED-UHFFFAOYSA-N 2-(4-benzylphenyl)-1,2,5,6-tetrahydropyrimidin-4-amine Chemical compound C(C1=CC=CC=C1)C1=CC=C(C=C1)C1NCCC(N1)=N URUNMPPKCQLYED-UHFFFAOYSA-N 0.000 description 2
- HHOLCPIURHHFNR-UHFFFAOYSA-N 2-(4-heptylphenyl)-2,5-dihydro-1H-imidazol-4-amine Chemical compound C(CCCCCC)C1=CC=C(C=C1)C1NCC(N1)=N HHOLCPIURHHFNR-UHFFFAOYSA-N 0.000 description 2
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- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- RECCURWJDVZHIH-UHFFFAOYSA-N para-chlorophenylurea Natural products NC(=O)NC1=CC=C(Cl)C=C1 RECCURWJDVZHIH-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000021251 pulses Nutrition 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 150000003252 quinoxalines Chemical class 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 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
- 125000004149 thio group Chemical group *S* 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- LMHNVTCPELKRSC-UHFFFAOYSA-L zinc pyrimidine dichloride Chemical compound [Cl-].[Cl-].[Zn+2].C1=CN=CN=C1 LMHNVTCPELKRSC-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/12—Nitrogen atoms not forming part of a nitro radical
- C07D239/14—Nitrogen atoms not forming part of a nitro radical with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to said nitrogen 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/44—Nitrogen atoms not forming part of a nitro radical
- C07D233/50—Nitrogen atoms not forming part of a nitro radical with carbocyclic radicals directly attached to said nitrogen atoms
-
- 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Communicable Diseases (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL7711390A NL7711390A (nl) | 1977-10-18 | 1977-10-18 | Nieuwe 2-arylimino-hexahydopyrimidinen en - imi- dazolidinen, zouten en complexen daarvan, werk- wijze ter bereiding van de nieuwe verbindingen, alsmede fungicide preparaten op basis van de nieuwe verbindingen. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD139989A5 true DD139989A5 (de) | 1980-02-06 |
Family
ID=19829358
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD78208481A DD139989A5 (de) | 1977-10-18 | 1978-10-16 | Fungicidpraeparate |
| DD78217704A DD147846A5 (de) | 1977-10-18 | 1978-10-16 | Verfahren zur herstellung von 2-arylaminohexahydropyrimidinen und-imidazolinen |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD78217704A DD147846A5 (de) | 1977-10-18 | 1978-10-16 | Verfahren zur herstellung von 2-arylaminohexahydropyrimidinen und-imidazolinen |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US4374143A (cs) |
| EP (1) | EP0001663B1 (cs) |
| JP (1) | JPS5463080A (cs) |
| AR (1) | AR225601A1 (cs) |
| AU (1) | AU521181B2 (cs) |
| CA (1) | CA1106845A (cs) |
| CS (2) | CS208758B2 (cs) |
| DD (2) | DD139989A5 (cs) |
| DE (1) | DE2861822D1 (cs) |
| DK (1) | DK458178A (cs) |
| EG (1) | EG13497A (cs) |
| ES (2) | ES474227A1 (cs) |
| HU (1) | HU178690B (cs) |
| IL (1) | IL55728A (cs) |
| IT (1) | IT1099744B (cs) |
| NL (1) | NL7711390A (cs) |
| NZ (1) | NZ188660A (cs) |
| PL (2) | PL120588B1 (cs) |
| SU (2) | SU895289A3 (cs) |
| TR (1) | TR20567A (cs) |
| ZA (1) | ZA785278B (cs) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7711390A (nl) * | 1977-10-18 | 1979-04-20 | Philips Nv | Nieuwe 2-arylimino-hexahydopyrimidinen en - imi- dazolidinen, zouten en complexen daarvan, werk- wijze ter bereiding van de nieuwe verbindingen, alsmede fungicide preparaten op basis van de nieuwe verbindingen. |
| US4321838A (en) * | 1979-08-13 | 1982-03-30 | Feldman Robert I | Power coupling for a chain saw |
| DE2933930A1 (de) * | 1979-08-22 | 1981-03-12 | C.H. Boehringer Sohn, 6507 Ingelheim | 2-(2-chlor-4-cyclopropyl-phenylimino)-imidazolidin, dessen saeureadditionssalze, diese enthaltende arzneimittel und verfahren zur herstellung derselben. |
| US4647557A (en) * | 1982-12-28 | 1987-03-03 | Gerard Moinet | Novel heterocyclic derivatives bearing an amino radical, processes for their production and the pharmaceutical compositions containing them |
| GB8922750D0 (en) * | 1989-10-10 | 1989-11-22 | Dow Chemical Co | Fungicidal compounds,their production and use |
| US5292743A (en) * | 1989-10-10 | 1994-03-08 | Dowelanco | Fungicidal compositions, fungicidal compounds, their production and use |
| GB9016800D0 (en) * | 1990-07-31 | 1990-09-12 | Shell Int Research | Tetrahydropyrimidine derivatives |
| US5866579A (en) | 1997-04-11 | 1999-02-02 | Synaptic Pharmaceutical Corporation | Imidazole and imidazoline derivatives and uses thereof |
| US6184242B1 (en) | 1997-09-04 | 2001-02-06 | Syntex Usa (Llc) | 2-(substituted-phenyl)amino-imidazoline derivatives |
| NZ331480A (en) * | 1997-09-04 | 2000-02-28 | F | 2-(Arylphenyl)amino-imidazoline derivatives and pharmaceutical compositions |
| US6417186B1 (en) | 2000-11-14 | 2002-07-09 | Syntex (U.S.A.) Llc | Substituted-phenyl ketone derivatives as IP antagonists |
| EP1622611A1 (en) * | 2003-05-01 | 2006-02-08 | F. Hoffmann-La Roche Ag | Imidazolin-2-ylaminophenyl amides as ip antagonists |
| RU2006103655A (ru) * | 2003-07-09 | 2007-08-20 | Ф.Хоффманн-Ля Рош Аг (Ch) | Тиофениламиноимидазолины |
| JP2007308392A (ja) * | 2006-05-16 | 2007-11-29 | Bayer Cropscience Ag | 殺虫性ベンズアミジン類 |
| WO2016043260A1 (ja) * | 2014-09-19 | 2016-03-24 | 塩野義製薬株式会社 | 環状グアニジンまたはアミジン化合物 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2899434A (en) * | 1959-08-11 | Z-phenylamino-l | ||
| US2899426A (en) * | 1959-08-11 | Synthesis of l | ||
| FR1211341A (fr) * | 1955-12-19 | 1960-03-15 | A Wander Dr | Procédé pour la préparation de 2-amino-imidazolines |
| US3202660A (en) * | 1961-10-09 | 1965-08-24 | Boehringer Sohn Ingelheim | Process for the preparation of 3-arylamino-1, 3-diazacycloalkenes |
| US3236857A (en) * | 1961-10-09 | 1966-02-22 | Boehringer Sohn Ingelheim | 2-(phenyl-amino)-1, 3-diazacyclopentene-(2) substitution products |
| BE632578A (cs) * | 1963-05-22 | |||
| DE1670274A1 (de) * | 1966-10-31 | 1970-07-16 | Boehringer Sohn Ingelheim | Neues Verfahren zur Herstellung von 2-Arylamino-1,3-diazacycloalkenen-(2) |
| US3882229A (en) * | 1972-07-21 | 1975-05-06 | Nordmark Werke Gmbh | Composition and method for shrinking mucous membranes |
| DE2316377C3 (de) * | 1973-04-02 | 1978-11-02 | Lentia Gmbh, Chem. U. Pharm. Erzeugnisse - Industriebedarf, 8000 Muenchen | Verfahren zur Herstellung von 2-Phenyl-amino-2-imidazolin-Derivaten und von deren Salzen |
| AT330769B (de) * | 1974-04-05 | 1976-07-26 | Chemie Linz Ag | Verfahren zur herstellung von 2-arylamino- 2-imidazolin-derivaten und ihren salzen |
| DE2542702C2 (de) * | 1975-09-25 | 1983-11-10 | Lentia GmbH Chem. u. pharm. Erzeugnisse - Industriebedarf, 8000 München | Verfahren zur Herstellung von 1-Benzoyl-2-(2,6-dichlorphenylamino)-2-imidazolin |
| NL7711390A (nl) * | 1977-10-18 | 1979-04-20 | Philips Nv | Nieuwe 2-arylimino-hexahydopyrimidinen en - imi- dazolidinen, zouten en complexen daarvan, werk- wijze ter bereiding van de nieuwe verbindingen, alsmede fungicide preparaten op basis van de nieuwe verbindingen. |
| US4262005A (en) * | 1978-05-31 | 1981-04-14 | The Boots Company Limited | Compounds, compositions and methods for controlling pests |
| DE2933930A1 (de) * | 1979-08-22 | 1981-03-12 | C.H. Boehringer Sohn, 6507 Ingelheim | 2-(2-chlor-4-cyclopropyl-phenylimino)-imidazolidin, dessen saeureadditionssalze, diese enthaltende arzneimittel und verfahren zur herstellung derselben. |
-
1977
- 1977-10-18 NL NL7711390A patent/NL7711390A/xx not_active Application Discontinuation
-
1978
- 1978-09-18 ZA ZA785278A patent/ZA785278B/xx unknown
- 1978-09-27 AR AR273866A patent/AR225601A1/es active
- 1978-10-13 DK DK458178A patent/DK458178A/da not_active Application Discontinuation
- 1978-10-13 IL IL55728A patent/IL55728A/xx unknown
- 1978-10-13 CA CA313,362A patent/CA1106845A/en not_active Expired
- 1978-10-13 IT IT28761/78A patent/IT1099744B/it active
- 1978-10-13 HU HU78PI643A patent/HU178690B/hu unknown
- 1978-10-16 DE DE7878200241T patent/DE2861822D1/de not_active Expired
- 1978-10-16 AU AU40754/78A patent/AU521181B2/en not_active Expired
- 1978-10-16 EP EP78200241A patent/EP0001663B1/en not_active Expired
- 1978-10-16 DD DD78208481A patent/DD139989A5/de unknown
- 1978-10-16 PL PL1978210324A patent/PL120588B1/pl unknown
- 1978-10-16 NZ NZ188660A patent/NZ188660A/xx unknown
- 1978-10-16 PL PL21699678A patent/PL216996A1/xx unknown
- 1978-10-16 CS CS786730A patent/CS208758B2/cs unknown
- 1978-10-16 DD DD78217704A patent/DD147846A5/de unknown
- 1978-10-16 ES ES474227A patent/ES474227A1/es not_active Expired
- 1978-10-16 CS CS786730A patent/CS208757B2/cs unknown
- 1978-10-16 JP JP12724678A patent/JPS5463080A/ja active Granted
- 1978-10-16 TR TR20567A patent/TR20567A/xx unknown
- 1978-10-17 EG EG606/78A patent/EG13497A/xx active
-
1979
- 1979-03-21 SU SU792739504A patent/SU895289A3/ru active
- 1979-05-02 ES ES480166A patent/ES480166A1/es not_active Expired
-
1980
- 1980-02-28 SU SU802891001A patent/SU969160A3/ru active
-
1981
- 1981-05-18 US US06/264,460 patent/US4374143A/en not_active Expired - Fee Related
- 1981-05-18 US US06/264,461 patent/US4396617A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| SU969160A3 (ru) | 1982-10-23 |
| ES480166A1 (es) | 1979-12-16 |
| IL55728A (en) | 1982-05-31 |
| CA1106845A (en) | 1981-08-11 |
| TR20567A (tr) | 1982-01-01 |
| US4396617A (en) | 1983-08-02 |
| US4374143A (en) | 1983-02-15 |
| AR225601A1 (es) | 1982-04-15 |
| PL120588B1 (en) | 1982-03-31 |
| DK458178A (da) | 1979-04-19 |
| IT1099744B (it) | 1985-09-28 |
| AU4075478A (en) | 1980-04-24 |
| HU178690B (en) | 1982-06-28 |
| ZA785278B (en) | 1980-05-28 |
| NZ188660A (en) | 1980-03-05 |
| PL210324A1 (cs) | 1980-03-10 |
| CS208758B2 (en) | 1981-09-15 |
| AU521181B2 (en) | 1982-03-18 |
| ES474227A1 (es) | 1979-10-16 |
| EP0001663B1 (en) | 1982-05-12 |
| JPS6141353B2 (cs) | 1986-09-13 |
| IT7828761A0 (it) | 1978-10-13 |
| NL7711390A (nl) | 1979-04-20 |
| PL216996A1 (cs) | 1980-07-14 |
| IL55728A0 (en) | 1978-12-17 |
| DD147846A5 (de) | 1981-04-22 |
| EP0001663A1 (en) | 1979-05-02 |
| EG13497A (en) | 1982-06-30 |
| JPS5463080A (en) | 1979-05-21 |
| SU895289A3 (ru) | 1981-12-30 |
| DE2861822D1 (en) | 1982-07-01 |
| CS208757B2 (en) | 1981-09-15 |
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