NL8502605A - Nieuwe n-alkyl(een)-n-(o,o-digesubstitueerde-thiofosforyl)-n',n'-digesubstitueerde-glycinamiden, werkwijze voor de bereiding ervan en acaricide, insecticide en fungicide, die deze verbindingen als werkzaam bestanddeel bevatten. - Google Patents
Nieuwe n-alkyl(een)-n-(o,o-digesubstitueerde-thiofosforyl)-n',n'-digesubstitueerde-glycinamiden, werkwijze voor de bereiding ervan en acaricide, insecticide en fungicide, die deze verbindingen als werkzaam bestanddeel bevatten. Download PDFInfo
- Publication number
- NL8502605A NL8502605A NL8502605A NL8502605A NL8502605A NL 8502605 A NL8502605 A NL 8502605A NL 8502605 A NL8502605 A NL 8502605A NL 8502605 A NL8502605 A NL 8502605A NL 8502605 A NL8502605 A NL 8502605A
- Authority
- NL
- Netherlands
- Prior art keywords
- carbon atoms
- alkyl
- formula
- phenyl
- substituted
- Prior art date
Links
- 230000000895 acaricidal effect Effects 0.000 title claims abstract description 35
- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 21
- 229910052760 oxygen Inorganic materials 0.000 title claims abstract description 8
- 238000002360 preparation method Methods 0.000 title claims description 56
- 238000000034 method Methods 0.000 title claims description 17
- 239000000642 acaricide Substances 0.000 title description 3
- 239000000417 fungicide Substances 0.000 title description 3
- 239000002917 insecticide Substances 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 75
- -1 hexamethylene-imino group Chemical group 0.000 claims abstract description 65
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 57
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 23
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 18
- 125000005843 halogen group Chemical group 0.000 claims abstract description 14
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 13
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims abstract description 10
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000001301 oxygen Substances 0.000 claims abstract description 5
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 5
- 239000000203 mixture Substances 0.000 claims description 32
- 241000233866 Fungi Species 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 241000607479 Yersinia pestis Species 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 239000000969 carrier Substances 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
- 239000011230 binding agent Substances 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 206010035148 Plague Diseases 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 239000005864 Sulphur Substances 0.000 abstract 1
- 241000196324 Embryophyta Species 0.000 description 57
- 238000011282 treatment Methods 0.000 description 56
- 241000238876 Acari Species 0.000 description 51
- 239000004480 active ingredient Substances 0.000 description 44
- 239000007788 liquid Substances 0.000 description 28
- 239000007921 spray Substances 0.000 description 26
- 241001454293 Tetranychus urticae Species 0.000 description 24
- 238000012360 testing method Methods 0.000 description 22
- 241000894007 species Species 0.000 description 20
- 239000000243 solution Substances 0.000 description 19
- 238000011156 evaluation Methods 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- AXGUBXVWZBFQGA-UHFFFAOYSA-N chloropropylate Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)OC(C)C)C1=CC=C(Cl)C=C1 AXGUBXVWZBFQGA-UHFFFAOYSA-N 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- 208000015181 infectious disease Diseases 0.000 description 12
- 230000000885 phytotoxic effect Effects 0.000 description 12
- 208000024891 symptom Diseases 0.000 description 12
- 239000000843 powder Substances 0.000 description 11
- 238000005507 spraying Methods 0.000 description 11
- 231100000208 phytotoxic Toxicity 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- AIKKULXCBHRFOS-UHFFFAOYSA-N Formothion Chemical group COP(=S)(OC)SCC(=O)N(C)C=O AIKKULXCBHRFOS-UHFFFAOYSA-N 0.000 description 9
- 241001396980 Phytonemus pallidus Species 0.000 description 9
- 240000003768 Solanum lycopersicum Species 0.000 description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 235000013601 eggs Nutrition 0.000 description 9
- 241000220225 Malus Species 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 7
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 7
- 241001454295 Tetranychidae Species 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- XQUXKZZNEFRCAW-UHFFFAOYSA-N fenpropathrin Chemical compound CC1(C)C(C)(C)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 XQUXKZZNEFRCAW-UHFFFAOYSA-N 0.000 description 7
- 229920000151 polyglycol Polymers 0.000 description 7
- 239000010695 polyglycol Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 235000009355 Dianthus caryophyllus Nutrition 0.000 description 6
- 240000006497 Dianthus caryophyllus Species 0.000 description 6
- 241000735332 Gerbera Species 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 244000046052 Phaseolus vulgaris Species 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 241000219094 Vitaceae Species 0.000 description 6
- 235000013399 edible fruits Nutrition 0.000 description 6
- 239000004495 emulsifiable concentrate Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 235000021021 grapes Nutrition 0.000 description 6
- 244000068988 Glycine max Species 0.000 description 5
- 241000238631 Hexapoda Species 0.000 description 5
- 231100000674 Phytotoxicity Toxicity 0.000 description 5
- 241000952063 Polyphagotarsonemus latus Species 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000002420 orchard Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241000254173 Coleoptera Species 0.000 description 4
- 235000010469 Glycine max Nutrition 0.000 description 4
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 235000021016 apples Nutrition 0.000 description 4
- 239000013256 coordination polymer Substances 0.000 description 4
- ZYHMJXZULPZUED-UHFFFAOYSA-N propargite Chemical compound C1=CC(C(C)(C)C)=CC=C1OC1C(OS(=O)OCC#C)CCCC1 ZYHMJXZULPZUED-UHFFFAOYSA-N 0.000 description 4
- 230000002441 reversible effect Effects 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000004563 wettable powder Substances 0.000 description 4
- 240000004160 Capsicum annuum Species 0.000 description 3
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 3
- 240000008067 Cucumis sativus Species 0.000 description 3
- 241000612153 Cyclamen Species 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 206010070863 Toxicity to various agents Diseases 0.000 description 3
- 230000004071 biological effect Effects 0.000 description 3
- 239000001511 capsicum annuum Substances 0.000 description 3
- 229930186364 cyclamen Natural products 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 3
- 238000004817 gas chromatography Methods 0.000 description 3
- 238000003898 horticulture Methods 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 235000021018 plums Nutrition 0.000 description 3
- QXJKBPAVAHBARF-UHFFFAOYSA-N procymidone Chemical compound O=C1C2(C)CC2(C)C(=O)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-UHFFFAOYSA-N 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- RNVJQUPAEIQUTC-UHFFFAOYSA-N tricyclohexyltin Chemical compound C1CCCCC1[Sn](C1CCCCC1)C1CCCCC1 RNVJQUPAEIQUTC-UHFFFAOYSA-N 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- 240000006432 Carica papaya Species 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 235000009849 Cucumis sativus Nutrition 0.000 description 2
- 241000196133 Dryopteris Species 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 240000007019 Oxalis corniculata Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229940018556 chloropropylate Drugs 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000003203 everyday effect Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- BEBCJVAWIBVWNZ-UHFFFAOYSA-N glycinamide Chemical class NCC(N)=O BEBCJVAWIBVWNZ-UHFFFAOYSA-N 0.000 description 2
- 238000003306 harvesting Methods 0.000 description 2
- 230000012447 hatching Effects 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- GXJQMKFJQFGQKV-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enoyl]amino]ethanesulfonic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)N(C)CCS(O)(=O)=O GXJQMKFJQFGQKV-KHPPLWFESA-N 0.000 description 1
- ZRYCRPNCXLQHPN-UHFFFAOYSA-N 3-hydroxy-2-methylbenzaldehyde Chemical compound CC1=C(O)C=CC=C1C=O ZRYCRPNCXLQHPN-UHFFFAOYSA-N 0.000 description 1
- RYKZRKKEYSRDNF-UHFFFAOYSA-N 3-methylidenepentane Chemical group CCC(=C)CC RYKZRKKEYSRDNF-UHFFFAOYSA-N 0.000 description 1
- 206010000060 Abdominal distension Diseases 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241000079319 Aculops lycopersici Species 0.000 description 1
- 241000746976 Agavaceae Species 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- 241000556614 Alstroemeria aurea Species 0.000 description 1
- 241000234270 Amaryllidaceae Species 0.000 description 1
- 241000209524 Araceae Species 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 241000233788 Arecaceae Species 0.000 description 1
- 235000014256 Asplenium nidus Nutrition 0.000 description 1
- 240000004435 Asplenium nidus Species 0.000 description 1
- 241000208838 Asteraceae Species 0.000 description 1
- 241001480061 Blumeria graminis Species 0.000 description 1
- 241000167854 Bourreria succulenta Species 0.000 description 1
- 241000234670 Bromeliaceae Species 0.000 description 1
- 241000497160 Calepitrimerus Species 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- 235000009467 Carica papaya Nutrition 0.000 description 1
- 241000252254 Catostomidae Species 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 241000222199 Colletotrichum Species 0.000 description 1
- 240000009034 Cyclamen persicum Species 0.000 description 1
- LWLJUMBEZJHXHV-UHFFFAOYSA-N Dienochlor Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C1(Cl)C1(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LWLJUMBEZJHXHV-UHFFFAOYSA-N 0.000 description 1
- 241001425477 Dysdercus Species 0.000 description 1
- 241000588698 Erwinia Species 0.000 description 1
- 241000221017 Euphorbiaceae Species 0.000 description 1
- 240000005863 Fittonia verschaffeltii Species 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 241000234309 Hedychium gardnerianum Species 0.000 description 1
- 241001495491 Hoffmannia Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241001495448 Impatiens <genus> Species 0.000 description 1
- 240000006550 Lantana camara Species 0.000 description 1
- 241000218195 Lauraceae Species 0.000 description 1
- 241000234280 Liliaceae Species 0.000 description 1
- 241000218922 Magnoliophyta Species 0.000 description 1
- 241000219071 Malvaceae Species 0.000 description 1
- 235000016462 Mimosa pudica Nutrition 0.000 description 1
- 240000001140 Mimosa pudica Species 0.000 description 1
- 241000218231 Moraceae Species 0.000 description 1
- 241001453798 Nephrolepis Species 0.000 description 1
- OZBZONOEYUBXTD-UHFFFAOYSA-N OOOOOOOOO Chemical compound OOOOOOOOO OZBZONOEYUBXTD-UHFFFAOYSA-N 0.000 description 1
- HFEFMUSTGZNOPY-UHFFFAOYSA-N OOOOOOOOOOOOOOOO Chemical compound OOOOOOOOOOOOOOOO HFEFMUSTGZNOPY-UHFFFAOYSA-N 0.000 description 1
- 235000016499 Oxalis corniculata Nutrition 0.000 description 1
- 241001474977 Palla Species 0.000 description 1
- 241000233929 Pandanaceae Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 235000011880 Passiflora warmingii Nutrition 0.000 description 1
- 244000136141 Passiflora warmingii Species 0.000 description 1
- 241000218995 Passifloraceae Species 0.000 description 1
- 241000721490 Peperomia Species 0.000 description 1
- 241000233679 Peronosporaceae Species 0.000 description 1
- 244000025272 Persea americana Species 0.000 description 1
- 235000008673 Persea americana Nutrition 0.000 description 1
- 102100035188 Phosphatidylinositol N-acetylglucosaminyltransferase subunit P Human genes 0.000 description 1
- 101710109728 Phosphatidylinositol N-acetylglucosaminyltransferase subunit P Proteins 0.000 description 1
- 241001106412 Pilea Species 0.000 description 1
- 240000003889 Piper guineense Species 0.000 description 1
- 241000758706 Piperaceae Species 0.000 description 1
- 241000995006 Pisonia brunoniana Species 0.000 description 1
- 241000196124 Polypodiaceae Species 0.000 description 1
- 235000009827 Prunus armeniaca Nutrition 0.000 description 1
- 244000018633 Prunus armeniaca Species 0.000 description 1
- 240000005809 Prunus persica Species 0.000 description 1
- 235000006040 Prunus persica var persica Nutrition 0.000 description 1
- 241000220324 Pyrus Species 0.000 description 1
- 244000070968 Saintpaulia ionantha Species 0.000 description 1
- 244000078879 Saxifraga sarmentosa Species 0.000 description 1
- 241000208292 Solanaceae Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 241001112810 Streptocarpus Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 241000221577 Uromyces appendiculatus Species 0.000 description 1
- 241000792914 Valeriana Species 0.000 description 1
- 241000496694 Vasates Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000002098 Vicia faba var. major Nutrition 0.000 description 1
- 241000219095 Vitis Species 0.000 description 1
- 235000009392 Vitis Nutrition 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 235000021028 berry Nutrition 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 230000034303 cell budding Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000019693 cherries Nutrition 0.000 description 1
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 235000008504 concentrate Nutrition 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 230000002497 edematous effect Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 230000003760 hair shine Effects 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 239000008268 mayonnaise Substances 0.000 description 1
- 235000010746 mayonnaise Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 208000013435 necrotic lesion Diseases 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 230000003151 ovacidal effect Effects 0.000 description 1
- 230000017448 oviposition Effects 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000021017 pears Nutrition 0.000 description 1
- 238000003359 percent control normalization Methods 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 235000021012 strawberries Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004546 suspension concentrate Substances 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 150000003581 thiophosphoric acid halides Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 235000017468 valeriana Nutrition 0.000 description 1
- 229940099259 vaseline Drugs 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
- C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
- C07F9/6533—Six-membered rings
-
- 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
- A01N57/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-nitrogen bonds
-
- 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
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
- C07F9/2458—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic of aliphatic amines
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/5532—Seven-(or more) membered rings
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/564—Three-membered rings
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/58—Pyridine rings
-
- 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
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/59—Hydrogenated pyridine rings
-
- 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
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6503—Five-membered rings
- C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
-
- 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
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU843631A HU194258B (en) | 1984-09-26 | 1984-09-26 | Acaricide, insecticide, fungicide compositions and process for producing new n-alkyl-/ene/-n-/0,0-disubstituted-thiophosphoryl/-n-comma above-n-comma above-disubstituted-glycin-amides as active components |
HU363184 | 1984-09-26 | ||
HU1509285 | 1985-07-24 | ||
HU1509285 | 1985-07-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
NL8502605A true NL8502605A (nl) | 1986-04-16 |
Family
ID=26317665
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL8502605A NL8502605A (nl) | 1984-09-26 | 1985-09-24 | Nieuwe n-alkyl(een)-n-(o,o-digesubstitueerde-thiofosforyl)-n',n'-digesubstitueerde-glycinamiden, werkwijze voor de bereiding ervan en acaricide, insecticide en fungicide, die deze verbindingen als werkzaam bestanddeel bevatten. |
Country Status (23)
Country | Link |
---|---|
US (1) | US4870065A (sv) |
JP (1) | JPS61171492A (sv) |
CN (1) | CN85108113A (sv) |
AR (1) | AR242796A1 (sv) |
AT (1) | AT387577B (sv) |
AU (1) | AU573036B2 (sv) |
BE (1) | BE903304A (sv) |
CA (1) | CA1240992A (sv) |
CH (1) | CH662814A5 (sv) |
DK (1) | DK434285A (sv) |
FI (1) | FI79326C (sv) |
FR (1) | FR2570704B1 (sv) |
IL (1) | IL76415A0 (sv) |
IT (1) | IT1214632B (sv) |
LU (1) | LU86096A1 (sv) |
NL (1) | NL8502605A (sv) |
NO (1) | NO167575C (sv) |
PL (2) | PL147098B1 (sv) |
PT (1) | PT81202B (sv) |
RO (1) | RO93594B (sv) |
SE (1) | SE464029B (sv) |
SU (1) | SU1588266A3 (sv) |
TR (1) | TR22719A (sv) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT387577B (de) * | 1984-09-26 | 1989-02-10 | Eszakmagyar Vegyimuevek | Verfahren zur herstellung von n-alkyl/en/-n-/o,o- disubstituierten thiophosphoryl/-n'n'disubstituierten-glycinamiden und diese verbindungen enthaltende akarizide, insektizide und fungizide mittel |
HU202728B (en) * | 1988-01-14 | 1991-04-29 | Eszakmagyar Vegyimuevek | Synergetic fungicide and acaricide compositions containing two or three active components |
US5714439A (en) * | 1990-10-31 | 1998-02-03 | Rohm And Haas Company | Propanil dispersible granule |
CA2054054C (en) * | 1990-10-31 | 2002-11-26 | Richard David Houghton | Propanil dispersible granule formulation |
DE4342621A1 (de) * | 1993-12-14 | 1995-06-22 | Bayer Ag | Phosphorsäure-Derivate |
BR112013022385A2 (pt) * | 2011-03-23 | 2016-12-06 | Dow Global Technologies Llc | retardante de chama contendo fósforo, método para preparar um retardante de chama contendo fósforo e produto de poliuretano |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3280226A (en) * | 1964-02-05 | 1966-10-18 | Velsicol Chemical Corp | Bis-(carbamyl) alkyl amides of phorphorus acid esters |
DD95374A1 (sv) * | 1971-07-05 | 1973-02-12 | ||
AT387577B (de) * | 1984-09-26 | 1989-02-10 | Eszakmagyar Vegyimuevek | Verfahren zur herstellung von n-alkyl/en/-n-/o,o- disubstituierten thiophosphoryl/-n'n'disubstituierten-glycinamiden und diese verbindungen enthaltende akarizide, insektizide und fungizide mittel |
US4691500A (en) * | 1986-07-18 | 1987-09-08 | Packaging Systems International, Inc. | Lid sealing machine |
-
1985
- 1985-09-18 AT AT0271985A patent/AT387577B/de not_active IP Right Cessation
- 1985-09-19 IL IL76415A patent/IL76415A0/xx not_active IP Right Cessation
- 1985-09-19 SE SE8504346A patent/SE464029B/sv not_active IP Right Cessation
- 1985-09-24 CH CH4142/85A patent/CH662814A5/de not_active IP Right Cessation
- 1985-09-24 AU AU47907/85A patent/AU573036B2/en not_active Ceased
- 1985-09-24 NL NL8502605A patent/NL8502605A/nl not_active Application Discontinuation
- 1985-09-24 TR TR39292A patent/TR22719A/xx unknown
- 1985-09-25 SU SU853962797A patent/SU1588266A3/ru active
- 1985-09-25 DK DK434285A patent/DK434285A/da not_active Application Discontinuation
- 1985-09-25 FR FR858514205A patent/FR2570704B1/fr not_active Expired
- 1985-09-25 CA CA000491502A patent/CA1240992A/en not_active Expired
- 1985-09-25 RO RO120202A patent/RO93594B/ro unknown
- 1985-09-25 BE BE0/215627A patent/BE903304A/fr not_active IP Right Cessation
- 1985-09-25 LU LU86096A patent/LU86096A1/fr unknown
- 1985-09-25 FI FI853685A patent/FI79326C/sv not_active IP Right Cessation
- 1985-09-25 NO NO853760A patent/NO167575C/no unknown
- 1985-09-25 IT IT8522273A patent/IT1214632B/it active
- 1985-09-26 AR AR85301735A patent/AR242796A1/es active
- 1985-09-26 PT PT81202A patent/PT81202B/pt not_active IP Right Cessation
- 1985-09-26 PL PL85255529A patent/PL147098B1/pl unknown
- 1985-09-26 PL PL85262520A patent/PL146597B1/pl unknown
- 1985-09-26 US US06/780,659 patent/US4870065A/en not_active Expired - Fee Related
- 1985-09-26 JP JP60211191A patent/JPS61171492A/ja active Granted
- 1985-11-05 CN CN198585108113A patent/CN85108113A/zh active Pending
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPH05221818A (ja) | リン酸及びそのモノエステル及び塩による有害節足動物の防除方法 | |
Cunningham et al. | Field trial of cue-lure+ naled on saturated fiberboard blocks for control of the melon fly by the male-annihilation technique | |
Davidson | Rotenone as a contact insecticide | |
NL8502605A (nl) | Nieuwe n-alkyl(een)-n-(o,o-digesubstitueerde-thiofosforyl)-n',n'-digesubstitueerde-glycinamiden, werkwijze voor de bereiding ervan en acaricide, insecticide en fungicide, die deze verbindingen als werkzaam bestanddeel bevatten. | |
DK165157B (da) | Phosphatidholdigt insekticidt praeparat, dets fremstilling og anvendelse | |
US2861876A (en) | Method of destroying undesired plants | |
US3009855A (en) | Method and composition of destroying insects employing 1-naphthyl n-methyl carbamate | |
US4889944A (en) | Novel N-alkyl or N-alkenyl-N-(O,O-disubstituted-thio-phosphoryl)-N',N'-disubstituted glycin amides, process for the preparation thereof and acaricide, insecticide and fungicide containing these compounds as active ingredient | |
US3105000A (en) | Organo-tin and organo-sulphur parasiticides | |
Taylor et al. | Further observations on the biology and control of the raspberry beetle (Byturus tomentosus (Deg.)) in eastern Scotland | |
Le Pelley | On the control of Antestia lineaticollis, Stål (Hem., Pentatom.) on coffee in Kenya Colony | |
Bacon et al. | Experiments on control of the alfalfa seed chalcid, Bruchophagus roddi, in seed alfalfa | |
JP3552282B2 (ja) | カメムシ類の防除方法並びに加害防止方法 | |
JPH092913A (ja) | コナジラミ類駆除剤 | |
SU314339A1 (sv) | ||
DE2258528C3 (de) | Bekämpfung von Bodeninsekten mit einem Dithiophosphorsäureester-Derivat | |
US2528310A (en) | Miticidal compositions comprising 4-chlorophenyl 4-chlorobenzene sulfonate | |
Fulton | The control of insects and diseases affecting horticultural crops | |
JP2022507775A (ja) | 植物破壊昆虫およびダニ目(acari)の制御のためのポリエチレングリコールの使用 | |
SU262750A1 (sv) | ||
Cox | Toxicity of Insecticide Residues on Grape Foliage to Red-Banded Leaf Roller | |
Reid et al. | Tests of insecticides for control of the pickleworm and associated insects on cucumbers and squash, 1948-51 | |
Powell et al. | Pest control in commercial fruit plantings | |
Van Middelem et al. | Residues on Ryegrass Following Preplant or Postemergence Applications of Four Insecticides for Mole Cricket Control | |
Carruth et al. | Bulletin: Number 698 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
BA | A request for search or an international-type search has been filed | ||
BB | A search report has been drawn up | ||
BC | A request for examination has been filed | ||
BV | The patent application has lapsed |