IE41817B1 - Bis-(dithio)-aminoalkanes - Google Patents
Bis-(dithio)-aminoalkanesInfo
- Publication number
- IE41817B1 IE41817B1 IE2315/75A IE231575A IE41817B1 IE 41817 B1 IE41817 B1 IE 41817B1 IE 2315/75 A IE2315/75 A IE 2315/75A IE 231575 A IE231575 A IE 231575A IE 41817 B1 IE41817 B1 IE 41817B1
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- acid
- formulation
- formula
- formulation according
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 239000000203 mixture Substances 0.000 claims abstract description 34
- 238000009472 formulation Methods 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 10
- 230000000855 fungicidal effect Effects 0.000 claims abstract description 9
- 239000002917 insecticide Substances 0.000 claims abstract description 8
- 239000000843 powder Substances 0.000 claims abstract description 8
- 239000008187 granular material Substances 0.000 claims abstract description 6
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 5
- 238000010410 dusting Methods 0.000 claims abstract description 4
- 239000007788 liquid Substances 0.000 claims abstract description 4
- 239000007921 spray Substances 0.000 claims abstract description 4
- 150000003839 salts Chemical group 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 17
- 241000196324 Embryophyta Species 0.000 claims description 14
- 239000012458 free base Substances 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- -1 alkylbenzene sulphonate Chemical class 0.000 claims description 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 241000238631 Hexapoda Species 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 7
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 239000000417 fungicide Substances 0.000 claims description 5
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 5
- 229910052622 kaolinite Inorganic materials 0.000 claims description 5
- 235000019738 Limestone Nutrition 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 4
- 229960000892 attapulgite Drugs 0.000 claims description 4
- 239000003085 diluting agent Substances 0.000 claims description 4
- 239000006028 limestone Substances 0.000 claims description 4
- 235000006408 oxalic acid Nutrition 0.000 claims description 4
- 229910052625 palygorskite Inorganic materials 0.000 claims description 4
- 239000010695 polyglycol Substances 0.000 claims description 4
- 229920000151 polyglycol Polymers 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 235000019333 sodium laurylsulphate Nutrition 0.000 claims description 4
- 241000233866 Fungi Species 0.000 claims description 3
- 240000007594 Oryza sativa Species 0.000 claims description 3
- 235000007164 Oryza sativa Nutrition 0.000 claims description 3
- 239000004141 Sodium laurylsulphate Substances 0.000 claims description 3
- 244000061456 Solanum tuberosum Species 0.000 claims description 3
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 3
- 235000011054 acetic acid Nutrition 0.000 claims description 3
- 150000005840 aryl radicals Chemical class 0.000 claims description 3
- 150000002170 ethers Chemical class 0.000 claims description 3
- 235000011167 hydrochloric acid Nutrition 0.000 claims description 3
- 229920005610 lignin Chemical class 0.000 claims description 3
- 239000008262 pumice Substances 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 239000005909 Kieselgur Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 235000010233 benzoic acid Nutrition 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000012876 carrier material Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 230000007797 corrosion Effects 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 238000005470 impregnation Methods 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 235000011007 phosphoric acid Nutrition 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 229910052903 pyrophyllite Inorganic materials 0.000 claims description 2
- 150000004760 silicates Chemical class 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 235000011149 sulphuric acid Nutrition 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 claims 1
- 239000005711 Benzoic acid Substances 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 239000001117 sulphuric acid Substances 0.000 claims 1
- 239000000443 aerosol Substances 0.000 abstract description 3
- 239000000575 pesticide Substances 0.000 abstract 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- 239000004480 active ingredient Substances 0.000 abstract 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 230000000895 acaricidal effect Effects 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 230000037406 food intake Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 15
- 239000000243 solution Substances 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000004519 manufacturing process Methods 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
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 244000046052 Phaseolus vulgaris Species 0.000 description 3
- 241001454295 Tetranychidae Species 0.000 description 3
- 241000221577 Uromyces appendiculatus Species 0.000 description 3
- 239000000969 carrier Substances 0.000 description 3
- 235000021186 dishes Nutrition 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 2
- 241001143309 Acanthoscelides obtectus Species 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 2
- 241000122098 Ephestia kuehniella Species 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 241000258937 Hemiptera Species 0.000 description 2
- 241000255777 Lepidoptera Species 0.000 description 2
- 241000254043 Melolonthinae Species 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 241000254086 Tribolium <beetle> Species 0.000 description 2
- 241000254112 Tribolium confusum Species 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- VMOWKUTXPNPTEN-UHFFFAOYSA-N n,n-dimethylpropan-2-amine Chemical compound CC(C)N(C)C VMOWKUTXPNPTEN-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000006072 paste Substances 0.000 description 2
- 230000008654 plant damage Effects 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- FVZCUJCQONKGLF-UHFFFAOYSA-N 1,3-bis(tert-butyldisulfanyl)-N,N-dimethylpropan-2-amine Chemical compound C(C)(C)(C)SSCC(CSSC(C)(C)C)N(C)C FVZCUJCQONKGLF-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
- 241000238876 Acari Species 0.000 description 1
- 241000132121 Acaridae Species 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- 241000907225 Bruchidius Species 0.000 description 1
- 241000426499 Chilo Species 0.000 description 1
- 241000426497 Chilo suppressalis Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000254171 Curculionidae Species 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 241000219146 Gossypium Species 0.000 description 1
- 240000000047 Gossypium barbadense Species 0.000 description 1
- 235000009429 Gossypium barbadense Nutrition 0.000 description 1
- 241000500891 Insecta Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241001510071 Pyrrhocoridae Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 241000256250 Spodoptera littoralis Species 0.000 description 1
- 241000221576 Uromyces Species 0.000 description 1
- 150000001243 acetic acids Chemical class 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 150000001559 benzoic acids Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000004119 disulfanediyl group Chemical group *SS* 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002913 oxalic acids Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1431274A CH607741A5 (en) | 1974-10-25 | 1974-10-25 | Pesticide, and the use thereof for controlling insects |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE41817L IE41817L (en) | 1976-04-25 |
| IE41817B1 true IE41817B1 (en) | 1980-03-26 |
Family
ID=4399768
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2315/75A IE41817B1 (en) | 1974-10-25 | 1975-10-23 | Bis-(dithio)-aminoalkanes |
Country Status (27)
| Country | Link |
|---|---|
| JP (1) | JPS5167724A (es) |
| AR (1) | AR215424A1 (es) |
| AT (1) | AT352091B (es) |
| AU (1) | AU500951B2 (es) |
| BE (1) | BE834812A (es) |
| BR (1) | BR7506960A (es) |
| CA (1) | CA1065345A (es) |
| CH (1) | CH607741A5 (es) |
| DD (2) | DD123326A5 (es) |
| DE (1) | DE2546891A1 (es) |
| DK (1) | DK139816B (es) |
| EG (1) | EG12155A (es) |
| ES (1) | ES442013A1 (es) |
| FR (1) | FR2289496A1 (es) |
| GB (1) | GB1513560A (es) |
| GR (1) | GR58589B (es) |
| HU (1) | HU172715B (es) |
| IE (1) | IE41817B1 (es) |
| IL (1) | IL48356A (es) |
| IT (1) | IT1043648B (es) |
| NL (1) | NL7512321A (es) |
| PL (2) | PL97681B1 (es) |
| RO (1) | RO68807A (es) |
| SE (1) | SE7511705L (es) |
| SU (2) | SU619103A3 (es) |
| TR (1) | TR19032A (es) |
| ZA (1) | ZA756704B (es) |
-
1974
- 1974-10-25 CH CH1431274A patent/CH607741A5/xx not_active IP Right Cessation
-
1975
- 1975-10-16 DK DK466575AA patent/DK139816B/da unknown
- 1975-10-17 SE SE7511705A patent/SE7511705L/xx unknown
- 1975-10-20 DE DE19752546891 patent/DE2546891A1/de not_active Withdrawn
- 1975-10-20 GB GB42936/75A patent/GB1513560A/en not_active Expired
- 1975-10-21 NL NL7512321A patent/NL7512321A/xx not_active Application Discontinuation
- 1975-10-22 EG EG626/75A patent/EG12155A/xx active
- 1975-10-22 HU HU75SA00002847A patent/HU172715B/hu unknown
- 1975-10-23 IE IE2315/75A patent/IE41817B1/en unknown
- 1975-10-23 BE BE161199A patent/BE834812A/xx unknown
- 1975-10-23 BR BR7506960*A patent/BR7506960A/pt unknown
- 1975-10-23 IL IL48356A patent/IL48356A/xx unknown
- 1975-10-23 PL PL1975195440A patent/PL97681B1/pl unknown
- 1975-10-23 TR TR19032A patent/TR19032A/xx unknown
- 1975-10-23 DD DD189022A patent/DD123326A5/xx unknown
- 1975-10-23 DD DD7500197039A patent/DD129146A5/xx unknown
- 1975-10-23 ES ES442013A patent/ES442013A1/es not_active Expired
- 1975-10-23 FR FR7532416A patent/FR2289496A1/fr active Granted
- 1975-10-23 AT AT807575A patent/AT352091B/de not_active IP Right Cessation
- 1975-10-23 AU AU85984/75A patent/AU500951B2/en not_active Expired
- 1975-10-23 JP JP50128248A patent/JPS5167724A/ja active Pending
- 1975-10-23 SU SU752183107A patent/SU619103A3/ru active
- 1975-10-23 CA CA238,226A patent/CA1065345A/en not_active Expired
- 1975-10-23 PL PL1975184210A patent/PL96642B1/pl unknown
- 1975-10-24 ZA ZA756704A patent/ZA756704B/xx unknown
- 1975-10-24 IT IT28678/75A patent/IT1043648B/it active
- 1975-10-24 GR GR49200A patent/GR58589B/el unknown
- 1975-10-24 RO RO7583720A patent/RO68807A/ro unknown
- 1975-10-24 AR AR260911A patent/AR215424A1/es active
-
1976
- 1976-10-28 SU SU762415057A patent/SU713522A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| SU713522A3 (ru) | 1980-01-30 |
| ATA807575A (de) | 1979-02-15 |
| AU8598475A (en) | 1977-04-28 |
| JPS5167724A (es) | 1976-06-11 |
| HU172715B (hu) | 1978-11-28 |
| DD123326A5 (es) | 1976-12-12 |
| DK466575A (es) | 1976-04-26 |
| GR58589B (en) | 1977-11-10 |
| BE834812A (fr) | 1976-04-23 |
| EG12155A (en) | 1978-06-30 |
| RO68807A (ro) | 1980-08-15 |
| DE2546891A1 (de) | 1976-04-29 |
| CA1065345A (en) | 1979-10-30 |
| DK139816B (da) | 1979-04-23 |
| PL96642B1 (pl) | 1978-01-31 |
| AU500951B2 (en) | 1979-06-07 |
| PL97681B1 (pl) | 1978-03-30 |
| IT1043648B (it) | 1980-02-29 |
| FR2289496A1 (fr) | 1976-05-28 |
| IE41817L (en) | 1976-04-25 |
| NL7512321A (nl) | 1976-04-27 |
| AT352091B (de) | 1979-08-27 |
| IL48356A (en) | 1979-05-31 |
| SU619103A3 (ru) | 1978-08-05 |
| BR7506960A (pt) | 1976-08-17 |
| IL48356A0 (en) | 1975-12-31 |
| TR19032A (tr) | 1978-02-06 |
| FR2289496B1 (es) | 1979-07-13 |
| AR215424A1 (es) | 1979-10-15 |
| CH607741A5 (en) | 1978-10-31 |
| ES442013A1 (es) | 1977-06-16 |
| SE7511705L (sv) | 1976-04-26 |
| DD129146A5 (de) | 1978-01-04 |
| ZA756704B (en) | 1977-05-25 |
| DK139816C (es) | 1979-10-22 |
| GB1513560A (en) | 1978-06-07 |
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