CH497838A - Verfahren und Mittel zur Beeinflussung des Pflanzenwachstums - Google Patents

Verfahren und Mittel zur Beeinflussung des Pflanzenwachstums

Info

Publication number: CH497838A
Authority: CH; Switzerland
Prior art keywords: ethylamino; triazine; cyano; chloro; active component
Prior art date: 1966-11-22

Application number

CH1493567A

Other languages

German (de)

English (en)

Inventor

Werner Dr Schwarze

Original Assignee

Degussa

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1966-11-22

Filing date

1967-10-24

Publication date

1970-10-31

1967-10-24 Application filed by Degussa filed Critical Degussa

1970-10-31 Publication of CH497838A publication Critical patent/CH497838A/de

Links

JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 title claims description 4
239000004009 herbicide Substances 0.000 title abstract description 9
125000000217 alkyl group Chemical group 0.000 claims abstract description 12
125000003342 alkenyl group Chemical group 0.000 claims abstract description 10
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 6
125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
229910052736 halogen Inorganic materials 0.000 claims abstract description 3
150000002367 halogens Chemical class 0.000 claims abstract description 3
150000001875 compounds Chemical class 0.000 claims description 32
238000000034 method Methods 0.000 claims description 17
-1 methyl mercapto group Chemical group 0.000 claims description 15
239000003795 chemical substances by application Substances 0.000 claims description 14
239000002689 soil Substances 0.000 claims description 14
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
239000004480 active ingredient Substances 0.000 claims description 10
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
240000008042 Zea mays Species 0.000 claims description 7
235000002017 Zea mays subsp mays Nutrition 0.000 claims description 7
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 claims description 6
235000021536 Sugar beet Nutrition 0.000 claims description 6
235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 6
125000001309 chloro group Chemical group Cl* 0.000 claims description 6
235000009973 maize Nutrition 0.000 claims description 6
244000152970 Digitaria sanguinalis Species 0.000 claims description 5
235000021307 Triticum Nutrition 0.000 claims description 5
125000005843 halogen group Chemical group 0.000 claims description 5
230000008635 plant growth Effects 0.000 claims description 5
240000005979 Hordeum vulgare Species 0.000 claims description 4
235000007340 Hordeum vulgare Nutrition 0.000 claims description 4
231100000674 Phytotoxicity Toxicity 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
239000000463 material Substances 0.000 claims description 4
244000058871 Echinochloa crus-galli Species 0.000 claims description 3
MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 3
239000004927 clay Substances 0.000 claims description 3
239000013065 commercial product Substances 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
239000004033 plastic Substances 0.000 claims description 3
229920003023 plastic Polymers 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
235000011999 Panicum crusgalli Nutrition 0.000 claims description 2
235000013339 cereals Nutrition 0.000 claims description 2
230000000052 comparative effect Effects 0.000 claims description 2
PMFZDLUOUGJWTR-UHFFFAOYSA-N n-ethyl-4-methoxy-1,3,5-triazin-2-amine Chemical compound CCNC1=NC=NC(OC)=N1 PMFZDLUOUGJWTR-UHFFFAOYSA-N 0.000 claims description 2
244000098338 Triticum aestivum Species 0.000 claims 1
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 18
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract description 10
125000004093 cyano group Chemical group *C#N 0.000 abstract description 10
MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 abstract description 7
229910021529 ammonia Inorganic materials 0.000 abstract description 5
238000006243 chemical reaction Methods 0.000 abstract description 4
150000001412 amines Chemical class 0.000 abstract description 3
208000006278 hypochromic anemia Diseases 0.000 abstract 1
239000000203 mixture Substances 0.000 description 14
239000000126 substance Substances 0.000 description 14
239000000460 chlorine Substances 0.000 description 11
241000196324 Embryophyta Species 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
239000000243 solution Substances 0.000 description 9
230000002363 herbicidal effect Effects 0.000 description 8
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
239000013078 crystal Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
150000003918 triazines Chemical class 0.000 description 5
QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 4
241000209140 Triticum Species 0.000 description 4
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 4
241000219198 Brassica Species 0.000 description 3
235000003351 Brassica cretica Nutrition 0.000 description 3
235000003343 Brassica rupestris Nutrition 0.000 description 3
235000010823 Digitaria sanguinalis Nutrition 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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 description 3
240000006240 Linum usitatissimum Species 0.000 description 3
235000004431 Linum usitatissimum Nutrition 0.000 description 3
241000209082 Lolium Species 0.000 description 3
240000004713 Pisum sativum Species 0.000 description 3
235000010582 Pisum sativum Nutrition 0.000 description 3
150000001299 aldehydes Chemical class 0.000 description 3
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
235000004426 flaxseed Nutrition 0.000 description 3
230000012010 growth Effects 0.000 description 3
235000010460 mustard Nutrition 0.000 description 3
229910052708 sodium Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
125000001424 substituent group Chemical group 0.000 description 3
SLYVQEOUGKXEAV-UHFFFAOYSA-N 4-azidotriazine Chemical class [N-]=[N+]=NC1=CC=NN=N1 SLYVQEOUGKXEAV-UHFFFAOYSA-N 0.000 description 2
RTNUTCOTGVKVBR-UHFFFAOYSA-N 4-chlorotriazine Chemical class ClC1=CC=NN=N1 RTNUTCOTGVKVBR-UHFFFAOYSA-N 0.000 description 2
244000237956 Amaranthus retroflexus Species 0.000 description 2
235000013479 Amaranthus retroflexus Nutrition 0.000 description 2
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
244000075850 Avena orientalis Species 0.000 description 2
235000007319 Avena orientalis Nutrition 0.000 description 2
240000007124 Brassica oleracea Species 0.000 description 2
235000003899 Brassica oleracea var acephala Nutrition 0.000 description 2
235000011301 Brassica oleracea var capitata Nutrition 0.000 description 2
235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
229920000742 Cotton Polymers 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
244000299507 Gossypium hirsutum Species 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
AFVLVVWMAFSXCK-VMPITWQZSA-N alpha-cyano-4-hydroxycinnamic acid Chemical group OC(=O)C(\C#N)=C\C1=CC=C(O)C=C1 AFVLVVWMAFSXCK-VMPITWQZSA-N 0.000 description 2
239000000440 bentonite Substances 0.000 description 2
229910000278 bentonite Inorganic materials 0.000 description 2
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
239000005018 casein Substances 0.000 description 2
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
235000021240 caseins Nutrition 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
235000014113 dietary fatty acids Nutrition 0.000 description 2
238000010410 dusting Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000000194 fatty acid Substances 0.000 description 2
229930195729 fatty acid Natural products 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
230000000885 phytotoxic effect Effects 0.000 description 2
239000013558 reference substance Substances 0.000 description 2
150000003839 salts Chemical class 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
239000007921 spray Substances 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
239000000725 suspension Substances 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
238000010626 work up procedure Methods 0.000 description 2
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical group C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
LWEAHXKXKDCSIE-UHFFFAOYSA-M 2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-M 0.000 description 1
SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 description 1
WLFVAZXPSRGUOC-UHFFFAOYSA-N 2-[1-amino-6-chloro-2-(methylamino)-2H-1,3,5-triazin-4-yl]propanenitrile Chemical compound CNC1N(C(=NC(=N1)C(C)C#N)Cl)N WLFVAZXPSRGUOC-UHFFFAOYSA-N 0.000 description 1
QLVWRJVCAROATI-UHFFFAOYSA-N 2-azido-1,3,5-triazine Chemical compound [N-]=[N+]=NC1=NC=NC=N1 QLVWRJVCAROATI-UHFFFAOYSA-N 0.000 description 1
HTFUDMWLKMTDTQ-UHFFFAOYSA-N 4,6-dichloro-5-methylsulfanyltriazine Chemical compound CSC=1C(=NN=NC=1Cl)Cl HTFUDMWLKMTDTQ-UHFFFAOYSA-N 0.000 description 1
FUQZITNHUIFIJJ-UHFFFAOYSA-N 4-chloro-N-ethyl-6-ethylimino-1,3-dihydrotriazin-2-amine Chemical compound ClC1=CC(=NN(N1)NCC)NCC FUQZITNHUIFIJJ-UHFFFAOYSA-N 0.000 description 1
TYPUUIGUIXHFQE-UHFFFAOYSA-N 4-chloro-N-ethyl-6-propan-2-ylimino-1,3-dihydrotriazin-2-amine Chemical compound C(C)NN1NC(=CC(=N1)NC(C)C)Cl TYPUUIGUIXHFQE-UHFFFAOYSA-N 0.000 description 1
GXJIVBWMSXPCOQ-UHFFFAOYSA-N 4-tert-butylimino-2-(ethylamino)-6-methyl-1,3-dihydrotriazine-5-thiol Chemical compound C(C)NN1NC(=C(C(=N1)NC(C)(C)C)S)C GXJIVBWMSXPCOQ-UHFFFAOYSA-N 0.000 description 1
241000743987 Alopecurus pratensis Species 0.000 description 1
239000005995 Aluminium silicate Substances 0.000 description 1
235000004135 Amaranthus viridis Nutrition 0.000 description 1
LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
PBWRNYBTRPGCIZ-UHFFFAOYSA-N C(C)(C)NC1N(C(=NC(=N1)C(CC)C#N)Cl)N Chemical compound C(C)(C)NC1N(C(=NC(=N1)C(CC)C#N)Cl)N PBWRNYBTRPGCIZ-UHFFFAOYSA-N 0.000 description 1
LXBDTOSGKGOCBH-UHFFFAOYSA-N C(C)NC1N(C(=NC(=N1)C(C)C#N)Cl)N Chemical compound C(C)NC1N(C(=NC(=N1)C(C)C#N)Cl)N LXBDTOSGKGOCBH-UHFFFAOYSA-N 0.000 description 1
DWGRRGYBBJOHSG-UHFFFAOYSA-N CCNC1N=C(C(C)C#N)N=C(C)N1SN Chemical compound CCNC1N=C(C(C)C#N)N=C(C)N1SN DWGRRGYBBJOHSG-UHFFFAOYSA-N 0.000 description 1
UEYSLELLVIMUCI-UHFFFAOYSA-N CNN1NC(=CC(=N1)NC(C)C)SC Chemical compound CNN1NC(=CC(=N1)NC(C)C)SC UEYSLELLVIMUCI-UHFFFAOYSA-N 0.000 description 1
235000009344 Chenopodium album Nutrition 0.000 description 1
235000005484 Chenopodium berlandieri Nutrition 0.000 description 1
235000009332 Chenopodium rubrum Nutrition 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
240000006740 Cichorium endivia Species 0.000 description 1
235000018536 Cichorium endivia Nutrition 0.000 description 1
244000298479 Cichorium intybus Species 0.000 description 1
235000007542 Cichorium intybus Nutrition 0.000 description 1
235000001602 Digitaria X umfolozi Nutrition 0.000 description 1
235000017898 Digitaria ciliaris Nutrition 0.000 description 1
235000005476 Digitaria cruciata Nutrition 0.000 description 1
235000006830 Digitaria didactyla Nutrition 0.000 description 1
235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 1
241000192043 Echinochloa Species 0.000 description 1
235000014716 Eleusine indica Nutrition 0.000 description 1
241000508725 Elymus repens Species 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
241001098499 Lanceolata Species 0.000 description 1
240000004296 Lolium perenne Species 0.000 description 1
235000003805 Musa ABB Group Nutrition 0.000 description 1
240000005561 Musa balbisiana Species 0.000 description 1
244000239204 Plantago lanceolata Species 0.000 description 1
235000010503 Plantago lanceolata Nutrition 0.000 description 1
235000015266 Plantago major Nutrition 0.000 description 1
239000004698 Polyethylene Chemical group 0.000 description 1
101100054666 Streptomyces halstedii sch3 gene Proteins 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000000783 alginic acid Substances 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229960001126 alginic acid Drugs 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
239000003513 alkali Substances 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical group 0.000 description 1
125000005466 alkylenyl group Chemical group 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
UAZDIGCOBKKMPU-UHFFFAOYSA-O azanium;azide Chemical compound [NH4+].[N-]=[N+]=[N-] UAZDIGCOBKKMPU-UHFFFAOYSA-O 0.000 description 1
150000001540 azides Chemical class 0.000 description 1
125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000003610 charcoal Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000000428 dust Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
230000005094 fruit set Effects 0.000 description 1
239000000417 fungicide Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000003292 glue Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
239000003350 kerosene Substances 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
229920005610 lignin Polymers 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical class C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000002688 persistence Effects 0.000 description 1
231100000208 phytotoxic Toxicity 0.000 description 1
229920000573 polyethylene Chemical group 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
239000001397 quillaja saponaria molina bark Substances 0.000 description 1
229930182490 saponin Natural products 0.000 description 1
150000007949 saponins Chemical class 0.000 description 1
235000017709 saponins Nutrition 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
LOZOGGLFSJGOHI-UHFFFAOYSA-N triazin-4-ylhydrazine Chemical class NNC1=CC=NN=N1 LOZOGGLFSJGOHI-UHFFFAOYSA-N 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
238000011179 visual inspection Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/66—Derivatives of melamine in which a hetero atom is directly attached to a nitrogen atom of melamine

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Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)

CH1493567A 1966-11-22 1967-10-24 Verfahren und Mittel zur Beeinflussung des Pflanzenwachstums CH497838A (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DED0051608		1966-11-22

Publications (1)

Publication Number	Publication Date
CH497838A true CH497838A (de)	1970-10-31

Family

ID=7053504

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1493567A CH497838A (de)	1966-11-22	1967-10-24	Verfahren und Mittel zur Beeinflussung des Pflanzenwachstums

Country Status (10)

Country	Link
BE (1)	BE706856A (xx)
CH (1)	CH497838A (xx)
DE (1)	DE1670541C3 (xx)
DK (1)	DK129713B (xx)
ES (1)	ES347337A1 (xx)
FR (1)	FR1547821A (xx)
GB (1)	GB1153245A (xx)
NL (1)	NL136158C (xx)
SE (1)	SE335739B (xx)
YU (1)	YU33791B (xx)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ES391666A1 (es) *	1970-05-29	1974-10-01	Agripat Sa	Procedimiento para la preparacion de derivados diamino-s- triacinicos.
DE2657944C2 (de) *	1976-12-21	1982-12-02	Armjanskij Sel'skochozjajstvennyj Institut, Erevan	2-(N-Alkyl-N-cyanamino)-4,6-bis-alkylamino-sym.- triazine, Verfahren zu ihrer Herstellung und ihre Verwendung
DE3322720A1 (de) *	1983-06-24	1985-01-03	Chemische Werke Hüls AG, 4370 Marl	Verwendung von in 2-stellung mit (substituierten) aminogruppen substituierten 4-dl-alkylester-(alpha)-alaninyl-6-chlor-s-triazinen als herbizide, insbesondere gegen flughafer

1966
- 1966-11-22 DE DE1670541A patent/DE1670541C3/de not_active Expired
1967
- 1967-10-24 CH CH1493567A patent/CH497838A/de not_active IP Right Cessation
- 1967-11-15 FR FR128307A patent/FR1547821A/fr not_active Expired
- 1967-11-15 NL NL6715520A patent/NL136158C/xx active
- 1967-11-18 ES ES347337A patent/ES347337A1/es not_active Expired
- 1967-11-21 BE BE706856D patent/BE706856A/xx not_active IP Right Cessation
- 1967-11-21 YU YU2272/67A patent/YU33791B/xx unknown
- 1967-11-21 DK DK583167AA patent/DK129713B/da not_active IP Right Cessation
- 1967-11-22 SE SE16067/67A patent/SE335739B/xx unknown
- 1967-11-22 GB GB53217/67A patent/GB1153245A/en not_active Expired

Also Published As

Publication number	Publication date
DE1670541B2 (de)	1973-02-15
ES347337A1 (es)	1969-05-16
DE1670541C3 (de)	1973-10-11
BE706856A (xx)	1968-04-01
YU33791B (en)	1978-05-15
DE1670541A1 (de)	1972-03-09
GB1153245A (en)	1969-05-29
NL136158C (xx)	1972-12-16
YU227267A (en)	1977-10-31
NL6715520A (xx)	1968-05-24
DK129713B (da)	1974-11-11
DK129713C (xx)	1975-04-21
SE335739B (xx)	1971-06-07
FR1547821A (fr)	1968-11-29

Publication	Publication Date	Title
DE2328340C3 (de)	1978-12-07	N-aliphatoxyalkylierte Chloracetanilide, Verfahren zu deren Herstellung und Mittel zur Beeinflussung des Pflanzenwachstums
DE1670528C3 (de)	1973-10-31	Mittel zur Beeinflussung des Pflanzenwachstums
DE1914014A1 (de)	1969-10-02	Neue 2-Alkylthio-4,6-diamino-S-triazine
CH497838A (de)	1970-10-31	Verfahren und Mittel zur Beeinflussung des Pflanzenwachstums
DE1567044A1 (de)	1970-08-13	Pestizides,insbesondere herbizides Mittel
DE2242420B2 (de)	1981-06-25	Halogenacetanilide, Verfahren zu ihrer Herstellung und Selektivherbizide mit den Halogenacetaniliden als Wirkstoff
DE1914012B2 (de)	1981-05-07	2-Amino-4-azido-6-cyclopropylamino-s-triazin-Derivate
EP0153601A1 (de)	1985-09-04	2-Alkoxyaminosulfonylbenzolsulfonyl-harnstoff-Derivate
DE1914015C3 (de)	1978-08-24	a-ChloM-tertbutylamino-e-cyclopropylamino-s-triazin und dieses enthaltende Mittel zur Bekämpfung von Unkräutern
DE1567022A1 (de)	1970-04-16	Herbizid
EP0148498A1 (de)	1985-07-17	Neue Sulfonylguanidin-Derivate
DE1670594C3 (de)	1977-04-07	Substituierte Cyanalkylamino-striazine
DE2350021A1 (de)	1974-04-18	Fungizide
DE2126640C3 (de)	1974-06-06	Substituierte Diamino-s-triazine, Verfahren zu deren Herstellung und deren Verwendung zur Bekämpfung von Unkräutern
DE2230076A1 (de)	1972-12-28	Verfahren zur Herstellung neuer heterocyclischer Stoffe
DE3019259A1 (de)	1980-12-04	Salze von herbiziden 1,2,4-thiadiazolyl-5-harnstoffderivaten und deren verwendung
DE1745904A1 (de)	1970-04-16	Mittel zur Beeinflussung des Pflanzenwachstums und Verfahren zur Herstellung seiner wirksamen Bestandteile
CH375730A (de)	1964-03-15	Verfahren zur Herstellung neuer Triazine und ihre Verwendung zur Hemmung des Pflanzenwachstums
DE1670594B2 (de)	1976-08-26	Substituierte cyanalkylamino-s- triazine
CH581426A5 (en)	1976-11-15	N-substd haloacetanilides - as selective herbicides
CH564306A5 (en)	1975-07-31	Haloacetanilides - selective herbicides
DE1036563B (de)	1958-08-14	Fungizide Mittel
EP0084767A2 (de)	1983-08-03	Verwendung von Chlor-s-triazinen, die mit ein oder zwei Cyclohexylamino-Gruppen mit mindestens 3 einwertigen Substituenten oder mit Cyclopentylamino-Gruppen substituiert sind, als selektive Mittel gegen Unkräuter und Schadgräser
CH541288A (de)	1973-09-15	Mittel zur selektiven Bekämpfung von Unkräutern in Kulturpflanzungen
CH539640A (de)	1973-07-31	Verfahren zur Herstellung neuer, herbizid wirksamer s-Triazine und deren Verwendung zur Bekämpfung von Unkräutern

Legal Events

Date	Code	Title	Description
1987-12-31	PL	Patent ceased