CH618682A5 - - Google Patents
Download PDFInfo
- Publication number
- CH618682A5 CH618682A5 CH1442775A CH1442775A CH618682A5 CH 618682 A5 CH618682 A5 CH 618682A5 CH 1442775 A CH1442775 A CH 1442775A CH 1442775 A CH1442775 A CH 1442775A CH 618682 A5 CH618682 A5 CH 618682A5
- Authority
- CH
- Switzerland
- Prior art keywords
- carbon atoms
- alkyl
- carboxylic acid
- unsubstituted
- formula
- Prior art date
Links
- 125000004432 carbon atom Chemical group C* 0.000 claims description 35
- 241000196324 Embryophyta Species 0.000 claims description 29
- 239000003795 chemical substances by application Substances 0.000 claims description 28
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 230000012010 growth Effects 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 125000004414 alkyl thio group Chemical group 0.000 claims description 9
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 235000013339 cereals Nutrition 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 230000008635 plant growth Effects 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- 235000010469 Glycine max Nutrition 0.000 claims description 4
- 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 4
- 241000209504 Poaceae Species 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 244000068988 Glycine max Species 0.000 claims description 3
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims description 3
- 244000061176 Nicotiana tabacum Species 0.000 claims description 3
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 2
- 125000000232 haloalkynyl group Chemical group 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 150000007530 organic bases Chemical class 0.000 claims 1
- 229910001414 potassium ion Inorganic materials 0.000 claims 1
- 229910001415 sodium ion Inorganic materials 0.000 claims 1
- -1 aliphatic alcohols Chemical class 0.000 description 51
- 239000004480 active ingredient Substances 0.000 description 29
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000008187 granular material Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 239000013543 active substance Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000003960 organic solvent Substances 0.000 description 8
- 239000006072 paste Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000005995 Aluminium silicate Substances 0.000 description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 7
- 235000012211 aluminium silicate Nutrition 0.000 description 7
- 239000000969 carrier Substances 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 7
- 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 7
- 239000002904 solvent Substances 0.000 description 7
- GZVHQYZRBCSHAI-UHFFFAOYSA-N 5-oxopyrrolidine-3-carboxylic acid Chemical compound OC(=O)C1CNC(=O)C1 GZVHQYZRBCSHAI-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 229920001223 polyethylene glycol Polymers 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 150000001340 alkali metals Chemical class 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000000725 suspension Substances 0.000 description 5
- 239000004563 wettable powder Substances 0.000 description 5
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 159000000000 sodium salts Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 244000025254 Cannabis sativa Species 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001448 anilines Chemical class 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- 239000007859 condensation product Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 238000005520 cutting process Methods 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000003337 fertilizer Substances 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 150000002222 fluorine compounds Chemical class 0.000 description 3
- 150000002431 hydrogen Chemical class 0.000 description 3
- 235000012054 meals Nutrition 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- JAEIBKXSIXOLOL-UHFFFAOYSA-N pyrrolidin-1-ium-3-carboxylate Chemical compound OC(=O)C1CCNC1 JAEIBKXSIXOLOL-UHFFFAOYSA-N 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 description 2
- DOLQYFPDPKPQSS-UHFFFAOYSA-N 3,4-dimethylaniline Chemical compound CC1=CC=C(N)C=C1C DOLQYFPDPKPQSS-UHFFFAOYSA-N 0.000 description 2
- MKARNSWMMBGSHX-UHFFFAOYSA-N 3,5-dimethylaniline Chemical compound CC1=CC(C)=CC(N)=C1 MKARNSWMMBGSHX-UHFFFAOYSA-N 0.000 description 2
- ZUVPLKVDZNDZCM-UHFFFAOYSA-N 3-chloro-2-methylaniline Chemical compound CC1=C(N)C=CC=C1Cl ZUVPLKVDZNDZCM-UHFFFAOYSA-N 0.000 description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- HRXZRAXKKNUKRF-UHFFFAOYSA-N 4-ethylaniline Chemical compound CCC1=CC=C(N)C=C1 HRXZRAXKKNUKRF-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 244000291564 Allium cepa Species 0.000 description 2
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 240000000111 Saccharum officinarum Species 0.000 description 2
- 235000007201 Saccharum officinarum Nutrition 0.000 description 2
- 244000061456 Solanum tuberosum Species 0.000 description 2
- 235000002595 Solanum tuberosum Nutrition 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 235000021374 legumes Nutrition 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002790 naphthalenes Chemical class 0.000 description 2
- 231100000208 phytotoxic Toxicity 0.000 description 2
- 230000000885 phytotoxic effect Effects 0.000 description 2
- 230000008121 plant development Effects 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- OPPJYODZNFUYTP-UHFFFAOYSA-N 1-(2,3-dimethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=CC(N2C(CC(C2)C(O)=O)=O)=C1C OPPJYODZNFUYTP-UHFFFAOYSA-N 0.000 description 1
- DCROVTQLKXLIHL-UHFFFAOYSA-N 1-(2,5-dimethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=C(C)C(N2C(CC(C2)C(O)=O)=O)=C1 DCROVTQLKXLIHL-UHFFFAOYSA-N 0.000 description 1
- KKIVDCGOBHNFQC-UHFFFAOYSA-N 1-(2,6-diethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CCC1=CC=CC(CC)=C1N1C(=O)CC(C(O)=O)C1 KKIVDCGOBHNFQC-UHFFFAOYSA-N 0.000 description 1
- PMFQUYSCBXNYOR-UHFFFAOYSA-N 1-(2,6-dimethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=CC(C)=C1N1C(=O)CC(C(O)=O)C1 PMFQUYSCBXNYOR-UHFFFAOYSA-N 0.000 description 1
- GFEHBRAXQVGPQH-UHFFFAOYSA-N 1-(2-ethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CCC1=CC=CC=C1N1C(=O)CC(C(O)=O)C1 GFEHBRAXQVGPQH-UHFFFAOYSA-N 0.000 description 1
- BQQBMILQUDEPIK-UHFFFAOYSA-N 1-(2-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound COC1=CC=CC=C1N1C(=O)CC(C(O)=O)C1 BQQBMILQUDEPIK-UHFFFAOYSA-N 0.000 description 1
- GWCVJEVNUIDHPH-UHFFFAOYSA-N 1-(2-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=CC=C1N1C(=O)CC(C(O)=O)C1 GWCVJEVNUIDHPH-UHFFFAOYSA-N 0.000 description 1
- FVLRNFDPKXYNTR-UHFFFAOYSA-N 1-(3,4-dimethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=C(C)C(C)=CC=C1N1C(=O)CC(C(O)=O)C1 FVLRNFDPKXYNTR-UHFFFAOYSA-N 0.000 description 1
- ZVYUEYJQRCOJDI-UHFFFAOYSA-N 1-(3,5-dimethylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC(C)=CC(N2C(CC(C2)C(O)=O)=O)=C1 ZVYUEYJQRCOJDI-UHFFFAOYSA-N 0.000 description 1
- ZCPWASRXJNDMDW-UHFFFAOYSA-N 1-(3-chloro-4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=C(Cl)C(OC)=CC=C1N1C(=O)CC(C(O)=O)C1 ZCPWASRXJNDMDW-UHFFFAOYSA-N 0.000 description 1
- MYNNLWVFRWATKE-UHFFFAOYSA-N 1-(3-chloro-4-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=C(Cl)C(C)=CC=C1N1C(=O)CC(C(O)=O)C1 MYNNLWVFRWATKE-UHFFFAOYSA-N 0.000 description 1
- DEFUAHXVPYNTKQ-UHFFFAOYSA-N 1-(3-fluoro-4-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=C(F)C(C)=CC=C1N1C(=O)CC(C(O)=O)C1 DEFUAHXVPYNTKQ-UHFFFAOYSA-N 0.000 description 1
- UFHSYKGLJVRMNV-UHFFFAOYSA-N 1-(3-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound COC1=CC=CC(N2C(CC(C2)C(O)=O)=O)=C1 UFHSYKGLJVRMNV-UHFFFAOYSA-N 0.000 description 1
- FEIYFABONGDZKQ-UHFFFAOYSA-N 1-(3-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=CC(N2C(CC(C2)C(O)=O)=O)=C1 FEIYFABONGDZKQ-UHFFFAOYSA-N 0.000 description 1
- NHDHIMKQGYJLII-UHFFFAOYSA-N 1-(3-methylsulfanylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CSC1=CC=CC(N2C(CC(C2)C(O)=O)=O)=C1 NHDHIMKQGYJLII-UHFFFAOYSA-N 0.000 description 1
- QQDZRLNEBVHNOB-UHFFFAOYSA-N 1-(4-butan-2-ylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=CC(C(C)CC)=CC=C1N1C(=O)CC(C(O)=O)C1 QQDZRLNEBVHNOB-UHFFFAOYSA-N 0.000 description 1
- NNRCIICGPROCOR-UHFFFAOYSA-N 1-(4-butoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=CC(OCCCC)=CC=C1N1C(=O)CC(C(O)=O)C1 NNRCIICGPROCOR-UHFFFAOYSA-N 0.000 description 1
- LMCVFDCBQBJVTN-UHFFFAOYSA-N 1-(4-butylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=CC(CCCC)=CC=C1N1C(=O)CC(C(O)=O)C1 LMCVFDCBQBJVTN-UHFFFAOYSA-N 0.000 description 1
- ZKFRIZLJBPRXKI-UHFFFAOYSA-N 1-(4-ethoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=CC(OCC)=CC=C1N1C(=O)CC(C(O)=O)C1 ZKFRIZLJBPRXKI-UHFFFAOYSA-N 0.000 description 1
- JIKAEHOGWAHVIJ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(=O)CC(C(O)=O)C1 JIKAEHOGWAHVIJ-UHFFFAOYSA-N 0.000 description 1
- QLLPDFKYJGBZCA-UHFFFAOYSA-N 1-(5-chloro-2-methoxyphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound COC1=CC=C(Cl)C=C1N1C(=O)CC(C(O)=O)C1 QLLPDFKYJGBZCA-UHFFFAOYSA-N 0.000 description 1
- HFMQBZLBNDOOFS-UHFFFAOYSA-N 1-(5-chloro-2-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=C(Cl)C=C1N1C(=O)CC(C(O)=O)C1 HFMQBZLBNDOOFS-UHFFFAOYSA-N 0.000 description 1
- WBWKJDPXSLQGKZ-UHFFFAOYSA-N 1-(5-fluoro-2-methylphenyl)-5-oxopyrrolidine-3-carboxylic acid Chemical compound CC1=CC=C(F)C=C1N1C(=O)CC(C(O)=O)C1 WBWKJDPXSLQGKZ-UHFFFAOYSA-N 0.000 description 1
- JMVIVASFFKKFQK-UHFFFAOYSA-N 1-phenylpyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=CC=C1 JMVIVASFFKKFQK-UHFFFAOYSA-N 0.000 description 1
- LRERZFUFCDUJEX-UHFFFAOYSA-N 2,3-dimethylaniline;2,5-dimethylaniline Chemical compound CC1=CC=C(C)C(N)=C1.CC1=CC=CC(N)=C1C LRERZFUFCDUJEX-UHFFFAOYSA-N 0.000 description 1
- BMIPMKQAAJKBKP-UHFFFAOYSA-N 2,4,5-Trimethylaniline Chemical compound CC1=CC(C)=C(N)C=C1C BMIPMKQAAJKBKP-UHFFFAOYSA-N 0.000 description 1
- KWVPRPSXBZNOHS-UHFFFAOYSA-N 2,4,6-Trimethylaniline Chemical compound CC1=CC(C)=C(N)C(C)=C1 KWVPRPSXBZNOHS-UHFFFAOYSA-N 0.000 description 1
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 1
- FOYHNROGBXVLLX-UHFFFAOYSA-N 2,6-diethylaniline Chemical compound CCC1=CC=CC(CC)=C1N FOYHNROGBXVLLX-UHFFFAOYSA-N 0.000 description 1
- FNUKLSVGSFFSLI-UHFFFAOYSA-N 2-(3-aminophenyl)ethanol Chemical compound NC1=CC=CC(CCO)=C1 FNUKLSVGSFFSLI-UHFFFAOYSA-N 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- BPJUMYMTQYMSFZ-UHFFFAOYSA-N 2-[(4-aminophenyl)sulfonylamino]acetic acid Chemical compound NC1=CC=C(S(=O)(=O)NCC(O)=O)C=C1 BPJUMYMTQYMSFZ-UHFFFAOYSA-N 0.000 description 1
- QTAQWOXSUFGGKH-UHFFFAOYSA-N 2-bromo-5-methylaniline Chemical compound CC1=CC=C(Br)C(N)=C1 QTAQWOXSUFGGKH-UHFFFAOYSA-N 0.000 description 1
- XGYLSRFSXKAYCR-UHFFFAOYSA-N 2-chloro-4-methylaniline Chemical compound CC1=CC=C(N)C(Cl)=C1 XGYLSRFSXKAYCR-UHFFFAOYSA-N 0.000 description 1
- WFNLHDJJZSJARK-UHFFFAOYSA-N 2-chloro-6-methylaniline Chemical compound CC1=CC=CC(Cl)=C1N WFNLHDJJZSJARK-UHFFFAOYSA-N 0.000 description 1
- JJVKJJNCIILLRP-UHFFFAOYSA-N 2-ethyl-6-methylaniline Chemical compound CCC1=CC=CC(C)=C1N JJVKJJNCIILLRP-UHFFFAOYSA-N 0.000 description 1
- FDXOGOMICTWVBP-UHFFFAOYSA-N 2-ethylaniline;2-methylaniline Chemical compound CC1=CC=CC=C1N.CCC1=CC=CC=C1N FDXOGOMICTWVBP-UHFFFAOYSA-N 0.000 description 1
- WNRGWPVJGDABME-UHFFFAOYSA-N 3,5-Dimethoxyaniline Chemical compound COC1=CC(N)=CC(OC)=C1 WNRGWPVJGDABME-UHFFFAOYSA-N 0.000 description 1
- FOGYNLXERPKEGN-UHFFFAOYSA-N 3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfopropyl)phenoxy]propane-1-sulfonic acid Chemical class COC1=CC=CC(CC(CS(O)(=O)=O)OC=2C(=CC(CCCS(O)(=O)=O)=CC=2)OC)=C1O FOGYNLXERPKEGN-UHFFFAOYSA-N 0.000 description 1
- VPZJHTWLWKFPQW-UHFFFAOYSA-N 3-chloro-2-methoxyaniline Chemical compound COC1=C(N)C=CC=C1Cl VPZJHTWLWKFPQW-UHFFFAOYSA-N 0.000 description 1
- KJTDPHIGJZLWSH-UHFFFAOYSA-N 3-chloro-4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1Cl KJTDPHIGJZLWSH-UHFFFAOYSA-N 0.000 description 1
- LBGGMEGRRIBANG-UHFFFAOYSA-N 3-chloro-4-ethylaniline Chemical compound CCC1=CC=C(N)C=C1Cl LBGGMEGRRIBANG-UHFFFAOYSA-N 0.000 description 1
- XQVCBOLNTSUFGD-UHFFFAOYSA-N 3-chloro-4-methoxyaniline Chemical compound COC1=CC=C(N)C=C1Cl XQVCBOLNTSUFGD-UHFFFAOYSA-N 0.000 description 1
- RROSMHZQLKYMGM-UHFFFAOYSA-N 3-chloro-4-propan-2-ylaniline Chemical compound CC(C)C1=CC=C(N)C=C1Cl RROSMHZQLKYMGM-UHFFFAOYSA-N 0.000 description 1
- RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 description 1
- AMKPQMFZCBTTAT-UHFFFAOYSA-N 3-ethylaniline Chemical compound CCC1=CC=CC(N)=C1 AMKPQMFZCBTTAT-UHFFFAOYSA-N 0.000 description 1
- RRUDMHNAMZFNEK-UHFFFAOYSA-N 3-iodo-4-methylaniline Chemical compound CC1=CC=C(N)C=C1I RRUDMHNAMZFNEK-UHFFFAOYSA-N 0.000 description 1
- ONADZNBSLRAJFW-UHFFFAOYSA-N 3-methoxy-4-methylaniline Chemical compound COC1=CC(N)=CC=C1C ONADZNBSLRAJFW-UHFFFAOYSA-N 0.000 description 1
- LYEJSYHEDLGIFI-UHFFFAOYSA-N 4-(2-oxopyrrolidin-1-yl)benzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N)=CC=C1N1C(=O)CCC1 LYEJSYHEDLGIFI-UHFFFAOYSA-N 0.000 description 1
- YTISFYMPVILQRL-UHFFFAOYSA-N 4-(4-chlorophenoxy)aniline Chemical compound C1=CC(N)=CC=C1OC1=CC=C(Cl)C=C1 YTISFYMPVILQRL-UHFFFAOYSA-N 0.000 description 1
- IFVSXDXSBJHYPW-UHFFFAOYSA-N 4-amino-n,n-dibutylbenzenesulfonamide Chemical compound CCCCN(CCCC)S(=O)(=O)C1=CC=C(N)C=C1 IFVSXDXSBJHYPW-UHFFFAOYSA-N 0.000 description 1
- AVBIDYMRZQDJGP-UHFFFAOYSA-N 4-amino-n-(3-methoxypropyl)benzenesulfonamide Chemical compound COCCCNS(=O)(=O)C1=CC=C(N)C=C1 AVBIDYMRZQDJGP-UHFFFAOYSA-N 0.000 description 1
- RHQIZSFKTPJDLA-UHFFFAOYSA-N 4-amino-n-(3-methylbutyl)benzenesulfonamide Chemical compound CC(C)CCNS(=O)(=O)C1=CC=C(N)C=C1 RHQIZSFKTPJDLA-UHFFFAOYSA-N 0.000 description 1
- FDZPXCJOUIWRII-UHFFFAOYSA-N 4-amino-n-ethylbenzenesulfonamide Chemical compound CCNS(=O)(=O)C1=CC=C(N)C=C1 FDZPXCJOUIWRII-UHFFFAOYSA-N 0.000 description 1
- QDCURTFREQEKMF-UHFFFAOYSA-N 4-amino-n-piperidin-1-ylbenzenesulfonamide Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NN1CCCCC1 QDCURTFREQEKMF-UHFFFAOYSA-N 0.000 description 1
- NYMDPDNETOLVBS-UHFFFAOYSA-N 4-fluoro-3-methylaniline Chemical compound CC1=CC(N)=CC=C1F NYMDPDNETOLVBS-UHFFFAOYSA-N 0.000 description 1
- WRZOMWDJOLIVQP-UHFFFAOYSA-N 5-Chloro-ortho-toluidine Chemical compound CC1=CC=C(Cl)C=C1N WRZOMWDJOLIVQP-UHFFFAOYSA-N 0.000 description 1
- WBSMIPLNPSCJFS-UHFFFAOYSA-N 5-chloro-2-methoxyaniline Chemical compound COC1=CC=C(Cl)C=C1N WBSMIPLNPSCJFS-UHFFFAOYSA-N 0.000 description 1
- JLCDTNNLXUMYFQ-UHFFFAOYSA-N 5-fluoro-2-methylaniline Chemical compound CC1=CC=C(F)C=C1N JLCDTNNLXUMYFQ-UHFFFAOYSA-N 0.000 description 1
- GHTSPNBSVDWGED-UHFFFAOYSA-N 5-oxo-1-phenylpyrrolidine-3-carboxylic acid Chemical class O=C1CC(C(=O)O)CN1C1=CC=CC=C1 GHTSPNBSVDWGED-UHFFFAOYSA-N 0.000 description 1
- 125000005330 8 membered heterocyclic group Chemical group 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 101100372602 Arabidopsis thaliana VDAC3 gene Proteins 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241000234653 Cyperus Species 0.000 description 1
- 244000299507 Gossypium hirsutum Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 235000019738 Limestone Nutrition 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical class [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 240000004658 Medicago sativa Species 0.000 description 1
- 235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241001611556 Pluchea odorata Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 240000006394 Sorghum bicolor Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 241001464837 Viridiplantae Species 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 229910052915 alkaline earth metal silicate Inorganic materials 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
- SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000000022 bacteriostatic agent Substances 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- SIOVKLKJSOKLIF-UHFFFAOYSA-N bis(trimethylsilyl)acetamide Chemical compound C[Si](C)(C)OC(C)=N[Si](C)(C)C SIOVKLKJSOKLIF-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 235000011132 calcium sulphate Nutrition 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000019993 champagne Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910052681 coesite Inorganic materials 0.000 description 1
- 238000007596 consolidation process Methods 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 229910052906 cristobalite Inorganic materials 0.000 description 1
- 150000004292 cyclic ethers Chemical class 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- VIBDJEWPNNCFQO-UHFFFAOYSA-N ethane-1,1,2-triol Chemical compound OCC(O)O VIBDJEWPNNCFQO-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010433 feldspar Substances 0.000 description 1
- 230000035558 fertility Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000005094 fruit set Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000001408 fungistatic effect Effects 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 239000003966 growth inhibitor Substances 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical class CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical class CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 159000000014 iron salts Chemical class 0.000 description 1
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- NCBZRJODKRCREW-UHFFFAOYSA-N m-anisidine Chemical compound COC1=CC=CC(N)=C1 NCBZRJODKRCREW-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 235000012245 magnesium oxide Nutrition 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000035772 mutation Effects 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- 230000017066 negative regulation of growth Effects 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- LRTFPLFDLJYEKT-UHFFFAOYSA-N para-isopropylaniline Chemical compound CC(C)C1=CC=C(N)C=C1 LRTFPLFDLJYEKT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- MNWBNISUBARLIT-UHFFFAOYSA-N sodium cyanide Chemical compound [Na+].N#[C-] MNWBNISUBARLIT-UHFFFAOYSA-N 0.000 description 1
- SRAWNDFHGTVUNZ-UHFFFAOYSA-M sodium;3,6-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(CCCC)=CC2=CC(CCCC)=CC=C21 SRAWNDFHGTVUNZ-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000005415 substituted alkoxy group Chemical group 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (21)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1442775A CH618682A5 (es) | 1975-11-07 | 1975-11-07 | |
US05/736,656 US4129573A (en) | 1975-11-07 | 1976-10-28 | Compositions for and method of influencing plant growth and novel 1-phenyl-2-oxo-pyrrolidine-4-carboxylic acid derivatives |
NL7612152A NL7612152A (nl) | 1975-11-07 | 1976-11-02 | Middelen en werkwijzen ter beinvloeding van de plantengroei en nieuwe 1-fenyl-2-oxo-pyrrolidine- -4-carbonzuurderivaten. |
FR7633248A FR2330318A1 (fr) | 1975-11-07 | 1976-11-04 | Agent et procede pour influencer la croissance des plantes, et nouveaux derives d'acide 1-phenyl 2-oxo-pyrrolidine-4-carboxylique |
DE19762650604 DE2650604A1 (de) | 1975-11-07 | 1976-11-04 | Mittel und verfahren zur beeinflussung des pflanzenwachstums und neue 1-phenyl-2-oxo-pyrrolidin-4- carbonsaeurederivate |
DD7600195636A DD128633A5 (de) | 1975-11-07 | 1976-11-05 | Mittel und verfahren zur beeinflussung des pflanzenwachstums |
BR7607425A BR7607425A (pt) | 1975-11-07 | 1976-11-05 | Composicoes e processo para influenciar o crescimento das plantas,novos derivados do acido 1-fenil-2oxo-pirrolidino-4-carboxilico e processo para sua preparacao |
IL50855A IL50855A0 (en) | 1975-11-07 | 1976-11-05 | Method and compositions containing 1-phenyl-2-oxo-pyrrolidine-4-carboxylic acid derivatives for influencing plant growth,certain such novel derivatives and their manufacture |
TR19368A TR19368A (tr) | 1975-11-07 | 1976-11-05 | Bitkilerin bueyuemesini etkilemeye mahsus maddeler |
SE7612365A SE7612365L (sv) | 1975-11-07 | 1976-11-05 | L-fenyl-2-oxo-pyrrolidin-4-karbonsyraderivat |
DK501276A DK501276A (da) | 1975-11-07 | 1976-11-05 | Middel og fremgangsmade til pavirkning pa plantevekst og nye 1-phenyl-2-oxo-pyrrolidin-4-carboxylsyrederivater |
BE172093A BE848015A (fr) | 1975-11-07 | 1976-11-05 | Agent et procede pour influencer la croissance des plantes, et nouveaux derives d'acide 1-phenyl-2-oxo-pyrrolidine-4-carboxylique |
GR52108A GR61133B (en) | 1975-11-07 | 1976-11-05 | Medium and method to influence plants growth and novel 1-phenyl-2-oxo-pyrrolidin-4-hydrocarbon derivatives |
GB46177/76A GB1563835A (en) | 1975-11-07 | 1976-11-05 | Compositions for and method of influencing plant growth using 1-phenyl-2-oxo pyrrolidine-4-carboxylic acid dervatives |
CA264,979A CA1079289A (en) | 1975-11-07 | 1976-11-05 | Composition for and method of influencing plant growth and novel 1-phenyl-2-oxopyrrolidine-4-carboxylic acid derivatives |
ZA766643A ZA766643B (en) | 1975-11-07 | 1976-11-05 | Compositions for and method of influencing plant growth and novel 1-phenyl-2-oxopyrrolidine-4-carboxylic acid derivatives |
AU19350/76A AU511853B2 (en) | 1975-11-07 | 1976-11-05 | l-Phenyl-2-Oxo-Pyrroliaine-4-carboxylic acid derivatives |
AT824576A AT344755B (de) | 1975-11-07 | 1976-11-05 | Mittel zur beeinflussung des pflanzenwachstums und verwendung der wirksubstanzen des mittels zur hemmung des wachstums |
ES453087A ES453087A1 (es) | 1975-11-07 | 1976-11-06 | Procedimiento para la preparacion de nuevos derivados de acido 1-fenil-2-oxo-pirrolidin-4-carboxilico. |
JP51133684A JPS5261226A (en) | 1975-11-07 | 1976-11-06 | Composition to control plant growth containing new 11phenyll22oxoopyrrolidinee44carbon acid derivative |
ES453089A ES453089A1 (es) | 1975-11-07 | 1976-11-06 | Procedimiento para la preparacion de agentes para regular elcrecimiento y desarrollo de las plantas. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1442775A CH618682A5 (es) | 1975-11-07 | 1975-11-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH618682A5 true CH618682A5 (es) | 1980-08-15 |
Family
ID=4400741
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH1442775A CH618682A5 (es) | 1975-11-07 | 1975-11-07 |
Country Status (20)
Country | Link |
---|---|
US (1) | US4129573A (es) |
JP (1) | JPS5261226A (es) |
AT (1) | AT344755B (es) |
AU (1) | AU511853B2 (es) |
BE (1) | BE848015A (es) |
BR (1) | BR7607425A (es) |
CA (1) | CA1079289A (es) |
CH (1) | CH618682A5 (es) |
DD (1) | DD128633A5 (es) |
DE (1) | DE2650604A1 (es) |
DK (1) | DK501276A (es) |
ES (2) | ES453087A1 (es) |
FR (1) | FR2330318A1 (es) |
GB (1) | GB1563835A (es) |
GR (1) | GR61133B (es) |
IL (1) | IL50855A0 (es) |
NL (1) | NL7612152A (es) |
SE (1) | SE7612365L (es) |
TR (1) | TR19368A (es) |
ZA (1) | ZA766643B (es) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1990007500A1 (en) * | 1988-12-27 | 1990-07-12 | Ici Americas Inc. | 1-phenyl-3-carboxyamidopyrrolidones and their use as herbicides |
Families Citing this family (51)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2428032A1 (fr) * | 1978-06-09 | 1980-01-04 | Delalande Sa | Nouvelles oxazolidimones, oxazolidinethiones et pyrrolidinones, leur procede de preparation et leur application en therapeutique |
EP0011693A1 (de) * | 1978-10-03 | 1980-06-11 | Ciba-Geigy Ag | Neue N-(trifluormethansulfonylaminophenyl)-substituierte N-Heterocyclen, ihre Herstellung, sie enthaltende Mittel und ihre Verwendung zur Beeinflussung des Pflanzenwachstums |
DE2928305A1 (de) * | 1979-07-13 | 1981-02-05 | Hoechst Ag | 2-dihalogenmethylen-3-halogen-3- carboalkoxy-5-oxopyrrolidine, verfahren zu ihrer herstellung und ihre verwendung als fungizide, bakterizide und algizide schaedlingsbekaempfungsmittel |
US4476311A (en) * | 1980-03-12 | 1984-10-09 | The Purdue Frederick Company | Analgesic 4-carboxy-pyrrolidin-2-one compound |
US4946967A (en) * | 1988-11-03 | 1990-08-07 | Gaf Chemicals Corporation | Polymerizable derivatives of 5-oxo-pyrrolidinecarboxylic acid |
DE69029662T2 (de) * | 1989-10-17 | 1997-05-15 | Nippon Soda Co | Pyrrolmonomer, verfahren zu dessen herstellung und funktioneller polymerfilm |
US5278034A (en) * | 1990-04-27 | 1994-01-11 | Fuji Photo Film Co., Ltd. | Process for forming color image |
US6849639B2 (en) * | 1999-12-14 | 2005-02-01 | Amgen Inc. | Integrin inhibitors and their methods of use |
CN102827056B (zh) * | 2012-09-03 | 2014-07-23 | 华东理工大学 | N-芳基取代吡咯烷酮衍生物及其用途 |
US9981928B2 (en) | 2013-06-20 | 2018-05-29 | Bayer Cropscience Aktiengesellschaft | Aryl sulfide derivatives and aryl sulfoxide derivatives as acaricides and insecticides |
US11653588B2 (en) | 2018-10-26 | 2023-05-23 | Deere & Company | Yield map generation and control system |
US11079725B2 (en) | 2019-04-10 | 2021-08-03 | Deere & Company | Machine control using real-time model |
US11957072B2 (en) | 2020-02-06 | 2024-04-16 | Deere & Company | Pre-emergence weed detection and mitigation system |
US11240961B2 (en) | 2018-10-26 | 2022-02-08 | Deere & Company | Controlling a harvesting machine based on a geo-spatial representation indicating where the harvesting machine is likely to reach capacity |
US11467605B2 (en) | 2019-04-10 | 2022-10-11 | Deere & Company | Zonal machine control |
US11641800B2 (en) | 2020-02-06 | 2023-05-09 | Deere & Company | Agricultural harvesting machine with pre-emergence weed detection and mitigation system |
US11589509B2 (en) | 2018-10-26 | 2023-02-28 | Deere & Company | Predictive machine characteristic map generation and control system |
US11672203B2 (en) | 2018-10-26 | 2023-06-13 | Deere & Company | Predictive map generation and control |
US12069978B2 (en) | 2018-10-26 | 2024-08-27 | Deere & Company | Predictive environmental characteristic map generation and control system |
US11178818B2 (en) | 2018-10-26 | 2021-11-23 | Deere & Company | Harvesting machine control system with fill level processing based on yield data |
US11778945B2 (en) | 2019-04-10 | 2023-10-10 | Deere & Company | Machine control using real-time model |
US11234366B2 (en) | 2019-04-10 | 2022-02-01 | Deere & Company | Image selection for machine control |
US12035648B2 (en) | 2020-02-06 | 2024-07-16 | Deere & Company | Predictive weed map generation and control system |
US11477940B2 (en) | 2020-03-26 | 2022-10-25 | Deere & Company | Mobile work machine control based on zone parameter modification |
US11844311B2 (en) | 2020-10-09 | 2023-12-19 | Deere & Company | Machine control using a predictive map |
US11650587B2 (en) | 2020-10-09 | 2023-05-16 | Deere & Company | Predictive power map generation and control system |
US12069986B2 (en) | 2020-10-09 | 2024-08-27 | Deere & Company | Map generation and control system |
US11864483B2 (en) | 2020-10-09 | 2024-01-09 | Deere & Company | Predictive map generation and control system |
US12178158B2 (en) | 2020-10-09 | 2024-12-31 | Deere & Company | Predictive map generation and control system for an agricultural work machine |
US11711995B2 (en) | 2020-10-09 | 2023-08-01 | Deere & Company | Machine control using a predictive map |
US11849672B2 (en) | 2020-10-09 | 2023-12-26 | Deere & Company | Machine control using a predictive map |
US11849671B2 (en) | 2020-10-09 | 2023-12-26 | Deere & Company | Crop state map generation and control system |
US11825768B2 (en) | 2020-10-09 | 2023-11-28 | Deere & Company | Machine control using a predictive map |
US11871697B2 (en) | 2020-10-09 | 2024-01-16 | Deere & Company | Crop moisture map generation and control system |
US11946747B2 (en) | 2020-10-09 | 2024-04-02 | Deere & Company | Crop constituent map generation and control system |
US11675354B2 (en) | 2020-10-09 | 2023-06-13 | Deere & Company | Machine control using a predictive map |
US11874669B2 (en) | 2020-10-09 | 2024-01-16 | Deere & Company | Map generation and control system |
US11927459B2 (en) | 2020-10-09 | 2024-03-12 | Deere & Company | Machine control using a predictive map |
US11889788B2 (en) | 2020-10-09 | 2024-02-06 | Deere & Company | Predictive biomass map generation and control |
US11727680B2 (en) | 2020-10-09 | 2023-08-15 | Deere & Company | Predictive map generation based on seeding characteristics and control |
US11635765B2 (en) | 2020-10-09 | 2023-04-25 | Deere & Company | Crop state map generation and control system |
US11983009B2 (en) | 2020-10-09 | 2024-05-14 | Deere & Company | Map generation and control system |
US11845449B2 (en) | 2020-10-09 | 2023-12-19 | Deere & Company | Map generation and control system |
US11895948B2 (en) | 2020-10-09 | 2024-02-13 | Deere & Company | Predictive map generation and control based on soil properties |
US11474523B2 (en) | 2020-10-09 | 2022-10-18 | Deere & Company | Machine control using a predictive speed map |
US12013245B2 (en) | 2020-10-09 | 2024-06-18 | Deere & Company | Predictive map generation and control system |
US11592822B2 (en) | 2020-10-09 | 2023-02-28 | Deere & Company | Machine control using a predictive map |
US11889787B2 (en) | 2020-10-09 | 2024-02-06 | Deere & Company | Predictive speed map generation and control system |
US12127500B2 (en) | 2021-01-27 | 2024-10-29 | Deere & Company | Machine control using a map with regime zones |
US12082531B2 (en) | 2022-01-26 | 2024-09-10 | Deere & Company | Systems and methods for predicting material dynamics |
US12058951B2 (en) | 2022-04-08 | 2024-08-13 | Deere & Company | Predictive nutrient map and control |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2757125A (en) * | 1952-05-16 | 1956-07-31 | Colgate Palmolive Co | N-higher alkyl-4-carboxy-2-pyrrolidones and compositions therewith |
US2811496A (en) * | 1955-06-21 | 1957-10-29 | Pfizer & Co C | Vinyl halide resins plasticized with 1-substituted-4-carboalkoxy-2-pyrrolidinone |
FR1233278A (fr) * | 1959-05-11 | 1960-10-12 | Mead Johnson & Co | Perfectionnements apportés aux procédés de préparation d'alcools 3-pyrrolidylméthyliques substitués en position 1 |
AT218016B (de) * | 1959-05-11 | 1961-11-10 | Mead Johnson & Co | Verfahren zur Herstellung eines 1-substituierten 3-Pyrrolidylmethylalkohols |
GB1053635A (es) * | 1961-12-18 | |||
BE626904A (es) * | 1962-01-09 | |||
US3149954A (en) * | 1962-02-16 | 1964-09-22 | Du Pont | Method of retarding the growth of vegetation |
US3306909A (en) * | 1964-05-05 | 1967-02-28 | Mead Johnson & Co | 3-carbamoyl-1,5-diphenyl-2,4-pyrrolidinediones |
US3637746A (en) * | 1968-06-10 | 1972-01-25 | American Home Prod | Process for preparing n-aryl-alpha-oxocyclopolymethylene amines an related compounds |
GB1323061A (en) * | 1969-06-16 | 1973-07-11 | Castrol Ltd | Functional fluids and additives therefor |
GB1361388A (en) * | 1970-08-05 | 1974-07-24 | Geistlich Soehne Ag | Ny--sulphamoylaryl--pyrrolidines |
TR18917A (tr) * | 1974-10-31 | 1977-12-09 | Ciba Geigy Ag | 1-(bis-triflormetilfenil)-2-oksopirolidin-4-karbonik asitleri ve bunlarin tuerevleri |
US4064264A (en) * | 1976-01-07 | 1977-12-20 | Pfizer Inc. | Pyrrolidonecarboxylic acid derivatives as anti-ulcer agents |
-
1975
- 1975-11-07 CH CH1442775A patent/CH618682A5/de not_active IP Right Cessation
-
1976
- 1976-10-28 US US05/736,656 patent/US4129573A/en not_active Expired - Lifetime
- 1976-11-02 NL NL7612152A patent/NL7612152A/xx not_active Application Discontinuation
- 1976-11-04 FR FR7633248A patent/FR2330318A1/fr active Granted
- 1976-11-04 DE DE19762650604 patent/DE2650604A1/de not_active Withdrawn
- 1976-11-05 BR BR7607425A patent/BR7607425A/pt unknown
- 1976-11-05 IL IL50855A patent/IL50855A0/xx unknown
- 1976-11-05 TR TR19368A patent/TR19368A/xx unknown
- 1976-11-05 CA CA264,979A patent/CA1079289A/en not_active Expired
- 1976-11-05 DD DD7600195636A patent/DD128633A5/xx unknown
- 1976-11-05 SE SE7612365A patent/SE7612365L/xx unknown
- 1976-11-05 GB GB46177/76A patent/GB1563835A/en not_active Expired
- 1976-11-05 ZA ZA766643A patent/ZA766643B/xx unknown
- 1976-11-05 GR GR52108A patent/GR61133B/el unknown
- 1976-11-05 AU AU19350/76A patent/AU511853B2/en not_active Expired
- 1976-11-05 AT AT824576A patent/AT344755B/de not_active IP Right Cessation
- 1976-11-05 DK DK501276A patent/DK501276A/da unknown
- 1976-11-05 BE BE172093A patent/BE848015A/xx unknown
- 1976-11-06 ES ES453087A patent/ES453087A1/es not_active Expired
- 1976-11-06 JP JP51133684A patent/JPS5261226A/ja active Pending
- 1976-11-06 ES ES453089A patent/ES453089A1/es not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1990007500A1 (en) * | 1988-12-27 | 1990-07-12 | Ici Americas Inc. | 1-phenyl-3-carboxyamidopyrrolidones and their use as herbicides |
Also Published As
Publication number | Publication date |
---|---|
DD128633A5 (de) | 1977-11-30 |
DK501276A (da) | 1977-05-08 |
BE848015A (fr) | 1977-05-05 |
AT344755B (de) | 1978-08-10 |
TR19368A (tr) | 1979-01-22 |
BR7607425A (pt) | 1977-09-20 |
ES453089A1 (es) | 1977-11-01 |
NL7612152A (nl) | 1977-05-10 |
ZA766643B (en) | 1977-10-26 |
ATA824576A (de) | 1977-12-15 |
AU511853B2 (en) | 1980-09-11 |
SE7612365L (sv) | 1977-05-08 |
ES453087A1 (es) | 1977-11-01 |
GB1563835A (en) | 1980-04-02 |
JPS5261226A (en) | 1977-05-20 |
AU1935076A (en) | 1978-05-11 |
IL50855A0 (en) | 1977-01-31 |
US4129573A (en) | 1978-12-12 |
CA1079289A (en) | 1980-06-10 |
DE2650604A1 (de) | 1977-05-12 |
FR2330318A1 (fr) | 1977-06-03 |
GR61133B (en) | 1978-09-15 |
FR2330318B1 (es) | 1980-03-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CH618682A5 (es) | ||
EP0000176B1 (de) | Pyridyloxy-phenoxy-alkancarbonsäurederivate, Verfahren zu deren Herstellung, und deren Verwendung als Herbizide oder als pflanzenwachstumsregulierende Mittel | |
DE2632581C2 (de) | Substituierte Nitrodiphenylether, Verfahren zu ihrer Herstellung und diese enthaltende herbizide Mittel | |
CH625393A5 (es) | ||
DE3013162A1 (de) | N-substituierte tetrahydrophthalimide und herbizide mittel mit einem gehalt derselben | |
DE112020001084T5 (de) | Arylsulfid mit Benzylaminstruktur und dessen Syntheseverfahren und Anwendung | |
DE2548231A1 (de) | 1-(bis-trifluormethylphenyl)-2-oxo- pyrrolidin-4-carbonsaeurederivate, deren herstellung und verwendung als pflanzenwachstumsregulatoren und herbizide | |
EP0036390B1 (de) | Diphenyläther-Harnstoffe mit herbizider Wirkung | |
EP0003295B1 (de) | Neue Phenoxy-phenoxy-alkancarbonsäurederivate mit herbizider Wirkung, deren Herstellung, sie enthaltende Mittel und deren Verwendung | |
EP0024259B1 (de) | Derivate der 5-(Pyridyl-2-oxy)-2-nitrobenzoesäure, deren Herstellung und sie enthaltende herbizide Mittel | |
DE2525855C3 (de) | Substituierte Benzoesäureanilide sowie ein diese Verbindungen enthaltendes Mittel | |
EP0030922B1 (de) | Äthinyl-Phenylharnstoffe, Verfahren zu deren Herstellung und deren Verwendung als Herbizide | |
DE2637886A1 (de) | 3-pyridyl-oxy-alkancarbonsaeureamide | |
DE2730591A1 (de) | Neue herbizid wirksame, kernsubstituierte phenoxy-phenoxy-alkancarbonsaeurederivate und deren verwendung zur bekaempfung von ungraesern | |
DE2451899C2 (de) | Triazindionverbindungen | |
EP0062254A1 (de) | Substituierte Acetanilide, Verfahren zu ihrer Herstellung und ihre Verwendung als Herbizide | |
JPS62205063A (ja) | 新規な2−シアノベンゾイミダゾ−ル誘導体、その製造方法および殺菌剤としてのその使用、並びに他の殺菌剤との組合せ物 | |
EP0090258A2 (de) | 3-Chlor-8-cyano-chinoline, Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekämpfung unerwünschten Pflanzenwuchses | |
DE2709854A1 (de) | Hydroxamsaeure-derivate zur beeinflussung des pflanzenwachstums | |
EP0000474B1 (de) | Substituierte 3-(2'-Nitro-phenoxy)-alpha-phenoxy-alkancarbonsäure und ihre Derivate, deren Herstellung und Verwendung als Herbizide | |
EP0016731B1 (de) | Meta-Cyanoalkoxy-Phenylharnstoffe mit herbizider Wirkung, deren Herstellung und sie enthaltende Mittel | |
EP0023539B1 (de) | 3-(N-1,3,4-Thiadiazolyl-2)-amino-alkyl-acrylsäurealkylester, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenbakterizide | |
DE3854436T2 (de) | Alkoxymethylbenzoesäure. | |
CH621044A5 (en) | Plant growth regulator and its use. | |
AT344443B (de) | Herbizides mittel |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PL | Patent ceased | ||
PL | Patent ceased |