HU191749B - Method for producing haploide seeds at angiosperms with creating haploides by the way of bringing on apomixis - Google Patents
Method for producing haploide seeds at angiosperms with creating haploides by the way of bringing on apomixis Download PDFInfo
- Publication number
- HU191749B HU191749B HU841595A HU159584A HU191749B HU 191749 B HU191749 B HU 191749B HU 841595 A HU841595 A HU 841595A HU 159584 A HU159584 A HU 159584A HU 191749 B HU191749 B HU 191749B
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- hydrogen
- phenyl
- oxo
- apomixic
- Prior art date
Links
- 241000218922 Magnoliophyta Species 0.000 title claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 241000196324 Embryophyta Species 0.000 claims abstract description 62
- 238000000034 method Methods 0.000 claims abstract description 62
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 53
- 230000008569 process Effects 0.000 claims abstract description 27
- 229910052739 hydrogen Inorganic materials 0.000 claims description 84
- 239000001257 hydrogen Substances 0.000 claims description 84
- 125000000217 alkyl group Chemical group 0.000 claims description 73
- 150000001875 compounds Chemical class 0.000 claims description 44
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
- -1 4-oxo-thionicotinate compounds Chemical class 0.000 claims description 38
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
- 229910052736 halogen Inorganic materials 0.000 claims description 28
- 150000002367 halogens Chemical class 0.000 claims description 27
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 24
- 125000003545 alkoxy group Chemical group 0.000 claims description 22
- 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 19
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 18
- 229910052760 oxygen Inorganic materials 0.000 claims description 18
- 239000001301 oxygen Substances 0.000 claims description 18
- 229910052708 sodium Inorganic materials 0.000 claims description 18
- 239000011734 sodium Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 244000098338 Triticum aestivum Species 0.000 claims description 16
- 235000021307 Triticum Nutrition 0.000 claims description 15
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 12
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 12
- 239000011591 potassium Substances 0.000 claims description 12
- 229910052700 potassium Inorganic materials 0.000 claims description 12
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 12
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 230000012010 growth Effects 0.000 claims description 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 11
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 10
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 240000008042 Zea mays Species 0.000 claims description 8
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 8
- 230000021121 meiosis Effects 0.000 claims description 8
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 235000013339 cereals Nutrition 0.000 claims description 7
- 230000018109 developmental process Effects 0.000 claims description 7
- RNHQLAFZMYJXQO-UHFFFAOYSA-N 4-oxo-3h-pyridine-3-carboxylic acid Chemical class OC(=O)C1C=NC=CC1=O RNHQLAFZMYJXQO-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 239000000460 chlorine Chemical group 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 230000001939 inductive effect Effects 0.000 claims description 5
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 5
- 150000001350 alkyl halides Chemical group 0.000 claims description 4
- 125000005189 alkyl hydroxy group Chemical group 0.000 claims description 4
- 230000035784 germination Effects 0.000 claims description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
- 235000007319 Avena orientalis Nutrition 0.000 claims description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 3
- 240000005979 Hordeum vulgare Species 0.000 claims description 3
- 235000007340 Hordeum vulgare Nutrition 0.000 claims description 3
- 240000007594 Oryza sativa Species 0.000 claims description 3
- 235000007164 Oryza sativa Nutrition 0.000 claims description 3
- 235000007238 Secale cereale Nutrition 0.000 claims description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- FAMKRFUSYRJPHL-UHFFFAOYSA-N ethyl 2-(4-bromophenyl)-3-ethyl-5-oxopyridazine-4-carboxylate Chemical compound N1=CC(=O)C(C(=O)OCC)=C(CC)N1C1=CC=C(Br)C=C1 FAMKRFUSYRJPHL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 239000011737 fluorine Chemical group 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- JDEKUYKSOCTBJT-UHFFFAOYSA-N 1-(4-chlorophenyl)-6-methyl-4-oxopyridazine-3-carboxylic acid Chemical compound CC1=CC(=O)C(C(O)=O)=NN1C1=CC=C(Cl)C=C1 JDEKUYKSOCTBJT-UHFFFAOYSA-N 0.000 claims description 2
- AHRAMVQFCAAISS-UHFFFAOYSA-N 2-(3,4-dichlorophenyl)-1-ethyl-6-methyl-4-oxopyridine-3-carboxylic acid Chemical compound CCN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=C(Cl)C(Cl)=C1 AHRAMVQFCAAISS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 2
- CICPLKAJEGYYGM-UHFFFAOYSA-N 3h-pyridazin-4-one Chemical compound O=C1CN=NC=C1 CICPLKAJEGYYGM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004399 C1-C4 alkenyl group Chemical group 0.000 claims description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 2
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 2
- 240000006394 Sorghum bicolor Species 0.000 claims description 2
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims description 2
- 244000062793 Sorghum vulgare Species 0.000 claims description 2
- 235000019714 Triticale Nutrition 0.000 claims description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 2
- 239000003630 growth substance Substances 0.000 claims description 2
- 235000009973 maize Nutrition 0.000 claims description 2
- 235000019713 millet Nutrition 0.000 claims description 2
- 235000001968 nicotinic acid Nutrition 0.000 claims description 2
- 239000011664 nicotinic acid Substances 0.000 claims description 2
- 241000228158 x Triticosecale Species 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims 30
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- WSZOBWHBSHCAMH-UHFFFAOYSA-N 1-(4-chlorophenyl)-6-methyl-4-oxo-5-propanoylpyridazine-3-carboxylic acid Chemical compound N1=C(C(O)=O)C(=O)C(C(=O)CC)=C(C)N1C1=CC=C(Cl)C=C1 WSZOBWHBSHCAMH-UHFFFAOYSA-N 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 2
- 125000004001 thioalkyl group Chemical group 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- LWTAPBNBGCXWOR-UHFFFAOYSA-N 2-[2-(3,4-dichlorophenyl)-3-methyl-5-oxopyridazin-4-yl]acetic acid Chemical compound CC1=C(CC(O)=O)C(=O)C=NN1C1=CC=C(Cl)C(Cl)=C1 LWTAPBNBGCXWOR-UHFFFAOYSA-N 0.000 claims 1
- BGVTUIRPHLSMJU-UHFFFAOYSA-N 3,6-dimethylpyridazine Chemical compound CC1=CC=C(C)N=N1 BGVTUIRPHLSMJU-UHFFFAOYSA-N 0.000 claims 1
- MBEZZFVZARURSF-UHFFFAOYSA-N 5-(carboxymethyl)-1-(4-chlorophenyl)-6-methyl-4-oxopyridazine-3-carboxylic acid Chemical compound CC1=C(CC(O)=O)C(=O)C(C(O)=O)=NN1C1=CC=C(Cl)C=C1 MBEZZFVZARURSF-UHFFFAOYSA-N 0.000 claims 1
- 241000209763 Avena sativa Species 0.000 claims 1
- 235000007558 Avena sp Nutrition 0.000 claims 1
- 241000209056 Secale Species 0.000 claims 1
- GQFJDWYHPRLNHR-UHFFFAOYSA-N karetazan Chemical compound CCN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=C(Cl)C=C1 GQFJDWYHPRLNHR-UHFFFAOYSA-N 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 claims 1
- JUSIWJONLKBPDU-UHFFFAOYSA-N pyridazine-4-carboxylic acid Chemical compound OC(=O)C1=CC=NN=C1 JUSIWJONLKBPDU-UHFFFAOYSA-N 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 239000004464 cereal grain Substances 0.000 abstract 1
- 244000038559 crop plants Species 0.000 abstract 1
- 239000004459 forage Substances 0.000 abstract 1
- 230000000977 initiatory effect Effects 0.000 abstract 1
- 210000001161 mammalian embryo Anatomy 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 28
- 238000006243 chemical reaction Methods 0.000 description 24
- 239000000203 mixture Substances 0.000 description 21
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 17
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- 239000002253 acid Substances 0.000 description 16
- 210000000349 chromosome Anatomy 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 239000002904 solvent Substances 0.000 description 15
- 239000000843 powder Substances 0.000 description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- 239000012442 inert solvent Substances 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
- 239000004480 active ingredient Substances 0.000 description 10
- 238000009472 formulation Methods 0.000 description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 8
- 239000002585 base Substances 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 210000004940 nucleus Anatomy 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
- 230000002378 acidificating effect Effects 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- 229920002472 Starch Polymers 0.000 description 6
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 235000005822 corn Nutrition 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000008107 starch Substances 0.000 description 6
- 235000019698 starch Nutrition 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 5
- 150000001298 alcohols Chemical class 0.000 description 5
- 244000052616 bacterial pathogen Species 0.000 description 5
- 230000006378 damage Effects 0.000 description 5
- 239000002609 medium Substances 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 229960000583 acetic acid Drugs 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 238000003306 harvesting Methods 0.000 description 4
- 238000009396 hybridization Methods 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 4
- PJOMFEHOLJKQAZ-UHFFFAOYSA-N 4-oxopyran-3-carboxylic acid Chemical compound OC(=O)C1=COC=CC1=O PJOMFEHOLJKQAZ-UHFFFAOYSA-N 0.000 description 3
- 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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000001488 breeding effect Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 125000001309 chloro group Chemical group Cl* 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000004495 emulsifiable concentrate Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 230000002068 genetic effect Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 150000007857 hydrazones Chemical class 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- ZPSJGADGUYYRKE-UHFFFAOYSA-N 2H-pyran-2-one Chemical compound O=C1C=CC=CO1 ZPSJGADGUYYRKE-UHFFFAOYSA-N 0.000 description 2
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000075850 Avena orientalis Species 0.000 description 2
- 0 CC=C(N(*)C([C@]1CCC(*)(**)CCC1)=C(C=O)C(O)=O)[Rn] Chemical compound CC=C(N(*)C([C@]1CCC(*)(**)CCC1)=C(C=O)C(O)=O)[Rn] 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 244000068988 Glycine max Species 0.000 description 2
- 235000010469 Glycine max Nutrition 0.000 description 2
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- 244000082988 Secale cereale Species 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000001548 androgenic effect Effects 0.000 description 2
- 239000011260 aqueous acid Substances 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000009395 breeding Methods 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 239000012954 diazonium Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000035800 maturation Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 230000000877 morphologic effect Effects 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 150000006636 nicotinic acid Chemical class 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- 239000003791 organic solvent mixture Substances 0.000 description 2
- 230000008186 parthenogenesis Effects 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- JERZDNVZTNNBNO-UHFFFAOYSA-M potassium;1-(4-chlorophenyl)-6-methyl-4-oxopyridazine-3-carboxylate Chemical compound [K+].CC1=CC(=O)C(C([O-])=O)=NN1C1=CC=C(Cl)C=C1 JERZDNVZTNNBNO-UHFFFAOYSA-M 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 230000001850 reproductive effect Effects 0.000 description 2
- 238000007363 ring formation reaction Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 210000005070 sphincter Anatomy 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000012192 staining solution Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 2
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- CJAAPVQEZPAQNI-UHFFFAOYSA-N (2-methylphenyl)methanamine Chemical compound CC1=CC=CC=C1CN CJAAPVQEZPAQNI-UHFFFAOYSA-N 0.000 description 1
- PFXXQEYLLFLWPW-UHFFFAOYSA-N (2-oxopyran-4-yl) benzoate Chemical class C=1C=CC=CC=1C(=O)OC=1C=COC(=O)C=1 PFXXQEYLLFLWPW-UHFFFAOYSA-N 0.000 description 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 description 1
- RHUYHJGZWVXEHW-UHFFFAOYSA-N 1,1-Dimethyhydrazine Chemical compound CN(C)N RHUYHJGZWVXEHW-UHFFFAOYSA-N 0.000 description 1
- JEDHDBGFWNGNKT-UHFFFAOYSA-N 1,2,2-trimethyl-4-oxo-6-phenyl-3h-pyridine-3-carboxylic acid Chemical compound O=C1C(C(O)=O)C(C)(C)N(C)C(C=2C=CC=CC=2)=C1 JEDHDBGFWNGNKT-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YNROXSVYVNESCO-UHFFFAOYSA-N 1,2-dimethyl-4-oxo-6-[4-(trifluoromethyl)phenyl]pyridine-3-carboxylic acid Chemical compound CN1C(C)=C(C(O)=O)C(=O)C=C1C1=CC=C(C(F)(F)F)C=C1 YNROXSVYVNESCO-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- DLKQHBOKULLWDQ-UHFFFAOYSA-N 1-bromonaphthalene Chemical compound C1=CC=C2C(Br)=CC=CC2=C1 DLKQHBOKULLWDQ-UHFFFAOYSA-N 0.000 description 1
- JESSMERIJZEMDV-UHFFFAOYSA-N 1-ethyl-2-(3-fluorophenyl)-6-methyl-4-oxopyridine-3-carboxylic acid Chemical compound CCN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=CC(F)=C1 JESSMERIJZEMDV-UHFFFAOYSA-N 0.000 description 1
- SPGCYJXALYETFJ-UHFFFAOYSA-N 1-ethyl-2-(4-fluorophenyl)-6-methyl-4-oxopyridine-3-carboxylic acid Chemical compound CCN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=C(F)C=C1 SPGCYJXALYETFJ-UHFFFAOYSA-N 0.000 description 1
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical compound OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 description 1
- ZASVOKYGOVLNGH-UHFFFAOYSA-N 1h-pyridazin-6-one;urea Chemical class NC(N)=O.O=C1C=CC=NN1 ZASVOKYGOVLNGH-UHFFFAOYSA-N 0.000 description 1
- QIJIUJYANDSEKG-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N QIJIUJYANDSEKG-UHFFFAOYSA-N 0.000 description 1
- OIIRJRBCKCBJEO-UHFFFAOYSA-N 2-(3-ethyl-5-oxo-2-phenylpyridazin-4-yl)acetic acid Chemical compound CCC1=C(CC(O)=O)C(=O)C=NN1C1=CC=CC=C1 OIIRJRBCKCBJEO-UHFFFAOYSA-N 0.000 description 1
- NUYUNGYWYDPLDT-UHFFFAOYSA-N 2-(3-fluorophenyl)-1,6-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=CC(F)=C1 NUYUNGYWYDPLDT-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- BWVDDKQRGHRZIV-UHFFFAOYSA-N 2-[6-(carboxymethyl)-2-(3,4-dichlorophenyl)-3-ethyl-5-oxopyridazin-4-yl]acetic acid Chemical compound CCC1=C(CC(O)=O)C(=O)C(CC(O)=O)=NN1C1=CC=C(Cl)C(Cl)=C1 BWVDDKQRGHRZIV-UHFFFAOYSA-N 0.000 description 1
- MAEJRPPPJXKITD-UHFFFAOYSA-N 2-[6-(carboxymethyl)-3-ethyl-2-(4-iodophenyl)-5-oxopyridazin-4-yl]acetic acid Chemical compound CCC1=C(CC(O)=O)C(=O)C(CC(O)=O)=NN1C1=CC=C(I)C=C1 MAEJRPPPJXKITD-UHFFFAOYSA-N 0.000 description 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 description 1
- KDOKFXJQGPCGLT-UHFFFAOYSA-N 2-hydroxyethyl-dimethyl-octadecylazanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)CCO KDOKFXJQGPCGLT-UHFFFAOYSA-N 0.000 description 1
- ASUDFOJKTJLAIK-UHFFFAOYSA-N 2-methoxyethanamine Chemical compound COCCN ASUDFOJKTJLAIK-UHFFFAOYSA-N 0.000 description 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
- VPHSTJOEAKXUBG-UHFFFAOYSA-N 3-ethylpyridazine Chemical compound CCC1=CC=CN=N1 VPHSTJOEAKXUBG-UHFFFAOYSA-N 0.000 description 1
- MPOYBFYHRQBZPM-UHFFFAOYSA-N 3h-pyridin-4-one Chemical class O=C1CC=NC=C1 MPOYBFYHRQBZPM-UHFFFAOYSA-N 0.000 description 1
- RBWCFTJQRDTIBX-UHFFFAOYSA-N 4-fluoro-n-phenylaniline Chemical compound C1=CC(F)=CC=C1NC1=CC=CC=C1 RBWCFTJQRDTIBX-UHFFFAOYSA-N 0.000 description 1
- VNZOLPIHDIJPBZ-UHFFFAOYSA-N 4-hydroxypyran-2-one Chemical class OC=1C=COC(=O)C=1 VNZOLPIHDIJPBZ-UHFFFAOYSA-N 0.000 description 1
- ODVBBZFQPGORMJ-UHFFFAOYSA-N 4-nitrobenzylamine Chemical compound NCC1=CC=C([N+]([O-])=O)C=C1 ODVBBZFQPGORMJ-UHFFFAOYSA-N 0.000 description 1
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 description 1
- LYZFBHNQVWXQIS-UHFFFAOYSA-N 6-(3-chlorophenyl)-1,2-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=C(C(O)=O)C(=O)C=C1C1=CC=CC(Cl)=C1 LYZFBHNQVWXQIS-UHFFFAOYSA-N 0.000 description 1
- AOJSBLUTAWHEJI-UHFFFAOYSA-N 6-(4-fluorophenyl)-1,2-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=C(C(O)=O)C(=O)C=C1C1=CC=C(F)C=C1 AOJSBLUTAWHEJI-UHFFFAOYSA-N 0.000 description 1
- RGNVUHJJYMULLH-UHFFFAOYSA-N 6-methyl-4-oxo-1h-pyridazine-3-carboxylic acid Chemical compound CC1=CC(=O)C(C(O)=O)=NN1 RGNVUHJJYMULLH-UHFFFAOYSA-N 0.000 description 1
- CADCRRUQDCYETR-UHFFFAOYSA-N 6-methyl-4-oxo-3h-pyridine-3-carboxylic acid Chemical compound CC1=CC(=O)C(C(O)=O)C=N1 CADCRRUQDCYETR-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- 241000193738 Bacillus anthracis Species 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 235000017788 Cydonia oblonga Nutrition 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 238000009649 Feulgen staining Methods 0.000 description 1
- 238000007309 Fischer-Speier esterification reaction Methods 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 238000005618 Fries rearrangement reaction Methods 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 206010020649 Hyperkeratosis Diseases 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005983 Maleic hydrazide Substances 0.000 description 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 description 1
- GMPKIPWJBDOURN-UHFFFAOYSA-N Methoxyamine Chemical compound CON GMPKIPWJBDOURN-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- NQRYJNQNLNOLGT-UHFFFAOYSA-O Piperidinium(1+) Chemical compound C1CC[NH2+]CC1 NQRYJNQNLNOLGT-UHFFFAOYSA-O 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 208000020584 Polyploidy Diseases 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-O Pyrazolium Chemical compound C1=CN[NH+]=C1 WTKZEGDFNFYCGP-UHFFFAOYSA-O 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 241000592342 Tracheophyta Species 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 241000003959 Zygota Species 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 206010000210 abortion Diseases 0.000 description 1
- 231100000176 abortion Toxicity 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- DGOBMKYRQHEFGQ-UHFFFAOYSA-L acid green 5 Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 DGOBMKYRQHEFGQ-UHFFFAOYSA-L 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- YOUGRGFIHBUKRS-UHFFFAOYSA-N benzyl(trimethyl)azanium Chemical compound C[N+](C)(C)CC1=CC=CC=C1 YOUGRGFIHBUKRS-UHFFFAOYSA-N 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-O bis(2-hydroxyethyl)azanium Chemical compound OCC[NH2+]CCO ZBCBWPMODOFKDW-UHFFFAOYSA-O 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- IAKHMKGGTNLKSZ-UHFFFAOYSA-N colchicine Chemical compound C1CC(NC(C)=O)C2=CC(=O)C(OC)=CC=C2C2=C1C=C(OC)C(OC)=C2OC IAKHMKGGTNLKSZ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 238000009402 cross-breeding Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 210000000805 cytoplasm Anatomy 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- RKMJXTWHATWGNX-UHFFFAOYSA-N decyltrimethylammonium ion Chemical compound CCCCCCCCCC[N+](C)(C)C RKMJXTWHATWGNX-UHFFFAOYSA-N 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- RRBNGQHBEYUPFC-UHFFFAOYSA-N diethyl-(2-hydroxyethyl)-octylazanium Chemical compound CCCCCCCC[N+](CC)(CC)CCO RRBNGQHBEYUPFC-UHFFFAOYSA-N 0.000 description 1
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-O dodecylazanium Chemical compound CCCCCCCCCCCC[NH3+] JRBPAEWTRLWTQC-UHFFFAOYSA-O 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 230000013020 embryo development Effects 0.000 description 1
- OFLOYPFFDFJFSW-UHFFFAOYSA-N ethyl 2-(4-chlorophenyl)-3-ethyl-5-oxopyridazine-4-carboxylate Chemical compound N1=CC(=O)C(C(=O)OCC)=C(CC)N1C1=CC=C(Cl)C=C1 OFLOYPFFDFJFSW-UHFFFAOYSA-N 0.000 description 1
- 235000010944 ethyl methyl cellulose Nutrition 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000004720 fertilization Effects 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000012248 genetic selection Methods 0.000 description 1
- 210000004602 germ cell Anatomy 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-O hydron;octadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCC[NH3+] REYJJPSVUYRZGE-UHFFFAOYSA-O 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- RBLWMQWAHONKNC-UHFFFAOYSA-N hydroxyazanium Chemical compound O[NH3+] RBLWMQWAHONKNC-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 238000009399 inbreeding Methods 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000002346 iodo group Chemical group I* 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000002789 length control Methods 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- MGIUUAHJVPPFEV-ABXDCCGRSA-N magainin ii Chemical compound C([C@H](NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(O)=O)C1=CC=CC=C1 MGIUUAHJVPPFEV-ABXDCCGRSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- KSKLALWRZFODIU-UHFFFAOYSA-N methyl 1-(4-chlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound CCC1=CC(=O)C(C(=O)OC)=NN1C1=CC=C(Cl)C=C1 KSKLALWRZFODIU-UHFFFAOYSA-N 0.000 description 1
- SCQLSRCFARZZAA-UHFFFAOYSA-N methyl 1-(4-chlorophenyl)-6-methyl-4-oxo-5-propylpyridazine-3-carboxylate Chemical compound N1=C(C(=O)OC)C(=O)C(CCC)=C(C)N1C1=CC=C(Cl)C=C1 SCQLSRCFARZZAA-UHFFFAOYSA-N 0.000 description 1
- CKURQPUVUUYRPH-UHFFFAOYSA-N methyl 1-(4-iodophenyl)-6-methyl-4-oxopyridazine-3-carboxylate Chemical compound CC1=CC(=O)C(C(=O)OC)=NN1C1=CC=C(I)C=C1 CKURQPUVUUYRPH-UHFFFAOYSA-N 0.000 description 1
- YAIRSPHHLGCRNO-UHFFFAOYSA-N methyl 2-(4-chlorophenyl)-3-ethyl-5-oxopyridazine-4-carboxylate Chemical compound CCC1=C(C(=O)OC)C(=O)C=NN1C1=CC=C(Cl)C=C1 YAIRSPHHLGCRNO-UHFFFAOYSA-N 0.000 description 1
- NYGDNNQNJLGEBF-UHFFFAOYSA-N methyl 6-bromo-2-(4-chlorophenyl)-3-ethyl-5-oxopyridazine-4-carboxylate Chemical compound CCC1=C(C(=O)OC)C(=O)C(Br)=NN1C1=CC=C(Cl)C=C1 NYGDNNQNJLGEBF-UHFFFAOYSA-N 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 229920003087 methylethyl cellulose Polymers 0.000 description 1
- ZYTYOUNYLKOKAR-UHFFFAOYSA-N morpholine;pyrrolidine Chemical compound C1CCNC1.C1COCCN1 ZYTYOUNYLKOKAR-UHFFFAOYSA-N 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-O morpholinium Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 0.000 description 1
- 238000003541 multi-stage reaction Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 230000006911 nucleation Effects 0.000 description 1
- UYDLBVPAAFVANX-UHFFFAOYSA-N octylphenoxy polyethoxyethanol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(OCCOCCOCCOCCO)C=C1 UYDLBVPAAFVANX-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical class OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 239000010665 pine oil Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 230000010152 pollination Effects 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- RWPGFSMJFRPDDP-UHFFFAOYSA-L potassium metabisulfite Chemical compound [K+].[K+].[O-]S(=O)S([O-])(=O)=O RWPGFSMJFRPDDP-UHFFFAOYSA-L 0.000 description 1
- 229940043349 potassium metabisulfite Drugs 0.000 description 1
- 235000010263 potassium metabisulphite Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- TXIBRVZDJXKLGE-UHFFFAOYSA-M potassium;5-(carboxymethyl)-1-(3,4-dichlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound [K+].CCC1=C(CC(O)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(Cl)C(Cl)=C1 TXIBRVZDJXKLGE-UHFFFAOYSA-M 0.000 description 1
- RFKWRQQVNQSAJK-UHFFFAOYSA-M potassium;5-(carboxymethyl)-6-ethyl-1-(4-iodophenyl)-4-oxopyridazine-3-carboxylate Chemical compound [K+].CCC1=C(CC(O)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(I)C=C1 RFKWRQQVNQSAJK-UHFFFAOYSA-M 0.000 description 1
- SJVXIDLZFULOKO-UHFFFAOYSA-M potassium;5-acetyl-1-(4-bromophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound [K+].CCC1=C(C(C)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(Br)C=C1 SJVXIDLZFULOKO-UHFFFAOYSA-M 0.000 description 1
- FZNDOIGSABBARI-UHFFFAOYSA-M potassium;5-acetyl-6-ethyl-4-oxo-1-phenylpyridazine-3-carboxylate Chemical compound [K+].CCC1=C(C(C)=O)C(=O)C(C([O-])=O)=NN1C1=CC=CC=C1 FZNDOIGSABBARI-UHFFFAOYSA-M 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- IEPZHOPFBLVNFY-UHFFFAOYSA-N prop-1-enyl 1-(4-chlorophenyl)-6-methyl-4-oxopyridazine-3-carboxylate Chemical compound CC1=CC(=O)C(C(=O)OC=CC)=NN1C1=CC=C(Cl)C=C1 IEPZHOPFBLVNFY-UHFFFAOYSA-N 0.000 description 1
- JKANAVGODYYCQF-UHFFFAOYSA-N prop-2-yn-1-amine Chemical compound NCC#C JKANAVGODYYCQF-UHFFFAOYSA-N 0.000 description 1
- 230000001902 propagating effect Effects 0.000 description 1
- 239000003586 protic polar solvent Substances 0.000 description 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-O pyridinium Chemical compound C1=CC=[NH+]C=C1 JUJWROOIHBZHMG-UHFFFAOYSA-O 0.000 description 1
- 150000008318 pyrimidones Chemical class 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- NBNBICNWNFQDDD-UHFFFAOYSA-N sulfuryl dibromide Chemical compound BrS(Br)(=O)=O NBNBICNWNFQDDD-UHFFFAOYSA-N 0.000 description 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229950003937 tolonium Drugs 0.000 description 1
- HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical compound [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 230000008736 traumatic injury Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- WSFDRHZUAHDHDN-UHFFFAOYSA-N trimethyl-[(4-methylphenyl)methyl]azanium Chemical compound CC1=CC=C(C[N+](C)(C)C)C=C1 WSFDRHZUAHDHDN-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01H—NEW PLANTS OR NON-TRANSGENIC PROCESSES FOR OBTAINING THEM; PLANT REPRODUCTION BY TISSUE CULTURE TECHNIQUES
- A01H1/00—Processes for modifying genotypes ; Plants characterised by associated natural traits
- A01H1/02—Methods or apparatus for hybridisation; Artificial pollination ; Fertility
- A01H1/022—Genic fertility modification, e.g. apomixis
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Genetics & Genomics (AREA)
- Botany (AREA)
- Developmental Biology & Embryology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Breeding Of Plants And Reproduction By Means Of Culturing (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pretreatment Of Seeds And Plants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US48888883A | 1983-04-26 | 1983-04-26 | |
| US58435884A | 1984-02-28 | 1984-02-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUT39061A HUT39061A (en) | 1986-08-28 |
| HU191749B true HU191749B (en) | 1987-04-28 |
Family
ID=27049511
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU841595A HU191749B (en) | 1983-04-26 | 1984-04-25 | Method for producing haploide seeds at angiosperms with creating haploides by the way of bringing on apomixis |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0127313B1 (enExample) |
| AU (1) | AU562972B2 (enExample) |
| BR (1) | BR8401899A (enExample) |
| CA (1) | CA1236700A (enExample) |
| DE (1) | DE3478985D1 (enExample) |
| DK (1) | DK207184A (enExample) |
| ES (1) | ES8605139A1 (enExample) |
| GR (1) | GR79912B (enExample) |
| HU (1) | HU191749B (enExample) |
| IL (1) | IL71635A (enExample) |
| NO (1) | NO841567L (enExample) |
| NZ (1) | NZ207927A (enExample) |
| PH (1) | PH23110A (enExample) |
| PT (1) | PT78490B (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4623378A (en) * | 1983-08-10 | 1986-11-18 | Ciba-Geigy Corporation | Gametocidal pyridazinylcarboxylic acid derivatives |
| FR2566995B1 (fr) * | 1984-07-04 | 1987-02-13 | Centre Nat Rech Scient | Procede de preparation d'haploides doubles de cereales. |
| DE3843199C2 (de) * | 1988-12-22 | 1998-03-12 | Nunhems Zaden Bv | Verfahren zur Herstellung von doppelt-haploiden Gurken |
| US6706989B2 (en) | 2001-02-02 | 2004-03-16 | Pioneer Hi-Bred International, Inc. | Automated high-throughput seed sample processing system and method |
| EP2798947B1 (en) | 2004-08-26 | 2020-03-18 | Monsanto Technology, LLC | Automated seed sampler and method of bulking seeds |
| US7703238B2 (en) | 2004-08-26 | 2010-04-27 | Monsanto Technology Llc | Methods of seed breeding using high throughput nondestructive seed sampling |
| US8028469B2 (en) | 2006-03-02 | 2011-10-04 | Monsanto Technology Llc | Automated high-throughput seed sampler and methods of sampling, testing and bulking seeds |
| US7998669B2 (en) | 2006-03-02 | 2011-08-16 | Monsanto Technology Llc | Automated contamination-free seed sampler and methods of sampling, testing and bulking seeds |
| MX2013000790A (es) | 2010-07-20 | 2013-03-20 | Monsanto Technology Llc | Sistemas automatizados para extraer muestras de tejidos de semillas y metodos relacionados. |
| US9677082B2 (en) | 2013-03-15 | 2017-06-13 | Syngenta Participations Ag | Haploid induction compositions and methods for use therefor |
| US20180332790A1 (en) * | 2015-11-18 | 2018-11-22 | Syngenta Participations Ag | Haploid induction compositions and methods for use therefor |
| UA123915C2 (uk) * | 2016-05-03 | 2021-06-23 | Басф Се | Застосування хімічних гібридизуючих агентів, які вводяться в коріння, в селекції рослин |
| USD1022462S1 (en) * | 2020-02-28 | 2024-04-16 | Rothy's, Inc. | Bag |
| GB202018996D0 (en) | 2020-12-02 | 2021-01-13 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| GB202018994D0 (en) | 2020-12-02 | 2021-01-13 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| EP4448509A1 (en) | 2021-12-17 | 2024-10-23 | Syngenta Crop Protection AG | Herbicidal pyridone derivatives |
| AU2023261999B2 (en) | 2022-04-27 | 2026-03-12 | Syngenta Crop Protection Ag | Herbicidal 2-oxo-nicotinic acid derivatives |
| JP2025519205A (ja) | 2022-06-01 | 2025-06-24 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | 除草剤誘導体 |
| WO2023232674A1 (en) | 2022-06-01 | 2023-12-07 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| CN119301097A (zh) | 2022-06-01 | 2025-01-10 | 先正达农作物保护股份公司 | 除草衍生物 |
| AR130324A1 (es) | 2022-09-01 | 2024-11-27 | Syngenta Crop Protection Ag | Derivados herbicidas |
| WO2024115438A1 (en) | 2022-12-01 | 2024-06-06 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| PY2430925A (es) | 2023-04-27 | 2025-01-23 | Syngenta Crop Protection Ag | Derivados herbicidas |
| AU2024365415A1 (en) | 2023-10-23 | 2026-03-26 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| AU2024385651A1 (en) | 2023-11-21 | 2026-03-26 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| WO2025119663A1 (en) | 2023-12-05 | 2025-06-12 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| WO2026002882A1 (en) | 2024-06-27 | 2026-01-02 | Syngenta Crop Protection Ag | Herbicidal derivatives |
| WO2026008582A1 (en) | 2024-07-04 | 2026-01-08 | Syngenta Crop Protection Ag | 5-oxo-pyridazine-4-carboxylic acid derivatives as herbicides |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4115101A (en) * | 1976-05-24 | 1978-09-19 | Rohm And Haas Company | 1-Aryl-4-pyridones |
| US4345934A (en) * | 1977-03-10 | 1982-08-24 | Rohm And Haas Company | Method of producing hybrid cereal grain seeds by application of 1-aryl-1,4-dihydro-4-oxo(thio)-pyridazines |
| EP0037133A1 (en) * | 1980-03-26 | 1981-10-07 | Shell Internationale Researchmaatschappij B.V. | Pyridazinone compounds, process for their preparation, compositions containing them and a method of regulating the growth of plants, increasing the yield of soya bean plants and sterilizing the male anthers of plants, including small grain cereal plants, using them as well as a method of producing F1 hybrid seed |
| EP0037134A1 (en) * | 1980-03-26 | 1981-10-07 | Shell Internationale Researchmaatschappij B.V. | Pyridazine derivatives, process for their preparation, compositions containing them and methods of regulating the growth of plants, increasing the yield of soya bean plants and sterilizing the male anthers of plants, including small grain cereal plants, using them as well as a method of producing F1 hybrid seed |
| NZ197027A (en) * | 1980-05-12 | 1984-03-16 | Rohm & Haas | 4-oxo-2-phenyl-nicotinic acids salts and esters and growth regulating compositions |
-
1984
- 1984-04-12 CA CA000451846A patent/CA1236700A/en not_active Expired
- 1984-04-18 PH PH30579A patent/PH23110A/en unknown
- 1984-04-18 NO NO841567A patent/NO841567L/no unknown
- 1984-04-19 NZ NZ207927A patent/NZ207927A/en unknown
- 1984-04-24 GR GR74481A patent/GR79912B/el unknown
- 1984-04-24 BR BR8401899A patent/BR8401899A/pt not_active Application Discontinuation
- 1984-04-24 ES ES531843A patent/ES8605139A1/es not_active Expired
- 1984-04-25 EP EP84302772A patent/EP0127313B1/en not_active Expired
- 1984-04-25 HU HU841595A patent/HU191749B/hu not_active IP Right Cessation
- 1984-04-25 DE DE8484302772T patent/DE3478985D1/de not_active Expired
- 1984-04-25 DK DK207184A patent/DK207184A/da not_active Application Discontinuation
- 1984-04-25 IL IL71635A patent/IL71635A/xx unknown
- 1984-04-26 PT PT78490A patent/PT78490B/pt not_active IP Right Cessation
- 1984-04-26 AU AU27272/84A patent/AU562972B2/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| PH23110A (en) | 1989-04-19 |
| EP0127313A1 (en) | 1984-12-05 |
| IL71635A (en) | 1988-12-30 |
| PT78490B (en) | 1987-02-16 |
| DE3478985D1 (en) | 1989-08-24 |
| BR8401899A (pt) | 1984-12-04 |
| NO841567L (no) | 1984-10-29 |
| AU562972B2 (en) | 1987-06-25 |
| DK207184A (da) | 1984-10-27 |
| HUT39061A (en) | 1986-08-28 |
| PT78490A (en) | 1984-05-01 |
| EP0127313B1 (en) | 1989-07-19 |
| DK207184D0 (da) | 1984-04-25 |
| AU2727284A (en) | 1984-11-01 |
| CA1236700A (en) | 1988-05-17 |
| ES531843A0 (es) | 1986-03-16 |
| ES8605139A1 (es) | 1986-03-16 |
| NZ207927A (en) | 1987-09-30 |
| GR79912B (enExample) | 1984-10-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0127313B1 (en) | The production of haploid seed, of doubled haploids and of homozygous plant lines therefrom | |
| US10798893B2 (en) | Induced chromosome doubling in plants | |
| EP3153014B1 (en) | Agent for inducing plant callus and method for inducing plant callus | |
| JP2001139405A (ja) | 植物成長調整剤 | |
| CS199719B2 (en) | Gametocide | |
| CA1095049A (en) | 1-aryl-4-pyridones | |
| Bhaskaran et al. | Control of morphogenesis in sorghum by 2, 4-dichlorophenoxyacetic acid and cytokinins | |
| HU196692B (en) | Composition with gametocidal effect comprising pyridazine-carboxylic acid derivative as active ingredient and process for producing pyridazinecarboxylic acid derivatives | |
| JPS6023349A (ja) | ベンゾイルアミノオキシ酢酸誘導体を含有する植物生長調節用組成物及びその製造方法 | |
| US5169429A (en) | Hybridization of sunflowers and safflowers | |
| EP0364135B1 (en) | Chemical hybridisation of dicots | |
| JPS6239580A (ja) | トリアゾ−ル誘導体、その製造法及びそれを含有する植物生長調節組成物 | |
| CA1276149C (en) | 5-acyl-1-aryl-1,4-dihydro-4-oxo-3-carboxypyridazines and their use as plant hybridization agents | |
| JP6842082B2 (ja) | 植物成長調整剤 | |
| US4561881A (en) | Pollen suppressant comprising a pyridazolylamine | |
| JPS59205922A (ja) | 被子植物に半数体を誘導する方法 | |
| Roy et al. | Chapter 6: Hybrid Rice in Tropical Countries | |
| JPS61502935A (ja) | 穀物の倍加単相体の製法 | |
| JP2002536379A (ja) | ホスホノピラゾールの製造 | |
| HU203646B (en) | Plant growht regulating compositions comprising triazole derivatives as active ingredient and process for producing the active ingredients | |
| ANDERSON et al. | use of Arabidopsis Genetic | |
| JPS60215686A (ja) | ６‐（３‐チエニルメチルアミノ）‐プリン、その製造法及び該化合物を含有する植物生長を調整する薬剤 | |
| Broda et al. | Induced androgenesis in Phleum pratense | |
| Rao et al. | Breeding Parthenocarpic Vegetable Varieties to Mitigate the Climate Change | |
| NZ230954A (en) | Inducing male sterility in dicotyledonous plant species |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HMM4 | Cancellation of final prot. due to non-payment of fee |