NO841567L - Fremgangsmaate til fremstilling av haploide froe og dupolider og homozygote planteslekter av disse - Google Patents
Fremgangsmaate til fremstilling av haploide froe og dupolider og homozygote planteslekter av disseInfo
- Publication number
- NO841567L NO841567L NO841567A NO841567A NO841567L NO 841567 L NO841567 L NO 841567L NO 841567 A NO841567 A NO 841567A NO 841567 A NO841567 A NO 841567A NO 841567 L NO841567 L NO 841567L
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- group
- oxo
- dihydro
- hydrogen atom
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 50
- 238000002360 preparation method Methods 0.000 title description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 78
- 239000003795 chemical substances by application Substances 0.000 claims description 70
- 241000196324 Embryophyta Species 0.000 claims description 66
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 57
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 34
- -1 alkaline earth metal cation Chemical class 0.000 claims description 30
- 150000001875 compounds Chemical class 0.000 claims description 26
- 125000005843 halogen group Chemical group 0.000 claims description 26
- 239000001257 hydrogen Substances 0.000 claims description 22
- 229910052739 hydrogen Inorganic materials 0.000 claims description 22
- 150000003839 salts Chemical class 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
- 244000098338 Triticum aestivum Species 0.000 claims description 19
- 239000011734 sodium Substances 0.000 claims description 19
- 229910052708 sodium Inorganic materials 0.000 claims description 18
- 235000021307 Triticum Nutrition 0.000 claims description 14
- 125000003545 alkoxy group Chemical group 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 238000011161 development Methods 0.000 claims description 12
- 230000018109 developmental process Effects 0.000 claims description 12
- 210000001161 mammalian embryo Anatomy 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 230000012010 growth Effects 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 241000218922 Magnoliophyta Species 0.000 claims description 10
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 10
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 9
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 230000021121 meiosis Effects 0.000 claims description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 7
- 125000004414 alkyl thio group Chemical group 0.000 claims description 7
- 229910052794 bromium Inorganic materials 0.000 claims description 7
- 235000013339 cereals Nutrition 0.000 claims description 7
- 229910052801 chlorine Inorganic materials 0.000 claims description 7
- 239000000460 chlorine Chemical group 0.000 claims description 7
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 7
- 150000002367 halogens Chemical class 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 239000011591 potassium Chemical group 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 7
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 7
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 6
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 6
- 125000004434 sulfur atom Chemical group 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- 229910052731 fluorine Inorganic materials 0.000 claims description 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 4
- 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 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 125000005189 alkyl hydroxy group Chemical group 0.000 claims description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 239000011737 fluorine Chemical group 0.000 claims description 4
- 229910052740 iodine Chemical group 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 150000002814 niacins Chemical class 0.000 claims description 4
- 235000001968 nicotinic acid Nutrition 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
- 244000075850 Avena orientalis Species 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
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 claims description 3
- 241000209056 Secale Species 0.000 claims description 3
- 235000007238 Secale cereale Nutrition 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 240000008042 Zea mays Species 0.000 claims description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 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
- 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 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 235000009566 rice Nutrition 0.000 claims description 3
- 125000006536 (C1-C2)alkoxy group Chemical group 0.000 claims description 2
- 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 claims description 2
- 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 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
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 2
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 2
- 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 description 2
- 235000009973 maize Nutrition 0.000 claims description 2
- 235000019713 millet Nutrition 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 150000004892 pyridazines Chemical class 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 1
- 235000019714 Triticale Nutrition 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 230000004883 flower formation Effects 0.000 claims 1
- 125000004001 thioalkyl group Chemical group 0.000 claims 1
- 241000228158 x Triticosecale Species 0.000 claims 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 29
- 238000006243 chemical reaction Methods 0.000 description 22
- 239000000463 material Substances 0.000 description 22
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 235000019441 ethanol Nutrition 0.000 description 18
- 239000002904 solvent Substances 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 17
- 210000000349 chromosome Anatomy 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 15
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 14
- 239000012442 inert solvent Substances 0.000 description 14
- 210000002257 embryonic structure Anatomy 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 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
- 238000011282 treatment Methods 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 7
- 239000007788 liquid Substances 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
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
- 239000003377 acid catalyst Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 230000032050 esterification Effects 0.000 description 5
- 238000005886 esterification reaction Methods 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 239000002689 soil Substances 0.000 description 5
- 241000894007 species Species 0.000 description 5
- IAKHMKGGTNLKSZ-INIZCTEOSA-N (S)-colchicine Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(OC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC IAKHMKGGTNLKSZ-INIZCTEOSA-N 0.000 description 4
- AAILEWXSEQLMNI-UHFFFAOYSA-N 1h-pyridazin-6-one Chemical class OC1=CC=CN=N1 AAILEWXSEQLMNI-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 239000012141 concentrate Substances 0.000 description 4
- 239000000428 dust Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000004495 emulsifiable concentrate Substances 0.000 description 4
- 239000003995 emulsifying agent Substances 0.000 description 4
- 230000002068 genetic effect Effects 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 4
- ZPSJGADGUYYRKE-UHFFFAOYSA-N 2H-pyran-2-one Chemical compound O=C1C=CC=CO1 ZPSJGADGUYYRKE-UHFFFAOYSA-N 0.000 description 3
- RNHQLAFZMYJXQO-UHFFFAOYSA-N 4-oxo-3h-pyridine-3-carboxylic acid Chemical class OC(=O)C1C=NC=CC1=O RNHQLAFZMYJXQO-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 208000020584 Polyploidy Diseases 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 239000011260 aqueous acid Substances 0.000 description 3
- 230000001488 breeding effect Effects 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 230000000295 complement effect Effects 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 125000000623 heterocyclic group Chemical group 0.000 description 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 3
- 229940098779 methanesulfonic acid Drugs 0.000 description 3
- 230000000877 morphologic effect Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- DLKQHBOKULLWDQ-UHFFFAOYSA-N 1-bromonaphthalene Chemical compound C1=CC=C2C(Br)=CC=CC2=C1 DLKQHBOKULLWDQ-UHFFFAOYSA-N 0.000 description 2
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- ZVNLNTUIGDBBCJ-UHFFFAOYSA-N 2-[6-(carboxymethyl)-2-(4-chlorophenyl)-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=C1 ZVNLNTUIGDBBCJ-UHFFFAOYSA-N 0.000 description 2
- PJOMFEHOLJKQAZ-UHFFFAOYSA-N 4-oxopyran-3-carboxylic acid Chemical compound OC(=O)C1=COC=CC1=O PJOMFEHOLJKQAZ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-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
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 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
- 241000592342 Tracheophyta Species 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 206010000210 abortion Diseases 0.000 description 2
- 231100000176 abortion Toxicity 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 230000009418 agronomic effect Effects 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
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 238000009395 breeding Methods 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000013043 chemical agent Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 229960001338 colchicine Drugs 0.000 description 2
- 238000007796 conventional method Methods 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
- 238000009826 distribution Methods 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 230000013020 embryo development Effects 0.000 description 2
- 238000009396 hybridization Methods 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
- SEOVTRFCIGRIMH-UHFFFAOYSA-N indole-3-acetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CNC2=C1 SEOVTRFCIGRIMH-UHFFFAOYSA-N 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
- 239000002609 medium Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000008186 parthenogenesis Effects 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 125000003884 phenylalkyl group Chemical group 0.000 description 2
- 238000003976 plant breeding Methods 0.000 description 2
- 230000010152 pollination Effects 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 239000000843 powder Substances 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
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 229940001593 sodium carbonate Drugs 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- 238000003860 storage Methods 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
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 2
- 230000035899 viability Effects 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- 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 compound C=1C=CC=CC=1C(=O)OC=1C=COC(=O)C=1 PFXXQEYLLFLWPW-UHFFFAOYSA-N 0.000 description 1
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 description 1
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
- 125000004169 (C1-C6) alkyl 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
- 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
- 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
- BMVXCPBXGZKUPN-UHFFFAOYSA-N 1-hexanamine Chemical compound CCCCCCN BMVXCPBXGZKUPN-UHFFFAOYSA-N 0.000 description 1
- SRVGYCRLISZXQJ-UHFFFAOYSA-N 1-methyl-4-oxo-6-phenyl-2-propylpyridine-3-carboxylic acid Chemical compound CN1C(CCC)=C(C(O)=O)C(=O)C=C1C1=CC=CC=C1 SRVGYCRLISZXQJ-UHFFFAOYSA-N 0.000 description 1
- QIJIUJYANDSEKG-UHFFFAOYSA-O 2,4,4-trimethylpentan-2-ylazanium Chemical compound CC(C)(C)CC(C)(C)[NH3+] QIJIUJYANDSEKG-UHFFFAOYSA-O 0.000 description 1
- PMYDNHJIASLUEF-UHFFFAOYSA-N 2-(3-chlorophenyl)-1,6-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=CC(Cl)=C1 PMYDNHJIASLUEF-UHFFFAOYSA-N 0.000 description 1
- GGEUDEWQXWMUKP-UHFFFAOYSA-N 2-(4-chlorophenyl)-1,6-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=CC(=O)C(C(O)=O)=C1C1=CC=C(Cl)C=C1 GGEUDEWQXWMUKP-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
- YQCXBYNVCZGJPB-UHFFFAOYSA-N 2-[2-(4-bromophenyl)-6-(carboxymethyl)-3-ethyl-5-oxopyridazin-4-yl]acetic acid Chemical compound CCC1=C(CC(O)=O)C(=O)C(CC(O)=O)=NN1C1=CC=C(Br)C=C1 YQCXBYNVCZGJPB-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
- QIXUVTMCSCHYDE-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;1-(4-chlorophenyl)-6-methyl-4-oxopyridazine-3-carboxylic acid Chemical compound OCCN(CCO)CCO.CC1=CC(=O)C(C(O)=O)=NN1C1=CC=C(Cl)C=C1 QIXUVTMCSCHYDE-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- MQOSPVJGXPQVOO-UHFFFAOYSA-N 2-ethylhexan-1-amine N-methylmethanamine Chemical compound CNC.CCCCC(CC)CN MQOSPVJGXPQVOO-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
- XGRQXYWTPFWMDE-UHFFFAOYSA-N 2-methyl-4-oxo-6-phenyl-1-propylpyridine-3-carboxylic acid Chemical compound CCCN1C(C)=C(C(O)=O)C(=O)C=C1C1=CC=CC=C1 XGRQXYWTPFWMDE-UHFFFAOYSA-N 0.000 description 1
- KHWGRLRCZSYJNT-UHFFFAOYSA-N 2-oxo-3h-pyridine-3-carboxylic acid Chemical class OC(=O)C1C=CC=NC1=O KHWGRLRCZSYJNT-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- QZTWFGBQYFMYSB-UHFFFAOYSA-N 3-benzoylpyran-2-one Chemical compound C=1C=COC(=O)C=1C(=O)C1=CC=CC=C1 QZTWFGBQYFMYSB-UHFFFAOYSA-N 0.000 description 1
- CICPLKAJEGYYGM-UHFFFAOYSA-N 3h-pyridazin-4-one Chemical class O=C1CN=NC=C1 CICPLKAJEGYYGM-UHFFFAOYSA-N 0.000 description 1
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 1
- XWHHYOYVRVGJJY-UHFFFAOYSA-N 4-fluorophenylalanine Chemical compound OC(=O)C(N)CC1=CC=C(F)C=C1 XWHHYOYVRVGJJY-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
- BRFKVMACTRCCOO-UHFFFAOYSA-N 5-(carboxymethyl)-1-(3,4-dichlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylic acid Chemical compound CCC1=C(CC(O)=O)C(=O)C(C(O)=O)=NN1C1=CC=C(Cl)C(Cl)=C1 BRFKVMACTRCCOO-UHFFFAOYSA-N 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
- LSSYCTIEUHEYLE-UHFFFAOYSA-N 6-(4-chlorophenyl)-1,2-dimethyl-4-oxopyridine-3-carboxylic acid Chemical compound CN1C(C)=C(C(O)=O)C(=O)C=C1C1=CC=C(Cl)C=C1 LSSYCTIEUHEYLE-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
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- JUQPZRLQQYSMEQ-UHFFFAOYSA-N CI Basic red 9 Chemical compound [Cl-].C1=CC(N)=CC=C1C(C=1C=CC(N)=CC=1)=C1C=CC(=[NH2+])C=C1 JUQPZRLQQYSMEQ-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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- 241000234642 Festuca Species 0.000 description 1
- 238000007309 Fischer-Speier esterification reaction Methods 0.000 description 1
- 238000005618 Fries rearrangement reaction Methods 0.000 description 1
- 241000206672 Gelidium Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241000209082 Lolium Species 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
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 241001024327 Oenanthe <Aves> Species 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-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
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 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
- WTKZEGDFNFYCGP-UHFFFAOYSA-O Pyrazolium Chemical compound C1=CN[NH+]=C1 WTKZEGDFNFYCGP-UHFFFAOYSA-O 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 150000001266 acyl halides Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 235000010419 agar Nutrition 0.000 description 1
- 125000003158 alcohol group Chemical group 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
- 150000001350 alkyl halides Chemical class 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
- 238000005576 amination reaction Methods 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 125000003277 amino group Chemical class 0.000 description 1
- 125000004103 aminoalkyl group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000001548 androgenic effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 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
- 229940052223 basic fuchsin Drugs 0.000 description 1
- 150000001558 benzoic acid derivatives Chemical class 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
- 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
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910021386 carbon form Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001768 cations Chemical class 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
- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 1
- 229960005091 chloramphenicol Drugs 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 235000005822 corn Nutrition 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
- 238000012364 cultivation method Methods 0.000 description 1
- 238000012136 culture method Methods 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- RKMJXTWHATWGNX-UHFFFAOYSA-N decyltrimethylammonium ion Chemical compound CCCCCCCCCC[N+](C)(C)C RKMJXTWHATWGNX-UHFFFAOYSA-N 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-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
- 235000021186 dishes Nutrition 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
- 210000005069 ears Anatomy 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000010944 ethyl methyl cellulose Nutrition 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 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
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 210000004602 germ cell Anatomy 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000001963 growth medium 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
- 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
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229960001340 histamine Drugs 0.000 description 1
- 150000007857 hydrazones Chemical class 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
- 238000009399 inbreeding Methods 0.000 description 1
- 239000003617 indole-3-acetic acid Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052806 inorganic carbonate Inorganic materials 0.000 description 1
- 229910052909 inorganic silicate Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 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
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 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
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 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
- 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
- LEFHKCWENBVSFU-UHFFFAOYSA-N methyl 5-acetyl-1-(4-chlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound CCC1=C(C(C)=O)C(=O)C(C(=O)OC)=NN1C1=CC=C(Cl)C=C1 LEFHKCWENBVSFU-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
- 239000000693 micelle Substances 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-O morpholinium Chemical compound [H+].C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-O 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
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 229960001730 nitrous oxide Drugs 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000006916 nutrient agar Substances 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
- 230000020477 pH reduction Effects 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 230000008121 plant development Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 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
- 229960003975 potassium Drugs 0.000 description 1
- 235000007686 potassium Nutrition 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
- 239000004297 potassium metabisulphite Substances 0.000 description 1
- 235000010263 potassium metabisulphite Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- GURNAAYLUXBKGA-UHFFFAOYSA-M potassium;2-(4-chlorophenyl)-5-oxo-3-propylpyridazine-4-carboxylate Chemical compound [K+].CCCC1=C(C([O-])=O)C(=O)C=NN1C1=CC=C(Cl)C=C1 GURNAAYLUXBKGA-UHFFFAOYSA-M 0.000 description 1
- BVUOHHPFPZFYEW-UHFFFAOYSA-M potassium;5-(carboxymethyl)-1-(2-chlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound [K+].CCC1=C(CC(O)=O)C(=O)C(C([O-])=O)=NN1C1=CC=CC=C1Cl BVUOHHPFPZFYEW-UHFFFAOYSA-M 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
- KJGLQFDXBNIEBC-UHFFFAOYSA-M potassium;5-(carboxymethyl)-1-(4-chlorophenyl)-4-oxo-6-propylpyridazine-3-carboxylate Chemical compound [K+].CCCC1=C(CC(O)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(Cl)C=C1 KJGLQFDXBNIEBC-UHFFFAOYSA-M 0.000 description 1
- RZNADCSHBJYEFN-UHFFFAOYSA-M potassium;5-(carboxymethyl)-1-(4-chlorophenyl)-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=C1 RZNADCSHBJYEFN-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
- CHWOVEJUIPJPIS-UHFFFAOYSA-M potassium;5-acetyl-1-(4-chlorophenyl)-6-ethyl-4-oxopyridazine-3-carboxylate Chemical compound [K+].CCC1=C(C(C)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(Cl)C=C1 CHWOVEJUIPJPIS-UHFFFAOYSA-M 0.000 description 1
- DYFZDDSVXRLBQY-UHFFFAOYSA-M potassium;5-acetyl-6-ethyl-4-oxo-1-[4-(trifluoromethyl)phenyl]pyridazine-3-carboxylate Chemical compound [K+].CCC1=C(C(C)=O)C(=O)C(C([O-])=O)=NN1C1=CC=C(C(F)(F)F)C=C1 DYFZDDSVXRLBQY-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
- 230000008569 process 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
- 108090000623 proteins and genes Proteins 0.000 description 1
- 210000001938 protoplast Anatomy 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
- 239000002994 raw material Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 230000033458 reproduction Effects 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 238000010187 selection method Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000014639 sexual reproduction Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229960004249 sodium acetate Drugs 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229940083608 sodium hydroxide Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 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
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 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
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 150000007970 thio esters Chemical class 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 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
- 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
- GCRCSLNXFKCFHB-UHFFFAOYSA-N triethyl(hexyl)azanium Chemical compound CCCCCC[N+](CC)(CC)CC GCRCSLNXFKCFHB-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
- 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
- 239000004563 wettable powder Substances 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 (1)
Publication Number | Publication Date |
---|---|
NO841567L true NO841567L (no) | 1984-10-29 |
Family
ID=27049511
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO841567A NO841567L (no) | 1983-04-26 | 1984-04-18 | Fremgangsmaate til fremstilling av haploide froe og dupolider og homozygote planteslekter av disse |
Country Status (14)
Country | Link |
---|---|
EP (1) | EP0127313B1 (en, 2012) |
AU (1) | AU562972B2 (en, 2012) |
BR (1) | BR8401899A (en, 2012) |
CA (1) | CA1236700A (en, 2012) |
DE (1) | DE3478985D1 (en, 2012) |
DK (1) | DK207184A (en, 2012) |
ES (1) | ES8605139A1 (en, 2012) |
GR (1) | GR79912B (en, 2012) |
HU (1) | HU191749B (en, 2012) |
IL (1) | IL71635A (en, 2012) |
NO (1) | NO841567L (en, 2012) |
NZ (1) | NZ207927A (en, 2012) |
PH (1) | PH23110A (en, 2012) |
PT (1) | PT78490B (en, 2012) |
Families Citing this family (26)
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 |
US7611842B2 (en) | 2004-08-26 | 2009-11-03 | Monsanto Technology Llc | Automated seed sampler and methods of sampling, testing and bulking seeds |
US7703238B2 (en) | 2004-08-26 | 2010-04-27 | Monsanto Technology Llc | Methods of seed breeding using high throughput nondestructive seed sampling |
US7998669B2 (en) | 2006-03-02 | 2011-08-16 | Monsanto Technology Llc | Automated contamination-free seed sampler and methods of sampling, testing and bulking seeds |
US8028469B2 (en) | 2006-03-02 | 2011-10-04 | Monsanto Technology Llc | Automated high-throughput 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 |
CN115918526B (zh) * | 2015-11-18 | 2024-11-12 | 先正达参股股份有限公司 | 单倍体诱导组合物及其使用方法 |
EP3451834A1 (en) * | 2016-05-03 | 2019-03-13 | Basf Se | Applications of root-administered chemical hybridizing agents in plant breeding |
USD1022462S1 (en) * | 2020-02-28 | 2024-04-16 | Rothy's, Inc. | Bag |
GB202018994D0 (en) * | 2020-12-02 | 2021-01-13 | Syngenta Crop Protection Ag | Herbicidal derivatives |
GB202018996D0 (en) | 2020-12-02 | 2021-01-13 | Syngenta Crop Protection Ag | Herbicidal derivatives |
US20250098679A1 (en) | 2021-12-17 | 2025-03-27 | Syngenta Crop Protection Ag | Herbicidal pyridone derivatives |
WO2023208710A1 (en) | 2022-04-27 | 2023-11-02 | Syngenta Crop Protection Ag | Herbicidal 2-oxo-nicotinic acid derivatives |
WO2023232676A1 (en) | 2022-06-01 | 2023-12-07 | Syngenta Crop Protection Ag | Herbicidal derivatives |
WO2023232673A1 (en) | 2022-06-01 | 2023-12-07 | Syngenta Crop Protection Ag | Herbicidal derivatives |
KR20250019678A (ko) | 2022-06-01 | 2025-02-10 | 신젠타 크롭 프로텍션 아게 | 제초제 유도체 |
AR130324A1 (es) | 2022-09-01 | 2024-11-27 | Syngenta Crop Protection Ag | Derivados herbicidas |
AU2023406528A1 (en) | 2022-12-01 | 2025-05-22 | Syngenta Crop Protection Ag | Herbicidal derivatives |
AR132501A1 (es) | 2023-04-27 | 2025-07-02 | Syngenta Crop Protection Ag | Derivados herbicidas |
WO2025087845A1 (en) | 2023-10-23 | 2025-05-01 | Syngenta Crop Protection Ag | Herbicidal derivatives |
WO2025108824A1 (en) | 2023-11-21 | 2025-05-30 | Syngenta Crop Protection Ag | Herbicidal derivatives |
WO2025119663A1 (en) | 2023-12-05 | 2025-06-12 | Syngenta Crop Protection Ag | Herbicidal derivatives |
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 |
ZA813029B (en) * | 1980-05-12 | 1982-05-26 | Rohm & Haas | Novel substituted oxonicotinates,their use as plant growth regulators and plant growth regulating compositions containing them |
-
1984
- 1984-04-12 CA CA000451846A patent/CA1236700A/en not_active Expired
- 1984-04-18 NO NO841567A patent/NO841567L/no unknown
- 1984-04-18 PH PH30579A patent/PH23110A/en 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 HU HU841595A patent/HU191749B/hu not_active IP Right Cessation
- 1984-04-25 IL IL71635A patent/IL71635A/xx unknown
- 1984-04-25 DK DK207184A patent/DK207184A/da not_active Application Discontinuation
- 1984-04-25 DE DE8484302772T patent/DE3478985D1/de not_active Expired
- 1984-04-25 EP EP84302772A patent/EP0127313B1/en not_active Expired
- 1984-04-26 AU AU27272/84A patent/AU562972B2/en not_active Ceased
- 1984-04-26 PT PT78490A patent/PT78490B/pt not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
AU562972B2 (en) | 1987-06-25 |
DK207184A (da) | 1984-10-27 |
GR79912B (en, 2012) | 1984-10-31 |
BR8401899A (pt) | 1984-12-04 |
ES8605139A1 (es) | 1986-03-16 |
DE3478985D1 (en) | 1989-08-24 |
PT78490B (en) | 1987-02-16 |
IL71635A (en) | 1988-12-30 |
NZ207927A (en) | 1987-09-30 |
HU191749B (en) | 1987-04-28 |
CA1236700A (en) | 1988-05-17 |
PH23110A (en) | 1989-04-19 |
PT78490A (en) | 1984-05-01 |
EP0127313B1 (en) | 1989-07-19 |
HUT39061A (en) | 1986-08-28 |
ES531843A0 (es) | 1986-03-16 |
AU2727284A (en) | 1984-11-01 |
EP0127313A1 (en) | 1984-12-05 |
DK207184D0 (da) | 1984-04-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO841567L (no) | Fremgangsmaate til fremstilling av haploide froe og dupolider og homozygote planteslekter av disse | |
US4757011A (en) | Herbicide resistant tobacco | |
CN107980620A (zh) | 一种植物染色体的复合加倍剂及加倍方法 | |
JP2001139405A (ja) | 植物成長調整剤 | |
CA1095049A (en) | 1-aryl-4-pyridones | |
AU2016314390B2 (en) | Small molecule compound for enhancing plant stress resistance | |
SE446812B (sv) | Sett for att astadkomma hanlig sterilitet i en cerealieplanta med vissa 1-aryl-1,4-dihydro-4-oxopyridaziner eventuellt vid anvendning for produktion av hybridcerealiefron | |
UA120265C2 (uk) | Сполуки для регуляції росту рослин | |
Poovaiah et al. | Effects of Ethephon on Growth of Grasses 1 | |
CA3010014C (en) | High stress resistant plant growth regulator and preparation and use thereof | |
US4377407A (en) | Isonicotinanilide derivatives, plant growth regulating compositions and use | |
Wooi | Oil palm (Elaeis guineensis Jacq.): tissue culture and micropropagation | |
DK158350B (da) | Plantevaekstregulerende 2-pyridoner og fremgangsmaade til regulering af plantevaekst | |
CA1276149C (en) | 5-acyl-1-aryl-1,4-dihydro-4-oxo-3-carboxypyridazines and their use as plant hybridization agents | |
AU595269B2 (en) | Plant growth promotion | |
JP6842082B2 (ja) | 植物成長調整剤 | |
WO2002051811A1 (en) | Derivatives of acetic acid for increasing abiotic stress tolerance of cultivated plants | |
JP2968843B2 (ja) | チオフェン置換シクロアミン | |
US4561881A (en) | Pollen suppressant comprising a pyridazolylamine | |
NO792955L (no) | Substituerte tiosemikarbazider, deres fremstilling og bruk som plantevekstregulerende midler | |
JPS61502935A (ja) | 穀物の倍加単相体の製法 | |
Dhall et al. | Standardized Protocol for In Situ and In Vitro Maintenance of Newly Developed Parthenocarpic Gynoecious Cucumber Inbred | |
Roy et al. | Chapter 6: Hybrid Rice in Tropical Countries | |
JPS59205922A (ja) | 被子植物に半数体を誘導する方法 | |
EP0364135A2 (en) | Chemical hybridisation of dicots |