JPH0653644B2 - Plant male sterility agent - Google Patents
Plant male sterility agentInfo
- Publication number
- JPH0653644B2 JPH0653644B2 JP21958385A JP21958385A JPH0653644B2 JP H0653644 B2 JPH0653644 B2 JP H0653644B2 JP 21958385 A JP21958385 A JP 21958385A JP 21958385 A JP21958385 A JP 21958385A JP H0653644 B2 JPH0653644 B2 JP H0653644B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- group
- male sterility
- parts
- hydrogen atom
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 206010021929 Infertility male Diseases 0.000 title claims description 10
- 208000007466 Male Infertility Diseases 0.000 title claims description 10
- SSPYSWLZOPCOLO-UHFFFAOYSA-N 6-azauracil Chemical class O=C1C=NNC(=O)N1 SSPYSWLZOPCOLO-UHFFFAOYSA-N 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 description 15
- -1 alkali metal salts Chemical class 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
- 238000009472 formulation Methods 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 9
- 210000005069 ears Anatomy 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 208000000509 infertility Diseases 0.000 description 4
- 230000036512 infertility Effects 0.000 description 4
- 208000021267 infertility disease Diseases 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 240000007594 Oryza sativa Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000012752 auxiliary agent Substances 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 230000035558 fertility Effects 0.000 description 3
- 239000008187 granular material Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 230000005070 ripening Effects 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 230000010154 cross-pollination Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 230000012010 growth Effects 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 230000010153 self-pollination Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- ZMESHQOXZMOOQQ-UHFFFAOYSA-N 1-(naphthalen-1-ylmethyl)naphthalene Chemical compound C1=CC=C2C(CC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ZMESHQOXZMOOQQ-UHFFFAOYSA-N 0.000 description 1
- LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical group C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical class CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 235000007319 Avena orientalis Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 240000002791 Brassica napus Species 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 240000007049 Juglans regia Species 0.000 description 1
- 235000009496 Juglans regia Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 240000007377 Petunia x hybrida Species 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000209056 Secale Species 0.000 description 1
- 235000007238 Secale cereale Nutrition 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 240000003307 Zinnia violacea Species 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229940072056 alginate Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229960000892 attapulgite Drugs 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
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 230000001086 cytosolic effect Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 235000021374 legumes Nutrition 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000013011 mating Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000005648 plant growth regulator Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic 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
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 241000894007 species Species 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
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
【発明の詳細な説明】 本発明は、一般式〔I〕 〔式中、R1は水素原子、ヒドロキシメチル基または式 もしくは式 で示される基を表わす。(ここにR3はアルキル基また
は式 で示される基を表わし、R4は水素原子または低級アル
コキシル基を表わす。R5およびR6は同一または相異
なり、水素原子、低級アルキル基またはフェニル基を表
わすかもしくはR5とR6とで式 で示される基を表わし、mは5を表わす。)R2は水素
原子または式 で示される基を表わし、R5およびR6は前記と同じ意
味を表わす。ただし、R1が式 で示される基を表わすとき、R2も式 で示される基を表わす。〕 で示されるアザウラシル誘導体またはその塩(ただし、
塩の場合R1およびR2が共に式 で示される基(R5およびR6は前記と同じ意味を有す
る。)を表わすことはない。)を有効成分とする植物の
雄性不稔化剤に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention has the general formula [I] [In the formula, R 1 is a hydrogen atom, a hydroxymethyl group or a formula Or expression Represents a group represented by. (Wherein R 3 is an alkyl group or a formula And R 4 represents a hydrogen atom or a lower alkoxyl group. R 5 and R 6 are the same or different and each represents a hydrogen atom, a lower alkyl group or a phenyl group, or R 5 and R 6 are represented by the formula Represents a group represented by and m represents 5. ) R 2 is a hydrogen atom or a formula And R 5 and R 6 have the same meanings as described above. However, R 1 is the formula In when representing a group represented, R 2 also formula Represents a group represented by. ] The azauracil derivative shown by these or its salt (however,
In the case of a salt, R 1 and R 2 are both of the formula And R 5 and R 6 have the same meanings as described above. ) Is an active ingredient for male sterility of plants.
一般式〔I〕で示されるアザウラシル誘導体の塩として
は、たとえばナトリウム、カリウム、リチウム等のアル
カリ金属塩、カルシウム、バリウム、ストロンチウム等
のアルカリ土類金属塩、アンモニウム塩、エタノールア
ミン、ジエチルアミン、トリエチルアミン、ピリジン、
ピペリジン等の有機アミン塩等をあげることができる。As the salt of the azauracil derivative represented by the general formula [I], for example, alkali metal salts such as sodium, potassium and lithium, calcium, barium, alkaline earth metal salts such as strontium, ammonium salts, ethanolamine, diethylamine, triethylamine, Pyridine,
Examples thereof include organic amine salts such as piperidine.
近年食糧危機が叫ばれるようになり、その増産が大きな
課題となっている。そうした中で雑種第一代植物の生産
が注目を集めている。In recent years, the food crisis has come to the fore, and increasing its production has become a major issue. In such circumstances, the production of hybrid first-generation plants has been drawing attention.
雑種第一代植物は、その旺盛な生育により、両親の品種
より収量が多くなる等多くの優れた形質を有することが
知られている。雑種第一代種子を得るためには、雌親の
自家受粉を防ぐ必要があり、そのためには雌親の雄蕊を
取り除かねばならない。It is known that the first-generation hybrid plants have many excellent traits such as a higher yield than the parents' varieties due to their vigorous growth. In order to obtain the first seeds of the hybrid, it is necessary to prevent the self-pollination of the female parent, and for that purpose the stamens of the female parent must be removed.
従来この除雄作業は大変な労力を有し、また、イネ、コ
ムギのような自家受粉性の高い穀類では小さな頴花内に
雄蕊、雌蕊があるため、手作業でこれを行ない雑種第一
代種子を生産することは、ほとんど不可能であった。ま
た他の方法、たとえば細胞質雄性不稔の利用等がある
が、これもその育成に多大な年月を要する等の問題点が
あり、したがって雌の受粉能力を失わせず雄性不稔を惹
起する簡便かつ確実な方法が望まれているのが実状であ
る。Conventionally, this emasculation work has required a great deal of labor, and in grains with high self-pollination, such as rice and wheat, there are stamens and pistils in small stalks, so this is done manually and the first generation of hybrids is performed. It was almost impossible to produce seeds. There are other methods, such as the use of cytoplasmic male sterility, but this also has the problem that it takes a great deal of time to grow it, and thus causes male sterility without losing the pollination ability of females. The reality is that a simple and reliable method is desired.
本発明者らは、長年にわたり鋭意検討を重ねた結果、驚
くべきことに一般式〔I〕で示されるアザウラシル誘導
体またはその塩(以下、単に本アザウラシル誘導体と称
する。)を植物に処理することにより、きわめて簡単
に、効率よく雄性不稔を惹起し得ることを見出し、本発
明を完成するに至った。As a result of intensive studies over the years, the present inventors surprisingly surprisingly treated a plant with an azauracil derivative represented by the general formula [I] or a salt thereof (hereinafter, simply referred to as the present azauracil derivative). The inventors have found that male sterility can be induced very easily and efficiently, and have completed the present invention.
本アザウラシル誘導体は、たとえば特開昭55-143904
号、56-63969号、56-65879号および56-83480号各公報に
記載の公知化合物である。This azauracil derivative is disclosed in, for example, JP-A-55-143904.
Nos. 56-63969, 56-65879 and 56-83480 are known compounds.
本発明の雄性不稔化剤が適用できる対象植物としては、
たとえばイネ、コムギ、オオムギ、カラスムギ、ライ
麦、トウモロコシ等の穀類、ダイズ等のマメ科作物、ナ
ス、トマト、キャベツ等の蔬菜類、ペチュニア、百日草
等の花卉類等の種々の栽培植物をあげることができる。The target plant to which the male sterility agent of the present invention can be applied,
For example, various cultivated plants such as cereals such as rice, wheat, barley, oats, rye, and corn, legumes such as soybean, rapeseeds such as eggplant, tomato, and cabbage, petunia, and flowers such as zinnia. be able to.
以下に本アザウラシル誘導体の具体例を示すが、もちろ
んこれらのみに限定されるものではない。Specific examples of the present azauracil derivative are shown below, but of course the present invention is not limited thereto.
本アザウラシル誘導体を本雄性不稔化剤の有効成分とし
て用いる場合は、通常固体担体、液体担体、界面活性
剤、その他の製剤用補助剤と混合して、乳剤、水和剤、
懸濁剤、粒剤、水溶液剤等に製剤する。 When the present azauracil derivative is used as an active ingredient of the present male sterility agent, it is usually mixed with a solid carrier, a liquid carrier, a surfactant, or other formulation auxiliary agent, and then an emulsion, a wettable powder,
Formulated in suspension, granule, aqueous solution, etc.
これらの製剤には有効成分として本発明化合物を、重量
比で0.1〜90%、好ましくは1〜70%含有する。These formulations contain the compound of the present invention as an active ingredient in a weight ratio of 0.1 to 90%, preferably 1 to 70%.
固体担体としては、カオリンクレー、アッタパルジャイ
トクレー、ベントナイト、酸性白土、パイロフィライ
ト、タルク、珪藻土、方解石、クルミ粉、尿素、硫酸ア
ンモニウム、合成含水酸化珪素等の微粉末あるいは粒状
物があげられ、液体担体としては、キシレン、メチルナ
フタレン等の芳香族炭化水素類、イソプロパノール、エ
チレングリコール、セロソルブ等のアルコール類、アセ
トン、シクロヘキサノン、イソホロン等のケトン類、大
豆油、綿実油等の植物油、ジメチルスルホキシド、アセ
トニトリル、水等があげられる。Examples of the solid carrier include kaolin clay, attapulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, walnut powder, urea, ammonium sulfate, fine powder or particles of synthetic hydrous silicon oxide, and the like. As the liquid carrier, xylene, aromatic hydrocarbons such as methylnaphthalene, alcohols such as isopropanol, ethylene glycol, cellosolve, acetone, cyclohexanone, ketones such as isophorone, soybean oil, vegetable oil such as cottonseed oil, dimethyl sulfoxide, acetonitrile. , Water, etc.
乳化、分散、湿展等のために用いられる界面活性剤とし
ては、アルキル硫酸エステル塩、アルキルアリールスル
ホン酸塩、ジアルキルスルホコハク酸塩、ポリオキシエ
チレンアルキルアリールエーテルリン酸エステル塩等の
陰イオン界面活性剤、ポリオキシエチレンアルキルエー
テル、ポリオキシエチレンアルキルアリールエーテル、
ポリオキシエチレンポリオキシプロピレンブロックコポ
リマー、ソルビタン脂肪酸エステル、ポリオキシエチレ
ンソルビタン脂肪酸エステル等の非イオン界面活性剤等
があげられる。製剤用補助剤としては、リグニンスルホ
ン酸塩、アルギン酸塩、ポリビニルアルコール、アラビ
アガム、CMC(カルボキシメチルセルロース)、PA
P(酸性リン酸イソプロピル)等があげられる。Surfactants used for emulsification, dispersion, moistening, etc. include anionic surface active agents such as alkyl sulfate ester salts, alkyl aryl sulfonates, dialkyl sulfosuccinates, and polyoxyethylene alkyl aryl ether phosphate ester salts. Agent, polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether,
Examples thereof include nonionic surfactants such as polyoxyethylene polyoxypropylene block copolymer, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. As a formulation auxiliary agent, lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PA
P (acidic isopropyl phosphate) and the like can be mentioned.
次に製剤例を示す。なお、化合物は第1表の化合物番号
で示す。部は重量部を示す。Formulation examples are shown below. The compounds are shown by the compound numbers in Table 1. Parts indicate parts by weight.
製剤例1 化合物(1)50部、リグニンスルホン酸カルシウム8
部、ラウリル硫酸ナトリウム2部および合成含水酸化珪
素45部をよく粉砕混合して水和剤を得る。Formulation Example 1 50 parts of compound (1), calcium lignin sulfonate 8
Parts, 2 parts of sodium lauryl sulfate and 45 parts of synthetic hydrous silicon oxide are well pulverized and mixed to obtain a wettable powder.
製剤例2 化合物(2)〜(8)各10部、ポリオキシエチレンスチリル
フェニルエーテル14部、ドデシルベンゼンスルホン酸
カルシウム6部およびシクロヘキサノン70部をよく混
合して各々の乳剤を得る。Formulation Example 2 10 parts of each of the compounds (2) to (8), 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzene sulfonate and 70 parts of cyclohexanone are mixed well to obtain each emulsion.
製剤例3 化合物(9)2部、合成含水酸化珪素1部、リグニンスル
ホン酸カルシウム2部、ベントナイト80部およびカオ
リンクレー65部をよく粉砕混合し、水を加えてよく練
り合せた後、造粒乾燥して粒剤を得る。Formulation Example 3 2 parts of compound (9), 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 80 parts of bentonite and 65 parts of kaolin clay are well pulverized and mixed, and water is added and kneaded well, and then granulated. Dry to obtain granules.
製剤例4 化合物(10)25部、ポリオキシエチレンソルビタンモノ
オレエート3部、CMC3部および水69部を混合し、
粒度が5ミクロン以下になるまで湿式粉砕して懸濁剤を
得る。Formulation Example 4 25 parts of compound (10), 3 parts of polyoxyethylene sorbitan monooleate, 3 parts of CMC and 69 parts of water are mixed,
The suspension is obtained by wet grinding until the particle size is below 5 microns.
製剤例5 化合物(2),(4),(5)各1部および水99部を混合し、
溶解して各々の水溶液剤を得る。Formulation Example 5 Compounds (2), (4), (5) 1 part each and 99 parts water are mixed,
Dissolve to obtain each aqueous solution.
本雄性不稔化剤を実際に用いる場合の処理方法として
は、茎葉処理、土壌処理等があり、その処理量は、対象
作物、処理方法、処理時期、環境条件、製剤形態等によ
っても異なるが、通常は0.005〜10Kg/ha、好まし
くは0.02〜8Kg/haである。処理時期は、これも対象
作物、処理方法、環境条件、処理量、製剤形態等によっ
ても異なるが、好ましくは生殖生長開始前から開花直前
の間で処理される。As a treatment method when the present male sterility agent is actually used, there are foliar treatment, soil treatment and the like, and the treatment amount varies depending on the target crop, treatment method, treatment time, environmental condition, formulation form, etc. , Usually 0.005 to 10 Kg / ha, preferably 0.02 to 8 Kg / ha. The treatment time also varies depending on the target crop, treatment method, environmental conditions, treatment amount, formulation form, etc., but treatment is preferably performed before the start of reproductive growth and immediately before flowering.
乳剤、水和剤、懸濁剤、水溶液剤等は、通常その所定量
を1アールあたり0.5リットル〜20リットルの(必要
ならば、展着剤等の補助剤を添加した)水で希釈して処
理し、粒剤等は、通常なんら希釈することなくそのまま
処理する。Emulsions, wettable powders, suspensions, aqueous solutions, etc. are usually diluted with a predetermined amount of 0.5 to 20 liters of water per 1 are (adding auxiliary agents such as spreading agents if necessary). The granules and the like are usually treated as they are without any dilution.
展着剤としては、前記の界面活性剤のほか、ポリオキシ
エチレン樹脂酸(エステル)、リグニンスルホン酸塩、
アビエチン酸塩、ジナフチルメタンジスルホン酸塩、パ
ラフィン等があげられる。As the spreading agent, in addition to the above-mentioned surfactant, polyoxyethylene resin acid (ester), lignin sulfonate,
Examples thereof include abietic acid salt, dinaphthylmethane disulfonic acid salt, and paraffin.
また他の植物生育調製剤、除草剤、殺虫剤、殺ダニ剤、
殺線虫剤、殺菌剤、肥料、土壌改良剤等と混合して用い
ることもできる。Other plant growth regulators, herbicides, insecticides, acaricides,
It can also be used as a mixture with nematicides, fungicides, fertilizers, soil conditioners and the like.
さらに雑種種子を大量に得るためには、一般的に次の方
法が適している。すなわち、かけ合わせようとする2つ
の親を交互に植える。このとき各々の親の条数、幅は、
その作物の種、品種およびその環境条件等によって異な
る。そして雌親に本アザウラシル誘導体を処理し、雄性
不稔となった雌親は、他方の雄性稔性のある雄親の花粉
を受粉し、雑種種子が得られる。純粋な雑種第一代種子
を得ようとする場合は、本アザウラシル誘導体を処理
し、雄性不稔となった雌親に、雄性稔性のある雄親の花
粉を直接人為的に交配する方法が好ましい。Furthermore, the following method is generally suitable for obtaining a large amount of hybrid seeds. That is, two parents who are going to cross are planted alternately. At this time, the number and width of each parent is
It depends on the species, variety and environmental conditions of the crop. Then, the female parent is treated with the azauracil derivative, and the female parent that has become male-sterile pollinates the pollen of the other male-fertile male parent, and hybrid seeds are obtained. In order to obtain pure hybrid first-generation seeds, a method in which this azauracil derivative is treated, and male pollen pollinated with male fertility is directly artificially bred to a female parent who has become male sterile. preferable.
次に試験例をあげ、本発明をさらに詳細に説明する。な
お、化合物は、第1表に記載の化合物番号で示す。Next, the present invention will be described in more detail with reference to test examples. The compounds are shown by the compound numbers shown in Table 1.
試験例1 コムギにおける不稔性の発現 容量200mlのプラスチックポットに人工培土を詰めた
ものにコムギ(品種:農林61号)を播種し、昼温27
℃−夜温20℃(15時間日長、補光有り。)温度条件
下で育てた。その後、出穂始期より0〜3,8〜10お
よび14〜17日前の3回、同一ポットに供試化合物を
乳剤または水溶液剤に製剤し、その所定量を展着剤を含
む水で希釈したものを1アールあたり10リットルの液
量で、小型噴霧器を用い、植物体の上方から茎葉処理し
た。Test Example 1 Expression of sterility in wheat A wheat pot (cultivar: Norin 61) was sown in a plastic pot with a capacity of 200 ml filled with artificial soil, and the lunch temperature was 27.
C.-Night temperature 20.degree. C. (15-hour photoperiod, supplemented with light.) Then, the test compound was formulated into an emulsion or an aqueous solution in the same pot three times from 0 to 3, 8 to 10 and 14 to 17 days before the start of heading, and a predetermined amount thereof was diluted with water containing a spreading agent. Was treated with foliage at a volume of 10 liters per are using a small sprayer from above the plant.
出穂後開花前にポットあたり4穂に袋をかけて他家受粉
を防ぎ、登熟後、袋をかけた穂について、小穂数、種子
数を調査し、小穂あたり種子数の対無処理区比百分率で
各化合物の不稔性を示した(第2表)。After heading and before flowering, 4 bags per pot are sacked to prevent cross-pollination, and after ripening, the number of spikelets and the number of seeds are investigated for the spiked ears, and the number of seeds per spikelet is not treated. The sterility of each compound was shown as a percentage (Table 2).
試験例2 コムギにおける雌性稔性の確認 試験例1と同様に、コムギ農林61号を育成した。その
後出穂始期より5日または11日前の2回、乳剤または
水溶液剤に、供試化合物を製剤し、その所定量を展着剤
を含む水で希釈したものを1アールあたり10リットル
の液量で、小型噴霧器を用い、植物体の上方から茎葉処
理した。出穂後1ポットあたり4穂に袋かけを行なっ
た。また、開花後袋かけを行なっていない穂について、
薬剤無処理区からとってきた葯で交配を行なった。登熟
後、袋をかけた穂および交配を行なった穂について、小
穂数、種子数を調査し、小穂あたり種子数の対無処理区
比百分率を示した(第3表)。袋かけを行なった穂より
も交配を行なった穂の方がその値が高ければ、雄性不稔
性を持ちながら雌性稔性も保っていることを示すもので
ある。 Test Example 2 Confirmation of Female Fertility in Wheat In the same manner as in Test Example 1, Wheat Norin 61 was grown. Then, 5 or 11 days before the start of heading, the test compound was prepared twice in an emulsion or an aqueous solution, and a predetermined amount thereof was diluted with water containing a spreading agent at a volume of 10 liters per ares. The foliage was treated from above the plant using a small sprayer. After heading, 4 ears per bag were sacked. Also, for the ears that have not been sacked after flowering,
Mating was carried out with anthers obtained from the untreated area. After ripening, the number of spikelets and the number of seeds of the spiked ears and crossed ears were examined, and the percentage of the number of seeds per spikelet to the untreated plot was shown (Table 3). If the value of the ears that have been crossed is higher than that of the ears that have been sacked, it indicates that the ears have male sterility but also female fertility.
試験例3 イネにおける不稔性の発現 イネ(品種:コシヒカリ)を人工培土に播種し、播種後
20日に1/10,000アールのポットに苗を植え湛水状態と
した。その後出穂始期前20日、13日または6日の3
回、水溶液剤に供試化合物を製剤し、その所定量を展着
剤を含む水で希釈したものを1アールあたり10リット
ルの液量で、小型噴霧器を用い、植物体の上方から茎葉
処理した。出穂後ポットあたり5穂に袋をかけて他家受
粉を防いだ。登熟後、袋をかけた穂について、頴花数、
種子数を調査し、頴花数あたり種子数の対無処理区比百
分率で不稔性を示した(第4表)。試験は屋外条件下、
2反復で行なった。 Test Example 3 Expression of sterility in rice Rice (variety: Koshihikari) was sown in an artificial soil, and 20 days after sowing, seedlings were planted in a pot of 1 / 10,000 are to put them in a flooded state. After that, 3 days of 20th, 13th or 6th before heading
Once, the test compound was formulated into an aqueous solution, and a predetermined amount thereof was diluted with water containing a spreading agent, and the foliage was treated from above the plant body using a small sprayer at a liquid volume of 10 liters per are. . After heading, a bag was put on 5 ears per pot to prevent cross-pollination. After ripening, the number of glumes,
The number of seeds was examined, and the sterility was shown by the percentage of the number of seeds per number of glumes to the untreated plot (Table 4). The test is outdoors
This was done in duplicate.
Claims (1)
コキシル基を表わす。R5およびR6は同一または相異
なり、水素原子、低級アルキル基またはフェニル基を表
わすかもしくはR5とR6とで式 で示される基を表わし、mは5を表わす。)R2は水素
原子または式 で示される基を表わし、R5およびR6は前記と同じ意
味を表わす。ただし、R1が式 で示される基を表わすとき、R2も式 で示される基を表わす。〕 で示されるアザウラシル誘導体またはその塩(ただし、
塩の場合R1およびR2が共に式 で示される基(R5およびR6は前記と同じ意味を有す
る。)を表わすことはない。)を有効成分として含有す
ることを特徴とする植物の雄性不稔化剤。1. A general formula [In the formula, R 1 is a hydrogen atom, a hydroxymethyl group or a formula Or expression Represents a group represented by. (Wherein R 3 is an alkyl group or a formula And R 4 represents a hydrogen atom or a lower alkoxyl group. R 5 and R 6 are the same or different and each represents a hydrogen atom, a lower alkyl group or a phenyl group, or R 5 and R 6 are represented by the formula Represents a group represented by and m represents 5 . ) R 2 is a hydrogen atom or a formula And R 5 and R 6 have the same meanings as described above. However, R 1 is the formula In when representing a group represented, R 2 also formula Represents a group represented by. ] The azauracil derivative shown by these or its salt (however,
In the case of a salt, R 1 and R 2 are both of the formula And R 5 and R 6 have the same meanings as described above. ) Is contained as an active ingredient, a male sterility agent for plants.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21958385A JPH0653644B2 (en) | 1985-09-30 | 1985-09-30 | Plant male sterility agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21958385A JPH0653644B2 (en) | 1985-09-30 | 1985-09-30 | Plant male sterility agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6277302A JPS6277302A (en) | 1987-04-09 |
| JPH0653644B2 true JPH0653644B2 (en) | 1994-07-20 |
Family
ID=16737803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21958385A Expired - Lifetime JPH0653644B2 (en) | 1985-09-30 | 1985-09-30 | Plant male sterility agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0653644B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2686772A1 (en) * | 1992-02-04 | 1993-08-06 | Sumitomo Chemical Co | PRACTICAL METHOD FOR DETERMINING THE TIMING OF APPLICATION OF A CHEMICAL HYBRIDIZING AGENT. |
| CN103688845A (en) * | 2013-11-27 | 2014-04-02 | 山西省农业科学院农作物品种资源研究所 | Breeding method for 50% male sterile line of oat |
-
1985
- 1985-09-30 JP JP21958385A patent/JPH0653644B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6277302A (en) | 1987-04-09 |
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