PL84424B1 - - Google Patents
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- Publication number
- PL84424B1 PL84424B1 PL1969166958A PL16695869A PL84424B1 PL 84424 B1 PL84424 B1 PL 84424B1 PL 1969166958 A PL1969166958 A PL 1969166958A PL 16695869 A PL16695869 A PL 16695869A PL 84424 B1 PL84424 B1 PL 84424B1
- Authority
- PL
- Poland
- Prior art keywords
- thiadiazole
- active ingredient
- measure according
- trifluoromethyl
- trichloromethyl
- Prior art date
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- 239000004480 active ingredient Substances 0.000 claims description 58
- 238000000034 method Methods 0.000 claims description 49
- -1 N-trichloromethyl-5-isopropylsulfinyl-1,3,4-thiadiazole Chemical group 0.000 claims description 24
- 239000000843 powder Substances 0.000 claims description 16
- 230000000855 fungicidal effect Effects 0.000 claims description 15
- 239000000203 mixture Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 239000013543 active substance Substances 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 8
- 241000233639 Pythium Species 0.000 claims description 6
- 241000918584 Pythium ultimum Species 0.000 claims description 6
- 241000813090 Rhizoctonia solani Species 0.000 claims description 6
- SQLPTSMJAQPVKR-UHFFFAOYSA-N 2-methylsulfonyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(C(F)(F)F)S1 SQLPTSMJAQPVKR-UHFFFAOYSA-N 0.000 claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- 241001361634 Rhizoctonia Species 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 3
- 150000004869 1,3,4-thiadiazoles Chemical class 0.000 claims description 2
- 125000006083 1-bromoethyl group Chemical group 0.000 claims description 2
- XUJULPXDPPEEGA-UHFFFAOYSA-N 2-(1,1-dichloroethyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CC(Cl)(Cl)C1=NN=C(S(C)(=O)=O)S1 XUJULPXDPPEEGA-UHFFFAOYSA-N 0.000 claims description 2
- CDQKQEWYUPUHDJ-UHFFFAOYSA-N 2-(1-chloropropyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CCC(Cl)C1=NN=C(S(C)(=O)=O)S1 CDQKQEWYUPUHDJ-UHFFFAOYSA-N 0.000 claims description 2
- LFPCSMIKTVQPJH-UHFFFAOYSA-N 2-(dibromomethyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(C(Br)Br)S1 LFPCSMIKTVQPJH-UHFFFAOYSA-N 0.000 claims description 2
- USNOJBMJVXZZBY-UHFFFAOYSA-N 2-(dichloromethyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(C(Cl)Cl)S1 USNOJBMJVXZZBY-UHFFFAOYSA-N 0.000 claims description 2
- GEBXPQNEQZEWTG-UHFFFAOYSA-N 2-(dichloromethyl)-5-propan-2-ylsulfinyl-1,3,4-thiadiazole Chemical group CC(C)S(=O)C1=NN=C(C(Cl)Cl)S1 GEBXPQNEQZEWTG-UHFFFAOYSA-N 0.000 claims description 2
- VCPBTVXXVDOZGQ-UHFFFAOYSA-N 2-butylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCCS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 VCPBTVXXVDOZGQ-UHFFFAOYSA-N 0.000 claims description 2
- XZYSURGMSJMTBJ-UHFFFAOYSA-N 2-methylsulfinyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical group CS(=O)C1=NN=C(C(F)(F)F)S1 XZYSURGMSJMTBJ-UHFFFAOYSA-N 0.000 claims description 2
- VMPFFECKFMQZKW-UHFFFAOYSA-N 2-methylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 VMPFFECKFMQZKW-UHFFFAOYSA-N 0.000 claims description 2
- 229940088623 biologically active substance Drugs 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 125000004970 halomethyl group Chemical group 0.000 claims description 2
- 239000005645 nematicide Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims 10
- 239000011521 glass Substances 0.000 claims 3
- BDZTZUFPJYLNGG-UHFFFAOYSA-N 2-ethylsulfonyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical compound CCS(=O)(=O)C1=NN=C(C(F)(F)F)S1 BDZTZUFPJYLNGG-UHFFFAOYSA-N 0.000 claims 2
- WSISTSHIAPDLDQ-UHFFFAOYSA-N 2-(bromomethyl)-5-ethylsulfonyl-1,3,4-thiadiazole Chemical group CCS(=O)(=O)C1=NN=C(CBr)S1 WSISTSHIAPDLDQ-UHFFFAOYSA-N 0.000 claims 1
- PRVUQFQYSWNDOY-UHFFFAOYSA-N 2-(bromomethyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(CBr)S1 PRVUQFQYSWNDOY-UHFFFAOYSA-N 0.000 claims 1
- GHXXJKHVCAOHQY-UHFFFAOYSA-N 2-(chloromethyl)-5-methylsulfonyl-1,3,4-thiadiazole Chemical group CS(=O)(=O)C1=NN=C(CCl)S1 GHXXJKHVCAOHQY-UHFFFAOYSA-N 0.000 claims 1
- DIQZRFQALCGHQY-UHFFFAOYSA-N 2-(chloromethyl)-5-propan-2-ylsulfonyl-1,3,4-thiadiazole Chemical group CC(C)S(=O)(=O)C1=NN=C(CCl)S1 DIQZRFQALCGHQY-UHFFFAOYSA-N 0.000 claims 1
- SHKCSQKRHFEGIS-UHFFFAOYSA-N 2-(dichloromethyl)-5-ethylsulfonyl-1,3,4-thiadiazole Chemical group CCS(=O)(=O)C1=NN=C(C(Cl)Cl)S1 SHKCSQKRHFEGIS-UHFFFAOYSA-N 0.000 claims 1
- MPPRYBZPKPGLDS-UHFFFAOYSA-N 2-(dichloromethyl)-5-pentylsulfinyl-1,3,4-thiadiazole Chemical group CCCCCS(=O)C1=NN=C(C(Cl)Cl)S1 MPPRYBZPKPGLDS-UHFFFAOYSA-N 0.000 claims 1
- RXMVPDQYFPOSPS-UHFFFAOYSA-N 2-(dichloromethyl)-5-propan-2-ylsulfonyl-1,3,4-thiadiazole Chemical group CC(C)S(=O)(=O)C1=NN=C(C(Cl)Cl)S1 RXMVPDQYFPOSPS-UHFFFAOYSA-N 0.000 claims 1
- AFAHQNDOCQFROZ-UHFFFAOYSA-N 2-(dichloromethyl)-5-propylsulfinyl-1,3,4-thiadiazole Chemical group CCCS(=O)C1=NN=C(C(Cl)Cl)S1 AFAHQNDOCQFROZ-UHFFFAOYSA-N 0.000 claims 1
- HFHSDGCKLPKBOE-UHFFFAOYSA-N 2-(fluoromethyl)-5-methylsulfinyl-1,3,4-thiadiazole Chemical group CS(=O)C1=NN=C(CF)S1 HFHSDGCKLPKBOE-UHFFFAOYSA-N 0.000 claims 1
- DHTVFUQCQBAZQX-UHFFFAOYSA-N 2-butylsulfinyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCCS(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 DHTVFUQCQBAZQX-UHFFFAOYSA-N 0.000 claims 1
- RKXRNOAOSNGWJH-UHFFFAOYSA-N 2-chloro-5-(2,2-difluoroethylsulfonyl)-1,3,4-thiadiazole Chemical group ClC1=NN=C(S1)S(=O)(=O)CC(F)F RKXRNOAOSNGWJH-UHFFFAOYSA-N 0.000 claims 1
- RXFLJQTVZKMBBO-UHFFFAOYSA-N 2-ethylsulfinyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCS(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 RXFLJQTVZKMBBO-UHFFFAOYSA-N 0.000 claims 1
- YSFPJAYELXYJSX-UHFFFAOYSA-N 2-ethylsulfinyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical group CCS(=O)C1=NN=C(C(F)(F)F)S1 YSFPJAYELXYJSX-UHFFFAOYSA-N 0.000 claims 1
- LITLGHGUWGFJPO-UHFFFAOYSA-N 2-heptylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCCCCCS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 LITLGHGUWGFJPO-UHFFFAOYSA-N 0.000 claims 1
- WGGNNEKRTXVMRM-UHFFFAOYSA-N 2-heptylsulfonyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical group CCCCCCCS(=O)(=O)C1=NN=C(C(F)(F)F)S1 WGGNNEKRTXVMRM-UHFFFAOYSA-N 0.000 claims 1
- HJOVKEBZCRQXMH-UHFFFAOYSA-N 2-hexylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCCCCS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 HJOVKEBZCRQXMH-UHFFFAOYSA-N 0.000 claims 1
- DRCZBHSQJZQFDN-UHFFFAOYSA-N 2-octylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCCCCCCS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 DRCZBHSQJZQFDN-UHFFFAOYSA-N 0.000 claims 1
- HYSHZDXPWYJEPC-UHFFFAOYSA-N 2-propylsulfinyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical group CCCS(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 HYSHZDXPWYJEPC-UHFFFAOYSA-N 0.000 claims 1
- NCFRWFJZFFTYHG-UHFFFAOYSA-N 2-propylsulfinyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical group CCCS(=O)C1=NN=C(C(F)(F)F)S1 NCFRWFJZFFTYHG-UHFFFAOYSA-N 0.000 claims 1
- CTLHLFRTSUDYHK-UHFFFAOYSA-N C(C(F)F)S(=O)C1=NN=C(S1)Cl Chemical group C(C(F)F)S(=O)C1=NN=C(S1)Cl CTLHLFRTSUDYHK-UHFFFAOYSA-N 0.000 claims 1
- 239000005662 Paraffin oil Substances 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N dichloromethane Substances ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 1
- 239000002689 soil Substances 0.000 description 34
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- 241000196324 Embryophyta Species 0.000 description 20
- 239000002253 acid Substances 0.000 description 8
- 241000233866 Fungi Species 0.000 description 7
- 240000004713 Pisum sativum Species 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 230000035939 shock Effects 0.000 description 6
- 235000010582 Pisum sativum Nutrition 0.000 description 5
- 239000002361 compost Substances 0.000 description 5
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- 239000000417 fungicide Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241000244206 Nematoda Species 0.000 description 4
- 241000219843 Pisum Species 0.000 description 4
- 230000004071 biological effect Effects 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 150000003949 imides Chemical class 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000007800 oxidant agent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 235000013399 edible fruits Nutrition 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
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- 150000003839 salts Chemical class 0.000 description 3
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- UOORRWUZONOOLO-UHFFFAOYSA-N 1,3-dichloropropene Chemical compound ClCC=CCl UOORRWUZONOOLO-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 244000299507 Gossypium hirsutum Species 0.000 description 2
- 244000299452 Gouania lupuloides Species 0.000 description 2
- 235000000292 Gouania lupuloides Nutrition 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 2
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- 239000000969 carrier Substances 0.000 description 2
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- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- YGTAZGSLCXNBQL-UHFFFAOYSA-N 1,2,4-thiadiazole Chemical compound C=1N=CSN=1 YGTAZGSLCXNBQL-UHFFFAOYSA-N 0.000 description 1
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 1
- MBIZXFATKUQOOA-UHFFFAOYSA-N 1,3,4-thiadiazole Chemical compound C1=NN=CS1 MBIZXFATKUQOOA-UHFFFAOYSA-N 0.000 description 1
- AKUNSTOMHUXJOZ-UHFFFAOYSA-N 1-hydroperoxybutane Chemical compound CCCCOO AKUNSTOMHUXJOZ-UHFFFAOYSA-N 0.000 description 1
- VNRIHEIPDHEQIA-UHFFFAOYSA-N 1-sulfonyl-1,3,4-thiadiazole Chemical compound O=S(=O)=S1C=NN=C1 VNRIHEIPDHEQIA-UHFFFAOYSA-N 0.000 description 1
- FHMATFFUIFFQPR-UHFFFAOYSA-N 2-(chloromethyl)-5-methylsulfinyl-1,3,4-thiadiazole Chemical compound CS(=O)C1=NN=C(CCl)S1 FHMATFFUIFFQPR-UHFFFAOYSA-N 0.000 description 1
- FDPMJVVOHGVFOV-UHFFFAOYSA-N 2-methylsulfonyl-5-(1,1,2,2,2-pentafluoroethyl)-1,3,4-thiadiazole Chemical compound CS(=O)(=O)C1=NN=C(C(F)(F)C(F)(F)F)S1 FDPMJVVOHGVFOV-UHFFFAOYSA-N 0.000 description 1
- JOKQNEUIVGJAPE-UHFFFAOYSA-N 2-propylsulfonyl-5-(trichloromethyl)-1,3,4-thiadiazole Chemical compound CCCS(=O)(=O)C1=NN=C(C(Cl)(Cl)Cl)S1 JOKQNEUIVGJAPE-UHFFFAOYSA-N 0.000 description 1
- KYYRCFCHAXPXDG-UHFFFAOYSA-N 2-propylsulfonyl-5-(trifluoromethyl)-1,3,4-thiadiazole Chemical compound CCCS(=O)(=O)C1=NN=C(C(F)(F)F)S1 KYYRCFCHAXPXDG-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
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- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 1
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- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 244000045947 parasite Species 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1817069A DE1817069C3 (de) | 1968-12-21 | 1968-12-21 | 2-Halogenmethyl-5-alkylsulfinyl- bzw.-sulfonyl-13,4-thiadiazole |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL84424B1 true PL84424B1 (enrdf_load_stackoverflow) | 1976-03-31 |
Family
ID=5717433
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1969166958A PL84424B1 (enrdf_load_stackoverflow) | 1968-12-21 | 1969-12-20 | |
| PL1969137695A PL80421B1 (enrdf_load_stackoverflow) | 1968-12-21 | 1969-12-20 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1969137695A PL80421B1 (enrdf_load_stackoverflow) | 1968-12-21 | 1969-12-20 |
Country Status (21)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2123023C2 (de) * | 1971-05-06 | 1983-07-14 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Fungizide 1,3,4-Thiadiazol-Derivate |
| DE2526308C2 (de) * | 1975-06-12 | 1985-07-25 | Basf Ag, 6700 Ludwigshafen | 2-Halogen-5-trichlormethyl-1,3,4-thiadiazole |
| DE2533605A1 (de) * | 1975-07-26 | 1977-02-03 | Bayer Ag | Antiparasitenmittel |
| DE3722320A1 (de) * | 1987-07-07 | 1989-01-19 | Bayer Ag | Mikrobizide mittel |
| US5856499A (en) * | 1997-12-12 | 1999-01-05 | Bayer Corporation | Synthesis of 2-(methysulfonyl)-5-(trifluoro-methyl)-,3,4-thiadiazole via oxidation of 2-(methylthio)-5-(trifluoromethyl)-1,3,4-thiadiazole with glacial acetic acid |
-
1968
- 1968-12-21 DE DE1817069A patent/DE1817069C3/de not_active Expired
-
1969
- 1969-11-03 BG BG013347A patent/BG17810A3/xx unknown
- 1969-11-13 BG BG013348A patent/BG18574A3/xx unknown
- 1969-11-18 DK DK609569AA patent/DK126002B/da not_active IP Right Cessation
- 1969-11-18 YU YU2883/69A patent/YU35012B/xx unknown
- 1969-11-20 IE IE1571/69A patent/IE34025B1/xx unknown
- 1969-11-21 CH CH1739869A patent/CH525230A/de not_active IP Right Cessation
- 1969-11-24 SU SU1420249A patent/SU416916A3/ru active
- 1969-11-28 ES ES374039A patent/ES374039A1/es not_active Expired
- 1969-11-30 IL IL33459A patent/IL33459A/xx unknown
- 1969-12-04 FI FI693517A patent/FI52578C/fi active
- 1969-12-10 CS CS813769A patent/CS156503B2/cs unknown
- 1969-12-11 GB GB6049869A patent/GB1296389A/en not_active Expired
- 1969-12-12 AT AT1160369A patent/AT291253B/de not_active IP Right Cessation
- 1969-12-12 AT AT1167070A patent/AT304166B/de not_active IP Right Cessation
- 1969-12-19 FR FR6944160A patent/FR2026802A1/fr not_active Withdrawn
- 1969-12-19 BE BE743455D patent/BE743455A/xx not_active IP Right Cessation
- 1969-12-19 SE SE17639/69A patent/SE361042B/xx unknown
- 1969-12-19 NO NO5016/69A patent/NO124777B/no unknown
- 1969-12-20 PL PL1969166958A patent/PL84424B1/pl unknown
- 1969-12-20 PL PL1969137695A patent/PL80421B1/pl unknown
- 1969-12-22 NL NL6919234.A patent/NL158495B/xx not_active IP Right Cessation
-
1974
- 1974-04-20 CY CY73974A patent/CY739A/xx unknown
- 1974-12-30 MY MY95/74A patent/MY7400095A/xx unknown
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