TW200306780A - Cyclic compound, method for preparing same, and biorepellent of detrimental organism - Google Patents

Info

Publication number

TW200306780A

TW200306780A TW92104624A TW92104624A TW200306780A TW 200306780 A TW200306780 A TW 200306780A TW 92104624 A TW92104624 A TW 92104624A TW 92104624 A TW92104624 A TW 92104624A TW 200306780 A TW200306780 A TW 200306780A

Authority

TW

Taiwan

Prior art keywords

group

substituted

cf3s

frph

ice

Prior art date

2002-03-05

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• 238000000034 method Methods 0.000 title claims description 18
• 150000001923 cyclic compounds Chemical class 0.000 title description 4
• 230000001627 detrimental effect Effects 0.000 title 1
• -1 nitro, nitroso, fluorenyl group Chemical group 0.000 claims description 432
• 150000001875 compounds Chemical class 0.000 claims description 245
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 76
• 125000000217 alkyl group Chemical group 0.000 claims description 74
• 125000001424 substituent group Chemical group 0.000 claims description 64
• 238000006243 chemical reaction Methods 0.000 claims description 63
• 238000011282 treatment Methods 0.000 claims description 56
• 125000003118 aryl group Chemical group 0.000 claims description 39
• 239000000460 chlorine Substances 0.000 claims description 37
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 37
• 239000003795 chemical substances by application Substances 0.000 claims description 36
• 125000005843 halogen group Chemical group 0.000 claims description 33
• 239000002689 soil Substances 0.000 claims description 33
• 150000003839 salts Chemical class 0.000 claims description 31
• 150000001412 amines Chemical class 0.000 claims description 30
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 29
• 229910052757 nitrogen Inorganic materials 0.000 claims description 29
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 27
• 125000003545 alkoxy group Chemical group 0.000 claims description 24
• 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 24
• 241000607479 Yersinia pestis Species 0.000 claims description 23
• 125000004429 atom Chemical group 0.000 claims description 22
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
• 239000002253 acid Substances 0.000 claims description 20
• 238000003892 spreading Methods 0.000 claims description 19
• 230000007480 spreading Effects 0.000 claims description 19
• 229910052717 sulfur Inorganic materials 0.000 claims description 18
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 17
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
• 125000000623 heterocyclic group Chemical group 0.000 claims description 15
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 14
• 125000003277 amino group Chemical group 0.000 claims description 13
• 239000000126 substance Substances 0.000 claims description 13
• 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 12
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 11
• 125000000304 alkynyl group Chemical group 0.000 claims description 10
• 125000004104 aryloxy group Chemical group 0.000 claims description 10
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
• 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 10
• 125000004434 sulfur atom Chemical group 0.000 claims description 10
• 125000003396 thiol group Chemical group [H]S* 0.000 claims description 10
• 239000004480 active ingredient Substances 0.000 claims description 9
• 125000005161 aryl oxy carbonyl group Chemical group 0.000 claims description 8
• 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims description 7
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 7
• 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 claims description 7
• 238000004519 manufacturing process Methods 0.000 claims description 7
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
• 125000000018 nitroso group Chemical group N(=O)* 0.000 claims description 6
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
• 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 5
• 230000001404 mediated effect Effects 0.000 claims description 5
• 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 4
• 125000005108 alkenylthio group Chemical group 0.000 claims description 4
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 3
• 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 3
• PWRBCZZQRRPXAB-UHFFFAOYSA-N 3-chloropyridine Chemical compound ClC1=CC=CN=C1 PWRBCZZQRRPXAB-UHFFFAOYSA-N 0.000 claims description 3
• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 3
• 244000025254 Cannabis sativa Species 0.000 claims description 3
• AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
• 125000005109 alkynylthio group Chemical group 0.000 claims description 3
• 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 3
• 238000006297 dehydration reaction Methods 0.000 claims description 3
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
• UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims description 3
• 238000006467 substitution reaction Methods 0.000 claims description 3
• 125000002947 alkylene group Chemical group 0.000 claims description 2
• 125000003368 amide group Chemical group 0.000 claims description 2
• 125000002102 aryl alkyloxo group Chemical group 0.000 claims description 2
• 230000018044 dehydration Effects 0.000 claims description 2
• 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000004212 difluorophenyl group Chemical group 0.000 claims description 2
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 2
• MOYKHGMNXAOIAT-JGWLITMVSA-N isosorbide dinitrate Chemical group [O-][N+](=O)O[C@H]1CO[C@@H]2[C@H](O[N+](=O)[O-])CO[C@@H]21 MOYKHGMNXAOIAT-JGWLITMVSA-N 0.000 claims 2
• JUBRXCNWPKLUAB-UHFFFAOYSA-N C(=N)N.CNC Chemical group C(=N)N.CNC JUBRXCNWPKLUAB-UHFFFAOYSA-N 0.000 claims 1
• 150000001409 amidines Chemical class 0.000 claims 1
• 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 1
• 241001233061 earthworms Species 0.000 claims 1
• 125000005597 hydrazone group Chemical group 0.000 claims 1
• LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims 1
• JMHYNOCZNRXMLN-UHFFFAOYSA-N n,n'-dimethylethanimidamide Chemical compound CNC(C)=NC JMHYNOCZNRXMLN-UHFFFAOYSA-N 0.000 claims 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
• FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 claims 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 326
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 177
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 166
• HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 147
• 125000001309 chloro group Chemical group Cl* 0.000 description 136
• 238000002844 melting Methods 0.000 description 134
• 230000008018 melting Effects 0.000 description 134
• 239000002585 base Substances 0.000 description 104
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 103
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 90
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 82
• 238000003786 synthesis reaction Methods 0.000 description 81
• 230000015572 biosynthetic process Effects 0.000 description 77
• 239000000243 solution Substances 0.000 description 76
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 74
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 71
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 60
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 60
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 60
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 60
• 238000005481 NMR spectroscopy Methods 0.000 description 54
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 50
• COLOHWPRNRVWPI-UHFFFAOYSA-N 1,1,1-trifluoroethane Chemical compound [CH2]C(F)(F)F COLOHWPRNRVWPI-UHFFFAOYSA-N 0.000 description 44
• 238000003756 stirring Methods 0.000 description 44
• 239000000203 mixture Substances 0.000 description 40
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 40
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 34
• 238000001816 cooling Methods 0.000 description 34
• 235000013877 carbamide Nutrition 0.000 description 32
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 30
• 239000004202 carbamide Substances 0.000 description 30
• WJJMNDUMQPNECX-UHFFFAOYSA-N dipicolinic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 description 30
• 239000007787 solid Substances 0.000 description 28
• 241000238631 Hexapoda Species 0.000 description 27
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 26
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 26
• UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 23
• 150000003254 radicals Chemical class 0.000 description 23
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 22
• 238000010898 silica gel chromatography Methods 0.000 description 22
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 21
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 21
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 20
• 235000011121 sodium hydroxide Nutrition 0.000 description 20
• 101150041968 CDC13 gene Proteins 0.000 description 19
• 238000001035 drying Methods 0.000 description 19
• 239000007789 gas Substances 0.000 description 19
• 238000012360 testing method Methods 0.000 description 19
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 18
• 239000012044 organic layer Substances 0.000 description 18
• 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 description 18
• 241001465754 Metazoa Species 0.000 description 16
• KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 16
• NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 16
• 239000000575 pesticide Substances 0.000 description 16
• 125000004076 pyridyl group Chemical group 0.000 description 16
• 239000012312 sodium hydride Substances 0.000 description 16
• 229910000104 sodium hydride Inorganic materials 0.000 description 16
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
• 229930195733 hydrocarbon Natural products 0.000 description 15
• 150000002430 hydrocarbons Chemical class 0.000 description 15
• 239000002917 insecticide Substances 0.000 description 15
• 239000002904 solvent Substances 0.000 description 15
• 229920001213 Polysorbate 20 Polymers 0.000 description 14
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 14
• 239000007864 aqueous solution Substances 0.000 description 14
• 239000007788 liquid Substances 0.000 description 14
• 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 14
• 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 14
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 14
• 241000500437 Plutella xylostella Species 0.000 description 13
• 239000003921 oil Substances 0.000 description 13
• 239000004009 herbicide Substances 0.000 description 12
• 239000011593 sulfur Substances 0.000 description 12
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 11
• PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 11
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 11
• 229910052801 chlorine Inorganic materials 0.000 description 11
• 238000004440 column chromatography Methods 0.000 description 11
• 238000010438 heat treatment Methods 0.000 description 11
• 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 11
• 239000000843 powder Substances 0.000 description 11
• 238000005160 1H NMR spectroscopy Methods 0.000 description 10
• 239000004215 Carbon black (E152) Substances 0.000 description 10
• 241000196324 Embryophyta Species 0.000 description 10
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 10
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
• 239000011737 fluorine Substances 0.000 description 10
• 229910052731 fluorine Inorganic materials 0.000 description 10
• 239000000499 gel Substances 0.000 description 10
• 229910052736 halogen Inorganic materials 0.000 description 10
• 230000002363 herbicidal effect Effects 0.000 description 10
• 239000012046 mixed solvent Substances 0.000 description 10
• 229910052760 oxygen Inorganic materials 0.000 description 10
• 239000001301 oxygen Substances 0.000 description 10
• VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 10
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 9
• SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 9
• 125000003282 alkyl amino group Chemical group 0.000 description 9
• 230000000694 effects Effects 0.000 description 9
• 238000004128 high performance liquid chromatography Methods 0.000 description 9
• 229910052739 hydrogen Inorganic materials 0.000 description 9
• 230000000749 insecticidal effect Effects 0.000 description 9
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 9
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 9
• 239000004575 stone Substances 0.000 description 9
• 241000219112 Cucumis Species 0.000 description 8
• 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 8
• IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
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• 150000004982 aromatic amines Chemical class 0.000 description 8
• FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 8
• 238000000605 extraction Methods 0.000 description 8
• 239000000706 filtrate Substances 0.000 description 8
• 239000000417 fungicide Substances 0.000 description 8
• 239000001257 hydrogen Substances 0.000 description 8
• 150000002576 ketones Chemical class 0.000 description 8
• 238000002156 mixing Methods 0.000 description 8
• BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
• 125000004149 thio group Chemical group *S* 0.000 description 8
• 125000006508 2,6-difluorobenzyl group Chemical group [H]C1=C([H])C(F)=C(C(F)=C1[H])C([H])([H])* 0.000 description 7
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• 240000007594 Oryza sativa Species 0.000 description 7
• 101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 description 7
• FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 7
• 125000003342 alkenyl group Chemical group 0.000 description 7
• 125000004390 alkyl sulfonyl group Chemical group 0.000 description 7
• 125000004430 oxygen atom Chemical group O* 0.000 description 7
• 238000002360 preparation method Methods 0.000 description 7
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• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 6
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• 125000004432 carbon atom Chemical group C* 0.000 description 6
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• 239000010410 layer Substances 0.000 description 6
• BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 6
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
• 125000004433 nitrogen atom Chemical group N* 0.000 description 6
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• 239000011734 sodium Substances 0.000 description 6
• 229910052708 sodium Inorganic materials 0.000 description 6
• 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 6
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 5
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
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• 125000000753 cycloalkyl group Chemical group 0.000 description 5
• 150000002170 ethers Chemical class 0.000 description 5
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• 125000003707 hexyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 5
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