NO863463L - Anvendelse av acylurea-forbindelser for aa kontrollere endoparasitter og ectoparasitter hos varmblodige dyr. - Google Patents
Anvendelse av acylurea-forbindelser for aa kontrollere endoparasitter og ectoparasitter hos varmblodige dyr. Download PDFInfo
- Publication number
- NO863463L NO863463L NO863463A NO863463A NO863463L NO 863463 L NO863463 L NO 863463L NO 863463 A NO863463 A NO 863463A NO 863463 A NO863463 A NO 863463A NO 863463 L NO863463 L NO 863463L
- Authority
- NO
- Norway
- Prior art keywords
- alkyl
- halogen
- polyhaloalkyl
- urea
- alkoxy
- Prior art date
Links
- 241001465754 Metazoa Species 0.000 title claims description 125
- 244000078703 ectoparasite Species 0.000 title description 10
- 244000079386 endoparasite Species 0.000 title description 9
- FWQBQIPETMKPHV-UHFFFAOYSA-N n-[[3-(5-chloropyrimidin-2-yl)oxy-4-ethylphenyl]carbamoyl]-2-nitrobenzamide Chemical compound C1=C(OC=2N=CC(Cl)=CN=2)C(CC)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1[N+]([O-])=O FWQBQIPETMKPHV-UHFFFAOYSA-N 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 441
- 125000004432 carbon atom Chemical group C* 0.000 claims description 250
- -1 polyhaloalkylthio Chemical group 0.000 claims description 241
- 239000004202 carbamide Substances 0.000 claims description 183
- 125000005842 heteroatom Chemical group 0.000 claims description 167
- 125000000217 alkyl group Chemical group 0.000 claims description 160
- 229910052736 halogen Inorganic materials 0.000 claims description 143
- 150000002367 halogens Chemical class 0.000 claims description 143
- 238000000034 method Methods 0.000 claims description 133
- 150000001875 compounds Chemical class 0.000 claims description 129
- 125000006684 polyhaloalkyl group Polymers 0.000 claims description 120
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 114
- 125000003545 alkoxy group Chemical group 0.000 claims description 108
- 229910052739 hydrogen Inorganic materials 0.000 claims description 107
- 239000001257 hydrogen Substances 0.000 claims description 107
- 125000001424 substituent group Chemical group 0.000 claims description 92
- 150000002431 hydrogen Chemical class 0.000 claims description 88
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 74
- 244000045947 parasite Species 0.000 claims description 59
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 58
- 125000003342 alkenyl group Chemical group 0.000 claims description 53
- 150000003839 salts Chemical class 0.000 claims description 52
- 125000004414 alkyl thio group Chemical group 0.000 claims description 51
- 229910052760 oxygen Inorganic materials 0.000 claims description 48
- 229920006395 saturated elastomer Polymers 0.000 claims description 47
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 46
- 239000001301 oxygen Substances 0.000 claims description 46
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 41
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 40
- 229910052717 sulfur Inorganic materials 0.000 claims description 39
- 125000000623 heterocyclic group Chemical group 0.000 claims description 36
- 239000011593 sulfur Substances 0.000 claims description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 30
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 30
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 30
- 125000000304 alkynyl group Chemical group 0.000 claims description 29
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 27
- 125000002837 carbocyclic group Chemical group 0.000 claims description 27
- 125000004122 cyclic group Chemical group 0.000 claims description 27
- 125000004429 atom Chemical group 0.000 claims description 25
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 25
- 229910052799 carbon Inorganic materials 0.000 claims description 24
- 125000006574 non-aromatic ring group Chemical group 0.000 claims description 24
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 23
- 125000004665 trialkylsilyl group Chemical group 0.000 claims description 23
- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 21
- 125000003806 alkyl carbonyl amino group Chemical group 0.000 claims description 20
- 229910052757 nitrogen Inorganic materials 0.000 claims description 20
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 19
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 19
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 17
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 17
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 17
- 125000000676 alkoxyimino group Chemical group 0.000 claims description 17
- 125000005195 alkyl amino carbonyloxy group Chemical group 0.000 claims description 17
- 125000005093 alkyl carbonyl alkyl group Chemical group 0.000 claims description 17
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 claims description 17
- 150000004676 glycans Chemical class 0.000 claims description 17
- 125000005031 thiocyano group Chemical group S(C#N)* 0.000 claims description 17
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 claims description 16
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 16
- 229920001282 polysaccharide Polymers 0.000 claims description 16
- 239000005017 polysaccharide Substances 0.000 claims description 16
- 125000005389 trialkylsiloxy group Chemical group 0.000 claims description 16
- 125000005106 triarylsilyl group Chemical group 0.000 claims description 16
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 15
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 15
- 125000005202 dialkylaminocarbonyloxy group Chemical group 0.000 claims description 15
- 125000000262 haloalkenyl group Chemical group 0.000 claims description 15
- 230000037396 body weight Effects 0.000 claims description 14
- 125000005138 alkoxysulfonyl group Chemical group 0.000 claims description 13
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 12
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 11
- 125000004670 alkyl amino thio carbonyl group Chemical group 0.000 claims description 11
- 125000004682 aminothiocarbonyl group Chemical group NC(=S)* 0.000 claims description 11
- 125000004473 dialkylaminocarbonyl group Chemical group 0.000 claims description 11
- 125000004671 dialkylaminothiocarbonyl group Chemical group 0.000 claims description 11
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 11
- 239000000654 additive Substances 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 239000003814 drug Substances 0.000 claims description 10
- 125000001188 haloalkyl group Chemical group 0.000 claims description 10
- 229910052698 phosphorus Inorganic materials 0.000 claims description 10
- 229910052709 silver Inorganic materials 0.000 claims description 10
- 230000000590 parasiticidal effect Effects 0.000 claims description 9
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 9
- 239000005864 Sulphur Substances 0.000 claims description 8
- 241000251539 Vertebrata <Metazoa> Species 0.000 claims description 8
- 239000007943 implant Substances 0.000 claims description 8
- 125000002950 monocyclic group Chemical group 0.000 claims description 8
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 8
- 125000002619 bicyclic group Chemical group 0.000 claims description 7
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 7
- 125000002252 acyl group Chemical group 0.000 claims description 6
- 229910052783 alkali metal Inorganic materials 0.000 claims description 6
- 125000005108 alkenylthio group Chemical group 0.000 claims description 6
- 125000001589 carboacyl group Chemical group 0.000 claims description 6
- 125000005366 cycloalkylthio group Chemical group 0.000 claims description 6
- ORTFAQDWJHRMNX-UHFFFAOYSA-N hydroxidooxidocarbon(.) Chemical group O[C]=O ORTFAQDWJHRMNX-UHFFFAOYSA-N 0.000 claims description 6
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 6
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 6
- 231100000167 toxic agent Toxicity 0.000 claims description 6
- 239000003440 toxic substance Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 230000000996 additive effect Effects 0.000 claims description 5
- 150000003863 ammonium salts Chemical class 0.000 claims description 5
- 238000002347 injection Methods 0.000 claims description 5
- 239000007924 injection Substances 0.000 claims description 5
- 239000002297 parasiticide Substances 0.000 claims description 5
- 125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 5
- 238000005507 spraying Methods 0.000 claims description 5
- 239000013543 active substance Substances 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 125000004685 alkoxythiocarbonyl group Chemical group 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 125000005105 dialkylarylsilyl group Chemical group 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- NVLNEQDKLVWRQR-UHFFFAOYSA-N n-[[3-chloro-4-(2,4-dimethylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC1=CC(C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F NVLNEQDKLVWRQR-UHFFFAOYSA-N 0.000 claims description 4
- 239000011782 vitamin Substances 0.000 claims description 4
- 229930003231 vitamin Natural products 0.000 claims description 4
- 229940088594 vitamin Drugs 0.000 claims description 4
- 239000000460 chlorine Chemical group 0.000 claims description 3
- 229910052801 chlorine Chemical group 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims description 3
- SCRUEOLDXICPQL-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F SCRUEOLDXICPQL-UHFFFAOYSA-N 0.000 claims description 3
- 125000004437 phosphorous atom Chemical group 0.000 claims description 3
- 235000013343 vitamin Nutrition 0.000 claims description 3
- LWRIXHFUFARVGB-UHFFFAOYSA-N 2,6-difluoro-n-[[2,3,5-trichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamoyl]benzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C(=C1Cl)Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 LWRIXHFUFARVGB-UHFFFAOYSA-N 0.000 claims description 2
- AAMVULSTDCRQRW-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl AAMVULSTDCRQRW-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 238000007598 dipping method Methods 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- WVUJDDBZSITIHW-UHFFFAOYSA-N n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)Cl)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F WVUJDDBZSITIHW-UHFFFAOYSA-N 0.000 claims description 2
- YGCBBXAFVRNWCQ-UHFFFAOYSA-N n-[[4-(4-bromo-2,3-dimethylphenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=C(C)C(Br)=CC=2)C)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F YGCBBXAFVRNWCQ-UHFFFAOYSA-N 0.000 claims description 2
- 230000008569 process Effects 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 14
- 125000005110 aryl thio group Chemical group 0.000 claims 6
- 125000004647 alkyl sulfenyl group Chemical group 0.000 claims 5
- 125000004663 dialkyl amino group Chemical group 0.000 claims 5
- 125000005135 aryl sulfinyl group Chemical group 0.000 claims 4
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 4
- 150000001733 carboxylic acid esters Chemical class 0.000 claims 4
- 150000001734 carboxylic acid salts Chemical class 0.000 claims 4
- 150000003457 sulfones Chemical class 0.000 claims 3
- 125000004434 sulfur atom Chemical group 0.000 claims 3
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 125000004438 haloalkoxy group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- MGQNMYSRDBFUIR-UHFFFAOYSA-N nitro cyanoformate Chemical compound [O-][N+](=O)OC(=O)C#N MGQNMYSRDBFUIR-UHFFFAOYSA-N 0.000 claims 2
- 150000003462 sulfoxides Chemical class 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims 1
- 125000004450 alkenylene group Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- 150000008052 alkyl sulfonates Chemical class 0.000 claims 1
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 1
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims 1
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- UISUNVFOGSJSKD-UHFFFAOYSA-N chlorfluazuron Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=NC=C(C(F)(F)F)C=C1Cl UISUNVFOGSJSKD-UHFFFAOYSA-N 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 125000002993 cycloalkylene group Chemical group 0.000 claims 1
- 125000005170 cycloalkyloxycarbonyl group Chemical group 0.000 claims 1
- 150000002016 disaccharides Chemical class 0.000 claims 1
- TXKMVPPZCYKFAC-UHFFFAOYSA-N disulfur monoxide Inorganic materials O=S=S TXKMVPPZCYKFAC-UHFFFAOYSA-N 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 claims 1
- 125000004664 haloalkylsulfonylamino group Chemical group 0.000 claims 1
- 125000003106 haloaryl group Chemical group 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims 1
- 150000002772 monosaccharides Chemical class 0.000 claims 1
- SLTFOMHFYHISGM-UHFFFAOYSA-N n-[[2,5-dichloro-4-[cyano-(4-fluorophenyl)methyl]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C1=CC(F)=CC=C1C(C#N)C(C(=C1)Cl)=CC(Cl)=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F SLTFOMHFYHISGM-UHFFFAOYSA-N 0.000 claims 1
- MPIQZIIZTZQWEO-UHFFFAOYSA-N n-[[3,5-dichloro-4-(3,5-dichloropyridin-2-yl)oxyphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=NC=C(Cl)C=C1Cl MPIQZIIZTZQWEO-UHFFFAOYSA-N 0.000 claims 1
- CDGHAPLJIMFVFS-UHFFFAOYSA-N n-[[3,5-dichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 CDGHAPLJIMFVFS-UHFFFAOYSA-N 0.000 claims 1
- HLIVSAZOYMOVIR-UHFFFAOYSA-N n-[[3,5-dichloro-4-(4-chlorophenoxy)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(Cl)C=C1 HLIVSAZOYMOVIR-UHFFFAOYSA-N 0.000 claims 1
- WURRQEISZWOWBD-UHFFFAOYSA-N n-[[3,5-dichloro-4-(4-nitrophenoxy)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F WURRQEISZWOWBD-UHFFFAOYSA-N 0.000 claims 1
- BRNDXLUUGPSDES-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloro-2,5-dimethylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C1=C(Cl)C(C)=CC(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3F)F)=CC=2C)Cl)=C1C BRNDXLUUGPSDES-UHFFFAOYSA-N 0.000 claims 1
- OYQOQXNYCRDONB-UHFFFAOYSA-N n-[[3-chloro-4-[[4-(dimethylamino)-5,6,7,8-tetrahydronaphthalen-1-yl]oxy]-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C1=2CCCCC=2C(N(C)C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F OYQOQXNYCRDONB-UHFFFAOYSA-N 0.000 claims 1
- VMFMPVPWZMPKJC-UHFFFAOYSA-N n-[[4-(4-chloronaphthalen-1-yl)oxy-3,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C(C)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F VMFMPVPWZMPKJC-UHFFFAOYSA-N 0.000 claims 1
- IGSDYKAWCHNGNM-UHFFFAOYSA-N n-[[4-(4-chloronaphthalen-1-yl)oxy-3-methylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F IGSDYKAWCHNGNM-UHFFFAOYSA-N 0.000 claims 1
- ZFALWJFNXMWAOY-UHFFFAOYSA-N n-[[4-(4-tert-butyl-2-methylphenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC1=CC(C(C)(C)C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F ZFALWJFNXMWAOY-UHFFFAOYSA-N 0.000 claims 1
- CBKOUEMMOGGKFO-UHFFFAOYSA-N n-[[5-chloro-4-[(4-chloro-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]-2-methylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC1=CC(OC=2C=3CCCCC=3C(Cl)=CC=2)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F CBKOUEMMOGGKFO-UHFFFAOYSA-N 0.000 claims 1
- 125000005429 oxyalkyl group Chemical group 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 125000005554 pyridyloxy group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 claims 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 claims 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims 1
- 238000009736 wetting Methods 0.000 claims 1
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 152
- 239000000203 mixture Substances 0.000 description 49
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 37
- 241000271566 Aves Species 0.000 description 30
- 230000009885 systemic effect Effects 0.000 description 28
- 241000699670 Mus sp. Species 0.000 description 27
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 26
- 239000007787 solid Substances 0.000 description 26
- 241001674048 Phthiraptera Species 0.000 description 24
- 241000283690 Bos taurus Species 0.000 description 23
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 23
- 238000002360 preparation method Methods 0.000 description 23
- 238000009472 formulation Methods 0.000 description 22
- 235000002639 sodium chloride Nutrition 0.000 description 22
- 235000013601 eggs Nutrition 0.000 description 21
- 238000002156 mixing Methods 0.000 description 21
- 238000011282 treatment Methods 0.000 description 21
- 239000000243 solution Substances 0.000 description 20
- 239000004793 Polystyrene Substances 0.000 description 18
- OWXMKDGYPWMGEB-UHFFFAOYSA-N HEPPS Chemical compound OCCN1CCN(CCCS(O)(=O)=O)CC1 OWXMKDGYPWMGEB-UHFFFAOYSA-N 0.000 description 17
- 239000004563 wettable powder Substances 0.000 description 17
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical compound NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 16
- 210000003608 fece Anatomy 0.000 description 16
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 15
- 241000282326 Felis catus Species 0.000 description 13
- 241000244206 Nematoda Species 0.000 description 13
- 239000004480 active ingredient Substances 0.000 description 13
- 238000011161 development Methods 0.000 description 13
- 230000018109 developmental process Effects 0.000 description 13
- 239000010871 livestock manure Substances 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 150000003672 ureas Chemical class 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 11
- 229940125782 compound 2 Drugs 0.000 description 11
- 238000000921 elemental analysis Methods 0.000 description 11
- 235000013305 food Nutrition 0.000 description 11
- 238000002844 melting Methods 0.000 description 11
- 230000008018 melting Effects 0.000 description 11
- 239000000843 powder Substances 0.000 description 10
- 239000011541 reaction mixture Substances 0.000 description 10
- 210000001519 tissue Anatomy 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- XTPJLNSARGBDNC-UHFFFAOYSA-N 3-[diethyl(prop-2-ynyl)azaniumyl]propane-1-sulfonate Chemical compound C#CC[N+](CC)(CC)CCCS([O-])(=O)=O XTPJLNSARGBDNC-UHFFFAOYSA-N 0.000 description 9
- 241000238876 Acari Species 0.000 description 9
- 241000242722 Cestoda Species 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 241000273374 Ornithonyssus sylviarum Species 0.000 description 9
- 241000258242 Siphonaptera Species 0.000 description 9
- 229940125904 compound 1 Drugs 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 8
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 8
- 241000255925 Diptera Species 0.000 description 7
- 206010014881 enterobiasis Diseases 0.000 description 7
- 125000001841 imino group Chemical group [H]N=* 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 241000257159 Musca domestica Species 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 241000282887 Suidae Species 0.000 description 6
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 6
- 229940126214 compound 3 Drugs 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 210000003746 feather Anatomy 0.000 description 6
- 125000004430 oxygen atom Chemical group O* 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 241000238421 Arthropoda Species 0.000 description 5
- 241000287828 Gallus gallus Species 0.000 description 5
- 241000699666 Mus <mouse, genus> Species 0.000 description 5
- 210000004369 blood Anatomy 0.000 description 5
- 239000008280 blood Substances 0.000 description 5
- 235000013330 chicken meat Nutrition 0.000 description 5
- 239000003651 drinking water Substances 0.000 description 5
- 235000020188 drinking water Nutrition 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- JLYXXMFPNIAWKQ-GNIYUCBRSA-N gamma-hexachlorocyclohexane Chemical compound Cl[C@H]1[C@H](Cl)[C@@H](Cl)[C@@H](Cl)[C@H](Cl)[C@H]1Cl JLYXXMFPNIAWKQ-GNIYUCBRSA-N 0.000 description 5
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N gamma-hexachlorocyclohexane Natural products ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 5
- 208000015181 infectious disease Diseases 0.000 description 5
- 229960002809 lindane Drugs 0.000 description 5
- OIXVKQDWLFHVGR-WQDIDPJDSA-N neomycin B sulfate Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CN)O2)N)O[C@@H]1CO OIXVKQDWLFHVGR-WQDIDPJDSA-N 0.000 description 5
- 229940053050 neomycin sulfate Drugs 0.000 description 5
- 239000012044 organic layer Substances 0.000 description 5
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000002699 waste material Substances 0.000 description 5
- 238000005303 weighing Methods 0.000 description 5
- JJKOXLDPXOHJTI-UHFFFAOYSA-N 3-chloro-4-(2,4-dimethylphenoxy)-2,5-dimethylaniline Chemical compound CC1=CC(C)=CC=C1OC1=C(C)C=C(N)C(C)=C1Cl JJKOXLDPXOHJTI-UHFFFAOYSA-N 0.000 description 4
- AVKGZTVSEYSUNW-UHFFFAOYSA-N 3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylaniline Chemical compound CC1=CC(N)=C(C)C(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 AVKGZTVSEYSUNW-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 241000258924 Ctenocephalides felis Species 0.000 description 4
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
- 150000007945 N-acyl ureas Chemical class 0.000 description 4
- 241001494479 Pecora Species 0.000 description 4
- 241000700159 Rattus Species 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 241000244177 Strongyloides stercoralis Species 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 244000000054 animal parasite Species 0.000 description 4
- 239000012267 brine Substances 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 210000003128 head Anatomy 0.000 description 4
- 244000000013 helminth Species 0.000 description 4
- 230000007653 larval development Effects 0.000 description 4
- PPOSFCNLNROPTA-UHFFFAOYSA-N n-carbamoyl-2,6-difluorobenzamide Chemical compound NC(=O)NC(=O)C1=C(F)C=CC=C1F PPOSFCNLNROPTA-UHFFFAOYSA-N 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 239000002674 ointment Substances 0.000 description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 description 4
- 244000144977 poultry Species 0.000 description 4
- 235000013594 poultry meat Nutrition 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 231100000331 toxic Toxicity 0.000 description 4
- 230000002588 toxic effect Effects 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- 235000014692 zinc oxide Nutrition 0.000 description 4
- IEEFFONXXSQVOQ-UHFFFAOYSA-N 1-chloro-4-(2,6-dichloro-4-nitrophenoxy)naphthalene Chemical compound ClC1=CC([N+](=O)[O-])=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 IEEFFONXXSQVOQ-UHFFFAOYSA-N 0.000 description 3
- NFGXHKASABOEEW-UHFFFAOYSA-N 1-methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate Chemical compound COC(C)(C)CCCC(C)CC=CC(C)=CC(=O)OC(C)C NFGXHKASABOEEW-UHFFFAOYSA-N 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 3
- PDHWAXJNTFBKBP-UHFFFAOYSA-N 2,3,5-trichloro-4-(4-chloronaphthalen-1-yl)oxyaniline Chemical compound ClC1=C(Cl)C(N)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 PDHWAXJNTFBKBP-UHFFFAOYSA-N 0.000 description 3
- ZRJSABISRHPRSB-UHFFFAOYSA-N 2,6-difluorobenzoyl isocyanate Chemical compound FC1=CC=CC(F)=C1C(=O)N=C=O ZRJSABISRHPRSB-UHFFFAOYSA-N 0.000 description 3
- SYAUGZLBNMJVBD-UHFFFAOYSA-N 3,5-dichloro-4-(4-chloronaphthalen-1-yl)oxyaniline Chemical compound ClC1=CC(N)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 SYAUGZLBNMJVBD-UHFFFAOYSA-N 0.000 description 3
- NHZLNPMOSADWGC-UHFFFAOYSA-N 4-amino-N-(2-quinoxalinyl)benzenesulfonamide Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=CN=C(C=CC=C2)C2=N1 NHZLNPMOSADWGC-UHFFFAOYSA-N 0.000 description 3
- 241001465677 Ancylostomatoidea Species 0.000 description 3
- 241000282472 Canis lupus familiaris Species 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- 241000224483 Coccidia Species 0.000 description 3
- FVQITOLOYMWVFU-UHFFFAOYSA-N Difenacoum Chemical compound O=C1OC=2C=CC=CC=2C(O)=C1C(C1=CC=CC=C1C1)CC1C(C=C1)=CC=C1C1=CC=CC=C1 FVQITOLOYMWVFU-UHFFFAOYSA-N 0.000 description 3
- 241000283086 Equidae Species 0.000 description 3
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 3
- 241000257186 Phormia regina Species 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229960003683 amprolium Drugs 0.000 description 3
- 229960002903 benzyl benzoate Drugs 0.000 description 3
- OEBRKCOSUFCWJD-UHFFFAOYSA-N dichlorvos Chemical compound COP(=O)(OC)OC=C(Cl)Cl OEBRKCOSUFCWJD-UHFFFAOYSA-N 0.000 description 3
- 229950001327 dichlorvos Drugs 0.000 description 3
- 235000005911 diet Nutrition 0.000 description 3
- 230000037213 diet Effects 0.000 description 3
- 239000002270 dispersing agent Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 210000001061 forehead Anatomy 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- PJBQYZZKGNOKNJ-UHFFFAOYSA-M hydron;5-[(2-methylpyridin-1-ium-1-yl)methyl]-2-propylpyrimidin-4-amine;dichloride Chemical compound Cl.[Cl-].NC1=NC(CCC)=NC=C1C[N+]1=CC=CC=C1C PJBQYZZKGNOKNJ-UHFFFAOYSA-M 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 229960000901 mepacrine Drugs 0.000 description 3
- 229930002897 methoprene Natural products 0.000 description 3
- 229950003442 methoprene Drugs 0.000 description 3
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 3
- 235000010755 mineral Nutrition 0.000 description 3
- RJMUSRYZPJIFPJ-UHFFFAOYSA-N niclosamide Chemical compound OC1=CC=C(Cl)C=C1C(=O)NC1=CC=C([N+]([O-])=O)C=C1Cl RJMUSRYZPJIFPJ-UHFFFAOYSA-N 0.000 description 3
- 231100000252 nontoxic Toxicity 0.000 description 3
- 230000003000 nontoxic effect Effects 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 3
- GPKJTRJOBQGKQK-UHFFFAOYSA-N quinacrine Chemical compound C1=C(OC)C=C2C(NC(C)CCCN(CC)CC)=C(C=CC(Cl)=C3)C3=NC2=C1 GPKJTRJOBQGKQK-UHFFFAOYSA-N 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229940080817 rotenone Drugs 0.000 description 3
- JUVIOZPCNVVQFO-UHFFFAOYSA-N rotenone Natural products O1C2=C3CC(C(C)=C)OC3=CC=C2C(=O)C2C1COC1=C2C=C(OC)C(OC)=C1 JUVIOZPCNVVQFO-UHFFFAOYSA-N 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000013589 supplement Substances 0.000 description 3
- 239000003826 tablet Substances 0.000 description 3
- 239000004308 thiabendazole Substances 0.000 description 3
- 229960004546 thiabendazole Drugs 0.000 description 3
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 3
- 235000010296 thiabendazole Nutrition 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 230000003442 weekly effect Effects 0.000 description 3
- GOJYNTBYLKVEHG-UHFFFAOYSA-N 1-chloro-4-(2-chloro-3,6-dimethyl-4-nitrophenoxy)naphthalene Chemical compound CC1=CC([N+]([O-])=O)=C(C)C(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 GOJYNTBYLKVEHG-UHFFFAOYSA-N 0.000 description 2
- QLIOCENRPBJEPI-UHFFFAOYSA-N 1-chloro-4-nitronaphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])=CC=C(Cl)C2=C1 QLIOCENRPBJEPI-UHFFFAOYSA-N 0.000 description 2
- FVNRXNCRUUDROA-UHFFFAOYSA-N 1-phenoxy-1-pyridin-2-ylurea Chemical class C=1C=CC=NC=1N(C(=O)N)OC1=CC=CC=C1 FVNRXNCRUUDROA-UHFFFAOYSA-N 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 2
- DWRDQKYIAWCVEA-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylanilino]-(dimethylamino)methylidene]benzamide Chemical compound C=1C(C)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(Cl)=C(C)C=1NC(N(C)C)=NC(=O)C1=CC=CC=C1Cl DWRDQKYIAWCVEA-UHFFFAOYSA-N 0.000 description 2
- JHSJJUZCUUZMAL-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylphenyl]carbamothioyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=S)NC(=O)C1=CC=CC=C1Cl JHSJJUZCUUZMAL-UHFFFAOYSA-N 0.000 description 2
- AZSNMRSAGSSBNP-UHFFFAOYSA-N 22,23-dihydroavermectin B1a Natural products C1CC(C)C(C(C)CC)OC21OC(CC=C(C)C(OC1OC(C)C(OC3OC(C)C(O)C(OC)C3)C(OC)C1)C(C)C=CC=C1C3(C(C(=O)O4)C=C(C)C(O)C3OC1)O)CC4C2 AZSNMRSAGSSBNP-UHFFFAOYSA-N 0.000 description 2
- WUWUPKWNUSIFFB-UHFFFAOYSA-N 3-chloro-2-(2,4-dimethylphenoxy)-1,4-dimethyl-5-nitrobenzene Chemical compound CC1=CC(C)=CC=C1OC1=C(C)C=C([N+]([O-])=O)C(C)=C1Cl WUWUPKWNUSIFFB-UHFFFAOYSA-N 0.000 description 2
- LVSPDZAGCBEQAV-UHFFFAOYSA-N 4-chloronaphthalen-1-ol Chemical compound C1=CC=C2C(O)=CC=C(Cl)C2=C1 LVSPDZAGCBEQAV-UHFFFAOYSA-N 0.000 description 2
- SPBDXSGPUHCETR-JFUDTMANSA-N 8883yp2r6d Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1[C@@H](OC)C[C@H](O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)CC4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)O[C@H]1C.C1C[C@H](C)[C@@H]([C@@H](C)CC)O[C@@]21O[C@H](C\C=C(C)\[C@@H](O[C@@H]1O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C1)[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\1)O)C[C@H]4C2 SPBDXSGPUHCETR-JFUDTMANSA-N 0.000 description 2
- 239000005660 Abamectin Substances 0.000 description 2
- 241000700606 Acanthocephala Species 0.000 description 2
- 241000272525 Anas platyrhynchos Species 0.000 description 2
- 108010001478 Bacitracin Proteins 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 241000283707 Capra Species 0.000 description 2
- UDHXJZHVNHGCEC-UHFFFAOYSA-N Chlorophacinone Chemical compound C1=CC(Cl)=CC=C1C(C=1C=CC=CC=1)C(=O)C1C(=O)C2=CC=CC=C2C1=O UDHXJZHVNHGCEC-UHFFFAOYSA-N 0.000 description 2
- JFIXKFSJCQNGEK-UHFFFAOYSA-N Coumafuryl Chemical group OC=1C2=CC=CC=C2OC(=O)C=1C(CC(=O)C)C1=CC=CO1 JFIXKFSJCQNGEK-UHFFFAOYSA-N 0.000 description 2
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 2
- 239000006010 Difenacoum Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000283074 Equus asinus Species 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 241000282412 Homo Species 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 229930182504 Lasalocid Natural products 0.000 description 2
- HLFSDGLLUJUHTE-SNVBAGLBSA-N Levamisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 description 2
- OJMMVQQUTAEWLP-UHFFFAOYSA-N Lincomycin Natural products CN1CC(CCC)CC1C(=O)NC(C(C)O)C1C(O)C(O)C(O)C(SC)O1 OJMMVQQUTAEWLP-UHFFFAOYSA-N 0.000 description 2
- 241000243789 Metastrongyloidea Species 0.000 description 2
- 241000257226 Muscidae Species 0.000 description 2
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 description 2
- RMIXHJPMNBXMBU-UHFFFAOYSA-N Nonactin Natural products CC1C(=O)OC(C)CC(O2)CCC2C(C)C(=O)OC(C)CC(O2)CCC2C(C)C(=O)OC(C)CC(O2)CCC2C(C)C(=O)OC(C)CC2CCC1O2 RMIXHJPMNBXMBU-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 206010035148 Plague Diseases 0.000 description 2
- 241000509427 Sarcoptes scabiei Species 0.000 description 2
- 241000255628 Tabanidae Species 0.000 description 2
- 241000242541 Trematoda Species 0.000 description 2
- MECHNRXZTMCUDQ-UHFFFAOYSA-N Vitamin D2 Natural products C1CCC2(C)C(C(C)C=CC(C)C(C)C)CCC2C1=CC=C1CC(O)CCC1=C MECHNRXZTMCUDQ-UHFFFAOYSA-N 0.000 description 2
- 229960002669 albendazole Drugs 0.000 description 2
- HXHWSAZORRCQMX-UHFFFAOYSA-N albendazole Chemical compound CCCSC1=CC=C2NC(NC(=O)OC)=NC2=C1 HXHWSAZORRCQMX-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- AVKUERGKIZMTKX-NJBDSQKTSA-N ampicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=CC=C1 AVKUERGKIZMTKX-NJBDSQKTSA-N 0.000 description 2
- 150000001448 anilines Chemical class 0.000 description 2
- 239000003146 anticoagulant agent Substances 0.000 description 2
- 229940127219 anticoagulant drug Drugs 0.000 description 2
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 description 2
- 229960003071 bacitracin Drugs 0.000 description 2
- 229930184125 bacitracin Natural products 0.000 description 2
- CLKOFPXJLQSYAH-ABRJDSQDSA-N bacitracin A Chemical compound C1SC([C@@H](N)[C@@H](C)CC)=N[C@@H]1C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]1C(=O)N[C@H](CCCN)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2N=CNC=2)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)NCCCC1 CLKOFPXJLQSYAH-ABRJDSQDSA-N 0.000 description 2
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical compound CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 229940105847 calamine Drugs 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229960004926 chlorobutanol Drugs 0.000 description 2
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 229940125810 compound 20 Drugs 0.000 description 2
- ALEXXDVDDISNDU-JZYPGELDSA-N cortisol 21-acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O ALEXXDVDDISNDU-JZYPGELDSA-N 0.000 description 2
- BXNANOICGRISHX-UHFFFAOYSA-N coumaphos Chemical compound CC1=C(Cl)C(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 BXNANOICGRISHX-UHFFFAOYSA-N 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000003111 delayed effect Effects 0.000 description 2
- 229960003957 dexamethasone Drugs 0.000 description 2
- UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000856 effect on pests Effects 0.000 description 2
- 229960002061 ergocalciferol Drugs 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- ZMMJGEGLRURXTF-UHFFFAOYSA-N ethidium bromide Chemical compound [Br-].C12=CC(N)=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 ZMMJGEGLRURXTF-UHFFFAOYSA-N 0.000 description 2
- 229960005542 ethidium bromide Drugs 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 239000004459 forage Substances 0.000 description 2
- 239000007952 growth promoter Substances 0.000 description 2
- 230000012447 hatching Effects 0.000 description 2
- 229910052864 hemimorphite Inorganic materials 0.000 description 2
- 239000008241 heterogeneous mixture Substances 0.000 description 2
- 229960001067 hydrocortisone acetate Drugs 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- 230000000968 intestinal effect Effects 0.000 description 2
- 229960002418 ivermectin Drugs 0.000 description 2
- 239000002949 juvenile hormone Substances 0.000 description 2
- BBMULGJBVDDDNI-OWKLGTHSSA-N lasalocid Chemical compound C([C@@H]1[C@@]2(CC)O[C@@H]([C@H](C2)C)[C@@H](CC)C(=O)[C@@H](C)[C@@H](O)[C@H](C)CCC=2C(=C(O)C(C)=CC=2)C(O)=O)C[C@](O)(CC)[C@H](C)O1 BBMULGJBVDDDNI-OWKLGTHSSA-N 0.000 description 2
- 229960000320 lasalocid Drugs 0.000 description 2
- 229960001614 levamisole Drugs 0.000 description 2
- OJMMVQQUTAEWLP-KIDUDLJLSA-N lincomycin Chemical compound CN1C[C@H](CCC)C[C@H]1C(=O)N[C@H]([C@@H](C)O)[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@@H](SC)O1 OJMMVQQUTAEWLP-KIDUDLJLSA-N 0.000 description 2
- 229960005287 lincomycin Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- QJRAETXDMCGYOS-UHFFFAOYSA-N methyl n'-(2-chlorobenzoyl)-n-[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylphenyl]carbamimidothioate Chemical compound C=1C(C)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(Cl)=C(C)C=1N=C(SC)NC(=O)C1=CC=CC=C1Cl QJRAETXDMCGYOS-UHFFFAOYSA-N 0.000 description 2
- FXWHFKOXMBTCMP-WMEDONTMSA-N milbemycin Natural products COC1C2OCC3=C/C=C/C(C)CC(=CCC4CC(CC5(O4)OC(C)C(C)C(OC(=O)C(C)CC(C)C)C5O)OC(=O)C(C=C1C)C23O)C FXWHFKOXMBTCMP-WMEDONTMSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- TZAVQBVMYQLXTQ-UHFFFAOYSA-N n-[[3-chloro-4-[2-chloro-4-(2,4-dimethylphenoxy)phenoxy]-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC1=CC(C)=CC=C1OC(C=C1Cl)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F TZAVQBVMYQLXTQ-UHFFFAOYSA-N 0.000 description 2
- 229960001920 niclosamide Drugs 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229960000988 nystatin Drugs 0.000 description 2
- VQOXZBDYSJBXMA-NQTDYLQESA-N nystatin A1 Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/CC/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 VQOXZBDYSJBXMA-NQTDYLQESA-N 0.000 description 2
- 125000003585 oxepinyl group Chemical group 0.000 description 2
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 2
- 238000009304 pastoral farming Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 125000003367 polycyclic group Chemical group 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000006722 reduction reaction Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 208000005687 scabies Diseases 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- ASWVTGNCAZCNNR-UHFFFAOYSA-N sulfamethazine Chemical compound CC1=CC(C)=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 ASWVTGNCAZCNNR-UHFFFAOYSA-N 0.000 description 2
- 229960003097 sulfaquinoxaline Drugs 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- JZRWCGZRTZMZEH-UHFFFAOYSA-N thiamine Chemical compound CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N JZRWCGZRTZMZEH-UHFFFAOYSA-N 0.000 description 2
- 150000003585 thioureas Chemical class 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 238000001291 vacuum drying Methods 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- MECHNRXZTMCUDQ-RKHKHRCZSA-N vitamin D2 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)/C=C/[C@H](C)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C MECHNRXZTMCUDQ-RKHKHRCZSA-N 0.000 description 2
- 235000001892 vitamin D2 Nutrition 0.000 description 2
- 239000011653 vitamin D2 Substances 0.000 description 2
- 229960005080 warfarin Drugs 0.000 description 2
- PJVWKTKQMONHTI-UHFFFAOYSA-N warfarin Chemical compound OC=1C2=CC=CC=C2OC(=O)C=1C(CC(=O)C)C1=CC=CC=C1 PJVWKTKQMONHTI-UHFFFAOYSA-N 0.000 description 2
- CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-UHFFFAOYSA-N 0.000 description 2
- AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 description 1
- ABJSOROVZZKJGI-OCYUSGCXSA-N (1r,2r,4r)-2-(4-bromophenyl)-n-[(4-chlorophenyl)-(2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexane-1-carboxamide Chemical compound C1=NC(F)=CC(C(NC(=O)[C@H]2[C@@H](C[C@@H](CC2)N2CCOCC2)C=2C=CC(Br)=CC=2)C=2C=CC(Cl)=CC=2)=C1 ABJSOROVZZKJGI-OCYUSGCXSA-N 0.000 description 1
- VWRCYAZJKNPEQR-NIEARKAZSA-N (2r,3r)-2,3-dihydroxybutanedioic acid;1-methyl-2-[(e)-2-thiophen-2-ylethenyl]-5,6-dihydro-4h-pyrimidine Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O.CN1CCCN=C1\C=C\C1=CC=CS1 VWRCYAZJKNPEQR-NIEARKAZSA-N 0.000 description 1
- QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 1
- IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 description 1
- HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 1
- MPDDTAJMJCESGV-CTUHWIOQSA-M (3r,5r)-7-[2-(4-fluorophenyl)-5-[methyl-[(1r)-1-phenylethyl]carbamoyl]-4-propan-2-ylpyrazol-3-yl]-3,5-dihydroxyheptanoate Chemical compound C1([C@@H](C)N(C)C(=O)C2=NN(C(CC[C@@H](O)C[C@@H](O)CC([O-])=O)=C2C(C)C)C=2C=CC(F)=CC=2)=CC=CC=C1 MPDDTAJMJCESGV-CTUHWIOQSA-M 0.000 description 1
- YQOLEILXOBUDMU-KRWDZBQOSA-N (4R)-5-[(6-bromo-3-methyl-2-pyrrolidin-1-ylquinoline-4-carbonyl)amino]-4-(2-chlorophenyl)pentanoic acid Chemical compound CC1=C(C2=C(C=CC(=C2)Br)N=C1N3CCCC3)C(=O)NC[C@H](CCC(=O)O)C4=CC=CC=C4Cl YQOLEILXOBUDMU-KRWDZBQOSA-N 0.000 description 1
- WHTVZRBIWZFKQO-AWEZNQCLSA-N (S)-chloroquine Chemical compound ClC1=CC=C2C(N[C@@H](C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-AWEZNQCLSA-N 0.000 description 1
- DEVSOMFAQLZNKR-RJRFIUFISA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-n'-pyrazin-2-ylprop-2-enehydrazide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C2=NN(\C=C/C(=O)NNC=3N=CC=NC=3)C=N2)=C1 DEVSOMFAQLZNKR-RJRFIUFISA-N 0.000 description 1
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 description 1
- HHLCSFGOTLUREE-UHFFFAOYSA-N 1,2,3-trichloro-5-nitrobenzene Chemical compound [O-][N+](=O)C1=CC(Cl)=C(Cl)C(Cl)=C1 HHLCSFGOTLUREE-UHFFFAOYSA-N 0.000 description 1
- MOOFYEJFXBSZGE-QJUDHZBZSA-N 1,2-bis[(z)-(4-chlorophenyl)methylideneamino]guanidine Chemical compound C=1C=C(Cl)C=CC=1\C=N/N=C(/N)N\N=C/C1=CC=C(Cl)C=C1 MOOFYEJFXBSZGE-QJUDHZBZSA-N 0.000 description 1
- BOMUADPKDXMXIH-UHFFFAOYSA-M 1,3-bis(1-methylquinolin-1-ium-6-yl)urea;methyl sulfate Chemical compound COS([O-])(=O)=O.COS([O-])(=O)=O.C[N+]1=CC=CC2=CC(NC(=O)NC=3C=C4C=CC=[N+](C4=CC=3)C)=CC=C21 BOMUADPKDXMXIH-UHFFFAOYSA-M 0.000 description 1
- PWUMRNFCZFZXAE-UHFFFAOYSA-N 1,3-bis(3-carbamimidoylphenyl)urea;2-hydroxyethanesulfonic acid Chemical compound OCCS(O)(=O)=O.OCCS(O)(=O)=O.NC(=N)C1=CC=CC(NC(=O)NC=2C=C(C=CC=2)C(N)=N)=C1 PWUMRNFCZFZXAE-UHFFFAOYSA-N 0.000 description 1
- KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 description 1
- ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 description 1
- UNILWMWFPHPYOR-KXEYIPSPSA-M 1-[6-[2-[3-[3-[3-[2-[2-[3-[[2-[2-[[(2r)-1-[[2-[[(2r)-1-[3-[2-[2-[3-[[2-(2-amino-2-oxoethoxy)acetyl]amino]propoxy]ethoxy]ethoxy]propylamino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-[(2r)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-1-oxopropan-2-yl Chemical compound O=C1C(SCCC(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N[C@@H](CSC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NCC(=O)N[C@H](CO)C(=O)NCCCOCCOCCOCCCNC(=O)COCC(N)=O)CC(=O)N1CCNC(=O)CCCCCN\1C2=CC=C(S([O-])(=O)=O)C=C2CC/1=C/C=C/C=C/C1=[N+](CC)C2=CC=C(S([O-])(=O)=O)C=C2C1 UNILWMWFPHPYOR-KXEYIPSPSA-M 0.000 description 1
- 125000004173 1-benzimidazolyl group Chemical group [H]C1=NC2=C([H])C([H])=C([H])C([H])=C2N1* 0.000 description 1
- ICVFACWRHDRTIM-UHFFFAOYSA-N 1-chloro-2,5-dimethyl-3-nitrobenzene Chemical compound CC1=CC(Cl)=C(C)C([N+]([O-])=O)=C1 ICVFACWRHDRTIM-UHFFFAOYSA-N 0.000 description 1
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical compound CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- RNIWSOXRCLEXPV-UHFFFAOYSA-N 2,2-dichlorotetradecanal Chemical compound CCCCCCCCCCCCC(Cl)(Cl)C=O RNIWSOXRCLEXPV-UHFFFAOYSA-N 0.000 description 1
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 1
- QWVCIORZLNBIIC-UHFFFAOYSA-N 2,3-dibromopropan-1-ol Chemical compound OCC(Br)CBr QWVCIORZLNBIIC-UHFFFAOYSA-N 0.000 description 1
- DOVNYHFNNRSSEJ-UHFFFAOYSA-N 2,3-dichloro-1,4-dimethyl-5-nitrobenzene Chemical compound CC1=CC([N+]([O-])=O)=C(C)C(Cl)=C1Cl DOVNYHFNNRSSEJ-UHFFFAOYSA-N 0.000 description 1
- KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 1
- OVDVNNBVWVYZNM-UHFFFAOYSA-N 2,6-dichloro-n-[[2,3,5,6-tetramethyl-4-(2-methylphenoxy)phenyl]carbamoyl]benzamide Chemical compound CC1=CC=CC=C1OC(C(=C1C)C)=C(C)C(C)=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl OVDVNNBVWVYZNM-UHFFFAOYSA-N 0.000 description 1
- VIRYRKQMHSYVPE-UHFFFAOYSA-N 2,6-dichloro-n-[[3,5-dibromo-4-[(2-chloro-4-nitro-5-oxo-7,8-dihydro-6h-naphthalen-1-yl)oxy]phenyl]carbamoyl]benzamide Chemical compound C1=2CCCC(=O)C=2C([N+](=O)[O-])=CC(Cl)=C1OC(C(=C1)Br)=C(Br)C=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl VIRYRKQMHSYVPE-UHFFFAOYSA-N 0.000 description 1
- JVXLHUJYBPIAKQ-UHFFFAOYSA-N 2,6-dichloro-n-[[3,5-dichloro-4-(3-cyano-5-methylpyridin-2-yl)oxyphenyl]carbamoyl]benzamide Chemical compound N#CC1=CC(C)=CN=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl JVXLHUJYBPIAKQ-UHFFFAOYSA-N 0.000 description 1
- KPZJTASDOKJXRY-UHFFFAOYSA-N 2,6-dichloro-n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]benzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl KPZJTASDOKJXRY-UHFFFAOYSA-N 0.000 description 1
- FZIJUJXZESNWCX-UHFFFAOYSA-N 2,6-dichloro-n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-2-methylphenoxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3Cl)Cl)=CC=2C)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl FZIJUJXZESNWCX-UHFFFAOYSA-N 0.000 description 1
- LDGYVABQWUKFQU-UHFFFAOYSA-N 2,6-dichloro-n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-3-propan-2-ylphenoxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C(=CC(Cl)=CC=2)Cl)C(C(C)C)=CC=1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl LDGYVABQWUKFQU-UHFFFAOYSA-N 0.000 description 1
- FJXRXYUDIDXGBV-UHFFFAOYSA-N 2,6-dichloro-n-[[4-[4-(4-chlorophenyl)sulfinylphenoxy]-3,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C(C)=C(OC=2C=CC(=CC=2)S(=O)C=2C=CC(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl FJXRXYUDIDXGBV-UHFFFAOYSA-N 0.000 description 1
- RSUJLBMQUKEBIX-UHFFFAOYSA-N 2,6-dichloro-n-[[4-[4-(4-chlorophenyl)sulfonylphenoxy]-3-(trifluoromethyl)phenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C=CC(=CC=2)S(=O)(=O)C=2C=CC(Cl)=CC=2)C(C(F)(F)F)=CC=1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl RSUJLBMQUKEBIX-UHFFFAOYSA-N 0.000 description 1
- UXDAQJQXKDNZTG-UHFFFAOYSA-N 2,6-dichloro-n-[[5-chloro-6-[4-(4-chlorophenyl)sulfinylphenoxy]pyridin-3-yl]carbamoyl]benzamide Chemical compound C1=CC(Cl)=CC=C1S(=O)C(C=C1)=CC=C1OC(C(=C1)Cl)=NC=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl UXDAQJQXKDNZTG-UHFFFAOYSA-N 0.000 description 1
- 125000004098 2,6-dichlorobenzoyl group Chemical group O=C([*])C1=C(Cl)C([H])=C([H])C([H])=C1Cl 0.000 description 1
- VDALEBUVDFKQEG-UHFFFAOYSA-N 2,6-difluoro-n-[[2,3,5-trichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamothioyl]benzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=S)NC(C(=C1Cl)Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 VDALEBUVDFKQEG-UHFFFAOYSA-N 0.000 description 1
- SXWSPYSKZUVIKL-UHFFFAOYSA-N 2,6-difluoro-n-[[3-(trifluoromethyl)-4-(2,3,5-trimethylphenoxy)phenyl]carbamoyl]benzamide Chemical compound CC1=CC(C)=C(C)C(OC=2C(=CC(NC(=O)NC(=O)C=3C(=CC=CC=3F)F)=CC=2)C(F)(F)F)=C1 SXWSPYSKZUVIKL-UHFFFAOYSA-N 0.000 description 1
- UOYDRQBPQSPCFE-UHFFFAOYSA-N 2,6-difluoro-n-[[4-(4-methoxy-2-phenylphenoxy)-3-(trifluoromethoxy)phenyl]carbamoyl]benzamide Chemical compound C=1C=CC=CC=1C1=CC(OC)=CC=C1OC(C(=C1)OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F UOYDRQBPQSPCFE-UHFFFAOYSA-N 0.000 description 1
- TXZCJLMBVJZJPX-UHFFFAOYSA-N 2,6-difluoro-n-[[4-(trifluoromethoxy)phenyl]carbamoyl]benzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(OC(F)(F)F)C=C1 TXZCJLMBVJZJPX-UHFFFAOYSA-N 0.000 description 1
- ACTOXUHEUCPTEW-BWHGAVFKSA-N 2-[(4r,5s,6s,7r,9r,10r,11e,13e,16r)-6-[(2s,3r,4r,5s,6r)-5-[(2s,4r,5s,6s)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-[(2s,5s,6r)-5-(dimethylamino)-6-methyloxan-2-yl]oxy-4-hydroxy-5-methoxy-9,16-dimethyl-2-o Chemical class O([C@H]1/C=C/C=C/C[C@@H](C)OC(=O)C[C@@H](O)[C@@H]([C@H]([C@@H](CC=O)C[C@H]1C)O[C@H]1[C@@H]([C@H]([C@H](O[C@@H]2O[C@@H](C)[C@H](O)[C@](C)(O)C2)[C@@H](C)O1)N(C)C)O)OC)[C@@H]1CC[C@H](N(C)C)[C@@H](C)O1 ACTOXUHEUCPTEW-BWHGAVFKSA-N 0.000 description 1
- PYRKKGOKRMZEIT-UHFFFAOYSA-N 2-[6-(2-cyclopropylethoxy)-9-(2-hydroxy-2-methylpropyl)-1h-phenanthro[9,10-d]imidazol-2-yl]-5-fluorobenzene-1,3-dicarbonitrile Chemical compound C1=C2C3=CC(CC(C)(O)C)=CC=C3C=3NC(C=4C(=CC(F)=CC=4C#N)C#N)=NC=3C2=CC=C1OCCC1CC1 PYRKKGOKRMZEIT-UHFFFAOYSA-N 0.000 description 1
- XJLITJHUQRBWPN-UHFFFAOYSA-N 2-acetamidoacetic acid;4-[2-(4-carbamimidoylphenyl)iminohydrazinyl]benzenecarboximidamide Chemical compound CC(=O)NCC(O)=O.C1=CC(C(=N)N)=CC=C1NN=NC1=CC=C(C(N)=N)C=C1 XJLITJHUQRBWPN-UHFFFAOYSA-N 0.000 description 1
- VVCMGAUPZIKYTH-VGHSCWAPSA-N 2-acetyloxybenzoic acid;[(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;1,3,7-trimethylpurine-2,6-dione Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O.CN1C(=O)N(C)C(=O)C2=C1N=CN2C.C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 VVCMGAUPZIKYTH-VGHSCWAPSA-N 0.000 description 1
- YSUIQYOGTINQIN-UZFYAQMZSA-N 2-amino-9-[(1S,6R,8R,9S,10R,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-difluoro-3,12-dihydroxy-3,12-bis(sulfanylidene)-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]2[C@@H]3F)O[C@H]([C@H]4F)N2C=NC3=C2N=CN=C3N)C(=O)N1 YSUIQYOGTINQIN-UZFYAQMZSA-N 0.000 description 1
- TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 description 1
- BWUKGQNWKZACPR-UHFFFAOYSA-N 2-bromo-6-chloro-n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]benzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Br)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl BWUKGQNWKZACPR-UHFFFAOYSA-N 0.000 description 1
- WJJVHGLLHPICIF-UHFFFAOYSA-N 2-bromo-N-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamothioyl]benzamide Chemical compound ClC=1C(C)=C(NC(=S)NC(=O)C=2C(=CC=CC=2)Br)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl WJJVHGLLHPICIF-UHFFFAOYSA-N 0.000 description 1
- KDBOYFNIFVYLIL-UHFFFAOYSA-N 2-bromo-N-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]benzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Br)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl KDBOYFNIFVYLIL-UHFFFAOYSA-N 0.000 description 1
- KUVYTOVEDBECGE-UHFFFAOYSA-N 2-bromo-n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]-6-fluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)Br)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl KUVYTOVEDBECGE-UHFFFAOYSA-N 0.000 description 1
- BZWMYDJJDBFAPE-UHFFFAOYSA-N 2-chloro-4-phenylphenol Chemical compound C1=C(Cl)C(O)=CC=C1C1=CC=CC=C1 BZWMYDJJDBFAPE-UHFFFAOYSA-N 0.000 description 1
- BEDBKXPDLSNXLZ-UHFFFAOYSA-N 2-chloro-N-[[3,5-dichloro-4-[(4-chloro-2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]phenyl]carbamoyl]benzamide Chemical compound O1C(C)(C)CC(C(=CC=2)Cl)=C1C=2OC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=CC=CC=C1Cl BEDBKXPDLSNXLZ-UHFFFAOYSA-N 0.000 description 1
- UKOHTUMUXJWDEU-UHFFFAOYSA-N 2-chloro-N-[[3-chloro-4-(4-chloro-2,5-dimethylphenoxy)-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C1=C(Cl)C(C)=CC(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3)Cl)=CC=2C)Cl)=C1C UKOHTUMUXJWDEU-UHFFFAOYSA-N 0.000 description 1
- NJZWEQFLXUXGQQ-UHFFFAOYSA-N 2-chloro-N-[[3-chloro-4-[[3-chloro-5-(trifluoromethyl)-2H-pyridin-1-yl]oxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(ON2C=C(C=C(Cl)C2)C(F)(F)F)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl NJZWEQFLXUXGQQ-UHFFFAOYSA-N 0.000 description 1
- XOAGRVAVLOJWQA-UHFFFAOYSA-N 2-chloro-N-[[4-(5-chloro-3-methylpyridin-2-yl)sulfanyl-3-methylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(SC=2C(=CC(Cl)=CN=2)C)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl XOAGRVAVLOJWQA-UHFFFAOYSA-N 0.000 description 1
- LXTBSQIKWYMOGW-UHFFFAOYSA-N 2-chloro-n-[[2,3,5-trichloro-4-(2,4-dibromophenoxy)phenyl]carbamoyl]benzamide Chemical compound ClC1=CC=CC=C1C(=O)NC(=O)NC(C(=C1Cl)Cl)=CC(Cl)=C1OC1=CC=C(Br)C=C1Br LXTBSQIKWYMOGW-UHFFFAOYSA-N 0.000 description 1
- HFIUFIJZZUSEOC-UHFFFAOYSA-N 2-chloro-n-[[3,5-dibromo-4-(3-chloro-5-cyanopyridin-2-yl)oxyphenyl]carbamoyl]benzamide Chemical compound ClC1=CC=CC=C1C(=O)NC(=O)NC(C=C1Br)=CC(Br)=C1OC1=NC=C(C#N)C=C1Cl HFIUFIJZZUSEOC-UHFFFAOYSA-N 0.000 description 1
- PNFVSPDCBXLNIW-UHFFFAOYSA-N 2-chloro-n-[[3,5-dibromo-4-(3-methyl-5-nitropyridin-2-yl)oxyphenyl]carbamoyl]benzamide Chemical compound CC1=CC([N+]([O-])=O)=CN=C1OC(C(=C1)Br)=C(Br)C=C1NC(=O)NC(=O)C1=CC=CC=C1Cl PNFVSPDCBXLNIW-UHFFFAOYSA-N 0.000 description 1
- PWAPFUSOYGHGQM-UHFFFAOYSA-N 2-chloro-n-[[3,5-dichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamothioyl]benzamide Chemical compound ClC1=CC=CC=C1C(=O)NC(=S)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 PWAPFUSOYGHGQM-UHFFFAOYSA-N 0.000 description 1
- QAXPNYLTHJTFOW-UHFFFAOYSA-N 2-chloro-n-[[3,5-dichloro-4-(4-cyanonaphthalen-1-yl)oxyphenyl]carbamoyl]-6-fluorobenzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(C#N)C2=CC=CC=C12 QAXPNYLTHJTFOW-UHFFFAOYSA-N 0.000 description 1
- IBECZAFURIINCM-UHFFFAOYSA-N 2-chloro-n-[[3,5-dichloro-4-[(4-nitro-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]phenyl]carbamoyl]-6-fluorobenzamide Chemical compound C1=2CCCCC=2C([N+](=O)[O-])=CC=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1Cl IBECZAFURIINCM-UHFFFAOYSA-N 0.000 description 1
- OGQDATDTMMAUIE-UHFFFAOYSA-N 2-chloro-n-[[3,5-dichloro-4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]carbamoyl]benzamide Chemical compound ClC1=CC(C(F)(F)F)=CC=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=CC=CC=C1Cl OGQDATDTMMAUIE-UHFFFAOYSA-N 0.000 description 1
- YIKBYJXLEMGMTO-UHFFFAOYSA-N 2-chloro-n-[[3,5-dichloro-4-[4-(trifluoromethyl)naphthalen-1-yl]oxyphenyl]carbamoyl]-6-fluorobenzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(C(F)(F)F)C2=CC=CC=C12 YIKBYJXLEMGMTO-UHFFFAOYSA-N 0.000 description 1
- JRLQQAIBCWGDLC-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-2,5-dimethyl-4-(2,4,5-trichlorophenoxy)phenyl]carbamothioyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=C(Cl)C=2)Cl)C(C)=CC=1NC(=S)NC(=O)C1=CC=CC=C1Cl JRLQQAIBCWGDLC-UHFFFAOYSA-N 0.000 description 1
- KLLPFTGDECDQKB-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-2,5-dimethyl-4-(2-phenylphenoxy)phenyl]carbamothioyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=S)NC(=O)C1=CC=CC=C1Cl KLLPFTGDECDQKB-UHFFFAOYSA-N 0.000 description 1
- VEZNLMPWWSDYRD-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-2,5-dimethyl-4-(2-phenylphenoxy)phenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl VEZNLMPWWSDYRD-UHFFFAOYSA-N 0.000 description 1
- NELJRCCDXBQHQS-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-2,5-dimethyl-4-[2-phenyl-4-(trifluoromethyl)phenoxy]phenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(=CC=2)C(F)(F)F)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl NELJRCCDXBQHQS-UHFFFAOYSA-N 0.000 description 1
- VNTQXASPMZVLLT-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]benzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl VNTQXASPMZVLLT-UHFFFAOYSA-N 0.000 description 1
- MCLIMXWYVLNIPM-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(2,4-dimethylphenoxy)-2,6-dimethylphenyl]carbamoyl]benzamide Chemical compound CC1=CC(C)=CC=C1OC(C(=C1C)Cl)=CC(C)=C1NC(=O)NC(=O)C1=CC=CC=C1Cl MCLIMXWYVLNIPM-UHFFFAOYSA-N 0.000 description 1
- HIZWESQIUPWATL-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(2-chloro-4-nitrophenoxy)-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(=CC=2)[N+]([O-])=O)Cl)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl HIZWESQIUPWATL-UHFFFAOYSA-N 0.000 description 1
- DDPUXYVFQIWRKF-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-(4-chloro-2-phenylphenoxy)-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl DDPUXYVFQIWRKF-UHFFFAOYSA-N 0.000 description 1
- SQSLLTOYYWVPRI-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-[2-chloro-4-(2,4-dimethylphenoxy)phenoxy]-2,5-dimethylphenyl]carbamoyl]-6-fluorobenzamide Chemical compound CC1=CC(C)=CC=C1OC(C=C1Cl)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1Cl SQSLLTOYYWVPRI-UHFFFAOYSA-N 0.000 description 1
- UVQZDLPWPGMPHF-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-[3-chloro-4-(2,4-dimethylphenoxy)phenoxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound CC1=CC(C)=CC=C1OC(C(=C1)Cl)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=CC=CC=C1Cl UVQZDLPWPGMPHF-UHFFFAOYSA-N 0.000 description 1
- SZYZVJABYRBBSZ-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-2-methylphenoxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3)Cl)=CC=2C)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl SZYZVJABYRBBSZ-UHFFFAOYSA-N 0.000 description 1
- IKHHVRDORYCXKZ-UHFFFAOYSA-N 2-chloro-n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-2-propan-2-ylphenoxy]-2,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3)Cl)=CC=2C)Cl)C(C(C)C)=CC=1OC1=CC=C(Cl)C=C1Cl IKHHVRDORYCXKZ-UHFFFAOYSA-N 0.000 description 1
- FDVVLSBCUINVMW-UHFFFAOYSA-N 2-chloro-n-[[4-(2,4-dichlorophenoxy)phenyl]carbamoyl]benzamide Chemical compound ClC1=CC(Cl)=CC=C1OC(C=C1)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl FDVVLSBCUINVMW-UHFFFAOYSA-N 0.000 description 1
- KANJNITWAFMONY-UHFFFAOYSA-N 2-chloro-n-[[4-(5-cyano-3-methylpyridin-2-yl)oxy-3-methylphenyl]carbamoyl]-6-fluorobenzamide Chemical compound C=1C=C(OC=2C(=CC(=CN=2)C#N)C)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1Cl KANJNITWAFMONY-UHFFFAOYSA-N 0.000 description 1
- UUCXKMAUEMYWPM-UHFFFAOYSA-N 2-chloro-n-[[4-(5-cyano-3-methylpyridin-2-yl)oxy-3-methylphenyl]carbamoyl]benzamide Chemical compound C=1C=C(OC=2C(=CC(=CN=2)C#N)C)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl UUCXKMAUEMYWPM-UHFFFAOYSA-N 0.000 description 1
- JDBXWGNKVHTEQO-UHFFFAOYSA-N 2-chloro-n-[[4-[(2,2-dichlorocyclopropyl)methoxy]-3,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C(C)=C(OCC2C(C2)(Cl)Cl)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl JDBXWGNKVHTEQO-UHFFFAOYSA-N 0.000 description 1
- ZTEXSLRKGLFBMP-UHFFFAOYSA-N 2-chloro-n-[[4-[2-chloro-4-(trifluoromethyl)phenoxy]-2,3,6-trimethylphenyl]carbamoyl]benzamide Chemical compound CC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C(C)=CC=1OC1=CC=C(C(F)(F)F)C=C1Cl ZTEXSLRKGLFBMP-UHFFFAOYSA-N 0.000 description 1
- QIKRFZSHQVHMKY-UHFFFAOYSA-N 2-chloro-n-[[4-[2-chloro-4-(trifluoromethyl)phenoxy]phenyl]carbamoyl]benzamide Chemical compound ClC1=CC(C(F)(F)F)=CC=C1OC(C=C1)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl QIKRFZSHQVHMKY-UHFFFAOYSA-N 0.000 description 1
- YRNQEWIULUGYTQ-UHFFFAOYSA-N 2-chloro-n-[[4-[4-(4-chlorophenyl)sulfinylphenoxy]-3,5-dimethylphenyl]carbamoyl]-6-fluorobenzamide Chemical compound C=1C(C)=C(OC=2C=CC(=CC=2)S(=O)C=2C=CC(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1Cl YRNQEWIULUGYTQ-UHFFFAOYSA-N 0.000 description 1
- HDHIBWMFTJNBBC-UHFFFAOYSA-N 2-chloro-n-[[4-[4-(4-chlorophenyl)sulfinylphenoxy]-3,5-dimethylphenyl]carbamoyl]benzamide Chemical compound C=1C(C)=C(OC=2C=CC(=CC=2)S(=O)C=2C=CC(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl HDHIBWMFTJNBBC-UHFFFAOYSA-N 0.000 description 1
- BPNPRURXZUSXPA-UHFFFAOYSA-N 2-chloro-n-[[4-[4-(4-chlorophenyl)sulfonylphenoxy]-2,5-dimethylphenyl]carbamothioyl]benzamide Chemical compound CC=1C=C(NC(=S)NC(=O)C=2C(=CC=CC=2)Cl)C(C)=CC=1OC(C=C1)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 BPNPRURXZUSXPA-UHFFFAOYSA-N 0.000 description 1
- WDMOLXZGKUSUEG-UHFFFAOYSA-N 2-chloro-n-[[5-chloro-6-(4-chloronaphthalen-1-yl)oxypyridin-3-yl]carbamoyl]-6-fluorobenzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC(C=C1Cl)=CN=C1OC1=CC=C(Cl)C2=CC=CC=C12 WDMOLXZGKUSUEG-UHFFFAOYSA-N 0.000 description 1
- CWQLKMAASYTKLG-UHFFFAOYSA-N 2-chloro-n-[[5-chloro-6-[4-(4-chlorophenyl)sulfinylphenoxy]pyridin-3-yl]carbamoyl]-6-fluorobenzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC(C=C1Cl)=CN=C1OC1=CC=C(S(=O)C=2C=CC(Cl)=CC=2)C=C1 CWQLKMAASYTKLG-UHFFFAOYSA-N 0.000 description 1
- YZUQVQDHPJMONW-UHFFFAOYSA-N 2-chloro-n-[[6-[[4-(dimethylamino)-5,6,7,8-tetrahydronaphthalen-1-yl]oxy]-5-methylpyridin-3-yl]carbamoyl]-6-fluorobenzamide Chemical compound C1=2CCCCC=2C(N(C)C)=CC=C1OC(C(=C1)C)=NC=C1NC(=O)NC(=O)C1=C(F)C=CC=C1Cl YZUQVQDHPJMONW-UHFFFAOYSA-N 0.000 description 1
- ZTUIVBFRTPPWEZ-UHFFFAOYSA-N 2-chlorobenzoyl isocyanate Chemical compound ClC1=CC=CC=C1C(=O)N=C=O ZTUIVBFRTPPWEZ-UHFFFAOYSA-N 0.000 description 1
- HKLUGRXZIXFISU-UHFFFAOYSA-N 2-fluoro-n-[[2,3,5-trichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamoyl]benzamide Chemical compound FC1=CC=CC=C1C(=O)NC(=O)NC(C(=C1Cl)Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 HKLUGRXZIXFISU-UHFFFAOYSA-N 0.000 description 1
- FVTWJXMFYOXOKK-UHFFFAOYSA-N 2-fluoroacetamide Chemical compound NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 description 1
- LFOIDLOIBZFWDO-UHFFFAOYSA-N 2-methoxy-6-[6-methoxy-4-[(3-phenylmethoxyphenyl)methoxy]-1-benzofuran-2-yl]imidazo[2,1-b][1,3,4]thiadiazole Chemical compound N1=C2SC(OC)=NN2C=C1C(OC1=CC(OC)=C2)=CC1=C2OCC(C=1)=CC=CC=1OCC1=CC=CC=C1 LFOIDLOIBZFWDO-UHFFFAOYSA-N 0.000 description 1
- VOXWYOJKPOXYNI-UHFFFAOYSA-N 2-methyl-n-[[2,3,5,6-tetramethyl-4-(3,4,5-trimethylphenoxy)phenyl]carbamothioyl]benzamide Chemical compound CC1=C(C)C(C)=CC(OC=2C(=C(C)C(NC(=S)NC(=O)C=3C(=CC=CC=3)C)=C(C)C=2C)C)=C1 VOXWYOJKPOXYNI-UHFFFAOYSA-N 0.000 description 1
- AKPFBDSKIDLVLG-UHFFFAOYSA-N 2-methyl-n-[[2,3,5-trimethyl-4-[2-methyl-4-(trifluoromethyl)phenoxy]phenyl]carbamothioyl]benzamide Chemical compound CC1=CC=CC=C1C(=O)NC(=S)NC(C(=C1C)C)=CC(C)=C1OC1=CC=C(C(F)(F)F)C=C1C AKPFBDSKIDLVLG-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-M 2-methylbenzenesulfonate Chemical class CC1=CC=CC=C1S([O-])(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-M 0.000 description 1
- UGKOYGZYLRKTJH-UHFFFAOYSA-O 3-[2-(3-amino-5-ethyl-6-phenylphenanthridin-5-ium-8-yl)iminohydrazinyl]benzenecarboximidamide Chemical compound C12=CC(N=NNC=3C=C(C=CC=3)C(N)=N)=CC=C2C2=CC=C(N)C=C2[N+](CC)=C1C1=CC=CC=C1 UGKOYGZYLRKTJH-UHFFFAOYSA-O 0.000 description 1
- OFROOOJUEUUFFH-UHFFFAOYSA-N 4-(1-naphthalen-1-ylethoxy)aniline Chemical compound C=1C=CC2=CC=CC=C2C=1C(C)OC1=CC=C(N)C=C1 OFROOOJUEUUFFH-UHFFFAOYSA-N 0.000 description 1
- LQQSAQZTFJQBMW-UHFFFAOYSA-N 4-(4-carbamimidoylphenoxy)benzenecarboximidamide;2-hydroxyethanesulfonic acid Chemical compound OCCS(O)(=O)=O.OCCS(O)(=O)=O.C1=CC(C(=N)N)=CC=C1OC1=CC=C(C(N)=N)C=C1 LQQSAQZTFJQBMW-UHFFFAOYSA-N 0.000 description 1
- NXWQHRPVDXHFLV-UHFFFAOYSA-N 4-chloro-5,6,7,8-tetrahydronaphthalen-1-amine Chemical compound C1CCCC2=C1C(Cl)=CC=C2N NXWQHRPVDXHFLV-UHFFFAOYSA-N 0.000 description 1
- MKSYMPAVSMCEPL-UHFFFAOYSA-N 4-chloro-n-[[3,5-dibromo-4-(5-cyanopyridin-2-yl)oxyphenyl]carbamothioyl]benzamide Chemical compound C1=CC(Cl)=CC=C1C(=O)NC(=S)NC(C=C1Br)=CC(Br)=C1OC1=CC=C(C#N)C=N1 MKSYMPAVSMCEPL-UHFFFAOYSA-N 0.000 description 1
- ZNSLRBXUCRNPHY-UHFFFAOYSA-N 4-chloro-n-[[4-(6-chloro-5-cyanopyridin-2-yl)oxy-3,5-dimethylphenyl]carbamothioyl]benzamide Chemical compound C=1C(C)=C(OC=2N=C(Cl)C(C#N)=CC=2)C(C)=CC=1NC(=S)NC(=O)C1=CC=C(Cl)C=C1 ZNSLRBXUCRNPHY-UHFFFAOYSA-N 0.000 description 1
- DEPDZGNUVOAZCW-UHFFFAOYSA-N 4-chloronaphthalen-1-amine Chemical compound C1=CC=C2C(N)=CC=C(Cl)C2=C1 DEPDZGNUVOAZCW-UHFFFAOYSA-N 0.000 description 1
- PGYDGBCATBINCB-UHFFFAOYSA-N 4-diethoxyphosphoryl-n,n-dimethylaniline Chemical compound CCOP(=O)(OCC)C1=CC=C(N(C)C)C=C1 PGYDGBCATBINCB-UHFFFAOYSA-N 0.000 description 1
- WFJIVOKAWHGMBH-UHFFFAOYSA-N 4-hexylbenzene-1,3-diol Chemical compound CCCCCCC1=CC=C(O)C=C1O WFJIVOKAWHGMBH-UHFFFAOYSA-N 0.000 description 1
- MNVMYTVDDOXZLS-UHFFFAOYSA-N 4-methoxyguaiacol Natural products COC1=CC=C(O)C(OC)=C1 MNVMYTVDDOXZLS-UHFFFAOYSA-N 0.000 description 1
- DGTUHMFOZRYQBH-UHFFFAOYSA-N 5-(4-nitrophenyl)-3-(trifluoromethyl)-1,2,4-oxadiazole Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=NC(C(F)(F)F)=NO1 DGTUHMFOZRYQBH-UHFFFAOYSA-N 0.000 description 1
- FVZXNLYVWPHMAT-UHFFFAOYSA-N 5-(naphthalen-1-ylmethylsulfanyl)-1,3,4-thiadiazol-2-amine Chemical compound S1C(N)=NN=C1SCC1=CC=CC2=CC=CC=C12 FVZXNLYVWPHMAT-UHFFFAOYSA-N 0.000 description 1
- JTRIHVXRAAKGSJ-UHFFFAOYSA-N 5-[(2-chlorobenzoyl)carbamoylamino]-2-(4-chloro-2-phenylphenoxy)benzoic acid Chemical compound C=1C=C(OC=2C(=CC(Cl)=CC=2)C=2C=CC=CC=2)C(C(=O)O)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl JTRIHVXRAAKGSJ-UHFFFAOYSA-N 0.000 description 1
- VKLKXFOZNHEBSW-UHFFFAOYSA-N 5-[[3-[(4-morpholin-4-ylbenzoyl)amino]phenyl]methoxy]pyridine-3-carboxamide Chemical compound O1CCN(CC1)C1=CC=C(C(=O)NC=2C=C(COC=3C=NC=C(C(=O)N)C=3)C=CC=2)C=C1 VKLKXFOZNHEBSW-UHFFFAOYSA-N 0.000 description 1
- YHBIGBYIUMCLJS-UHFFFAOYSA-N 5-fluoro-1,3-benzothiazol-2-amine Chemical compound FC1=CC=C2SC(N)=NC2=C1 YHBIGBYIUMCLJS-UHFFFAOYSA-N 0.000 description 1
- RSIWALKZYXPAGW-NSHDSACASA-N 6-(3-fluorophenyl)-3-methyl-7-[(1s)-1-(7h-purin-6-ylamino)ethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one Chemical compound C=1([C@@H](NC=2C=3N=CNC=3N=CN=2)C)N=C2SC=C(C)N2C(=O)C=1C1=CC=CC(F)=C1 RSIWALKZYXPAGW-NSHDSACASA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- XASOHFCUIQARJT-UHFFFAOYSA-N 8-methoxy-6-[7-(2-morpholin-4-ylethoxy)imidazo[1,2-a]pyridin-3-yl]-2-(2,2,2-trifluoroethyl)-3,4-dihydroisoquinolin-1-one Chemical compound C(N1C(=O)C2=C(OC)C=C(C=3N4C(=NC=3)C=C(C=C4)OCCN3CCOCC3)C=C2CC1)C(F)(F)F XASOHFCUIQARJT-UHFFFAOYSA-N 0.000 description 1
- LSIKFJXEYJIZNB-UHFFFAOYSA-N 9-Nitroanthracene Chemical compound C1=CC=C2C([N+](=O)[O-])=C(C=CC=C3)C3=CC2=C1 LSIKFJXEYJIZNB-UHFFFAOYSA-N 0.000 description 1
- 206010063409 Acarodermatitis Diseases 0.000 description 1
- 241000224489 Amoeba Species 0.000 description 1
- APKFDSVGJQXUKY-KKGHZKTASA-N Amphotericin-B Natural products O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1C=CC=CC=CC=CC=CC=CC=C[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 APKFDSVGJQXUKY-KKGHZKTASA-N 0.000 description 1
- 241001427556 Anoplura Species 0.000 description 1
- 241001425390 Aphis fabae Species 0.000 description 1
- 241000238888 Argasidae Species 0.000 description 1
- NAPNOSFRRMHNBJ-UHFFFAOYSA-N Arprinocid Chemical compound C1=NC=2C(N)=NC=NC=2N1CC1=C(F)C=CC=C1Cl NAPNOSFRRMHNBJ-UHFFFAOYSA-N 0.000 description 1
- 235000003261 Artemisia vulgaris Nutrition 0.000 description 1
- 240000006891 Artemisia vulgaris Species 0.000 description 1
- 241000244186 Ascaris Species 0.000 description 1
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 description 1
- 241000223836 Babesia Species 0.000 description 1
- HWSISDHAHRVNMT-UHFFFAOYSA-N Bismuth subnitrate Chemical compound O[NH+]([O-])O[Bi](O[N+]([O-])=O)O[N+]([O-])=O HWSISDHAHRVNMT-UHFFFAOYSA-N 0.000 description 1
- 241000322476 Bovicola bovis Species 0.000 description 1
- 241000255625 Brachycera Species 0.000 description 1
- VEUZZDOCACZPRY-UHFFFAOYSA-N Brodifacoum Chemical compound O=C1OC=2C=CC=CC=2C(O)=C1C(C1=CC=CC=C1C1)CC1C(C=C1)=CC=C1C1=CC=C(Br)C=C1 VEUZZDOCACZPRY-UHFFFAOYSA-N 0.000 description 1
- USMZPYXTVKAYST-UHFFFAOYSA-N Bromethalin Chemical compound [O-][N+](=O)C=1C=C([N+]([O-])=O)C=C(C(F)(F)F)C=1N(C)C1=C(Br)C=C(Br)C=C1Br USMZPYXTVKAYST-UHFFFAOYSA-N 0.000 description 1
- NYQDCVLCJXRDSK-UHFFFAOYSA-N Bromofos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(Br)C=C1Cl NYQDCVLCJXRDSK-UHFFFAOYSA-N 0.000 description 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
- JGLWGLKNDHZFAP-UHFFFAOYSA-N C3-thiacarbocyanine cation Chemical compound S1C2=CC=CC=C2[N+](CC)=C1C=CC=C1N(CC)C2=CC=CC=C2S1 JGLWGLKNDHZFAP-UHFFFAOYSA-N 0.000 description 1
- PRGIOYWWZUHWNZ-UHFFFAOYSA-N COC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=N1)=CC=C1OC(=O)C1=CC=C(Cl)C=C1Cl Chemical compound COC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=N1)=CC=C1OC(=O)C1=CC=C(Cl)C=C1Cl PRGIOYWWZUHWNZ-UHFFFAOYSA-N 0.000 description 1
- 239000005997 Calcium carbide Substances 0.000 description 1
- 239000006009 Calcium phosphide Substances 0.000 description 1
- 241000282832 Camelidae Species 0.000 description 1
- 241000282421 Canidae Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 235000005747 Carum carvi Nutrition 0.000 description 1
- 240000000467 Carum carvi Species 0.000 description 1
- 229930186147 Cephalosporin Natural products 0.000 description 1
- 241000498856 Ceratophyllidae Species 0.000 description 1
- 241000255930 Chironomidae Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000005944 Chlorpyrifos Substances 0.000 description 1
- 206010048650 Cholinesterase inhibition Diseases 0.000 description 1
- 241001414836 Cimex Species 0.000 description 1
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 1
- 241000202814 Cochliomyia hominivorax Species 0.000 description 1
- 229940126657 Compound 17 Drugs 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- ULSLJYXHZDTLQK-UHFFFAOYSA-N Coumatetralyl Chemical group C1=CC=CC2=C1OC(=O)C(C1C3=CC=CC=C3CCC1)=C2O ULSLJYXHZDTLQK-UHFFFAOYSA-N 0.000 description 1
- HJIUPFPIEBPYIE-UHFFFAOYSA-N Crimidine Chemical compound CN(C)C1=CC(C)=NC(Cl)=N1 HJIUPFPIEBPYIE-UHFFFAOYSA-N 0.000 description 1
- XXXSILNSXNPGKG-ZHACJKMWSA-N Crotoxyphos Chemical compound COP(=O)(OC)O\C(C)=C\C(=O)OC(C)C1=CC=CC=C1 XXXSILNSXNPGKG-ZHACJKMWSA-N 0.000 description 1
- 241000258922 Ctenocephalides Species 0.000 description 1
- 241000490513 Ctenocephalides canis Species 0.000 description 1
- 241000134092 Cuterebra fontinella Species 0.000 description 1
- 241000244152 Cyclophyllidea Species 0.000 description 1
- 241000179736 Cyclorrhapha Species 0.000 description 1
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 1
- PGNKBEARDDELNB-UHFFFAOYSA-N Diethylcarbamazine citrate Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.CCN(CC)C(=O)N1CCN(C)CC1 PGNKBEARDDELNB-UHFFFAOYSA-N 0.000 description 1
- IIUZTXTZRGLYTI-UHFFFAOYSA-N Dihydrogriseofulvin Natural products COC1CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 IIUZTXTZRGLYTI-UHFFFAOYSA-N 0.000 description 1
- 239000005947 Dimethoate Substances 0.000 description 1
- MMDWBZHWHFGVHF-UHFFFAOYSA-N Dinsed Chemical compound [O-][N+](=O)C1=CC=CC(S(=O)(=O)NCCNS(=O)(=O)C=2C=C(C=CC=2)[N+]([O-])=O)=C1 MMDWBZHWHFGVHF-UHFFFAOYSA-N 0.000 description 1
- VBKKVDGJXVOLNE-UHFFFAOYSA-N Dioxation Chemical compound CCOP(=S)(OCC)SC1OCCOC1SP(=S)(OCC)OCC VBKKVDGJXVOLNE-UHFFFAOYSA-N 0.000 description 1
- 241000243990 Dirofilaria Species 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- UVGTXNPVQOQFQW-UHFFFAOYSA-N Disophenol Chemical compound OC1=C(I)C=C([N+]([O-])=O)C=C1I UVGTXNPVQOQFQW-UHFFFAOYSA-N 0.000 description 1
- 241000223924 Eimeria Species 0.000 description 1
- 241000224431 Entamoeba Species 0.000 description 1
- 241001464848 Entamoebidae Species 0.000 description 1
- 241000498255 Enterobius vermicularis Species 0.000 description 1
- YQYJSBFKSSDGFO-UHFFFAOYSA-N Epihygromycin Natural products OC1C(O)C(C(=O)C)OC1OC(C(=C1)O)=CC=C1C=C(C)C(=O)NC1C(O)C(O)C2OCOC2C1O YQYJSBFKSSDGFO-UHFFFAOYSA-N 0.000 description 1
- GOVWOKSKFSBNGD-UHFFFAOYSA-N Ethopabate Chemical compound CCOC1=CC(NC(C)=O)=CC=C1C(=O)OC GOVWOKSKFSBNGD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 241000242711 Fasciola hepatica Species 0.000 description 1
- 241000282324 Felis Species 0.000 description 1
- JHJOOSLFWRRSGU-UHFFFAOYSA-N Fenchlorphos Chemical compound COP(=S)(OC)OC1=CC(Cl)=C(Cl)C=C1Cl JHJOOSLFWRRSGU-UHFFFAOYSA-N 0.000 description 1
- PNVJTZOFSHSLTO-UHFFFAOYSA-N Fenthion Chemical compound COP(=S)(OC)OC1=CC=C(SC)C(C)=C1 PNVJTZOFSHSLTO-UHFFFAOYSA-N 0.000 description 1
- 239000004181 Flavomycin Substances 0.000 description 1
- 208000006004 Flea Infestations Diseases 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 241001502121 Glossina brevipalpis Species 0.000 description 1
- UXWOXTQWVMFRSE-UHFFFAOYSA-N Griseoviridin Natural products O=C1OC(C)CC=C(C(NCC=CC=CC(O)CC(O)C2)=O)SCC1NC(=O)C1=COC2=N1 UXWOXTQWVMFRSE-UHFFFAOYSA-N 0.000 description 1
- 241000243780 Heligmosomoides polygyrus Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241001466007 Heteroptera Species 0.000 description 1
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- VSNHCAURESNICA-UHFFFAOYSA-N Hydroxyurea Chemical compound NC(=O)NO VSNHCAURESNICA-UHFFFAOYSA-N 0.000 description 1
- 241001662043 Icterus Species 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
- NTAFJUSDNOSFFY-UHFFFAOYSA-N Ipronidazole Chemical compound CC(C)C1=NC=C([N+]([O-])=O)N1C NTAFJUSDNOSFFY-UHFFFAOYSA-N 0.000 description 1
- 241001495069 Ischnocera Species 0.000 description 1
- 241000238889 Ixodidae Species 0.000 description 1
- 206010023126 Jaundice Diseases 0.000 description 1
- 241000721662 Juniperus Species 0.000 description 1
- 229920001732 Lignosulfonate Chemical class 0.000 description 1
- 241001541121 Linguatula Species 0.000 description 1
- 241001113946 Linognathus vituli Species 0.000 description 1
- 241000692235 Lipoptena cervi Species 0.000 description 1
- 241000866639 Macracanthorhynchus Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005949 Malathion Substances 0.000 description 1
- 241000292449 Menacanthus stramineus Species 0.000 description 1
- 241000002163 Mesapamea fractilinea Species 0.000 description 1
- 241001481698 Mesostigmata Species 0.000 description 1
- QRBVCAWHUSTDOT-UHFFFAOYSA-N Methyridine Chemical compound COCCC1=CC=CC=N1 QRBVCAWHUSTDOT-UHFFFAOYSA-N 0.000 description 1
- HMSYAPGFKGSXAJ-PAHGNTJYSA-N Mocimycin Chemical compound C(/[C@H]1O[C@H]([C@H]([C@H]1O)O)[C@H](C)[C@H](OC)C(/C)=C/C=C/CNC(=O)[C@@H](CC)[C@]1(O)[C@@H]([C@H](O)C(C)(C)[C@H](\C=C\C=C/C)O1)O)=C\C=C\C=C(/C)C(=O)C1=C(O)NC=CC1=O HMSYAPGFKGSXAJ-PAHGNTJYSA-N 0.000 description 1
- YPUPRVWRYDPGCW-UHFFFAOYSA-N Monactin Natural products CC1C(=O)OC(C)CC(O2)CCC2C(C)C(=O)OC(C)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(C)CC2CCC1O2 YPUPRVWRYDPGCW-UHFFFAOYSA-N 0.000 description 1
- 229930191564 Monensin Natural products 0.000 description 1
- GAOZTHIDHYLHMS-UHFFFAOYSA-N Monensin A Natural products O1C(CC)(C2C(CC(O2)C2C(CC(C)C(O)(CO)O2)C)C)CCC1C(O1)(C)CCC21CC(O)C(C)C(C(C)C(OC)C(C)C(O)=O)O2 GAOZTHIDHYLHMS-UHFFFAOYSA-N 0.000 description 1
- 241000700601 Moniliformis Species 0.000 description 1
- 101100478179 Mus musculus Spatc1 gene Proteins 0.000 description 1
- 208000006123 Myiasis Diseases 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- SBKRTALNRRAOJP-BWSIXKJUSA-N N-[(2S)-4-amino-1-[[(2S,3R)-1-[[(2S)-4-amino-1-oxo-1-[[(3S,6S,9S,12S,15R,18R,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-[(1R)-1-hydroxyethyl]-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-6-methylheptanamide (6S)-N-[(2S)-4-amino-1-[[(2S,3R)-1-[[(2S)-4-amino-1-oxo-1-[[(3S,6S,9S,12S,15R,18R,21S)-6,9,18-tris(2-aminoethyl)-15-benzyl-3-[(1R)-1-hydroxyethyl]-12-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-6-methyloctanamide sulfuric acid Polymers OS(O)(=O)=O.CC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H](CCN)NC1=O)[C@@H](C)O.CC[C@H](C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H](CCN)NC1=O)[C@@H](C)O SBKRTALNRRAOJP-BWSIXKJUSA-N 0.000 description 1
- MVTQIFVKRXBCHS-SMMNFGSLSA-N N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide (10R,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone Chemical compound CC(C)[C@H]1OC(=O)C2=CCCN2C(=O)c2coc(CC(=O)C[C@H](O)\C=C(/C)\C=C\CNC(=O)\C=C\[C@H]1C)n2.CC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@@H]2CC(=O)CCN2C(=O)[C@H](Cc2ccccc2)N(C)C(=O)[C@@H]2CCCN2C1=O)c1ccccc1 MVTQIFVKRXBCHS-SMMNFGSLSA-N 0.000 description 1
- GWBPFRGXNGPPMF-UHFFFAOYSA-N N-[4-[(4-nitrophenyl)sulfamoyl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1S(=O)(=O)NC1=CC=C([N+]([O-])=O)C=C1 GWBPFRGXNGPPMF-UHFFFAOYSA-N 0.000 description 1
- ZKJHFBAEISPLPC-UHFFFAOYSA-N N-[[3-chloro-4-(2,5-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(C)=CC=1OC1=CC(Cl)=CC=C1Cl ZKJHFBAEISPLPC-UHFFFAOYSA-N 0.000 description 1
- MSRQFVNMZUEDMM-UHFFFAOYSA-N N-[[3-chloro-4-(4-chloro-2,5-dimethylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2-fluorobenzamide Chemical compound C1=C(Cl)C(C)=CC(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3)F)=CC=2C)Cl)=C1C MSRQFVNMZUEDMM-UHFFFAOYSA-N 0.000 description 1
- ZKIQNCHTLZCPCW-UHFFFAOYSA-N N-[[3-chloro-4-(4-chloro-2-methylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-dimethoxybenzamide Chemical compound COC1=CC=CC(OC)=C1C(=O)NC(=O)NC(C(=C1Cl)C)=CC(C)=C1OC1=CC=C(Cl)C=C1C ZKIQNCHTLZCPCW-UHFFFAOYSA-N 0.000 description 1
- YVUOOYUBLBCWBM-UHFFFAOYSA-N N-[[4-(2-bromo-4-chlorophenoxy)-2,3,6-trimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound CC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Br YVUOOYUBLBCWBM-UHFFFAOYSA-N 0.000 description 1
- ZLVPMPFRWDXCKJ-UHFFFAOYSA-N N-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)Br)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl ZLVPMPFRWDXCKJ-UHFFFAOYSA-N 0.000 description 1
- LBQDQSUZGKPHLO-UHFFFAOYSA-N N-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,6-dimethylphenyl]carbamoyl]-2-chloro-6-fluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Br LBQDQSUZGKPHLO-UHFFFAOYSA-N 0.000 description 1
- HRYILSDLIGTCOP-UHFFFAOYSA-N N-benzoylurea Chemical class NC(=O)NC(=O)C1=CC=CC=C1 HRYILSDLIGTCOP-UHFFFAOYSA-N 0.000 description 1
- 150000001204 N-oxides Chemical group 0.000 description 1
- VHKXXVVRRDYCIK-CWCPJSEDSA-N Narasin Chemical compound C[C@H]1C[C@H](C)[C@H]([C@@H](CC)C(O)=O)O[C@H]1[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@@H]1[C@@H](C)C[C@@H](C)[C@@]2(C=C[C@@H](O)[C@@]3(O[C@@](C)(CC3)[C@@H]3O[C@@H](C)[C@@](O)(CC)CC3)O2)O1 VHKXXVVRRDYCIK-CWCPJSEDSA-N 0.000 description 1
- VHKXXVVRRDYCIK-UHFFFAOYSA-N Narasin Natural products CC1CC(C)C(C(CC)C(O)=O)OC1C(C)C(O)C(C)C(=O)C(CC)C1C(C)CC(C)C2(C=CC(O)C3(OC(C)(CC3)C3OC(C)C(O)(CC)CC3)O2)O1 VHKXXVVRRDYCIK-UHFFFAOYSA-N 0.000 description 1
- DDUHZTYCFQRHIY-UHFFFAOYSA-N Negwer: 6874 Natural products COC1=CC(=O)CC(C)C11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-UHFFFAOYSA-N 0.000 description 1
- 241000255932 Nematocera Species 0.000 description 1
- 229930193140 Neomycin Natural products 0.000 description 1
- RDXLYGJSWZYTFJ-UHFFFAOYSA-N Niridazole Chemical compound S1C([N+](=O)[O-])=CN=C1N1C(=O)NCC1 RDXLYGJSWZYTFJ-UHFFFAOYSA-N 0.000 description 1
- RMIXHJPMNBXMBU-QIIXEHPYSA-N Nonactin Chemical compound C[C@H]([C@H]1CC[C@H](O1)C[C@@H](OC(=O)[C@@H](C)[C@@H]1CC[C@@H](O1)C[C@@H](C)OC(=O)[C@H](C)[C@H]1CC[C@H](O1)C[C@H](C)OC(=O)[C@H]1C)C)C(=O)O[C@H](C)C[C@H]2CC[C@@H]1O2 RMIXHJPMNBXMBU-QIIXEHPYSA-N 0.000 description 1
- QMGVPVSNSZLJIA-UHFFFAOYSA-N Nux Vomica Natural products C1C2C3C4N(C=5C6=CC=CC=5)C(=O)CC3OCC=C2CN2C1C46CC2 QMGVPVSNSZLJIA-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 241000243981 Onchocerca Species 0.000 description 1
- 241000498869 Orchopeas leucopus Species 0.000 description 1
- 241000273340 Ornithonyssus Species 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241001480233 Paragonimus Species 0.000 description 1
- 241000935974 Paralichthys dentatus Species 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- 239000004107 Penicillin G sodium Substances 0.000 description 1
- 241000258972 Pentastomida Species 0.000 description 1
- 239000005921 Phosmet Substances 0.000 description 1
- RZKYEQDPDZUERB-UHFFFAOYSA-N Pindone Chemical compound C1=CC=C2C(=O)C(C(=O)C(C)(C)C)C(=O)C2=C1 RZKYEQDPDZUERB-UHFFFAOYSA-N 0.000 description 1
- 241001126178 Plagiorchiida Species 0.000 description 1
- 241000224016 Plasmodium Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 108010093965 Polymyxin B Proteins 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- LRJOMUJRLNCICJ-JZYPGELDSA-N Prednisolone acetate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O LRJOMUJRLNCICJ-JZYPGELDSA-N 0.000 description 1
- 241000258921 Pulicidae Species 0.000 description 1
- AQXXZDYPVDOQEE-MXDQRGINSA-N Pyrantel pamoate Chemical compound CN1CCCN=C1\C=C\C1=CC=CS1.C1=CC=C2C(CC=3C4=CC=CC=C4C=C(C=3O)C(=O)O)=C(O)C(C(O)=O)=CC2=C1 AQXXZDYPVDOQEE-MXDQRGINSA-N 0.000 description 1
- 241000700157 Rattus norvegicus Species 0.000 description 1
- 241000244200 Rhabditida Species 0.000 description 1
- 108010081391 Ristocetin Proteins 0.000 description 1
- 241000283984 Rodentia Species 0.000 description 1
- 101150101467 SPRN gene Proteins 0.000 description 1
- KQXDHUJYNAXLNZ-XQSDOZFQSA-N Salinomycin Chemical compound O1[C@@H]([C@@H](CC)C(O)=O)CC[C@H](C)[C@@H]1[C@@H](C)[C@H](O)[C@H](C)C(=O)[C@H](CC)[C@@H]1[C@@H](C)C[C@@H](C)[C@@]2(C=C[C@@H](O)[C@@]3(O[C@@](C)(CC3)[C@@H]3O[C@@H](C)[C@@](O)(CC)CC3)O2)O1 KQXDHUJYNAXLNZ-XQSDOZFQSA-N 0.000 description 1
- 239000004189 Salinomycin Substances 0.000 description 1
- 241001645405 Sarcoptiformes Species 0.000 description 1
- 241000447727 Scabies Species 0.000 description 1
- 241000242678 Schistosoma Species 0.000 description 1
- 241001442514 Schistosomatidae Species 0.000 description 1
- 241001047198 Scomberomorus semifasciatus Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000004187 Spiramycin Substances 0.000 description 1
- 241001655322 Streptomycetales Species 0.000 description 1
- 241000243788 Strongylida Species 0.000 description 1
- 229920006328 Styrofoam Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241001124066 Tachinidae Species 0.000 description 1
- NKNPHSJWQZXWIX-DCVDGXQQSA-N Tetranactin Chemical compound C[C@H]([C@H]1CC[C@H](O1)C[C@@H](OC(=O)[C@@H](C)[C@@H]1CC[C@@H](O1)C[C@@H](CC)OC(=O)[C@H](C)[C@H]1CC[C@H](O1)C[C@H](CC)OC(=O)[C@H]1C)CC)C(=O)O[C@H](CC)C[C@H]2CC[C@@H]1O2 NKNPHSJWQZXWIX-DCVDGXQQSA-N 0.000 description 1
- NKNPHSJWQZXWIX-UHFFFAOYSA-N Tetranactin Natural products CC1C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC2CCC1O2 NKNPHSJWQZXWIX-UHFFFAOYSA-N 0.000 description 1
- NSFFHOGKXHRQEW-UHFFFAOYSA-N Thiostrepton B Natural products N1C(=O)C(C)NC(=O)C(=C)NC(=O)C(C)NC(=O)C(C(C)CC)NC(C(C2=N3)O)C=CC2=C(C(C)O)C=C3C(=O)OC(C)C(C=2SC=C(N=2)C2N=3)NC(=O)C(N=4)=CSC=4C(C(C)(O)C(C)O)NC(=O)C(N=4)CSC=4C(=CC)NC(=O)C(C(C)O)NC(=O)C(N=4)=CSC=4C21CCC=3C1=NC(C(=O)NC(=C)C(=O)NC(=C)C(N)=O)=CS1 NSFFHOGKXHRQEW-UHFFFAOYSA-N 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 241000223996 Toxoplasma Species 0.000 description 1
- 241000869417 Trematodes Species 0.000 description 1
- 241001414833 Triatoma Species 0.000 description 1
- 241000243773 Trichinellida Species 0.000 description 1
- 241001502500 Trichomonadida Species 0.000 description 1
- 241001061558 Trichomonadidae Species 0.000 description 1
- 241000224526 Trichomonas Species 0.000 description 1
- 241000243793 Trichostrongyloidea Species 0.000 description 1
- 241001645411 Trombidiformes Species 0.000 description 1
- 241000223104 Trypanosoma Species 0.000 description 1
- 239000004182 Tylosin Substances 0.000 description 1
- 229930194936 Tylosin Natural products 0.000 description 1
- 241001609170 Urginea Species 0.000 description 1
- 108010067973 Valinomycin Proteins 0.000 description 1
- 108010059993 Vancomycin Proteins 0.000 description 1
- 239000004188 Virginiamycin Substances 0.000 description 1
- 108010080702 Virginiamycin Proteins 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006011 Zinc phosphide Substances 0.000 description 1
- VXSIXFKKSNGRRO-MXOVTSAMSA-N [(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate;[(1s)-2-methyl-4-oxo-3-[(2z)-penta-2,4-dienyl]cyclopent-2-en-1-yl] (1r,3r)-3-[(e)-3-methoxy-2-methyl-3-oxoprop-1-enyl Chemical class CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1.CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VXSIXFKKSNGRRO-MXOVTSAMSA-N 0.000 description 1
- SPXSEZMVRJLHQG-XMMPIXPASA-N [(2R)-1-[[4-[(3-phenylmethoxyphenoxy)methyl]phenyl]methyl]pyrrolidin-2-yl]methanol Chemical compound C(C1=CC=CC=C1)OC=1C=C(OCC2=CC=C(CN3[C@H](CCC3)CO)C=C2)C=CC=1 SPXSEZMVRJLHQG-XMMPIXPASA-N 0.000 description 1
- PSLUFJFHTBIXMW-WYEYVKMPSA-N [(3r,4ar,5s,6s,6as,10s,10ar,10bs)-3-ethenyl-10,10b-dihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-6-(2-pyridin-2-ylethylcarbamoyloxy)-5,6,6a,8,9,10-hexahydro-2h-benzo[f]chromen-5-yl] acetate Chemical compound O([C@@H]1[C@@H]([C@]2(O[C@](C)(CC(=O)[C@]2(O)[C@@]2(C)[C@@H](O)CCC(C)(C)[C@@H]21)C=C)C)OC(=O)C)C(=O)NCCC1=CC=CC=N1 PSLUFJFHTBIXMW-WYEYVKMPSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000000895 acaricidal effect Effects 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- ODFJOVXVLFUVNQ-UHFFFAOYSA-N acetarsol Chemical compound CC(=O)NC1=CC([As](O)(O)=O)=CC=C1O ODFJOVXVLFUVNQ-UHFFFAOYSA-N 0.000 description 1
- 229960002364 acetarsol Drugs 0.000 description 1
- 229960001138 acetylsalicylic acid Drugs 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- 238000005882 aldol condensation reaction Methods 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 description 1
- 229960004920 amoxicillin trihydrate Drugs 0.000 description 1
- APKFDSVGJQXUKY-INPOYWNPSA-N amphotericin B Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 APKFDSVGJQXUKY-INPOYWNPSA-N 0.000 description 1
- 229960003942 amphotericin b Drugs 0.000 description 1
- 229960000723 ampicillin Drugs 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229950002343 arprinocid Drugs 0.000 description 1
- YBQWEUNEYYXYOI-UHFFFAOYSA-N arsenamide Chemical compound NC(=O)C1=CC=C([As](SCC(O)=O)SCC(O)=O)C=C1 YBQWEUNEYYXYOI-UHFFFAOYSA-N 0.000 description 1
- 201000008680 babesiosis Diseases 0.000 description 1
- PERZMHJGZKHNGU-JGYWJTCASA-N bambermycin Chemical compound O([C@H]1[C@H](NC(C)=O)[C@@H](O)[C@@H]([C@H](O1)CO[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)O[C@@H]1O[C@@H]([C@H]([C@H](O)[C@H]1NC(C)=O)O[C@H]1[C@@H]([C@@H](O)[C@@H](O)[C@H](O1)C(=O)NC=1C(CCC=1O)=O)O)C)[C@H]1[C@@H](OP(O)(=O)OC[C@@H](OC\C=C(/C)CC\C=C\C(C)(C)CCC(=C)C\C=C(/C)CCC=C(C)C)C(O)=O)O[C@H](C(O)=O)[C@@](C)(O)[C@@H]1OC(N)=O PERZMHJGZKHNGU-JGYWJTCASA-N 0.000 description 1
- 229960000686 benzalkonium chloride Drugs 0.000 description 1
- GIJXKZJWITVLHI-PMOLBWCYSA-N benzatropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(C=1C=CC=CC=1)C1=CC=CC=C1 GIJXKZJWITVLHI-PMOLBWCYSA-N 0.000 description 1
- 229960001081 benzatropine Drugs 0.000 description 1
- 229960005274 benzocaine Drugs 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- PMPQCPQAHTXCDK-UHFFFAOYSA-M benzyl-dimethyl-(2-phenoxyethyl)azanium;3-carboxynaphthalen-2-olate Chemical compound C1=CC=C2C=C(C([O-])=O)C(O)=CC2=C1.C=1C=CC=CC=1C[N+](C)(C)CCOC1=CC=CC=C1 PMPQCPQAHTXCDK-UHFFFAOYSA-M 0.000 description 1
- AVWWVJUMXRXPNF-UHFFFAOYSA-N bephenium Chemical compound C=1C=CC=CC=1C[N+](C)(C)CCOC1=CC=CC=C1 AVWWVJUMXRXPNF-UHFFFAOYSA-N 0.000 description 1
- 229960000254 bephenium Drugs 0.000 description 1
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 1
- KULDXINYXFTXMO-UHFFFAOYSA-N bis(2-chloroethyl) (3-chloro-4-methyl-2-oxochromen-7-yl) phosphate Chemical compound C1=C(OP(=O)(OCCCl)OCCCl)C=CC2=C1OC(=O)C(Cl)=C2C KULDXINYXFTXMO-UHFFFAOYSA-N 0.000 description 1
- JAONZGLTYYUPCT-UHFFFAOYSA-K bismuth subgallate Chemical compound OC(=O)C1=CC(O)=C2O[Bi](O)OC2=C1 JAONZGLTYYUPCT-UHFFFAOYSA-K 0.000 description 1
- 229960000199 bismuth subgallate Drugs 0.000 description 1
- 229960001482 bismuth subnitrate Drugs 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 238000009395 breeding Methods 0.000 description 1
- 230000001488 breeding effect Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 235000012467 brownies Nutrition 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 229960000427 carbadox Drugs 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 229960005286 carbaryl Drugs 0.000 description 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 229940124587 cephalosporin Drugs 0.000 description 1
- 150000001780 cephalosporins Chemical class 0.000 description 1
- BGTFCAQCKWKTRL-YDEUACAXSA-N chembl1095986 Chemical compound C1[C@@H](N)[C@@H](O)[C@H](C)O[C@H]1O[C@@H]([C@H]1C(N[C@H](C2=CC(O)=CC(O[C@@H]3[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)=C2C=2C(O)=CC=C(C=2)[C@@H](NC(=O)[C@@H]2NC(=O)[C@@H]3C=4C=C(C(=C(O)C=4)C)OC=4C(O)=CC=C(C=4)[C@@H](N)C(=O)N[C@@H](C(=O)N3)[C@H](O)C=3C=CC(O4)=CC=3)C(=O)N1)C(O)=O)=O)C(C=C1)=CC=C1OC1=C(O[C@@H]3[C@H]([C@H](O)[C@@H](O)[C@H](CO[C@@H]5[C@H]([C@@H](O)[C@H](O)[C@@H](C)O5)O)O3)O[C@@H]3[C@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O[C@@H]3[C@H]([C@H](O)[C@@H](CO)O3)O)C4=CC2=C1 BGTFCAQCKWKTRL-YDEUACAXSA-N 0.000 description 1
- 230000001055 chewing effect Effects 0.000 description 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 description 1
- 229950009941 chloralose Drugs 0.000 description 1
- AWGTVRDHKJQFAX-UHFFFAOYSA-M chloro(phenyl)mercury Chemical compound Cl[Hg]C1=CC=CC=C1 AWGTVRDHKJQFAX-UHFFFAOYSA-M 0.000 description 1
- LFHISGNCFUNFFM-UHFFFAOYSA-N chloropicrin Chemical compound [O-][N+](=O)C(Cl)(Cl)Cl LFHISGNCFUNFFM-UHFFFAOYSA-N 0.000 description 1
- 229960003677 chloroquine Drugs 0.000 description 1
- WHTVZRBIWZFKQO-UHFFFAOYSA-N chloroquine Natural products ClC1=CC=C2C(NC(C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-UHFFFAOYSA-N 0.000 description 1
- CYDMQBQPVICBEU-UHFFFAOYSA-N chlorotetracycline Natural products C1=CC(Cl)=C2C(O)(C)C3CC4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-UHFFFAOYSA-N 0.000 description 1
- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
- CYDMQBQPVICBEU-XRNKAMNCSA-N chlortetracycline Chemical compound C1=CC(Cl)=C2[C@](O)(C)[C@H]3C[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O CYDMQBQPVICBEU-XRNKAMNCSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- VOGJJBHRUDVEFM-UHFFFAOYSA-N clodantoin Chemical compound CCCCC(CC)C1NC(=O)N(SC(Cl)(Cl)Cl)C1=O VOGJJBHRUDVEFM-UHFFFAOYSA-N 0.000 description 1
- 229960004208 clodantoin Drugs 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229940126142 compound 16 Drugs 0.000 description 1
- 229940125851 compound 27 Drugs 0.000 description 1
- 229940125877 compound 31 Drugs 0.000 description 1
- 229940127573 compound 38 Drugs 0.000 description 1
- 229940125844 compound 46 Drugs 0.000 description 1
- 229940127271 compound 49 Drugs 0.000 description 1
- FCFNRCROJUBPLU-UHFFFAOYSA-N compound M126 Natural products CC(C)C1NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC(=O)C(C(C)C)NC(=O)C(C)OC(=O)C(C(C)C)NC(=O)C(C(C)C)OC1=O FCFNRCROJUBPLU-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- HENZOLWOIZODCT-UHFFFAOYSA-N coumachlor Chemical compound OC=1OC2=CC=CC=C2C(=O)C=1C(CC(=O)C)C1=CC=C(Cl)C=C1 HENZOLWOIZODCT-UHFFFAOYSA-N 0.000 description 1
- DNTGGZPQPQTDQF-XBXARRHUSA-N crotamiton Chemical compound C/C=C/C(=O)N(CC)C1=CC=CC=C1C DNTGGZPQPQTDQF-XBXARRHUSA-N 0.000 description 1
- 229960003338 crotamiton Drugs 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 230000009034 developmental inhibition Effects 0.000 description 1
- OYSYBUXEAFXXMH-UHFFFAOYSA-N dialurate Chemical compound O[C-](C(NC(N1)=O)=O)C1=O OYSYBUXEAFXXMH-UHFFFAOYSA-N 0.000 description 1
- LDBTVAXGKYIFHO-UHFFFAOYSA-N diaveridine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=CN=C(N)N=C1N LDBTVAXGKYIFHO-UHFFFAOYSA-N 0.000 description 1
- 229950000246 diaveridine Drugs 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 229960003887 dichlorophen Drugs 0.000 description 1
- 229960001912 dicoumarol Drugs 0.000 description 1
- DOBMPNYZJYQDGZ-UHFFFAOYSA-N dicoumarol Chemical compound C1=CC=CC2=C1OC(=O)C(CC=1C(OC3=CC=CC=C3C=1O)=O)=C2O DOBMPNYZJYQDGZ-UHFFFAOYSA-N 0.000 description 1
- HIZKPJUTKKJDGA-UHFFFAOYSA-N dicumarol Natural products O=C1OC2=CC=CC=C2C(=O)C1CC1C(=O)C2=CC=CC=C2OC1=O HIZKPJUTKKJDGA-UHFFFAOYSA-N 0.000 description 1
- 235000015872 dietary supplement Nutrition 0.000 description 1
- JXSJBGJIGXNWCI-UHFFFAOYSA-N diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate Chemical compound CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC JXSJBGJIGXNWCI-UHFFFAOYSA-N 0.000 description 1
- 229960004837 diethylcarbamazine citrate Drugs 0.000 description 1
- 125000006333 difluoro benzoyl group Chemical group 0.000 description 1
- 229960000691 diiodohydroxyquinoline Drugs 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- IBXPYPUJPLLOIN-UHFFFAOYSA-N dimetridazole Chemical compound CC1=NC=C(N(=O)=O)N1C IBXPYPUJPLLOIN-UHFFFAOYSA-N 0.000 description 1
- 229960000946 dimetridazole Drugs 0.000 description 1
- 229950007851 dinsed Drugs 0.000 description 1
- MZNZKBJIWPGRID-UHFFFAOYSA-N diphenylphosphorylmethyl(diphenyl)phosphane Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)CP(C=1C=CC=CC=1)C1=CC=CC=C1 MZNZKBJIWPGRID-UHFFFAOYSA-N 0.000 description 1
- IITCWRFYJWUUPC-UHFFFAOYSA-N dipropyl pyridine-2,5-dicarboxylate Chemical compound CCCOC(=O)C1=CC=C(C(=O)OCCC)N=C1 IITCWRFYJWUUPC-UHFFFAOYSA-N 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229950007663 dithiazanine Drugs 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- CXPOFJRHCFPDRI-UHFFFAOYSA-N dodecylbenzene;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1 CXPOFJRHCFPDRI-UHFFFAOYSA-N 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- DFBKLUNHFCTMDC-GKRDHZSOSA-N endrin Chemical compound C([C@@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@@H]2[C@H]2[C@@H]1O2 DFBKLUNHFCTMDC-GKRDHZSOSA-N 0.000 description 1
- 229960004842 ephedrine sulfate Drugs 0.000 description 1
- 235000021321 essential mineral Nutrition 0.000 description 1
- 229940093501 ethopabate Drugs 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- XHNRDLWMONBFAU-UHFFFAOYSA-N ethyl 2-(4-bromo-2-phenylphenoxy)-5-[(2-chlorobenzoyl)carbamoylamino]benzoate Chemical compound C=1C=C(OC=2C(=CC(Br)=CC=2)C=2C=CC=CC=2)C(C(=O)OCC)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl XHNRDLWMONBFAU-UHFFFAOYSA-N 0.000 description 1
- PCWSZOVRNAPMCC-UHFFFAOYSA-N ethyl 4-[2-methoxy-4-[(2-nitrobenzoyl)carbamoylamino]phenoxy]-3-phenylbenzoate Chemical compound C=1C=CC=CC=1C1=CC(C(=O)OCC)=CC=C1OC(C(=C1)OC)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1[N+]([O-])=O PCWSZOVRNAPMCC-UHFFFAOYSA-N 0.000 description 1
- SFOAYNBNZFSQBF-UHFFFAOYSA-N ethyl 4-chloro-2-[cyano-(2,4-dichlorophenyl)methyl]-5-[(2,6-difluorobenzoyl)carbamoylamino]benzoate Chemical compound ClC=1C=C(C(C#N)C=2C(=CC(Cl)=CC=2)Cl)C(C(=O)OCC)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F SFOAYNBNZFSQBF-UHFFFAOYSA-N 0.000 description 1
- RSRHQRPZSHOGSB-UHFFFAOYSA-N ethyl 6-decoxy-7-ethoxy-4-hydroxy-1,4-dihydroquinoline-3-carboxylate Chemical compound OC1C(C(=O)OCC)=CNC2=C1C=C(OCCCCCCCCCC)C(OCC)=C2 RSRHQRPZSHOGSB-UHFFFAOYSA-N 0.000 description 1
- OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
- JISACBWYRJHSMG-UHFFFAOYSA-N famphur Chemical compound COP(=S)(OC)OC1=CC=C(S(=O)(=O)N(C)C)C=C1 JISACBWYRJHSMG-UHFFFAOYSA-N 0.000 description 1
- 208000006275 fascioliasis Diseases 0.000 description 1
- 230000002550 fecal effect Effects 0.000 description 1
- 229960005473 fenbendazole Drugs 0.000 description 1
- IRHZVMHXVHSMKB-UHFFFAOYSA-N fenbendazole Chemical compound [CH]1C2=NC(NC(=O)OC)=NC2=CC=C1SC1=CC=CC=C1 IRHZVMHXVHSMKB-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 235000019374 flavomycin Nutrition 0.000 description 1
- 238000005188 flotation Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 230000037406 food intake Effects 0.000 description 1
- 229960001625 furazolidone Drugs 0.000 description 1
- PLHJDBGFXBMTGZ-WEVVVXLNSA-N furazolidone Chemical compound O1C([N+](=O)[O-])=CC=C1\C=N\N1C(=O)OCC1 PLHJDBGFXBMTGZ-WEVVVXLNSA-N 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 229960002867 griseofulvin Drugs 0.000 description 1
- DDUHZTYCFQRHIY-RBHXEPJQSA-N griseofulvin Chemical compound COC1=CC(=O)C[C@@H](C)[C@@]11C(=O)C(C(OC)=CC(OC)=C2Cl)=C2O1 DDUHZTYCFQRHIY-RBHXEPJQSA-N 0.000 description 1
- JAXFJECJQZDFJS-XHEPKHHKSA-N gtpl8555 Chemical compound OC(=O)C[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@@H]1C(=O)N[C@H](B1O[C@@]2(C)[C@H]3C[C@H](C3(C)C)C[C@H]2O1)CCC1=CC=C(F)C=C1 JAXFJECJQZDFJS-XHEPKHHKSA-N 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- 229960003258 hexylresorcinol Drugs 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- LYZSIPLTVVBMHP-UHFFFAOYSA-N hydrogen sulfate;4-n-(4-imino-1,2-dimethylquinolin-7-yl)-1,6-dimethylpyrimidin-1-ium-2,4-diamine Chemical compound OS([O-])(=O)=O.C1=C2N(C)C(C)=CC(=N)C2=CC=C1NC1=CC(C)=[N+](C)C(N)=N1 LYZSIPLTVVBMHP-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229960001330 hydroxycarbamide Drugs 0.000 description 1
- 229940113484 imidocarb dipropionate Drugs 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000011221 initial treatment Methods 0.000 description 1
- 229940102213 injectable suspension Drugs 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- UXZFQZANDVDGMM-UHFFFAOYSA-N iodoquinol Chemical compound C1=CN=C2C(O)=C(I)C=C(I)C2=C1 UXZFQZANDVDGMM-UHFFFAOYSA-N 0.000 description 1
- 229950000107 ipronidazole Drugs 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229930014550 juvenile hormone Natural products 0.000 description 1
- 150000003633 juvenile hormone derivatives Chemical class 0.000 description 1
- 230000001418 larval effect Effects 0.000 description 1
- UWRBYRMOUPAKLM-UHFFFAOYSA-L lead arsenate Chemical compound [Pb+2].O[As]([O-])([O-])=O UWRBYRMOUPAKLM-UHFFFAOYSA-L 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 235000014666 liquid concentrate Nutrition 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229960000453 malathion Drugs 0.000 description 1
- 231100001225 mammalian toxicity Toxicity 0.000 description 1
- 229960003439 mebendazole Drugs 0.000 description 1
- BAXLBXFAUKGCDY-UHFFFAOYSA-N mebendazole Chemical compound [CH]1C2=NC(NC(=O)OC)=NC2=CC=C1C(=O)C1=CC=CC=C1 BAXLBXFAUKGCDY-UHFFFAOYSA-N 0.000 description 1
- UNEWAQHEMOSIPF-UHFFFAOYSA-N methanedithione;piperazine Chemical compound S=C=S.C1CNCCN1 UNEWAQHEMOSIPF-UHFFFAOYSA-N 0.000 description 1
- BXBHZLHTTHMUTG-UHFFFAOYSA-N methyl 1h-pyrrolo[3,2-b]pyridine-2-carboxylate Chemical compound C1=CC=C2NC(C(=O)OC)=CC2=N1 BXBHZLHTTHMUTG-UHFFFAOYSA-N 0.000 description 1
- YDCHPLOFQATIDS-UHFFFAOYSA-N methyl 2-bromoacetate Chemical compound COC(=O)CBr YDCHPLOFQATIDS-UHFFFAOYSA-N 0.000 description 1
- BPMVRAQIQQEBLN-OBPBNMOMSA-N methyl n-[(e)-(1-hydroxy-4-oxidoquinoxalin-4-ium-2-ylidene)methyl]iminocarbamate Chemical compound C1=CC=C2N(O)C(=C/N=NC(=O)OC)/C=[N+]([O-])C2=C1 BPMVRAQIQQEBLN-OBPBNMOMSA-N 0.000 description 1
- 229960000282 metronidazole Drugs 0.000 description 1
- VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 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
- 230000003278 mimic effect Effects 0.000 description 1
- 235000020786 mineral supplement Nutrition 0.000 description 1
- 229940029985 mineral supplement Drugs 0.000 description 1
- 201000002266 mite infestation Diseases 0.000 description 1
- 229950008095 mocimycin Drugs 0.000 description 1
- HMSYAPGFKGSXAJ-KNHRXMRASA-N mocimycin Natural products C([C@H]1O[C@H]([C@H]([C@H]1O)O)[C@H](C)[C@H](OC)C(C)=CC=CCNC(=O)[C@@H](CC)[C@]1(O)[C@@H]([C@H](O)C(C)(C)[C@H](C=CC=CC)O1)O)=CC=CC=C(C)C(=O)C1=C(O)NC=CC1=O HMSYAPGFKGSXAJ-KNHRXMRASA-N 0.000 description 1
- 235000013379 molasses Nutrition 0.000 description 1
- YPUPRVWRYDPGCW-GGOMOPATSA-N monactin Chemical compound C[C@H]([C@H]1CC[C@H](O1)C[C@@H](OC(=O)[C@@H](C)[C@@H]1CC[C@@H](O1)C[C@@H](C)OC(=O)[C@H](C)[C@H]1CC[C@H](O1)C[C@H](C)OC(=O)[C@H]1C)CC)C(=O)O[C@H](C)C[C@H]2CC[C@@H]1O2 YPUPRVWRYDPGCW-GGOMOPATSA-N 0.000 description 1
- 229960005358 monensin Drugs 0.000 description 1
- GAOZTHIDHYLHMS-KEOBGNEYSA-N monensin A Chemical compound C([C@@](O1)(C)[C@H]2CC[C@@](O2)(CC)[C@H]2[C@H](C[C@@H](O2)[C@@H]2[C@H](C[C@@H](C)[C@](O)(CO)O2)C)C)C[C@@]21C[C@H](O)[C@@H](C)[C@@H]([C@@H](C)[C@@H](OC)[C@H](C)C(O)=O)O2 GAOZTHIDHYLHMS-KEOBGNEYSA-N 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- QKBYYNYKWLBNSA-UHFFFAOYSA-N n-[(2,6-dichloropyridin-3-yl)carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=CC=C(Cl)N=C1Cl QKBYYNYKWLBNSA-UHFFFAOYSA-N 0.000 description 1
- KTDTXGGCYDYBIM-UHFFFAOYSA-N n-[(2-phenoxyphenyl)carbamoyl]benzamide Chemical class C=1C=CC=C(OC=2C=CC=CC=2)C=1NC(=O)NC(=O)C1=CC=CC=C1 KTDTXGGCYDYBIM-UHFFFAOYSA-N 0.000 description 1
- HSYLARVRBOYFNC-UHFFFAOYSA-N n-[(3,5-dichloro-4-hydroxyphenyl)carbamoyl]-2,6-difluorobenzamide Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F HSYLARVRBOYFNC-UHFFFAOYSA-N 0.000 description 1
- CRHDLTWBFVKWJW-UHFFFAOYSA-N n-[(5-bromo-1,3-benzoxazol-2-yl)carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=NC2=CC(Br)=CC=C2O1 CRHDLTWBFVKWJW-UHFFFAOYSA-N 0.000 description 1
- GPCOHGIMZBXBAX-UHFFFAOYSA-N n-[(5-bromopyridin-2-yl)carbamoyl]-2,6-dichlorobenzamide Chemical compound ClC1=CC=CC(Cl)=C1C(=O)NC(=O)NC1=CC=C(Br)C=N1 GPCOHGIMZBXBAX-UHFFFAOYSA-N 0.000 description 1
- MIDFDYRBNLSVFA-UHFFFAOYSA-N n-[(5-chloro-1,3-benzothiazol-2-yl)carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC1=NC2=CC(Cl)=CC=C2S1 MIDFDYRBNLSVFA-UHFFFAOYSA-N 0.000 description 1
- YGBMCLDVRUGXOV-UHFFFAOYSA-N n-[6-[6-chloro-5-[(4-fluorophenyl)sulfonylamino]pyridin-3-yl]-1,3-benzothiazol-2-yl]acetamide Chemical compound C1=C2SC(NC(=O)C)=NC2=CC=C1C(C=1)=CN=C(Cl)C=1NS(=O)(=O)C1=CC=C(F)C=C1 YGBMCLDVRUGXOV-UHFFFAOYSA-N 0.000 description 1
- DWIRLRJBIIDTCU-UHFFFAOYSA-N n-[[2,5-dichloro-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C(=C1)Cl)=CC(Cl)=C1OC1=NC=C(C(F)(F)F)C=C1Cl DWIRLRJBIIDTCU-UHFFFAOYSA-N 0.000 description 1
- SBUYTVCFBRWCLU-UHFFFAOYSA-N n-[[3,5-dichloro-4-(3,5-dimethylpyridin-2-yl)sulfanylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC1=CC(C)=CN=C1SC(C(=C1)Cl)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F SBUYTVCFBRWCLU-UHFFFAOYSA-N 0.000 description 1
- HZTMKJUPBKESSC-UHFFFAOYSA-N n-[[3,5-dichloro-4-(4-chloronaphthalen-1-yl)oxyphenyl]carbamothioyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=S)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(Cl)C2=CC=CC=C12 HZTMKJUPBKESSC-UHFFFAOYSA-N 0.000 description 1
- UQXPEZYJAJBVOS-UHFFFAOYSA-N n-[[3,5-dichloro-4-[4-(4-chlorobenzoyl)phenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(C(=O)C=2C=CC(Cl)=CC=2)C=C1 UQXPEZYJAJBVOS-UHFFFAOYSA-N 0.000 description 1
- QVQZNXXCEHBDJI-UHFFFAOYSA-N n-[[3,5-dichloro-4-[4-(4-chlorophenyl)sulfonyl-2-(trifluoromethyl)phenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(S(=O)(=O)C=2C=CC(Cl)=CC=2)C=C1C(F)(F)F QVQZNXXCEHBDJI-UHFFFAOYSA-N 0.000 description 1
- WVGHJMWVRAXKEJ-UHFFFAOYSA-N n-[[3,5-dichloro-4-[4-(4-chlorophenyl)sulfonylphenoxy]phenyl]carbamothioyl]benzamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C(C=C1)=CC=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=S)NC(=O)C1=CC=CC=C1 WVGHJMWVRAXKEJ-UHFFFAOYSA-N 0.000 description 1
- JARGUHCPZWVBFV-UHFFFAOYSA-N n-[[3,5-dichloro-4-[4-(trifluoromethyl)phenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=C(C(F)(F)F)C=C1 JARGUHCPZWVBFV-UHFFFAOYSA-N 0.000 description 1
- YMYHFNMTHDZMAP-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-(2-phenylphenoxy)phenyl]carbamothioyl]-2-fluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=S)NC(=O)C1=CC=CC=C1F YMYHFNMTHDZMAP-UHFFFAOYSA-N 0.000 description 1
- ORFLREPFKIVUBQ-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-(2-phenylphenoxy)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F ORFLREPFKIVUBQ-UHFFFAOYSA-N 0.000 description 1
- FAGJNOGQPBWOAG-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-(4-methyl-2-phenylphenoxy)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C=CC=CC=1C1=CC(C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F FAGJNOGQPBWOAG-UHFFFAOYSA-N 0.000 description 1
- GKJAFJWILMERMJ-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-(4-methyl-2-phenylphenoxy)phenyl]carbamoyl]-2-(trifluoromethoxy)benzamide Chemical compound C=1C=CC=CC=1C1=CC(C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=CC=CC=C1OC(F)(F)F GKJAFJWILMERMJ-UHFFFAOYSA-N 0.000 description 1
- WLXOMUNEXKPLTE-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-[4-(trifluoromethyl)phenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C=CC(=CC=2)C(F)(F)F)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F WLXOMUNEXKPLTE-UHFFFAOYSA-N 0.000 description 1
- KXECDJYTPKKBLF-UHFFFAOYSA-N n-[[3-chloro-2,5-dimethyl-4-[4-[4-(trifluoromethyl)phenoxy]phenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C=CC(OC=3C=CC(=CC=3)C(F)(F)F)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F KXECDJYTPKKBLF-UHFFFAOYSA-N 0.000 description 1
- FVDZWSJFORCNSQ-UHFFFAOYSA-N n-[[3-chloro-2,6-dimethyl-4-(2,4,5-trichlorophenoxy)phenyl]carbamoyl]-2-fluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)F)C(C)=CC=1OC1=CC(Cl)=C(Cl)C=C1Cl FVDZWSJFORCNSQ-UHFFFAOYSA-N 0.000 description 1
- ISGPSMYWIJYFKR-UHFFFAOYSA-N n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamothioyl]-2-fluorobenzamide Chemical compound ClC=1C(C)=C(NC(=S)NC(=O)C=2C(=CC=CC=2)F)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl ISGPSMYWIJYFKR-UHFFFAOYSA-N 0.000 description 1
- ZGSXLADEGWTDDW-UHFFFAOYSA-N n-[[3-chloro-4-(2,4-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl ZGSXLADEGWTDDW-UHFFFAOYSA-N 0.000 description 1
- JVHKCAVCWYOMPF-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloro-2-phenylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F JVHKCAVCWYOMPF-UHFFFAOYSA-N 0.000 description 1
- SBXXLQKGHIYPKK-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloro-2-phenylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2-methoxybenzamide Chemical compound COC1=CC=CC=C1C(=O)NC(=O)NC(C(=C1Cl)C)=CC(C)=C1OC1=CC=C(Cl)C=C1C1=CC=CC=C1 SBXXLQKGHIYPKK-UHFFFAOYSA-N 0.000 description 1
- HOZOOEFBYBZZKN-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloro-2-phenylphenoxy)-5-methoxyphenyl]carbamoyl]-2-fluorobenzamide Chemical compound C=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)C=2C=CC=CC=2)C(OC)=CC=1NC(=O)NC(=O)C1=CC=CC=C1F HOZOOEFBYBZZKN-UHFFFAOYSA-N 0.000 description 1
- XPJPKJCKJCIGKS-UHFFFAOYSA-N n-[[3-chloro-4-(4-chloronaphthalen-1-yl)oxy-2,5-dimethylphenyl]carbamothioyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=S)NC(=O)C1=C(F)C=CC=C1F XPJPKJCKJCIGKS-UHFFFAOYSA-N 0.000 description 1
- BAFBMHJYFAKBBT-UHFFFAOYSA-N n-[[3-chloro-4-(4-cyano-2-phenylphenoxy)-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(=CC=2)C#N)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F BAFBMHJYFAKBBT-UHFFFAOYSA-N 0.000 description 1
- FPUDCXCDKHUUCU-UHFFFAOYSA-N n-[[3-chloro-4-[(4-chloro-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]-5-methylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C(Cl)=C(OC=2C=3CCCCC=3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F FPUDCXCDKHUUCU-UHFFFAOYSA-N 0.000 description 1
- PXOPWZRXAVFTMM-UHFFFAOYSA-N n-[[3-chloro-4-[3-chloro-4-(2,4-dimethylphenoxy)phenoxy]-2,5-dimethylphenyl]carbamoyl]-2,6-dimethoxybenzamide Chemical compound COC1=CC=CC(OC)=C1C(=O)NC(=O)NC(C(=C1Cl)C)=CC(C)=C1OC(C=C1Cl)=CC=C1OC1=CC=C(C)C=C1C PXOPWZRXAVFTMM-UHFFFAOYSA-N 0.000 description 1
- WTFXHWUZCDJIGP-UHFFFAOYSA-N n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-2-methylphenoxy]-2,5-dimethylphenyl]carbamothioyl]-2,6-difluorobenzamide Chemical compound C=1C=C(OC=2C(=C(C)C(NC(=S)NC(=O)C=3C(=CC=CC=3F)F)=CC=2C)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl WTFXHWUZCDJIGP-UHFFFAOYSA-N 0.000 description 1
- ZYGUYZDQGMREKF-UHFFFAOYSA-N n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-2-methylphenoxy]-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C=C(OC=2C(=C(C)C(NC(=O)NC(=O)C=3C(=CC=CC=3F)F)=CC=2C)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Cl ZYGUYZDQGMREKF-UHFFFAOYSA-N 0.000 description 1
- DDKMEJOOVUJVNV-UHFFFAOYSA-N n-[[3-chloro-4-[4-(2,4-dichlorophenoxy)-3-propan-2-ylphenoxy]-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C=C(OC=2C(=CC(Cl)=CC=2)Cl)C(C(C)C)=CC=1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F DDKMEJOOVUJVNV-UHFFFAOYSA-N 0.000 description 1
- UZRNVSCDGJXHHY-UHFFFAOYSA-N n-[[3-chloro-4-[4-(2,4-dimethylphenoxy)-2-methylphenoxy]-2,5-dimethylphenyl]carbamoyl]-2,6-dimethoxybenzamide Chemical compound COC1=CC=CC(OC)=C1C(=O)NC(=O)NC(C(=C1Cl)C)=CC(C)=C1OC(C(=C1)C)=CC=C1OC1=CC=C(C)C=C1C UZRNVSCDGJXHHY-UHFFFAOYSA-N 0.000 description 1
- DJOKKJDKOAMNBY-UHFFFAOYSA-N n-[[3-chloro-4-[4-[2-chloro-4-(4-chlorophenyl)sulfinylphenyl]sulfonylphenoxy]phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CC=C1OC1=CC=C(S(=O)(=O)C=2C(=CC(=CC=2)S(=O)C=2C=CC(Cl)=CC=2)Cl)C=C1 DJOKKJDKOAMNBY-UHFFFAOYSA-N 0.000 description 1
- JXXDQZGTDGNPID-UHFFFAOYSA-N n-[[3-chloro-4-[4-[2-chloro-4-(trifluoromethyl)phenyl]sulfanylphenoxy]phenyl]carbamoyl]-2,6-dimethylbenzamide Chemical compound CC1=CC=CC(C)=C1C(=O)NC(=O)NC(C=C1Cl)=CC=C1OC(C=C1)=CC=C1SC1=CC=C(C(F)(F)F)C=C1Cl JXXDQZGTDGNPID-UHFFFAOYSA-N 0.000 description 1
- HNVZBVMSNAJDIL-UHFFFAOYSA-N n-[[3-chloro-5-methyl-4-(2-phenylphenoxy)phenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1C(Cl)=C(OC=2C(=CC=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F HNVZBVMSNAJDIL-UHFFFAOYSA-N 0.000 description 1
- ATFKRUDOIWSZOK-UHFFFAOYSA-N n-[[4-(1-benzothiophen-4-yloxy)-3,5-dichlorophenyl]carbamoyl]-2-chloro-6-fluorobenzamide Chemical compound FC1=CC=CC(Cl)=C1C(=O)NC(=O)NC(C=C1Cl)=CC(Cl)=C1OC1=CC=CC2=C1C=CS2 ATFKRUDOIWSZOK-UHFFFAOYSA-N 0.000 description 1
- MYLZWNGISWJVBO-UHFFFAOYSA-N n-[[4-(2,4-dichlorophenoxy)-2,3,5-trimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(C)=C(OC=2C(=CC(Cl)=CC=2)Cl)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F MYLZWNGISWJVBO-UHFFFAOYSA-N 0.000 description 1
- MKSUMZFIHLVUND-UHFFFAOYSA-N n-[[4-(2-bromo-4,5-dichlorophenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=C(Cl)C=2)Br)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl MKSUMZFIHLVUND-UHFFFAOYSA-N 0.000 description 1
- CJMWOLXEPQFNCA-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-2-chloro-3,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound ClC=1C(C)=C(OC=2C(=CC(Cl)=CC=2)Br)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F CJMWOLXEPQFNCA-UHFFFAOYSA-N 0.000 description 1
- REALOQYSTABSDK-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(Cl)=C(OC=2C(=CC(Cl)=CC=2)Br)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F REALOQYSTABSDK-UHFFFAOYSA-N 0.000 description 1
- YYCQCIROGSTBLX-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,6-dimethylphenyl]carbamothioyl]-2,6-difluorobenzamide Chemical compound ClC=1C(C)=C(NC(=S)NC(=O)C=2C(=CC=CC=2F)F)C(C)=CC=1OC1=CC=C(Cl)C=C1Br YYCQCIROGSTBLX-UHFFFAOYSA-N 0.000 description 1
- QBSJBUCRMPVAOY-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,6-dimethylphenyl]carbamoyl]-2,6-dichlorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2Cl)Cl)C(C)=CC=1OC1=CC=C(Cl)C=C1Br QBSJBUCRMPVAOY-UHFFFAOYSA-N 0.000 description 1
- IJJDZUXJLUCTAX-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,6-dimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(C)=CC=1OC1=CC=C(Cl)C=C1Br IJJDZUXJLUCTAX-UHFFFAOYSA-N 0.000 description 1
- LVRCDUPMKZZZSY-UHFFFAOYSA-N n-[[4-(2-bromo-4-chlorophenoxy)-3-chloro-2,6-dimethylphenyl]carbamoyl]-2-fluorobenzamide Chemical compound ClC=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)F)C(C)=CC=1OC1=CC=C(Cl)C=C1Br LVRCDUPMKZZZSY-UHFFFAOYSA-N 0.000 description 1
- HBJHVYVLNAESBD-UHFFFAOYSA-N n-[[4-(3-chloro-5-cyanopyridin-2-yl)sulfanylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1)=CC=C1SC1=NC=C(C#N)C=C1Cl HBJHVYVLNAESBD-UHFFFAOYSA-N 0.000 description 1
- ZNKLQMACAWLMLQ-UHFFFAOYSA-N n-[[4-(4-bromo-2,5-dichlorophenoxy)-2,6-dimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound C=1C(C)=C(NC(=O)NC(=O)C=2C(=CC=CC=2)Cl)C(C)=CC=1OC1=CC(Cl)=C(Br)C=C1Cl ZNKLQMACAWLMLQ-UHFFFAOYSA-N 0.000 description 1
- KYPVONGGGFBVFU-UHFFFAOYSA-N n-[[4-(4-bromo-2-phenylphenoxy)-3,5-dimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound C=1C(C)=C(OC=2C(=CC(Br)=CC=2)C=2C=CC=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=CC=CC=C1Cl KYPVONGGGFBVFU-UHFFFAOYSA-N 0.000 description 1
- HTASZYSAFOJIPP-UHFFFAOYSA-N n-[[4-(4-tert-butyl-2-methylphenoxy)-3,5-dichlorophenyl]carbamothioyl]-2-methylbenzamide Chemical compound CC1=CC(C(C)(C)C)=CC=C1OC(C(=C1)Cl)=C(Cl)C=C1NC(=S)NC(=O)C1=CC=CC=C1C HTASZYSAFOJIPP-UHFFFAOYSA-N 0.000 description 1
- IRYUVJZTUAKULI-UHFFFAOYSA-N n-[[4-(4-tert-butyl-2-methylphenoxy)-3-chloro-2,5-dimethylphenyl]carbamoyl]-2,6-dichlorobenzamide Chemical compound CC1=CC(C(C)(C)C)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl IRYUVJZTUAKULI-UHFFFAOYSA-N 0.000 description 1
- YNFGVPFQVZLPAL-UHFFFAOYSA-N n-[[4-[2-chloro-4-(trifluoromethyl)phenoxy]-2,3,5-trimethylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound CC=1C(C)=C(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F YNFGVPFQVZLPAL-UHFFFAOYSA-N 0.000 description 1
- PCKAGXZBILKFLW-UHFFFAOYSA-N n-[[4-[4-(2-tert-butyl-4-methylphenoxy)-3-chlorophenoxy]-3-chloro-2,5-dimethylphenyl]carbamoyl]-2,6-dichlorobenzamide Chemical compound CC(C)(C)C1=CC(C)=CC=C1OC(C(=C1)Cl)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl PCKAGXZBILKFLW-UHFFFAOYSA-N 0.000 description 1
- XAQGESVVUFROSA-UHFFFAOYSA-N n-[[4-[4-(2-tert-butyl-4-methylphenoxy)-3-chlorophenoxy]-3-chloro-2,5-dimethylphenyl]carbamoyl]-2-chlorobenzamide Chemical compound CC(C)(C)C1=CC(C)=CC=C1OC(C(=C1)Cl)=CC=C1OC(C(=C1C)Cl)=C(C)C=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAQGESVVUFROSA-UHFFFAOYSA-N 0.000 description 1
- FJBIHEAGVBCQTB-UHFFFAOYSA-N n-[[4-[tert-butyl(dimethyl)silyl]oxy-3,5-dichlorophenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound C1=C(Cl)C(O[Si](C)(C)C(C)(C)C)=C(Cl)C=C1NC(=O)NC(=O)C1=C(F)C=CC=C1F FJBIHEAGVBCQTB-UHFFFAOYSA-N 0.000 description 1
- IGLAZSVZXFETTI-UHFFFAOYSA-N n-[[5-bromo-6-[4-(4-chlorophenyl)sulfonylphenoxy]pyridin-3-yl]carbamoyl]-2,6-dichlorobenzamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C(C=C1)=CC=C1OC(C(=C1)Br)=NC=C1NC(=O)NC(=O)C1=C(Cl)C=CC=C1Cl IGLAZSVZXFETTI-UHFFFAOYSA-N 0.000 description 1
- AYNKSGUHYJJBPD-UHFFFAOYSA-N n-[[5-bromo-6-[4-(4-chlorophenyl)sulfonylphenoxy]pyridin-3-yl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Br)=CN=C1OC1=CC=C(S(=O)(=O)C=2C=CC(Cl)=CC=2)C=C1 AYNKSGUHYJJBPD-UHFFFAOYSA-N 0.000 description 1
- UTTRWQOWLOKLAJ-UHFFFAOYSA-N n-[[5-bromo-6-[4-(4-chlorophenyl)sulfonylphenoxy]pyridin-3-yl]carbamoyl]-2-chlorobenzamide Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C(C=C1)=CC=C1OC(C(=C1)Br)=NC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl UTTRWQOWLOKLAJ-UHFFFAOYSA-N 0.000 description 1
- UQHQBNYFBHRMLL-UHFFFAOYSA-N n-[[5-chloro-4-[4-(4-chlorophenyl)sulfonylphenoxy]-2-methylphenyl]carbamoyl]-2,6-difluorobenzamide Chemical compound ClC=1C=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(C)=CC=1OC(C=C1)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 UQHQBNYFBHRMLL-UHFFFAOYSA-N 0.000 description 1
- WFZMBJPXDXYYRB-UHFFFAOYSA-N n-[[5-chloro-6-(4-chloronaphthalen-1-yl)oxypyridin-3-yl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CN=C1OC1=CC=C(Cl)C2=CC=CC=C12 WFZMBJPXDXYYRB-UHFFFAOYSA-N 0.000 description 1
- ZPIIMWFZQQHXHD-UHFFFAOYSA-N n-[[5-chloro-6-[(4-chloro-5,6,7,8-tetrahydronaphthalen-1-yl)oxy]pyridin-3-yl]carbamoyl]-2,6-difluorobenzamide Chemical compound FC1=CC=CC(F)=C1C(=O)NC(=O)NC(C=C1Cl)=CN=C1OC1=CC=C(Cl)C2=C1CCCC2 ZPIIMWFZQQHXHD-UHFFFAOYSA-N 0.000 description 1
- RFEGFOHLIOKBLJ-UHFFFAOYSA-N n-[[6-(4-chloronaphthalen-1-yl)oxy-5-methylpyridin-3-yl]carbamoyl]-2,6-difluorobenzamide Chemical compound C=1N=C(OC=2C3=CC=CC=C3C(Cl)=CC=2)C(C)=CC=1NC(=O)NC(=O)C1=C(F)C=CC=C1F RFEGFOHLIOKBLJ-UHFFFAOYSA-N 0.000 description 1
- HKIMTPVKYURFCN-UHFFFAOYSA-N n-carbamothioyl-3-chloro-n-[3,5-dichloro-4-(3,5-dimethylpyridin-2-yl)sulfanylphenyl]benzamide Chemical compound CC1=CC(C)=CN=C1SC1=C(Cl)C=C(N(C(N)=S)C(=O)C=2C=C(Cl)C=CC=2)C=C1Cl HKIMTPVKYURFCN-UHFFFAOYSA-N 0.000 description 1
- UGLPZZZYSRHEJD-UHFFFAOYSA-N n-carbamoyl-3,5-dichlorobenzamide Chemical compound NC(=O)NC(=O)C1=CC(Cl)=CC(Cl)=C1 UGLPZZZYSRHEJD-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical class C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 229960001851 narasin Drugs 0.000 description 1
- 229960004927 neomycin Drugs 0.000 description 1
- 229960005130 niridazole Drugs 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 235000020939 nutritional additive Nutrition 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- PIDFDZJZLOTZTM-KHVQSSSXSA-N ombitasvir Chemical compound COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC1=CC=C([C@H]2N([C@@H](CC2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)OC)C(C)C)=CC=2)C=2C=CC(=CC=2)C(C)(C)C)C=C1 PIDFDZJZLOTZTM-KHVQSSSXSA-N 0.000 description 1
- 230000017448 oviposition Effects 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- BEZZFPOZAYTVHN-UHFFFAOYSA-N oxfendazole Chemical compound C=1C=C2NC(NC(=O)OC)=NC2=CC=1S(=O)C1=CC=CC=C1 BEZZFPOZAYTVHN-UHFFFAOYSA-N 0.000 description 1
- 229960004454 oxfendazole Drugs 0.000 description 1
- 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
- QTQWMSOQOSJFBV-UHFFFAOYSA-N pamaquine Chemical compound C1=CN=C2C(NC(C)CCCN(CC)CC)=CC(OC)=CC2=C1 QTQWMSOQOSJFBV-UHFFFAOYSA-N 0.000 description 1
- 229950000466 pamaquine Drugs 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000036281 parasite infection Effects 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 235000019369 penicillin G sodium Nutrition 0.000 description 1
- 229940056360 penicillin g Drugs 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 229960003733 phenylephrine hydrochloride Drugs 0.000 description 1
- OCYSGIYOVXAGKQ-FVGYRXGTSA-N phenylephrine hydrochloride Chemical compound [H+].[Cl-].CNC[C@H](O)C1=CC=CC(O)=C1 OCYSGIYOVXAGKQ-FVGYRXGTSA-N 0.000 description 1
- PDTFCHSETJBPTR-UHFFFAOYSA-N phenylmercuric nitrate Chemical compound [O-][N+](=O)O[Hg]C1=CC=CC=C1 PDTFCHSETJBPTR-UHFFFAOYSA-N 0.000 description 1
- LMNZTLDVJIUSHT-UHFFFAOYSA-N phosmet Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OC)OC)C(=O)C2=C1 LMNZTLDVJIUSHT-UHFFFAOYSA-N 0.000 description 1
- HOKBIQDJCNTWST-UHFFFAOYSA-N phosphanylidenezinc;zinc Chemical compound [Zn].[Zn]=P.[Zn]=P HOKBIQDJCNTWST-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229960003506 piperazine hexahydrate Drugs 0.000 description 1
- 229960001954 piperazine phosphate Drugs 0.000 description 1
- AVRVZRUEXIEGMP-UHFFFAOYSA-N piperazine;hexahydrate Chemical compound O.O.O.O.O.O.C1CNCCN1 AVRVZRUEXIEGMP-UHFFFAOYSA-N 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 239000011120 plywood Substances 0.000 description 1
- 229960003548 polymyxin b sulfate Drugs 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 150000004804 polysaccharides Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 229960002800 prednisolone acetate Drugs 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 230000004685 pupal development Effects 0.000 description 1
- 229960005134 pyrantel Drugs 0.000 description 1
- YSAUAVHXTIETRK-AATRIKPKSA-N pyrantel Chemical compound CN1CCCN=C1\C=C\C1=CC=CS1 YSAUAVHXTIETRK-AATRIKPKSA-N 0.000 description 1
- 229960000996 pyrantel pamoate Drugs 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- 229940070846 pyrethrins Drugs 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 description 1
- 235000021067 refined food Nutrition 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 229950004257 ristocetin Drugs 0.000 description 1
- 229960004591 robenidine Drugs 0.000 description 1
- PQFRTXSWDXZRRS-UHFFFAOYSA-N ronidazole Chemical compound CN1C(COC(N)=O)=NC=C1[N+]([O-])=O PQFRTXSWDXZRRS-UHFFFAOYSA-N 0.000 description 1
- 229960001505 ronidazole Drugs 0.000 description 1
- XMVJITFPVVRMHC-UHFFFAOYSA-N roxarsone Chemical compound OC1=CC=C([As](O)(O)=O)C=C1[N+]([O-])=O XMVJITFPVVRMHC-UHFFFAOYSA-N 0.000 description 1
- 229960003052 roxarsone Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229960001548 salinomycin Drugs 0.000 description 1
- 235000019378 salinomycin Nutrition 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- WXUQBKOBXREBBX-UHFFFAOYSA-N sodium;(4-aminophenyl)sulfonyl-quinoxalin-2-ylazanide Chemical compound [Na+].C1=CC(N)=CC=C1S(=O)(=O)[N-]C1=CN=C(C=CC=C2)C2=N1 WXUQBKOBXREBBX-UHFFFAOYSA-N 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 235000019372 spiramycin Nutrition 0.000 description 1
- 229960001294 spiramycin Drugs 0.000 description 1
- 229930191512 spiramycin Natural products 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000008261 styrofoam Substances 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- IHCDKJZZFOUARO-UHFFFAOYSA-M sulfacetamide sodium Chemical compound O.[Na+].CC(=O)[N-]S(=O)(=O)C1=CC=C(N)C=C1 IHCDKJZZFOUARO-UHFFFAOYSA-M 0.000 description 1
- 229960002135 sulfadimidine Drugs 0.000 description 1
- 229950004215 sulfanitran Drugs 0.000 description 1
- 229960003264 sulfaquinoxaline sodium Drugs 0.000 description 1
- FIAFUQMPZJWCLV-UHFFFAOYSA-N suramin Chemical compound OS(=O)(=O)C1=CC(S(O)(=O)=O)=C2C(NC(=O)C3=CC=C(C(=C3)NC(=O)C=3C=C(NC(=O)NC=4C=C(C=CC=4)C(=O)NC=4C(=CC=C(C=4)C(=O)NC=4C5=C(C=C(C=C5C(=CC=4)S(O)(=O)=O)S(O)(=O)=O)S(O)(=O)=O)C)C=CC=3)C)=CC=C(S(O)(=O)=O)C2=C1 FIAFUQMPZJWCLV-UHFFFAOYSA-N 0.000 description 1
- 229960005314 suramin Drugs 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004557 technical material Substances 0.000 description 1
- CLZWAWBPWVRRGI-UHFFFAOYSA-N tert-butyl 2-[2-[2-[2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-5-bromophenoxy]ethoxy]-4-methyl-n-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]anilino]acetate Chemical compound CC1=CC=C(N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)C(OCCOC=2C(=CC=C(Br)C=2)N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)=C1 CLZWAWBPWVRRGI-UHFFFAOYSA-N 0.000 description 1
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- YTQVHRVITVLIRD-UHFFFAOYSA-L thallium sulfate Chemical compound [Tl+].[Tl+].[O-]S([O-])(=O)=O YTQVHRVITVLIRD-UHFFFAOYSA-L 0.000 description 1
- 229940119523 thallium sulfate Drugs 0.000 description 1
- 229910000374 thallium(I) sulfate Inorganic materials 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
- 229940063214 thiostrepton Drugs 0.000 description 1
- NSFFHOGKXHRQEW-AIHSUZKVSA-N thiostrepton Chemical compound C([C@]12C=3SC=C(N=3)C(=O)N[C@H](C(=O)NC(/C=3SC[C@@H](N=3)C(=O)N[C@H](C=3SC=C(N=3)C(=O)N[C@H](C=3SC=C(N=3)[C@H]1N=1)[C@@H](C)OC(=O)C3=CC(=C4C=C[C@H]([C@@H](C4=N3)O)N[C@H](C(N[C@@H](C)C(=O)NC(=C)C(=O)N[C@@H](C)C(=O)N2)=O)[C@@H](C)CC)[C@H](C)O)[C@](C)(O)[C@@H](C)O)=C\C)[C@@H](C)O)CC=1C1=NC(C(=O)NC(=C)C(=O)NC(=C)C(N)=O)=CS1 NSFFHOGKXHRQEW-AIHSUZKVSA-N 0.000 description 1
- 229930188070 thiostrepton Natural products 0.000 description 1
- NSFFHOGKXHRQEW-OFMUQYBVSA-N thiostrepton A Natural products CC[C@H](C)[C@@H]1N[C@@H]2C=Cc3c(cc(nc3[C@H]2O)C(=O)O[C@H](C)[C@@H]4NC(=O)c5csc(n5)[C@@H](NC(=O)[C@H]6CSC(=N6)C(=CC)NC(=O)[C@@H](NC(=O)c7csc(n7)[C@]8(CCC(=N[C@@H]8c9csc4n9)c%10nc(cs%10)C(=O)NC(=C)C(=O)NC(=C)C(=O)N)NC(=O)[C@H](C)NC(=O)C(=C)NC(=O)[C@H](C)NC1=O)[C@@H](C)O)[C@](C)(O)[C@@H](C)O)[C@H](C)O NSFFHOGKXHRQEW-OFMUQYBVSA-N 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- FUSNMLFNXJSCDI-UHFFFAOYSA-N tolnaftate Chemical compound C=1C=C2C=CC=CC2=CC=1OC(=S)N(C)C1=CC=CC(C)=C1 FUSNMLFNXJSCDI-UHFFFAOYSA-N 0.000 description 1
- 229960004880 tolnaftate Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 239000012049 topical pharmaceutical composition Substances 0.000 description 1
- 229960002117 triamcinolone acetonide Drugs 0.000 description 1
- YNDXUCZADRHECN-JNQJZLCISA-N triamcinolone acetonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O YNDXUCZADRHECN-JNQJZLCISA-N 0.000 description 1
- DFQMKYUSAALDDY-MQEBUAKTSA-N trinactin Chemical compound C[C@@H]([C@@H]1CC[C@@H](O1)C[C@H](OC(=O)[C@H](C)[C@H]1CC[C@H](O1)C[C@H](CC)OC(=O)[C@@H](C)[C@@H]1CC[C@@H](O1)C[C@@H](CC)OC(=O)[C@@H]1C)CC)C(=O)O[C@@H](C)C[C@@H]2CC[C@H]1O2 DFQMKYUSAALDDY-MQEBUAKTSA-N 0.000 description 1
- DFQMKYUSAALDDY-UHFFFAOYSA-N trinactin Natural products CC1C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(CC)CC(O2)CCC2C(C)C(=O)OC(C)CC2CCC1O2 DFQMKYUSAALDDY-UHFFFAOYSA-N 0.000 description 1
- 229960004059 tylosin Drugs 0.000 description 1
- WBPYTXDJUQJLPQ-VMXQISHHSA-N tylosin Chemical compound O([C@@H]1[C@@H](C)O[C@H]([C@@H]([C@H]1N(C)C)O)O[C@@H]1[C@@H](C)[C@H](O)CC(=O)O[C@@H]([C@H](/C=C(\C)/C=C/C(=O)[C@H](C)C[C@@H]1CC=O)CO[C@H]1[C@@H]([C@H](OC)[C@H](O)[C@@H](C)O1)OC)CC)[C@H]1C[C@@](C)(O)[C@@H](O)[C@H](C)O1 WBPYTXDJUQJLPQ-VMXQISHHSA-N 0.000 description 1
- 235000019375 tylosin Nutrition 0.000 description 1
- FCFNRCROJUBPLU-DNDCDFAISA-N valinomycin Chemical compound CC(C)[C@@H]1NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC(=O)[C@H](C(C)C)NC(=O)[C@H](C)OC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)OC1=O FCFNRCROJUBPLU-DNDCDFAISA-N 0.000 description 1
- 229960003165 vancomycin Drugs 0.000 description 1
- MYPYJXKWCTUITO-UHFFFAOYSA-N vancomycin Natural products O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 MYPYJXKWCTUITO-UHFFFAOYSA-N 0.000 description 1
- MYPYJXKWCTUITO-LYRMYLQWSA-O vancomycin(1+) Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C([O-])=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)[NH2+]C)[C@H]1C[C@](C)([NH3+])[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-O 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000019373 virginiamycin Nutrition 0.000 description 1
- 229960003842 virginiamycin Drugs 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 235000019195 vitamin supplement Nutrition 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- ZULTYUIALNTCSA-UHFFFAOYSA-N zinc hydride Chemical compound [ZnH2] ZULTYUIALNTCSA-UHFFFAOYSA-N 0.000 description 1
- 229910000051 zinc hydride Inorganic materials 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
- C07D213/643—2-Phenoxypyridines; Derivatives thereof
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/46—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylureas
- C07C275/48—Y being a hydrogen or a carbon atom
- C07C275/54—Y being a carbon atom of a six-membered aromatic ring, e.g. benzoylureas
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
- C07D271/07—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
-
- 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
- C07D285/135—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/86—Benzo [b] furans; Hydrogenated benzo [b] furans with an oxygen atom directly attached in position 7
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/28—Radicals substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Medicines Containing Plant Substances (AREA)
- Distillation Of Fermentation Liquor, Processing Of Alcohols, Vinegar And Beer (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68724984A | 1984-12-28 | 1984-12-28 | |
US72358885A | 1985-04-15 | 1985-04-15 | |
US06/804,638 US5135953A (en) | 1984-12-28 | 1985-12-09 | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
PCT/US1985/002545 WO1986003941A1 (en) | 1984-12-28 | 1985-12-27 | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
Publications (2)
Publication Number | Publication Date |
---|---|
NO863463D0 NO863463D0 (no) | 1986-08-28 |
NO863463L true NO863463L (no) | 1986-10-27 |
Family
ID=27418481
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO863463A NO863463L (no) | 1984-12-28 | 1986-08-28 | Anvendelse av acylurea-forbindelser for aa kontrollere endoparasitter og ectoparasitter hos varmblodige dyr. |
Country Status (17)
Country | Link |
---|---|
US (4) | US5135953A (da) |
EP (1) | EP0211004A1 (da) |
JP (1) | JPS62501418A (da) |
KR (1) | KR870700003A (da) |
CN (1) | CN85109721A (da) |
AU (1) | AU599313B2 (da) |
BR (1) | BR8507149A (da) |
DK (1) | DK408286A (da) |
FI (1) | FI863490A (da) |
GR (1) | GR853141B (da) |
HU (1) | HUT43033A (da) |
NO (1) | NO863463L (da) |
NZ (2) | NZ214755A (da) |
OA (1) | OA08537A (da) |
PL (1) | PL257207A1 (da) |
PT (1) | PT81768B (da) |
WO (1) | WO1986003941A1 (da) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5135953A (en) * | 1984-12-28 | 1992-08-04 | Ciba-Geigy | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
EP0220840A3 (en) * | 1985-09-30 | 1988-03-23 | Rhone-Poulenc Nederland B.V. | Pesticidal 1-(4-aryloxyphenyl)-3-benzoyl urea compounds, processes for their preparation, and pesticidal compositions and methods of controlling pests employing said compounds |
EP0230400A3 (de) * | 1986-01-21 | 1990-02-14 | Ciba-Geigy Ag | N-3-(5-Trifluormethyl-pyridyl-2-oxy)-phenyl-N'-benzoylharnstoffe zur Bekämpfung von Helminthen an Nutztieren |
US4950678A (en) * | 1986-03-18 | 1990-08-21 | Sandoz Ltd. | Substituted N-(heterocyclic-substituted phenyl)-N'-benzylureas |
NZ221262A (en) * | 1986-08-06 | 1990-08-28 | Ciba Geigy Ag | Preventing the reinfestation of dogs and cats by fleas by administering to the host a flea growth inhibiting substance orally, parenterally or by implant |
US4871753A (en) * | 1986-12-12 | 1989-10-03 | Ciba-Geigy Corporation | 3-Phenyl-5-trifluoromethyl-1,2,4-oxadiazole compounds which are useful pesticides |
AU602060B2 (en) * | 1987-04-03 | 1990-09-27 | Sumitomo Chemical Company, Limited | A benzoylurea derivative and its production and use, and aniline intermediates therefor |
DE3810378A1 (de) * | 1988-03-26 | 1989-10-05 | Hoechst Ag | Schaedlingsbekaempfungsmittel |
GB8829817D0 (en) * | 1988-12-21 | 1989-02-15 | Shell Int Research | Benzamide compounds,their preparation and their use as pesticides |
US5177110A (en) * | 1989-10-27 | 1993-01-05 | Ciba-Geigy Corporation | Injectable parasiticidal composition |
AU631259B2 (en) * | 1989-12-18 | 1992-11-19 | Ciba-Geigy Ag | Formulations of benzoylphenyl ureas for combating ectoparasites |
US5371239A (en) * | 1989-12-22 | 1994-12-06 | American Cyanamid Company | Methods and compositions for protecting animals against attack and infestation by helminth, acarid and arthropod endo- and ectoparasites |
AU1243292A (en) * | 1991-01-22 | 1992-08-27 | E.I. Du Pont De Nemours And Company | A benzoylurea-containing composition for parasite control in animals |
US5439924A (en) * | 1991-12-23 | 1995-08-08 | Virbac, Inc. | Systemic control of parasites |
FR2686341B1 (fr) * | 1992-01-22 | 1995-05-12 | Poudres & Explosifs Ste Nale | N-pyridylcarbonyl-n'-phenylurees, procedes pour leur preparation et leur utilisation comme pesticides. |
GB9302107D0 (en) * | 1993-02-03 | 1993-03-24 | Univ Court Of The University O | Benzimidazole compositions |
ES2158292T3 (es) * | 1995-02-24 | 2001-09-01 | Novartis Ag | Composicion para controlar parasitos. |
US5837734A (en) * | 1996-05-01 | 1998-11-17 | Novartis Corporation | Method for the treatment of coccidioidomycosis in warm-blooded animals |
IT1290845B1 (it) * | 1996-12-12 | 1998-12-14 | Isagro Spa | Composizioni per il controllo sistemico di parassiti di animali a sangue caldo |
WO1998039972A1 (en) * | 1997-03-11 | 1998-09-17 | Rhone-Poulenc Agro | Pesticidal combination |
AU8356998A (en) * | 1997-07-25 | 1999-02-16 | Ishihara Sangyo Kaisha Ltd. | Amorphous benzoylurea and vermicides for warm-blooded animals containing the same as the active ingredient |
US6057355A (en) * | 1997-08-05 | 2000-05-02 | Rhone-Poulenc Inc. | Pesticidal combination |
US20030008369A1 (en) * | 1999-03-03 | 2003-01-09 | Board Of Regents, The University Of Texas System | Genetic and epigenetic manipulation of ABC transporters and ecto-phosphatases |
US6538031B1 (en) | 1999-11-25 | 2003-03-25 | Novartis Animal Health Us, Inc. | Method of controlling sea lice infestation in fish |
WO2002020726A2 (en) * | 2000-09-08 | 2002-03-14 | Board Of Regents, The University Of Texas System | Method for increasing the effectiveness of antiinfective agents |
DE10139721A1 (de) * | 2001-08-13 | 2003-02-27 | Bayer Cropscience Ag | Oxadiazolyl- u. Thiadiazolyl-benzoylharnstoffe |
US6429231B1 (en) * | 2001-09-24 | 2002-08-06 | Bradley Pharmaceuticals, Inc. | Compositions containing antimicrobials and urea for the treatment of dermatological disorders and methods for their use |
US6866862B2 (en) * | 2001-10-05 | 2005-03-15 | Rubicon Scientific | Animal feeds including heartworm-prevention drugs |
JP2006508957A (ja) * | 2002-11-14 | 2006-03-16 | ノバルティス アクチエンゲゼルシャフト | 害虫を防除するための組合せ生成物 |
CA2506415A1 (en) | 2002-11-19 | 2004-06-03 | Achillion Pharmaceuticals, Inc. | Substituted aryl thioureas and releated compounds; inhibitors of viral replication |
US8519008B2 (en) | 2003-01-22 | 2013-08-27 | Purina Animal Nutrition Llc | Method and composition for improving the health of young monogastric mammals |
BRPI0509673A (pt) * | 2004-04-07 | 2007-10-09 | Intervet Int Bv | composição para o tratamento de parasitas, forma de dosagem farmacêutica, método para tratar um organismo, e, processos para introduzir pelo menos um aditivo em um organismo, para fabricar uma composição, para liberar um aditivo em um organismo, e, para conformar um produto macio mastigável |
WO2007066496A1 (en) * | 2005-12-07 | 2007-06-14 | Sumitomo Chemical Company, Limited | Benzoylurea compound and use thereof |
CL2009001345A1 (es) * | 2008-06-04 | 2010-06-11 | Astrazeneca Ab | Compuestos derivados de 1-piridin-2-il-urea y 1-pirimidin-2-il-urea sustituidos, inhibidores de adn girasa y topoisomerasa iv; composicion farmaceutica; y su uso en tratamiento de infecciones bacterianas como neumonia adquirida intrahospitalariamente, infecciones a la piel, bronquitis, sinusitis, entre otras enfermedades. |
WO2010151797A2 (en) * | 2009-06-26 | 2010-12-29 | University Of Massachusetts | Compounds for modulating rna binding proteins and uses therefor |
CN103044489B (zh) * | 2012-12-17 | 2015-08-12 | 浙江荣耀生物科技有限公司 | 一种3-硝基-4-羟基苯胂酸的合成方法 |
Family Cites Families (95)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3933908A (en) * | 1970-05-15 | 1976-01-20 | U.S. Philips Corporation | Substituted benzoyl ureas |
US4166124A (en) * | 1970-05-15 | 1979-08-28 | U.S. Philips Corporation | Insecticidal 2,6-dihalobenzoyl urea derivatives |
US3989842A (en) * | 1970-05-15 | 1976-11-02 | U.S. Philips Corporation | Certain substituted benzoyl urea insecticides |
US4013717A (en) * | 1970-05-15 | 1977-03-22 | U.S. Philips Corporation | Benzoyl phenyl urea derivatives having insecticidal activities |
NL160809C (nl) * | 1970-05-15 | 1979-12-17 | Duphar Int Res | Werkwijze ter bereiding van benzoylureumverbindingen, alsmede werkwijze ter bereiding van insekticide prepara- ten op basis van benzoylureumverbindingen. |
DE2438747C2 (de) * | 1974-08-13 | 1982-10-14 | Bayer Ag, 5090 Leverkusen | Benzoylureido-diphenyläther, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide |
EG11837A (en) * | 1974-09-19 | 1977-12-31 | Lilly Co Eli | Novel 1-(substituted benzoyl)-3-(substituted pyrazinyl ureas used as insecticides |
DE2504983C2 (de) * | 1975-02-06 | 1982-10-21 | Bayer Ag, 5090 Leverkusen | Benzoylureido-nitro-diphenyläther, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide |
GB1460419A (en) * | 1975-02-06 | 1977-01-06 | Bayer Ag | Benzoylureido-diphenyl ethers and their use as insecticides |
US4123449A (en) * | 1975-02-06 | 1978-10-31 | Bayer Aktiengesellschaft | 4-Nitro-4-isocyanato- or amino-diphenyl ethers |
DE2531279C2 (de) * | 1975-07-12 | 1983-07-14 | Bayer Ag, 5090 Leverkusen | N-(3-Trifluormethyl-4-halogen-phenyl)- N'-benzoyl-harnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide |
DE2531202C2 (de) * | 1975-07-12 | 1982-12-09 | Bayer Ag, 5090 Leverkusen | 2',4-Dichlor-4'-benzoylureido- diphenyläther, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide |
DE2531743C2 (de) * | 1975-07-16 | 1982-12-09 | Bayer Ag, 5090 Leverkusen | 2',3,6'-Trichlor-4-cyano-4'-benzoylureido- diphenyläther, Verfahren zu ihrer Herstellung und ihre Verwenung als Insektizide |
DE2601780B2 (de) * | 1976-01-20 | 1979-07-26 | Bayer Ag, 5090 Leverkusen | N-Phenyl-N'-benzoylharnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide |
TR19459A (tr) * | 1976-08-25 | 1979-05-01 | Bayer Ag | Suebstitueye benzoliuereidodifenil eterleri,bunlarin hazirlanisi icin usuller ve bunlarin ensektisidler olarak kullanilmalari |
US4173637A (en) * | 1976-10-29 | 1979-11-06 | Ishihara Sangyo Kaisha Ltd. | N-Benzoyl-N'-pyridyloxy phenyl urea and insecticidal compositions thereof |
US4086975A (en) * | 1976-11-30 | 1978-05-02 | Steiger Tractor Inc. | Articulated tractor with multiple power plants |
US4160834A (en) * | 1977-03-09 | 1979-07-10 | Eli Lilly And Company | 1-(Substituted benzoyl)-3-(substituted pyrazinyl)ureas |
JPS53124265A (en) * | 1977-04-06 | 1978-10-30 | Nippon Tokushu Noyaku Seizo Kk | Urea or thiourea type compounds, their preparation and insecticides contaning the same as active agent |
US4089975A (en) * | 1977-05-13 | 1978-05-16 | The Dow Chemical Company | Method of controlling manure-breeding insects |
US4148902A (en) * | 1977-05-13 | 1979-04-10 | The Dow Chemical Company | N-[(optionally substituted phenylamino)carbonyl] pyridine carboxamides and insecticidal use thereof |
US4092421A (en) * | 1977-05-13 | 1978-05-30 | The Dow Chemical Company | Method of controlling manure-breeding insects |
DE2726684A1 (de) * | 1977-06-14 | 1979-01-04 | Hoechst Ag | Insektizide mittel |
US4133956A (en) * | 1977-07-27 | 1979-01-09 | Eli Lilly And Company | Preparation of benzoylureas |
JPS6029382B2 (ja) * | 1977-06-24 | 1985-07-10 | 住友化学工業株式会社 | N−〔p−(置換ベンジルオキシ)フエニル〕n′−ベンゾイル尿素誘導体、その製造法およびそれらを有効成分とする殺虫、殺ダニ剤 |
US4160037A (en) * | 1977-09-30 | 1979-07-03 | The Upjohn Company | Compounds, compositions and methods of combatting pest employing thioureas |
US4293552A (en) * | 1978-02-27 | 1981-10-06 | Eli Lilly And Company | Novel 1-(mono-o-substituted benzoyl)-3-(substituted pyrazinyl) ureas |
EP0004030B1 (de) * | 1978-03-13 | 1981-12-30 | Ciba-Geigy Ag | Substituierte N-Phenyl-N'-fluorbenzoylharnstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung in der Schädlingsbekämpfung |
ZA793186B (en) * | 1978-07-06 | 1981-02-25 | Duphar Int Res | New urea and thiourea compounds, method of preparing the new compounds, as well as insecticidal compositions on the basis of these compounds |
JPS5511537A (en) * | 1978-07-11 | 1980-01-26 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-pyridyl urea compound, its preparation and insecticide containing the same |
US4166107A (en) * | 1978-07-25 | 1979-08-28 | The United States Of America As Represented By The Secretary Of Agriculture | Sustained release bolus formulations containing insect growth regulators for control of livestock pests |
US4264605A (en) * | 1978-08-31 | 1981-04-28 | Eli Lilly And Company | 1-Benzoyl-3-(aryloxy- or arylthiopyridinyl) urea compounds |
US4219557A (en) * | 1978-08-31 | 1980-08-26 | Eli Lilly And Company | 1-(2,6-Dihalobenzoyl)-3-(5-substituted-2-pyridinyl)urea compounds and insecticidal use |
US4164581A (en) * | 1978-09-05 | 1979-08-14 | Gulf Oil Corporation | 1-(2,6-Dichlorobenzoyl)-3-(4-trifluoromethyl-2-thiazolyl)urea and use as insecticide |
DE2839462A1 (de) * | 1978-09-11 | 1980-03-27 | Basf Ag | Aroylharnstoffe |
JPS5538357A (en) * | 1978-09-13 | 1980-03-17 | Ishihara Sangyo Kaisha Ltd | Insecticide |
DE2843851A1 (de) * | 1978-10-07 | 1980-04-17 | Bayer Ag | Substituierte n-benzoyl-n'-tert.-alkoxycarbonylphenyl-(thio)-harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als insektizide |
DE2901334A1 (de) * | 1979-01-15 | 1980-07-31 | Celamerck Gmbh & Co Kg | Neue harnstoffderivate |
GR73690B (da) * | 1979-01-15 | 1984-04-02 | Celamerck Gmbh & Co Kg | |
US4505931A (en) * | 1979-02-01 | 1985-03-19 | Ciba-Geigy Corporation | Pesticidal N-(4-alkenylthio)-phenyl-N'-benzoylureas |
US4310548A (en) * | 1979-02-01 | 1982-01-12 | Ciba-Geigy Corporation | Pesticidal N-tetrafluorophenyl-N'-benzoyl ureas |
EP0016729B1 (de) * | 1979-03-13 | 1984-07-25 | Ciba-Geigy Ag | Substituierte N-(p-Aminophenyl)-N'-benzoylharnstoffe, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Mittel und ihre Verwendung zur Bekämpfung von Schädlingen; alkenylsubstituierte p-Amino-anilinderivate |
US4212870A (en) * | 1979-06-18 | 1980-07-15 | Gulf Oil Corporation | 1-(2,6-Dichlorobenzoyl)-3-(5-chloro-2-pyridinyl-N-oxide)urea and use as insecticide |
DE2928410A1 (de) * | 1979-07-11 | 1981-01-29 | Schering Ag | Acylharnstoffe, insektizide mittel enthaltend diese verbindungen sowie verfahren zu ihrer herstellung |
JPS5615272A (en) * | 1979-07-17 | 1981-02-14 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-phenylurea compound, its preparation, and insecticide containing the same |
JPS5625148A (en) * | 1979-08-08 | 1981-03-10 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-phenoxyphenylurea-based compound, and insecticide comprising it |
AU532156B2 (en) * | 1979-09-07 | 1983-09-22 | Ishihara Sangyo Kaisha Ltd. | N-benzoyl-n'-pyridyloxy phenyl urea |
JPS5640667A (en) * | 1979-09-11 | 1981-04-16 | Ishihara Sangyo Kaisha Ltd | Urea derivative |
JPS5668659A (en) * | 1979-11-06 | 1981-06-09 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-phenoxyphenylurea compound, and insecticide containing the same |
DE3041947A1 (de) * | 1979-11-09 | 1981-05-21 | CIBA-GEIGY AG, 4002 Basel | Phenoxyphenylharnstoffe |
JPS5692857A (en) * | 1979-12-27 | 1981-07-27 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-phenoxyphenylurea compound, its preparation, and insecticide comprising it |
EP0031974A3 (en) * | 1980-01-04 | 1981-07-22 | Duphar International Research B.V | New urea compounds and thiourea compounds, method of preparing the new compounds, and insecticidal compositions on the basis of these compounds |
US4338257A (en) * | 1980-03-04 | 1982-07-06 | Gulf Oil Corporation | Benzoyl arylthioureas and use as plant growth regulators |
JPS56128673A (en) * | 1980-03-13 | 1981-10-08 | Mitsubishi Electric Corp | Consumable electrode system pulse arc welding device |
US4399152A (en) * | 1980-04-03 | 1983-08-16 | Duphar International B.V. | Substituted benzoyl ureas as insecticides |
EP0038776B1 (de) * | 1980-04-17 | 1983-09-21 | Ciba-Geigy Ag | Phenylharnstoffe |
EP0040179B1 (de) * | 1980-05-14 | 1984-08-29 | Ciba-Geigy Ag | Phenylbenzoylharnstoffe |
JPS572273A (en) * | 1980-05-30 | 1982-01-07 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-pyridyloxyphenylurea-type compound, its preparation, and insecticide containing the same |
US4336264A (en) * | 1980-06-19 | 1982-06-22 | Eli Lilly And Company | 1-Benzoyl-3-(isoxazolyl or benzisoxazolyl)-ureas and insecticidal use thereof |
DE3023328A1 (de) * | 1980-06-21 | 1982-01-14 | Bayer Ag, 5090 Leverkusen | Substituierte benzol-(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
US4426385A (en) * | 1980-10-16 | 1984-01-17 | Union Carbide Corporation | Insecticidal bicyclooxyphenyl ureas |
JPS5772567A (en) * | 1980-10-17 | 1982-05-06 | Canon Inc | Sheet material handling device |
DE3104407A1 (de) * | 1981-02-07 | 1982-08-19 | Basf Ag, 6700 Ludwigshafen | N-benzoyl-n'-phenoxyphenylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
JPS57144258A (en) * | 1981-03-02 | 1982-09-06 | Ishihara Sangyo Kaisha Ltd | N-benzoyl-n'-phenylurea compound, its preparation, and insecticide containing the same |
US4405552A (en) * | 1981-03-03 | 1983-09-20 | Eli Lilly And Company | 1-Benzoyl-3-(arylphyridyl)urea compounds |
US4366155A (en) * | 1981-03-30 | 1982-12-28 | Eli Lilly And Company | 1-Benzoyl-3-(6-oxopyridazinyl)ureas, compositions, and insecticidal method |
DE3125423A1 (de) * | 1981-06-27 | 1983-01-13 | A. Nattermann & Cie GmbH, 5000 Köln | Neue insektizid-zusammensetzung, verfahren zur herstellung und deren verwendung |
DE3225942A1 (de) * | 1981-06-27 | 1984-01-12 | A. Nattermann & Cie GmbH, 5000 Köln | Gegen ektoparasiten wirksame formulierungen |
DE3126263A1 (de) * | 1981-07-03 | 1983-01-20 | Basf Ag, 6700 Ludwigshafen | N-benzoyl-n'-pyridylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
AR242020A1 (es) * | 1981-07-30 | 1993-02-26 | Dow Chemical Co | N-aroil n'-fenil urea sustituidos, composiciones insecticidas que los incluyen y derivados 4-halo alcoxi o 4-alquiltio benzamidas. |
JPS5835163A (ja) * | 1981-08-26 | 1983-03-01 | Ishihara Sangyo Kaisha Ltd | N−ベンゾイル−n′−フエノキシフエニルウレア系化合物及びそれらを含有する殺虫剤 |
JPS5839657A (ja) * | 1981-09-04 | 1983-03-08 | Ishihara Sangyo Kaisha Ltd | N−ベンゾイル−n′−フエニルウレア系化合物及びそれらを含有する殺虫剤 |
DE3235419A1 (de) * | 1981-09-28 | 1983-04-14 | CIBA-GEIGY AG, 4002 Basel | Phenylharnstoffe |
US4511571A (en) * | 1981-10-20 | 1985-04-16 | Ciba Geigy Corporation | N-(2-Pyridyloxyphenyl)-N'-benzoyl ureas, pesticidal compositions containing same and pesticidal methods of use |
US4380641A (en) * | 1981-10-26 | 1983-04-19 | Eli Lilly And Company | Insecticidal oxazolyl ureas |
DE3241138A1 (de) * | 1981-11-10 | 1983-05-19 | CIBA-GEIGY AG, 4002 Basel | Phenylharnstoffe |
DE3275720D1 (de) * | 1981-11-10 | 1987-04-23 | Ciba Geigy Ag | Phenylbenzoyl ureas as pesticides |
CA1238650A (en) * | 1982-03-01 | 1988-06-28 | Hiroshi Nagase | Urea derivatives, their production and use |
DE3217620A1 (de) * | 1982-05-11 | 1983-11-17 | Bayer Ag, 5090 Leverkusen | 2,5-dihalogenbenzoyl-(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
DE3217619A1 (de) * | 1982-05-11 | 1983-11-17 | Bayer Ag, 5090 Leverkusen | 2,4-dihalogenbenzoyl-(thio)harnstoffe, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel |
DE3219200A1 (de) * | 1982-05-21 | 1983-11-24 | Celamerck Gmbh & Co Kg, 6507 Ingelheim | Insektizide mittel |
CA1205483A (en) * | 1982-06-30 | 1986-06-03 | David T. Chou | Pesticidal 1-(alkyl phenoxyaryl)-3-benzoyl ureas and process for preparation |
JPS5920265A (ja) * | 1982-07-27 | 1984-02-01 | Kumiai Chem Ind Co Ltd | ベンゾイル尿素誘導体、その製造法および殺虫、殺ダニ剤 |
DE3232265A1 (de) * | 1982-08-31 | 1984-03-01 | Basf Ag, 6700 Ludwigshafen | N-benzoyl-n'-phenoxyphenylharnstoffe, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
AU1862083A (en) * | 1982-09-02 | 1984-03-08 | Duphar International Research B.V. | Tumor growth inhibitors |
CA1233822A (en) * | 1982-12-30 | 1988-03-08 | David T. Chou | Pesticidal benzoyl ureas and process for preparation |
US4602109A (en) * | 1982-12-30 | 1986-07-22 | Union Carbide Corporation | Novel pesticidal phenoxyphenyl and phenoxypyridyl benzoyl ureas and process for preparation |
US4659724A (en) * | 1982-12-30 | 1987-04-21 | Union Carbide Corporation | Certain 1-[4-(5-cyano-2-pyridyloxy)phenyl-benzoyl ureas having pesticidal properties |
US4540578A (en) * | 1982-12-30 | 1985-09-10 | Union Carbide Corporation | Pesticidal phenoxypyridyl benzoyl ureas |
ATE28862T1 (de) * | 1983-01-24 | 1987-08-15 | Duphar Int Res | Aktive kompositionen gegen motten, weisse fliegen und holzwuermer, pharmazeutische kompositionen und benzoylharnstoffderivaten. |
US4665097A (en) * | 1983-03-31 | 1987-05-12 | Union Carbide Corporation | Novel bicyclooxyaryl thioureas and process for preparation |
ATE43788T1 (de) * | 1983-09-01 | 1989-06-15 | Duphar Int Res | Benzoylharnstoffe mit antitumoraler wirkung. |
IL76708A (en) * | 1984-10-18 | 1990-01-18 | Ciba Geigy Ag | Substituted n-benzoyl-n'-(2,5-dichloro-4(1,1,2,3,3,3-hexafluoropropyloxy)-phenyl)ureas,their preparation and pesticidal compositions containing them |
US5135953A (en) * | 1984-12-28 | 1992-08-04 | Ciba-Geigy | Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals |
NZ221262A (en) * | 1986-08-06 | 1990-08-28 | Ciba Geigy Ag | Preventing the reinfestation of dogs and cats by fleas by administering to the host a flea growth inhibiting substance orally, parenterally or by implant |
-
1985
- 1985-12-09 US US06/804,638 patent/US5135953A/en not_active Expired - Lifetime
- 1985-12-24 GR GR853141A patent/GR853141B/el not_active IP Right Cessation
- 1985-12-27 PT PT81768A patent/PT81768B/pt unknown
- 1985-12-27 JP JP86500537A patent/JPS62501418A/ja active Pending
- 1985-12-27 AU AU53006/86A patent/AU599313B2/en not_active Ceased
- 1985-12-27 HU HU86555A patent/HUT43033A/hu unknown
- 1985-12-27 WO PCT/US1985/002545 patent/WO1986003941A1/en not_active Application Discontinuation
- 1985-12-27 EP EP86900553A patent/EP0211004A1/en not_active Withdrawn
- 1985-12-27 BR BR8507149A patent/BR8507149A/pt unknown
- 1985-12-28 PL PL25720785A patent/PL257207A1/xx unknown
- 1985-12-28 CN CN198585109721A patent/CN85109721A/zh active Pending
-
1986
- 1986-01-07 NZ NZ214755A patent/NZ214755A/en unknown
- 1986-01-07 NZ NZ229675A patent/NZ229675A/en unknown
- 1986-08-21 OA OA58938A patent/OA08537A/xx unknown
- 1986-08-27 KR KR1019860700607A patent/KR870700003A/ko not_active Application Discontinuation
- 1986-08-27 DK DK408286A patent/DK408286A/da not_active Application Discontinuation
- 1986-08-28 NO NO863463A patent/NO863463L/no unknown
- 1986-08-28 FI FI863490A patent/FI863490A/fi not_active IP Right Cessation
-
1992
- 1992-08-03 US US07/924,089 patent/US5420163A/en not_active Expired - Lifetime
-
1995
- 1995-04-21 US US08/426,092 patent/US5776981A/en not_active Expired - Lifetime
- 1995-05-31 US US08/455,097 patent/US5776982A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
NO863463D0 (no) | 1986-08-28 |
EP0211004A1 (en) | 1987-02-25 |
BR8507149A (pt) | 1987-03-31 |
OA08537A (en) | 1988-09-30 |
FI863490A0 (fi) | 1986-08-28 |
DK408286D0 (da) | 1986-08-27 |
HUT43033A (en) | 1987-09-28 |
JPS62501418A (ja) | 1987-06-11 |
NZ229675A (en) | 1990-04-26 |
US5776982A (en) | 1998-07-07 |
WO1986003941A1 (en) | 1986-07-17 |
PT81768B (en) | 1987-10-02 |
US5135953A (en) | 1992-08-04 |
AU599313B2 (en) | 1990-07-19 |
PT81768A (en) | 1986-01-02 |
NZ214755A (en) | 1990-04-26 |
US5776981A (en) | 1998-07-07 |
AU5300686A (en) | 1986-07-29 |
GR853141B (da) | 1986-04-25 |
DK408286A (da) | 1986-10-17 |
CN85109721A (zh) | 1987-07-15 |
KR870700003A (ko) | 1987-02-28 |
FI863490A (fi) | 1986-08-28 |
PL257207A1 (en) | 1987-10-19 |
US5420163A (en) | 1995-05-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO863463L (no) | Anvendelse av acylurea-forbindelser for aa kontrollere endoparasitter og ectoparasitter hos varmblodige dyr. | |
EP0244360B1 (de) | Substituierte Pyrimidine | |
DE2926480A1 (de) | Neue harnstoff- und thioharnstoffverbindungen, verfahren zur herstellung der neuen verbindungen sowie insektizidpraeparate auf basis dieser verbindungen | |
JPH02243670A (ja) | ピロール殺虫剤 | |
EP0320448B1 (de) | 3-Aminobenzoylphenylharnstoffe | |
DE69416235T2 (de) | Triazin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung | |
HU193668B (en) | Insecticides and acaricides comprising benzoyl-urea derivatives and process for preparing the benzoyl-urea derivatives | |
EP0230400A2 (de) | N-3-(5-Trifluormethyl-pyridyl-2-oxy)-phenyl-N'-benzoylharnstoffe zur Bekämpfung von Helminthen an Nutztieren | |
CS241538B2 (en) | Insecticide and acaricide and method of active substances production | |
JPS6089465A (ja) | 新規なn‐(チオ)カルバモイルアリール(チオ)カルボキシイミド酸エステル、それらの製造方法およびそれらを含有する殺中剤 | |
JP6140373B2 (ja) | 新規化合物 | |
CS240991B2 (en) | Insekticide and akaricide agent and method of effective substances preparation | |
JPH0617357B2 (ja) | 新規なベンゾイル尿素化合物、その製造方法およびベンゾイル尿素化合物を含有する殺虫・殺ダニ剤組成物 | |
Ash et al. | Susceptibility of Ornithodoros parkeri (Cooley)(Acari: Argasidae) and Dermanyssus gallinae (DeGeer)(Acari: Dermanyssidae) to ivermectin | |
JP2000143668A (ja) | 2―(置換チオ)チアゾロ―[4,5―b]ピリジン化合物の有害生物防除および寄生虫防除的使用 | |
JPH01160937A (ja) | 外部寄生体の制御法 | |
KR860001567B1 (ko) | 나프탈렌아민 유도체의 제조방법 | |
US4228186A (en) | Method for the control of manure-breeding insects | |
JPS58203949A (ja) | ナフタレンアミン誘導体 | |
JPS62181258A (ja) | 生産的な家畜の蠕虫類を防除する方法、殺蠕虫剤組成物の製造方法および殺蠕虫動物薬組成物 | |
JPS6248690A (ja) | ジアザホスホリン類、それらの製造方法および有害生物防除剤としてのそれらの使用 | |
JPH07501084A (ja) | 4,5−ジシアノイミダゾール誘導体及びそれらを含む農薬(pesticidal)組成物 | |
JPS62226995A (ja) | 二環式ジアザリン化合物、その製造方法およびその有害生物防除剤としての使用 | |
CH656129A5 (en) | Milbemycin D derivatives for controlling plant pests and ectoparasites on animals | |
DE19548914A1 (de) | Imidazol-Derivate |