MXPA04010208A

MXPA04010208A - Combate de parasitos en animales.

Combate de parasitos en animales.

Info

Publication number: MXPA04010208A
Authority: MX; Mexico
Prior art keywords: alkyl; optionally substituted; halogen; alkoxy; spp
Prior art date: 2002-04-16

Application number

MXPA04010208A

Other languages

English (en)

Spanish (es)

Inventor

Loehr Reinhold

Original Assignee

Bayer Healthcare Ag

Priority date

2002-04-16

Filing date

2003-04-03

Publication date

2005-03-07

2003-04-03 Application filed by Bayer Healthcare Ag filed Critical Bayer Healthcare Ag

2005-03-07 Publication of MXPA04010208A publication Critical patent/MXPA04010208A/es

Links

241001465754 Metazoa Species 0.000 title claims abstract description 30
244000045947 parasite Species 0.000 title claims abstract description 17
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 28
229910052736 halogen Inorganic materials 0.000 claims description 70
150000002367 halogens Chemical group 0.000 claims description 69
125000000217 alkyl group Chemical group 0.000 claims description 52
150000001875 compounds Chemical class 0.000 claims description 48
125000003545 alkoxy group Chemical group 0.000 claims description 37
229910052739 hydrogen Inorganic materials 0.000 claims description 37
239000001257 hydrogen Substances 0.000 claims description 37
239000004480 active ingredient Substances 0.000 claims description 32
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 28
125000001188 haloalkyl group Chemical group 0.000 claims description 22
229910052760 oxygen Inorganic materials 0.000 claims description 20
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 19
239000001301 oxygen Substances 0.000 claims description 19
125000003342 alkenyl group Chemical group 0.000 claims description 16
229910052717 sulfur Inorganic materials 0.000 claims description 15
125000004414 alkyl thio group Chemical group 0.000 claims description 13
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 13
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
238000000034 method Methods 0.000 claims description 12
239000011593 sulfur Substances 0.000 claims description 12
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 10
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 10
125000000753 cycloalkyl group Chemical group 0.000 claims description 10
229920006395 saturated elastomer Polymers 0.000 claims description 10
125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 9
125000004438 haloalkoxy group Chemical group 0.000 claims description 9
125000001072 heteroaryl group Chemical group 0.000 claims description 9
125000000547 substituted alkyl group Chemical group 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 7
125000005842 heteroatom Chemical group 0.000 claims description 7
125000003282 alkyl amino group Chemical group 0.000 claims description 6
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 5
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 5
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
125000000304 alkynyl group Chemical group 0.000 claims description 5
229910052799 carbon Inorganic materials 0.000 claims description 5
229910021645 metal ion Inorganic materials 0.000 claims description 5
125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 4
125000005109 alkynylthio group Chemical group 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
125000005366 cycloalkylthio group Chemical group 0.000 claims description 3
125000001624 naphthyl group Chemical group 0.000 claims description 3
125000005108 alkenylthio group Chemical group 0.000 claims description 2
125000004663 dialkyl amino group Chemical group 0.000 claims description 2
239000003814 drug Substances 0.000 claims description 2
125000005359 phenoxyalkyl group Chemical group 0.000 claims description 2
125000003884 phenylalkyl group Chemical group 0.000 claims description 2
230000009885 systemic effect Effects 0.000 abstract description 12
-1 Ci-C6 alkyl Chemical class 0.000 description 46
239000000203 mixture Substances 0.000 description 33
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 27
239000000460 chlorine Substances 0.000 description 27
229910052801 chlorine Inorganic materials 0.000 description 27
229910052731 fluorine Inorganic materials 0.000 description 27
239000011737 fluorine Substances 0.000 description 27
238000002360 preparation method Methods 0.000 description 24
150000002148 esters Chemical class 0.000 description 23
239000000126 substance Substances 0.000 description 19
239000002904 solvent Substances 0.000 description 17
239000000243 solution Substances 0.000 description 15
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 14
229910052794 bromium Inorganic materials 0.000 description 14
125000001153 fluoro group Chemical group F* 0.000 description 14
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 14
229920000642 polymer Polymers 0.000 description 14
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 13
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239000004793 Polystyrene Substances 0.000 description 12
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
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239000002253 acid Substances 0.000 description 8
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239000007924 injection Substances 0.000 description 8
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125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
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229920002614 Polyether block amide Polymers 0.000 description 6
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230000037396 body weight Effects 0.000 description 6
239000012141 concentrate Substances 0.000 description 6
239000000839 emulsion Substances 0.000 description 6
150000004665 fatty acids Chemical class 0.000 description 6
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229920000915 polyvinyl chloride Polymers 0.000 description 6
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
125000006413 ring segment Chemical group 0.000 description 6
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
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229920001634 Copolyester Polymers 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
239000004359 castor oil Substances 0.000 description 5
235000019438 castor oil Nutrition 0.000 description 5
229920002678 cellulose Polymers 0.000 description 5
239000001913 cellulose Substances 0.000 description 5
229920001577 copolymer Polymers 0.000 description 5
150000002191 fatty alcohols Chemical class 0.000 description 5
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
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VPRUMANMDWQMNF-UHFFFAOYSA-N phenylethane boronic acid Chemical compound OB(O)CCC1=CC=CC=C1 VPRUMANMDWQMNF-UHFFFAOYSA-N 0.000 description 5
229920000570 polyether Polymers 0.000 description 5
239000000725 suspension Substances 0.000 description 5
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 4
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 4
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 4
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241000272517 Anseriformes Species 0.000 description 4
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QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
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