RU2709198C2 - Применение изоксазолиновых соединений для лечения демодекоза - Google Patents
Применение изоксазолиновых соединений для лечения демодекоза Download PDFInfo
- Publication number
- RU2709198C2 RU2709198C2 RU2017126029A RU2017126029A RU2709198C2 RU 2709198 C2 RU2709198 C2 RU 2709198C2 RU 2017126029 A RU2017126029 A RU 2017126029A RU 2017126029 A RU2017126029 A RU 2017126029A RU 2709198 C2 RU2709198 C2 RU 2709198C2
- Authority
- RU
- Russia
- Prior art keywords
- isoxazoline compound
- treatment
- formula
- dogs
- mammal
- Prior art date
Links
- 238000011282 treatment Methods 0.000 title abstract description 65
- 150000002547 isoxazolines Chemical class 0.000 title description 14
- -1 isoxazoline compound Chemical class 0.000 claims abstract description 103
- 208000020693 Demodicidosis Diseases 0.000 claims abstract description 27
- MLBZKOGAMRTSKP-UHFFFAOYSA-N fluralaner Chemical compound C1=C(C(=O)NCC(=O)NCC(F)(F)F)C(C)=CC(C=2CC(ON=2)(C=2C=C(Cl)C=C(Cl)C=2)C(F)(F)F)=C1 MLBZKOGAMRTSKP-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 22
- 241000124008 Mammalia Species 0.000 claims abstract description 12
- 229960004498 fluralaner Drugs 0.000 claims abstract description 9
- OXDDDHGGRFRLEE-UHFFFAOYSA-N 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]naphthalene-1-carboxamide Chemical compound C12=CC=CC=C2C(C(=O)NCC(=O)NCC(F)(F)F)=CC=C1C(C1)=NOC1(C(F)(F)F)C1=CC(Cl)=CC(C(F)(F)F)=C1 OXDDDHGGRFRLEE-UHFFFAOYSA-N 0.000 claims abstract description 4
- FLEFKKUZMDEUIP-QFIPXVFZSA-N 1-[6-[(5s)-5-(3,5-dichloro-4-fluorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]spiro[1h-2-benzofuran-3,3'-azetidine]-1'-yl]-2-methylsulfonylethanone Chemical compound C1N(C(=O)CS(=O)(=O)C)CC21C1=CC=C(C=3C[C@](ON=3)(C=3C=C(Cl)C(F)=C(Cl)C=3)C(F)(F)F)C=C1CO2 FLEFKKUZMDEUIP-QFIPXVFZSA-N 0.000 claims abstract 2
- HDKWFBCPLKNOCK-SFHVURJKSA-N 3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]-5-[(5s)-5-(3,4,5-trichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]thiophene-2-carboxamide Chemical compound S1C(C(=O)NCC(=O)NCC(F)(F)F)=C(C)C=C1C1=NO[C@](C(F)(F)F)(C=2C=C(Cl)C(Cl)=C(Cl)C=2)C1 HDKWFBCPLKNOCK-SFHVURJKSA-N 0.000 claims abstract 2
- 229960000982 afoxolaner Drugs 0.000 claims abstract 2
- 229950002303 lotilaner Drugs 0.000 claims abstract 2
- 229960005393 sarolaner Drugs 0.000 claims abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 6
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 6
- 125000005767 propoxymethyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])[#8]C([H])([H])* 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000004969 haloethyl group Chemical group 0.000 claims description 4
- 150000001204 N-oxides Chemical class 0.000 claims description 3
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims description 3
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 claims description 3
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 3
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims description 3
- 125000004673 propylcarbonyl group Chemical group 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000012453 solvate Substances 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims description 3
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 241000238876 Acari Species 0.000 abstract description 31
- 239000007910 chewable tablet Substances 0.000 abstract description 18
- 230000000694 effects Effects 0.000 abstract description 9
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 239000003814 drug Substances 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract 1
- 241000282472 Canis lupus familiaris Species 0.000 description 84
- 241001465754 Metazoa Species 0.000 description 32
- 241001128004 Demodex Species 0.000 description 26
- 210000003491 skin Anatomy 0.000 description 21
- 229940104542 bravecto Drugs 0.000 description 16
- 238000007790 scraping Methods 0.000 description 15
- 244000045947 parasite Species 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
- 230000037396 body weight Effects 0.000 description 8
- 201000010099 disease Diseases 0.000 description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 8
- 206010037888 Rash pustular Diseases 0.000 description 7
- 206010039509 Scab Diseases 0.000 description 7
- 229940068682 chewable tablet Drugs 0.000 description 7
- 208000029561 pustule Diseases 0.000 description 7
- 230000006378 damage Effects 0.000 description 6
- 230000003779 hair growth Effects 0.000 description 6
- 201000004384 Alopecia Diseases 0.000 description 5
- 208000006311 Pyoderma Diseases 0.000 description 5
- 230000003247 decreasing effect Effects 0.000 description 5
- YZBLFMPOMVTDJY-CBYMMZEQSA-N moxidectin Chemical compound O1[C@H](C(\C)=C\C(C)C)[C@@H](C)C(=N/OC)\C[C@@]11O[C@H](C\C=C(C)\C[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 YZBLFMPOMVTDJY-CBYMMZEQSA-N 0.000 description 5
- 229960004816 moxidectin Drugs 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 238000011269 treatment regimen Methods 0.000 description 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
- 230000000895 acaricidal effect Effects 0.000 description 4
- 239000003242 anti bacterial agent Substances 0.000 description 4
- 235000015218 chewing gum Nutrition 0.000 description 4
- 239000002552 dosage form Substances 0.000 description 4
- 235000013601 eggs Nutrition 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 235000013305 food Nutrition 0.000 description 4
- 210000004209 hair Anatomy 0.000 description 4
- 208000024963 hair loss Diseases 0.000 description 4
- 230000003676 hair loss Effects 0.000 description 4
- 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 3
- 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 3
- 241000282465 Canis Species 0.000 description 3
- 206010015150 Erythema Diseases 0.000 description 3
- 241000282326 Felis catus Species 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- QXAITBQSYVNQDR-ZIOPAAQOSA-N amitraz Chemical compound C=1C=C(C)C=C(C)C=1/N=C/N(C)\C=N\C1=CC=C(C)C=C1C QXAITBQSYVNQDR-ZIOPAAQOSA-N 0.000 description 3
- 229960002587 amitraz Drugs 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 229940112822 chewing gum Drugs 0.000 description 3
- 230000001684 chronic effect Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 231100000321 erythema Toxicity 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 229960002418 ivermectin Drugs 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 208000024891 symptom Diseases 0.000 description 3
- 238000007910 systemic administration Methods 0.000 description 3
- 230000009885 systemic effect Effects 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000002560 therapeutic procedure Methods 0.000 description 3
- 230000000699 topical effect Effects 0.000 description 3
- WEQPBCSPRXFQQS-UHFFFAOYSA-N 4,5-dihydro-1,2-oxazole Chemical compound C1CC=NO1 WEQPBCSPRXFQQS-UHFFFAOYSA-N 0.000 description 2
- 206010063409 Acarodermatitis Diseases 0.000 description 2
- 208000002874 Acne Vulgaris Diseases 0.000 description 2
- 239000005906 Imidacloprid Substances 0.000 description 2
- 206010024264 Lethargy Diseases 0.000 description 2
- 208000008771 Lymphadenopathy Diseases 0.000 description 2
- 206010037660 Pyrexia Diseases 0.000 description 2
- 208000035415 Reinfection Diseases 0.000 description 2
- 241000447727 Scabies Species 0.000 description 2
- 208000025865 Ulcer Diseases 0.000 description 2
- 206010000496 acne Diseases 0.000 description 2
- 238000001574 biopsy Methods 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 230000001055 chewing effect Effects 0.000 description 2
- 235000020188 drinking water Nutrition 0.000 description 2
- 239000003651 drinking water Substances 0.000 description 2
- 230000003325 follicular Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 229940056881 imidacloprid Drugs 0.000 description 2
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 2
- 239000007943 implant Substances 0.000 description 2
- 238000011221 initial treatment Methods 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- CKVMAPHTVCTEMM-ALPQRHTBSA-N milbemycin oxime Chemical compound O1[C@H](C)[C@@H](C)CC[C@@]11O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)C(=N/O)/[C@H]3OC\2)O)C[C@H]4C1.C1C[C@H](C)[C@@H](CC)O[C@@]21O[C@H](C\C=C(C)\C[C@@H](C)\C=C\C=C/1[C@]3([C@H](C(=O)O4)C=C(C)C(=N/O)/[C@H]3OC\1)O)C[C@H]4C2 CKVMAPHTVCTEMM-ALPQRHTBSA-N 0.000 description 2
- 229940099245 milbemycin oxime Drugs 0.000 description 2
- 210000000214 mouth Anatomy 0.000 description 2
- 230000003071 parasitic effect Effects 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 208000005687 scabies Diseases 0.000 description 2
- 208000017520 skin disease Diseases 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- BPFUIWLQXNPZHI-UHFFFAOYSA-N 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-[(methoxyamino)methylidene]-2-methylbenzamide Chemical compound C1=C(C)C(C(=O)N\C=N/OC)=CC=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C=C(Cl)C=2)C1 BPFUIWLQXNPZHI-UHFFFAOYSA-N 0.000 description 1
- FJBGLNSEMHYAPD-UHFFFAOYSA-N 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4h-1,2-oxazol-3-yl]-3-methyl-n-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]thiophene-2-carboxamide Chemical compound S1C(C(=O)NCC(=O)NCC(F)(F)F)=C(C)C=C1C1=NOC(C(F)(F)F)(C=2C=C(Cl)C=C(Cl)C=2)C1 FJBGLNSEMHYAPD-UHFFFAOYSA-N 0.000 description 1
- 241000238421 Arthropoda Species 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 208000035143 Bacterial infection Diseases 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 241000283707 Capra Species 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- 208000003322 Coinfection Diseases 0.000 description 1
- 241001128002 Demodex canis Species 0.000 description 1
- 241000445733 Demodex caprae Species 0.000 description 1
- 241001444441 Demodex gatoi Species 0.000 description 1
- 241001181783 Demodex injai Species 0.000 description 1
- 201000004624 Dermatitis Diseases 0.000 description 1
- 206010048768 Dermatosis Diseases 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 206010017553 Furuncle Diseases 0.000 description 1
- 206010020649 Hyperkeratosis Diseases 0.000 description 1
- 206010061217 Infestation Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 206010025323 Lymphomas Diseases 0.000 description 1
- 206010067482 No adverse event Diseases 0.000 description 1
- 241000283898 Ovis Species 0.000 description 1
- 208000030852 Parasitic disease Diseases 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 206010039897 Sedation Diseases 0.000 description 1
- 241000282887 Suidae Species 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- 238000011360 adjunctive therapy Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 231100000360 alopecia Toxicity 0.000 description 1
- 238000000540 analysis of variance Methods 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 238000011203 antimicrobial therapy Methods 0.000 description 1
- 239000003096 antiparasitic agent Substances 0.000 description 1
- 229940125687 antiparasitic agent Drugs 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- 208000022362 bacterial infectious disease Diseases 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 229960003391 cefovecin Drugs 0.000 description 1
- ZJGQFXVQDVCVOK-MSUXKOGISA-N cefovecin Chemical compound S([C@@H]1[C@@H](C(N1C=1C(O)=O)=O)NC(=O)/C(=N/OC)C=2N=C(N)SC=2)CC=1[C@@H]1CCCO1 ZJGQFXVQDVCVOK-MSUXKOGISA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 210000002808 connective tissue Anatomy 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- QLFZZSKTJWDQOS-YDBLARSUSA-N doramectin 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(O3)C=C[C@H](C)[C@@H](C3CCCCC3)O4)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 QLFZZSKTJWDQOS-YDBLARSUSA-N 0.000 description 1
- 229960003997 doramectin Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 208000003512 furunculosis Diseases 0.000 description 1
- 239000003862 glucocorticoid Substances 0.000 description 1
- 210000003780 hair follicle Anatomy 0.000 description 1
- 239000007902 hard capsule Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 229940056873 imidacloprid / moxidectin Drugs 0.000 description 1
- 239000005414 inactive ingredient Substances 0.000 description 1
- 230000002458 infectious effect Effects 0.000 description 1
- 210000004969 inflammatory cell Anatomy 0.000 description 1
- 230000002757 inflammatory effect Effects 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- 230000000366 juvenile effect Effects 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 230000000974 larvacidal effect Effects 0.000 description 1
- 230000001418 larval effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000008297 liquid dosage form Substances 0.000 description 1
- 230000001926 lymphatic effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 201000002266 mite infestation Diseases 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 238000011328 necessary treatment Methods 0.000 description 1
- 229940127249 oral antibiotic Drugs 0.000 description 1
- 231100000194 ovacidal Toxicity 0.000 description 1
- 230000003151 ovacidal effect Effects 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 229940023488 pill Drugs 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 230000036280 sedation Effects 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- AFJYYKSVHJGXSN-KAJWKRCWSA-N selamectin Chemical compound O1[C@@H](C)[C@H](O)[C@@H](OC)C[C@@H]1O[C@@H]1C(/C)=C/C[C@@H](O[C@]2(O[C@@H]([C@@H](C)CC2)C2CCCCC2)C2)C[C@@H]2OC(=O)[C@@H]([C@]23O)C=C(C)C(=N\O)/[C@H]3OC\C2=C/C=C/[C@@H]1C AFJYYKSVHJGXSN-KAJWKRCWSA-N 0.000 description 1
- 229960002245 selamectin Drugs 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 238000007390 skin biopsy Methods 0.000 description 1
- 230000037380 skin damage Effects 0.000 description 1
- 206010040872 skin infection Diseases 0.000 description 1
- 206010040882 skin lesion Diseases 0.000 description 1
- 231100000444 skin lesion Toxicity 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009747 swallowing Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- DENPQNAWGQXKCU-UHFFFAOYSA-N thiophene-2-carboxamide Chemical compound NC(=O)C1=CC=CS1 DENPQNAWGQXKCU-UHFFFAOYSA-N 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000006211 transdermal dosage form Substances 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 230000036269 ulceration Effects 0.000 description 1
- 230000002747 voluntary effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Organic Chemistry (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Dermatology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Zoology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14199562 | 2014-12-22 | ||
| EP14199562.1 | 2014-12-22 | ||
| PCT/EP2015/080744 WO2016102437A1 (en) | 2014-12-22 | 2015-12-21 | Use of isoxazoline compounds for treating demodicosis |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2017126029A RU2017126029A (ru) | 2019-01-24 |
| RU2017126029A3 RU2017126029A3 (cg-RX-API-DMAC7.html) | 2019-06-20 |
| RU2709198C2 true RU2709198C2 (ru) | 2019-12-17 |
Family
ID=52146273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2017126029A RU2709198C2 (ru) | 2014-12-22 | 2015-12-21 | Применение изоксазолиновых соединений для лечения демодекоза |
Country Status (14)
| Country | Link |
|---|---|
| US (3) | US20170348286A1 (cg-RX-API-DMAC7.html) |
| EP (3) | EP4599830A3 (cg-RX-API-DMAC7.html) |
| JP (1) | JP6706262B2 (cg-RX-API-DMAC7.html) |
| CN (2) | CN114681453A (cg-RX-API-DMAC7.html) |
| AU (3) | AU2015371175B2 (cg-RX-API-DMAC7.html) |
| BR (1) | BR112017013286A2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2971296A1 (cg-RX-API-DMAC7.html) |
| DK (2) | DK3236960T3 (cg-RX-API-DMAC7.html) |
| ES (2) | ES3018234T3 (cg-RX-API-DMAC7.html) |
| FI (2) | FI4008329T3 (cg-RX-API-DMAC7.html) |
| PL (2) | PL3236960T3 (cg-RX-API-DMAC7.html) |
| PT (2) | PT3236960T (cg-RX-API-DMAC7.html) |
| RU (1) | RU2709198C2 (cg-RX-API-DMAC7.html) |
| WO (1) | WO2016102437A1 (cg-RX-API-DMAC7.html) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20170232024A1 (en) | 2014-08-04 | 2017-08-17 | Jerry Tan Eye Surgery Pte Ltd | Pharmaceutical compositions for demodex related blepharitis and eyelid crusting |
| FI4008329T3 (fi) | 2014-12-22 | 2025-08-22 | Intervet Int Bv | Isoksatsoliiniyhdisteitä käytettäväksi hoidettaessa demodikoosia |
| WO2018039508A1 (en) * | 2016-08-25 | 2018-03-01 | Merial, Inc. | Method for reducing unwanted effects in parasiticidal treatments |
| CN107501199A (zh) * | 2017-08-16 | 2017-12-22 | 南京农业大学 | 氟雷拉纳单体化合物的提取和纯化方法 |
| CN111655241B (zh) * | 2017-12-15 | 2024-10-15 | 塔苏斯制药有限公司 | 用于治疗睑炎的异恶唑啉驱虫剂制剂和方法 |
| US12502377B2 (en) | 2019-04-04 | 2025-12-23 | Tarsus Pharmaceuticals, Inc. | Method of eradicating ticks that attach to humans using lotilaner formulations |
| US11880349B2 (en) | 2019-04-30 | 2024-01-23 | Salesforce, Inc. | System or method to query or search a metadata driven distributed ledger or blockchain |
| MX2022007455A (es) | 2019-12-18 | 2022-08-15 | Elanco Tiergesundheit Ag | Derivados de isoxazolina como plaguicidas. |
| EP4185585A1 (en) | 2020-07-24 | 2023-05-31 | Elanco Us Inc. | Process for making an isoxazoline compound and intermediate thereof |
| CN115785017B (zh) * | 2022-12-06 | 2023-12-08 | 海利尔药业集团股份有限公司 | 一种取代的苯酰胺异噁唑啉衍生物或其作为农药可接受的盐、组合物及其用途 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2067863C1 (ru) * | 1994-05-25 | 1996-10-20 | Казанский государственный технологический университет | Акарицидный состав для лечения чесотки домашних животных |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2010070068A2 (en) * | 2008-12-19 | 2010-06-24 | Novartis Ag | Organic compounds |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
| US20130203692A1 (en) * | 2012-02-06 | 2013-08-08 | Merial Limited | Parasiticidal oral veterinary compositions comprising systemically-acting active agents, methods and uses thereof |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102558082B (zh) | 2004-03-05 | 2015-09-30 | 日产化学工业株式会社 | 异噁唑啉取代苯甲酰胺化合物的制备中间体 |
| DE102004053964A1 (de) * | 2004-11-09 | 2006-05-11 | Bayer Healthcare Ag | Mittel gegen Demodikose |
| TWI412322B (zh) | 2005-12-30 | 2013-10-21 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| CA2971008A1 (en) | 2007-06-27 | 2008-12-31 | E. I. Du Pont De Nemours And Company | Animal pest control method |
| TWI411395B (zh) | 2007-12-24 | 2013-10-11 | Syngenta Participations Ag | 殺蟲化合物 |
| CA2747060A1 (en) | 2008-12-18 | 2010-07-15 | Novartis Ag | Isoxazolines derivatives and their use as pesticide |
| HUE058290T2 (hu) | 2010-12-27 | 2022-07-28 | Intervet Int Bv | Topikális lokalizált izoxazolin formuláció, amely tartalmaz glikofurolt |
| US9173870B2 (en) | 2010-12-27 | 2015-11-03 | Intervet Inc. | Topical localized isoxazoline formulation |
| WO2012120399A1 (en) * | 2011-03-10 | 2012-09-13 | Pfizer Inc. | Spirocyclic isoxazoline derivatives as antiparasitic agents |
| ES2633611T5 (es) | 2012-04-04 | 2023-09-26 | Intervet Int Bv | Composiciones farmacéuticas orales sólidas de compuestos de isoxazolina |
| WO2014090918A1 (en) * | 2012-12-13 | 2014-06-19 | Novartis Ag | Process for the enantiomeric enrichment of diaryloxazoline derivatives |
| CN110327468B (zh) * | 2013-12-20 | 2023-04-28 | 英特维特国际股份有限公司 | 异噁唑啉组合物及其在预防或治疗动物的寄生虫侵袭中的用途 |
| FI4008329T3 (fi) | 2014-12-22 | 2025-08-22 | Intervet Int Bv | Isoksatsoliiniyhdisteitä käytettäväksi hoidettaessa demodikoosia |
-
2015
- 2015-12-21 FI FIEP21213190.8T patent/FI4008329T3/fi active
- 2015-12-21 BR BR112017013286-9A patent/BR112017013286A2/pt not_active Application Discontinuation
- 2015-12-21 FI FIEP15817303.9T patent/FI3236960T3/fi active
- 2015-12-21 DK DK15817303.9T patent/DK3236960T3/da active
- 2015-12-21 CA CA2971296A patent/CA2971296A1/en active Pending
- 2015-12-21 EP EP25179725.4A patent/EP4599830A3/en active Pending
- 2015-12-21 US US15/537,547 patent/US20170348286A1/en not_active Abandoned
- 2015-12-21 DK DK21213190.8T patent/DK4008329T3/da active
- 2015-12-21 EP EP15817303.9A patent/EP3236960B1/en active Active
- 2015-12-21 CN CN202210404756.7A patent/CN114681453A/zh active Pending
- 2015-12-21 ES ES15817303T patent/ES3018234T3/es active Active
- 2015-12-21 EP EP21213190.8A patent/EP4008329B1/en active Active
- 2015-12-21 PT PT158173039T patent/PT3236960T/pt unknown
- 2015-12-21 PL PL15817303.9T patent/PL3236960T3/pl unknown
- 2015-12-21 PT PT212131908T patent/PT4008329T/pt unknown
- 2015-12-21 AU AU2015371175A patent/AU2015371175B2/en active Active
- 2015-12-21 WO PCT/EP2015/080744 patent/WO2016102437A1/en not_active Ceased
- 2015-12-21 JP JP2017533378A patent/JP6706262B2/ja active Active
- 2015-12-21 CN CN201580069964.4A patent/CN106999475B/zh active Active
- 2015-12-21 RU RU2017126029A patent/RU2709198C2/ru active
- 2015-12-21 ES ES21213190T patent/ES3037078T3/es active Active
- 2015-12-21 PL PL21213190.8T patent/PL4008329T3/pl unknown
-
2018
- 2018-04-04 US US15/944,967 patent/US10799483B2/en active Active
-
2020
- 2020-09-09 US US17/015,263 patent/US20200405692A1/en not_active Abandoned
-
2021
- 2021-06-04 AU AU2021203686A patent/AU2021203686A1/en not_active Abandoned
-
2023
- 2023-08-25 AU AU2023219972A patent/AU2023219972B2/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2067863C1 (ru) * | 1994-05-25 | 1996-10-20 | Казанский государственный технологический университет | Акарицидный состав для лечения чесотки домашних животных |
| WO2009024541A2 (en) * | 2007-08-17 | 2009-02-26 | Intervet International B.V. | Isoxazoline compositions and their use as antiparasitics |
| WO2010070068A2 (en) * | 2008-12-19 | 2010-06-24 | Novartis Ag | Organic compounds |
| US20130065846A1 (en) * | 2011-09-12 | 2013-03-14 | Mark D. Soll | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
| US20130203692A1 (en) * | 2012-02-06 | 2013-08-08 | Merial Limited | Parasiticidal oral veterinary compositions comprising systemically-acting active agents, methods and uses thereof |
| WO2013119442A1 (en) * | 2012-02-06 | 2013-08-15 | Merial Limited | Parasiticidal oral veterinary compositions comprising systemically-acting active agents, methods and uses thereof |
Non-Patent Citations (2)
| Title |
|---|
| ROHDICH N. et al. A randomized, blinded, controlled and multi-centered field study comparing the efficacy and safety of BravectoTM (fluralaner) against FrontileTM (fipronil) in flea- and tick-infested dogs.;Parasites & Vectors. 2014, 7: 83. Published: 4 March 2014 Реферат [он лайн] [найдено 17.06.2019] (найдено из Интернет: www.parasitesandvectors.com/content/7/1/83). * |
| КОЛЕСНИКОВА Н.А. и др. Эффективные схемы лечения демодекоза собак. VetPharma N3 2012 [он лайн] [найдено 18.06.2019] (найдено из интернет: vetpharma.org/archive/949). * |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2709198C2 (ru) | Применение изоксазолиновых соединений для лечения демодекоза | |
| RU2662300C2 (ru) | Способы лечения микробных инфекций, в том числе мастита | |
| RU2646483C2 (ru) | Твердые фармацевтические композиции для перорального введения на основе изоксазолиновых соединений | |
| EP3079474B1 (en) | Antiparasitic use of isoxazoline compounds | |
| Hamel et al. | Treatment and control of bovine sarcoptic and psoroptic mange infestation with ivermectin long-acting injectable (IVOMEC® GOLD) | |
| AU2024278148A1 (en) | Parasite control in ruminants | |
| WO2022258797A1 (en) | Tick control methods | |
| US11903962B1 (en) | Isoxazoline complexes and compositions thereof | |
| Kumar et al. | Drugs for therapeutic application in goat | |
| US20240366572A1 (en) | Isoxazoline complexes and compositions thereof | |
| RU2772279C2 (ru) | Твердые фармацевтические композиции для перорального введения на основе изоксазолиновых соединений | |
| WO2016040342A1 (en) | Early lactation administration of non-steroidal anti-inflammatory drugs to increase whole-lactation milk yield | |
| EP4580627A1 (en) | Treatment of fasciolosis |